Vacation Rentals By Owner In La Pointe, WI

Nestled amidst the captivating landscapes of Madeline Island, Johnston’s Golf Cottage is a 4-bedroom, 2-bathroom cottage offering a wonderful retreat for golf aficionados and nature lovers alike. The cottage offers access to one of the Midwest's best-kept secrets, a Robert Trent Jones, Sr. designed golf course. This ideal cottage promises a perfect blend of comfort, tranquility, and recreational delights. Set against the breathtaking backdrop of Madeline Island's pristine beauty, this retreat provides an escape from the hustle and bustle of everyday life yet remains just a short distance from the island's charming shops, restaurants, and attractions.brbrStep inside to discover a sanctuary of comfort and style. Boasting four well-appointed bedrooms, two full bathrooms, and spacious living areas bathed in natural light, the cottage offers ample space for families, friends, or corporate groups seeking a comfortable retreat. With thoughtfully curated furnishings and modern amenities, each room invites you to unwind and savor the beauty of island living. Prepare meals in the fully equipped kitchen or relax and recharge in the living room, where a plush sofa and a fireplace create the perfect ambiance for cozy evenings.brbrBeyond the greens, Madeline Island beckons with a wealth of recreational opportunities. Explore the island's pristine beaches, scenic hiking trails, embark on a leisurely bike ride through town or for the more adventurous a six-mile ride to our beautiful Town Park. With so much to see and do, every day promises a new adventure in this enchanting island paradise.brbrEscape the ordinary and experience the magic of Madeline Island at Johnston’s Golf Cottage. Whether you're seeking a memorable family vacation, a weekend getaway with friends, or a corporate retreat with colleagues, the cottage offers a perfect blend of comfort and recreation. Book your stay today and discover the beauty of island living at its finest.brbrAlso, please note that there is limited parking at Johnston's Golf Cottage and the maximum number of vehicles is 2 - one can park on each side of the cottage.brbrTown of La Pointe Permit # - D 2025-61brbrAmenities:brbrRefrigerator, Stove, Oven, Dishwasher, Microwave, Toaster & Coffee MakerbrDishwasherbrFlat Screen TV - CablebrCentral A/CbrDVDbrWIFIbrWood Burning FireplacebrScreen PorchbrRaised Deck in BackyardbrGas GrillbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra Notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

Cabin

Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$1159.21

The Boathouse Lodge sleeps 16 and is perfect for large groups and families.brbrFor renturning renters, the boat house is no longer standing, and was damaged in a 2023 storm.brThe main house is roughly 3,300 sq ft and has 5 bedrooms, 1 full bath, 2 three quarter baths and a powder room. It features a large gathering room highlighted by a dual sided gas fireplace, fully stocked kitchen, a second dining/living space and a large deck overlooking Lake Superior. The indoor dining room provides a new beautiful dining room table with ample seating. Additionally, you may choose to dine at the patio table, taking advantage of beautiful Lake Superior. The main cabin itself is a rustic log cabin with extraordinary character and history. The 110 year old home boasts tall ceilings and was originally used as the living barracks for the loggers on the island. The structure was beautifully expanded in the 1960’s to include the additional living space and kitchen. While sitting by the gas fireplace you will be surrounded by 200+ year old logs or enjoy a cup of coffee on the large deck looking out over Lake Superior.brIncluded in the rental is a separate, small sleeper cabin called the Dinghy. It is about 200 feet away from the main house, visible by a lit walking path. The house is perched at the top of the hill overlooking the beach, boathouse & lake. It sleeps 4 (1 queen and a twin trundle bed), has its own three quarter bathroom, microwave, small refrigerator, coffee maker & electric tea kettle. The 4 hatch windows allow for an extremely peaceful sleep with the sounds of Lake Superior nearby.brThe Boathouse Lodge has its own private and swimmable beach, great for families and small kids. Private beach access on Madeline Island is very rare. The property has over 350 ft of lakeshore of which over half is made up of a beautiful private beach. If you have ever swam on Madeline Island you will understand that this is the perfect swimmers beach. It boasts pure sand access into the water without the large rocks you frequently find on the island. The Boathouse and dock has created a haven of shallow swimming areas for all ages to enjoy, especially little ones. As of 2023 the boathouse was severly damaged in a storm and sunk. This was a devastating loss for the Madeline island community as it was over 60 years old and 1 of the last 2 boathouses on the island. brIf you’re looking for a peaceful getaway for a larger group with days filled relaxing on the beach and evenings by the fire (outside or inside!) the Boathouse Lodge is for you. This is a rare combination of a true cabin atmosphere with ample space for multi-family enjoyment capped off with a private beach.brThe cabin’s exterior is being freshly painted in Spring of 2022 and the interior has new couches and brand new mattresses.brThis property was formerly known as Chez Madeline and has been rented for years in the past. brbrbr brBedrooms & Bathrooms:brMain house:brMain level:Bedroom 1: King w/ attached ¾ bathbrbrPowder RoombrbrbrSecond level:Bedroom 2: King w/ attached full bathbrbrBedroom 3: Twin and a day bedbrbrBedroom 4: KingbrbrBedroom 5: Queen and Fullbrbr¾ bathbrbrbr Dinghy:brbrBedroom 6: Queen w/ attached ¾ bathbrbrBedroom 7: Twin w/ (trundle bed)- sleeps 2brbrbr brKey Amenities:brPrivate beach accessible via a staircase brGas & Charcoal grills brFirepit available with firewood providedbrLarge outdoor deck with tablebrPlenty of parking available onsite for 5+ vehiclesbrFully Stocked Kitchen w/ gas stovebrWasher & Dryer Onsite brRoku w/ various streaming services

The Boathouse Lodge on Madeline Island

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$231.51

Windsled Studio | Downtown Madeline Island | King Bed | First FloorbrbrWelcome to Windsled Studio at Ferry Landing Suites, a cozy and efficient first-floor studio located in the heart of downtown La Pointe on Madeline Island.brbrPerfect for a couple or solo traveler, this studio features an open floor plan with a comfortable king bed, two chairs, and convenient amenities including a flat-screen SMART TV and Wi-Fi. While compact, the space is thoughtfully equipped with a mini-fridge and microwave for light meals and snacks.brbrStep outside and you’re just moments from local shops, restaurants, and the ferry landing—making this an ideal home base for exploring the island without needing to drive.brbrStudio Highlights:brbrFirst-floor studio in downtown La PointebrKing bedbrOpen-concept layoutbrFlat-screen SMART TV & Wi-FibrMini fridge & microwavebrWalkable location near ferry, dining, and shopsbrParking Note:brEach unit includes one off-street parking space. If additional parking is needed, street parking is available—please observe all posted parking signs.brbrSimple, comfortable, and centrally located, Windsled Studio is a great choice for an easy and relaxing Madeline Island getaway.brbrItems that you will need to bring:brbr- Foodbr- Beveragesbr- Condiments (including salt and pepper, ketchup, mustard, etc. - WI Department of Health requires all condiments removed between each rental)br- Beach Towels (bath towels that we provide are for interior use only)brbrTown of La Pointe Permit # - C-2025-22brbr- Mini-fridgebr- Microwavebr- Linens provided for Queen bed, guests to provide linens for pull out sofa sleeperbr- Bath Towels for the number of guests listed on the reservationbr- Complimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage bags along with Hand Soap & Shampoo/Conditionerbr- Mini-split (this unit provides Heat and A/C, please make sure it is on the correct setting that you desire)br- Please note that there is no grill at this unitbr- Joni's Beach is two blocks away, if you are going to the beach, please bring beach towels (bath towels provided are for use inside the property only and are not to be taken outside or to the beach)brbrCheck In Time: After 4:00 PMbrCheck Out Time: 10:00 AMbr50% Deposit due at time of reservationbrbrMadeline Island Vacations Terms & Conditions

Windsled Studio at Ferry Landing Suites in Downtown La Pointe!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$309.51

Downtown La Pointe Condo | Harbor View | Walk to Dining & FerrybrbrStay right in the heart of downtown La Pointe in this newly remodeled one-bedroom condo, perfectly located for exploring Madeline Island without needing a car.brbrThe condo features a queen bed, full kitchen, full bathroom, and a Smart TV that allows you to log into your favorite streaming services. Bright, comfortable, and thoughtfully updated, it’s an ideal home base for couples or solo travelers.brbrStep outside and you’re surrounded by local favorites—all located on the first floor of the building, including:brbrMission Hill Coffee ShopbrMotion To Go Bike & Moped RentalsbrQuinn & Zayda’s BakerybrCafé SeichebrEnjoy a view of the harbor, stroll less than a block to the iconic Tom’s Burned Down Bar, or explore the rest of the island by foot, bike, or moped.brbrCondo Highlights:brbrNewly remodeledbrOne bedroom with queen bedbrFull kitchen & full bathbrSmart TV (streaming-ready)brHarbor viewbrUnbeatable downtown locationbrWalk to restaurants, coffee, ferry & nightlifebrWhether you’re here for a weekend getaway or a longer island stay, this downtown condo puts you right in the center of it all while offering a comfortable place to unwind.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - C-2025-18brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster, and Coffee MakerbrDishwasher/ Wi/Fi/Smart TVbrLinens for all BedsbrBath Towels for the number of guests listed on the reservationbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

Condo

Harbor View 205 - Condo in the Heart of Downtown La Pointe!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$424.54

Two bedroom, two full bathroom year round home. Main bedroom has a brand new king sized luxury mattress and an en suite bathroom with a walk-in shower big enough for two people. The guest bedroom has a queen sized bed with another full bathroom next to it. The gourmet kitchen has upgraded kitchen appliances including a sub-zero refrigerator/freezer, Wolf induction range and two wall unit stoves. Large L-shaped couch in living room and fire pit in front yard. A/C throughout the home as well as high speed internet.

Spacious home with EV charging station two miles from Big Bay Town Park.

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$355.06

Superior View | Waterfront Harbor Apartment with Sunset ViewsbrbrWelcome to Superior View, a charming second-story waterfront apartment in the heart of La Pointe on beautiful Madeline Island. Located above the historic La Pointe Post Office, this cozy retreat offers unbeatable west-facing views of Lake Superior—perfect for soaking in breathtaking sunsets over the harbor.brbrStep outside and you’re within easy walking distance of everything the Town of La Pointe has to offer, including shops, restaurants, the marina, and ferry dock. Or stay in and unwind on the spacious deck overlooking the water as boats come and go.brbrThe SpacebrbrTwo comfortable bedroomsbrbrPrimary bedroom with a queen pillow-top bedbrSecond bedroom with two twin pillow-top bedsbrOne full bathroombrFully equipped kitchen for cooking at homebrSMART TV for streaming your favorite showsbrPrivate deck with harbor and sunset viewsbrWhether you’re here for a romantic getaway, a family vacation, or a relaxing island escape, Superior View combines location, comfort, and unforgettable Lake Superior scenery.brbrHighlightsbrbrWaterfront harbor viewsbrSpectacular Lake Superior sunsetsbrWalkable downtown La Pointe locationbrCozy, well-appointed interiorbrCome experience Madeline Island from one of its best vantage points.brbrItems that you will need to bring:brbrFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-75brbrAmenities:brbrFlat Screen Wireless Router Limit 2 Dogs Off StreetKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Dishwasher, Toaster & Coffee MakerbrWindow A/CbrPrivate DeckbrLinens for each BedbrBath Towels for the number of guests listed on the reservationbrGas GrillbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrMadeline Island Vacations Terms & Conditions

Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$394.45

Simple Gifts is a cozy cabin located toward the north end of Madeline Island with access to Lake Superior. The cabin is a one room studio style layout with a full kitchen, living area opening to a full size bed.brThe cabin is the perfect place to relax and disconnect from the outside world. You will find WIFI to keep connected if you would like to but no TV! This a great cabin for the couple on their honeymoon, anniversary or simply getting away from it all.brbrItems that you will need to bring:FoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-71brbrAmenities:brbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Toaster & Coffee MakerbrLinens for each BedbrNo TV (Relax and disconnect!)brBath Towels for the number of guests listed on the reservationbrCharcoal Grill (please bring your own charcoal and starter fluid)brLake Superior Access Across Big Bay Road (with stairs to the lake and benches overlooking the lake)brComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$224.72

La Pointe Lodging is conveniently located in town on Madeline Island at the corner of Main Street and Big Bay Road. La Pointe Lodging features four separate lodging suites.brbrSuite Two is located on the second floor and the entrance has a private deck for taking in the view of Lake Superior across Main Street. The suite has a separate queen bedroom, a full bath, a living room dining area along with a convenience kitchen.brbrItems that you will need to bring:FoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - C-2025-28brbrAmenities:brbrFlat Screen | Wireless Router | Off-StreetbrbrConvenience Kitchen (no stove or oven)brMicrowavebrMini-FridgebrToasterbrCoffee MakerbrLinens for the King BedbrBath towels for the number of guests listed on the reservationbrNo GrillbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

Suite Two at La Pointe Lodging

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$224.72

La Pointe Lodging is conveniently located in town on Madeline Island at the corner of Main Street and Big Bay Road. La Pointe Lodging features four separate lodging suites.brSuite One is located on the second floor and the entrance has a private deck for taking in the view of Lake Superior across Main Street. The suite has a separate queen bedroom, a full bath, a living room dining area along with a convenience kitchen.brbrItems that you will need to bring:FoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - C-2025-27brbrAmenities:brbrFlat Screen TV | Wireless Router | Off-Streetbrbr- Convenience Kitchen (no stove or oven)br- Microwavebr- Mini-Fridgebr- Toasterbr- Coffee Makerbr- Linens for the King Bedbr- Bath towels for the number of guests listed on the reservationbr- No Grillbr- Complimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

Suite One at La Pointe Lodging

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$224.72

La Pointe Lodging is conveniently located in town on Madeline Island at the corner of Main Street and Big Bay Road. La Pointe Lodging features four separate lodging suites.brSuite 3 is located on the first floor and the entrance has a shared deck for taking in the view of Lake Superior across Main Street. Suite 3 features an open living area with a king bed, a bathroom with shower, along with a convenience kitchen (no stove top) including a mini-fridge, microwave, coffee maker and toaster.brbrItems that you will need to bring:FoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - C-2025-29brbrAmenities:brbrConvenience Kitchen (no stove or oven)brMicrowavebrMini-FridgebrToasterbrCoffee MakerbrLinens for the King BedbrBath towels for the number of guests listed on the reservationbrNo GrillbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrExtra notes:brCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrMadeline Island Vacations Terms & Conditions

Suite Three at La Pointe Lodging

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$388.36

Island Fox Retreat | Secluded 16.5-Acre Getaway on Madeline IslandbrbrEscape the noise and reconnect with nature at Island Fox, a peaceful retreat nestled on 16.5 private wooded acres on beautiful Madeline Island. If you're looking to truly get away from it all, this is your place.brbr The SettingbrSurrounded by towering trees and serene forest views, Island Fox offers total privacy and the perfect Northwoods atmosphere. Spend your evenings gathered around the outdoor fire pit under star-filled skies, enjoying the quiet beauty of Madeline Island nights.brbr The HomebrMeticulously maintained and thoughtfully designed for comfort, the home blends rustic charm with modern convenience.brbrFull kitchen with breakfast bar just inside the entrance — perfect for morning coffee or casual mealsbrSpacious screened porch overlooking the woods — ideal for relaxing, reading, or listening to the sounds of naturebrUpstairs loft featuring a king bed plus a cozy daybed tucked in the cornerbrLower level sleeping area with full-size bunk beds located just off the screened porchbr Outdoor LivingbrPrivate outdoor fire pitbrExpansive wooded acreage to explorebrPeaceful setting with abundant wildlifebrWhether you're seeking a romantic retreat, a quiet family getaway, or a nature-filled escape with friends, Island Fox offers the space, privacy, and charm to make your stay unforgettable.brbrCome relax, unwind, and experience the magic of Island Fox. brbrItems that you will need to bring:brFoodbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2024-69brbrAmenities:brbrKitchen features essentialsbrMicrowavebrDishwasherbrTV limited receptionbrDVD/StereobrScreen PorchbrFire PitbrbrRates based on 4 additional charges apply above 4 guestsCheck In Time: After 4:00 PMbrCheck Out Time: 10:00 AM (please be prompt)!brIf you plan on using the day bed, you must bring your own bedding.brbrMadeline Island Vacations Terms & Conditions

Island Fox - Home nestled in the Woods with Screened-in Porch!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$359.01

Rarely does a rental property combine over 300 feet of pristine private beach with an affordable, home on over two acres of lawn and mature trees on Madeline Island.brbrThis is a destination property where family and friends are sure to return year after year, a retreat that is quiet and secluded, a place to smell the pines, listen to the whisper of the winds, dream across Lake Superior’s south shore to the Porcupine Mountains.brbrEverywhere you turn in this two bedroom home, you’ll find new furniture and appliances throughout like a new stove/oven, gas grill and firepit as well as many fun features like the outdoor shower.brbrThe expanse of lawn has been known to accommodate tent guests as well who’d like to experience nature close-in beneath the clear and incomparable starry skies of Northwestern Wisconsin.brbrAnd all of this is within a bike ride to Big Bay town park, restaurants, shops, golf course, marina and so much more – like Madeline Island’s museum, art and pottery stores and, of course, Wood’s Hall and its locally hand-woven rugs and tapestries.brbrPlease contact us to discuss any special wants or needs you may have. We’re confident you will enjoy this get-away in every respect.

Private Beach and Endless Water

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$397.5

Located ten minutes from Big Bay Town Park (the jewel of Lake Superior) and fifteen minutes from the quaint village of La Pointe, you will find 'Northshore' with clean modern lines and vintage accents, working together to create a soothing Northwood’s escape. br*New for 2025* We've done some kitchen updating and added a larger refrigerator. Outside we've have two charcoal grills. There is also now firewood on the premises, cut and ready for use. We've also updated our wi-fi! brThe screened-in porch, front deck, WiFi, Smart TV, turntable and vinyl records, voice activated sound system, a nice sized lawn surrounding the home, and a firepit make time on the property fun and relaxing, while four bedrooms with feather down blankets promise some deep z's. Serene, modern, with a well-appointed interior, this retreat in the woods offers some serious get-away in the spirit of Madeline Island.brOur fun and functional Midwestern Island getaway works well for a budget-minded family (sleeps 8-10, but the rate of $345 is for 8 Max, $30 each additional person) or for couples that appreciate a more current aesthetic.brWe are also dog-friendly! ($30 pet fee). Families with little ones and the elderly especially appreciate that it is all one level and very child-safe. And the cabin has super high-speed internet!brWake up and you can only see the woods, hear the wind. Have coffee in the comfy interior or on the front deck or back porch. Ride your bikes to Big Bay, swim under the bridge in the lagoon out into the gentle Lake Superior waves. At home, wash the lake off in our outdoor shower, grill, then circle the firepit and watch the sparks join the stars above. Fall into goose-down bedding and dream that your vacation never ends...brFrequently Asked Questions:br-Extra Fee for Events, Parties, Weddings, Reunions. Only the number of guests booked and paid for are authorized. Please contact owners if you'd like to plan an event no matter how small so rental agreement and town zoning rules are not brokenbr-The rental is about 2 miles from the beach (Big Bay) and 8 miles from town. It's located on Northshore Road, just north of Benjamin Blvd (F/N 2647). For sleeping arrangements there are 4 bedrooms: one queen, two full, and one with two twins. There is also a fold-out couch for an extra charge to cover housekeeping and laundry ($30 for each guest over 8 people). There are two full bathrooms and an outdoor shower.br-For a fee, guests can use the pool, spa, and sauna at the Inn on Madeline Island in town. An 18-hole golf course is available in town at Madeline Island Golf Club and in-season La Pointe offers a host of restaurants serving a variety of local fare (Beach Club, Café Seiche, The Pub at the Inn, the Farmhouse, and even a food truck or two). Mission Hill serves great coffee. Darling's Store has a well-curated but necessarily limited supply of grocery items. The marina also has a limited stock of food and beverage. Don’t forget Grandpa Tony’s for ice cream and Tom’s for an adult beverage and atmosphere.br-Positively no-smoking. Thank you.brbrKeywords: Home in Woods, serene, comfortable, affordable, Fall, Festival, Apple, Family, Dogs, 4 bedroom. Madeline, LaPointe, Tom's Burned Down, 10 people. turntable, private, airbnb, Island, Ferry, rental, sleeps, cabin, fire pit, apostle, Big Bay State Park, Town, places to stay near, airport

4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$908.0

MADELINE ISLAND PARADISE….. WRAP AROUND 2500 square foot deck……ICE MACHINE/ BAR….br715 - 209-1504 for infobrbrThis beautiful three bedroom, two bath single story home with wrap around 2500 square foot deck and handicap accessible ramp is located between green 15 and Tee box 17 on the Madeline Island Golf Course. Conveniently located just a short walk from the Pub Restaurant and Wine Bar, and all the beaches and downtown activities.brThis house includes a wrap around deck with amazing views of the golf course, Madeline Island Marina, and stargazing. With enough room to have a Corn hole tournament on the deck, lounge on the deck furniture, grill out on the Napoleon BBQ, and watch passing golfers all at once! Each of the Three bedrooms has its own private access to the deck through sliding glass doors. This deck is designed for gatherings both large and small.brbrThe whole house has been completely remodeled with comfort and luxury in mind. A brand new custom kitchen with a new dual fuel Jenn-Aire downdraft range, and new Frigidaire appliances. The kitchen comes fully stocked with everything you will need to entertain and create wonderful meals and memories. The full wet bar has its own beverage cooler and an ice maker that will make up to 60 lbs of ice per day!! Perfect for loading up your coolers for a day at the beach or just hanging on the deck. Its the only bar on Madeline that doesn't close. The living room has plenty of room for relaxing on our large wrap around leather sofa with recliners. Perfect for movie night on our 65 smart t.v. brbrThe bright sun room with futon and a hide a bed is a perfect spot for relaxing and watching the golfers go by.brbrThe master bedroom has a king size bed with en-suite bathroom that has a walk in shower for two. The middle bedroom has a king size bed with access to deck, and the third bedroom has two full on full bunk beds so all your friends can come.brThis house was designed to be the ideal vacation getaway. We hope you come stay at The Deck on MadelinebrbrAn additional payment request for 6.5% will be sent upon booking for a room accommodations tax that is mandatory per our town ordinance.

Beautiful golf course property with outstanding views and location

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$553.31

A rare beach front property. White sandy beach just 12 steps away.brbrFind yourself staying at a true beach house on Madeline Island. This property is new for 2020 and has its own sandy beach. Walk out the door with your beach towel, beverages and snacks. You are right there. Need to restock your supplies walk up the 12 steps and get what you need. This property has spectacular views of barrier beach (the State and Town parks) and Michigan. Bring your paddle-board, kayak or water toys (that you can carry to the beach). Spend your days just lounging and letting go of the stress of city life. brbrThe property has a 10’ x 30’ screened in porch to enjoy a morning sunrise with a cup of coffee, take a nap, read a book, dine out on. It is a great outdoor space to enjoy free of mosquito's. The master bedroom has its own 10’ x 16’ deck with the same spectacular views. brbrThe main house has a large fireplace if you want an evening fire. Too hot but still want to enjoy a fire, gather around the fire pit just outside your door. brbrThis property is an eclectic mish mash of design styles. Enjoy a classic avocado green bathroom, galley style kitchen, bamboo floor, or barber chair. brbrThe house is currently configured to sleep 6. Unfortunately, I have to make the following statement. Recently we have had guests who have exceeded the max guests allowed. This is a direct violation of our reservation policy. As an FYI, if your number of guests exceed the max allowed you will be asked to leave and no refund will be provided. brbrThe three bedrooms consist of a total of 2 queen beds and 2 twin beds. The property consists of 1 ½ baths. The second level has a ½ bath and the main floor (avocado bathroom) has the full bath with a tub shower. brbrI currently have other VRBO rental properties and you can review them and our customer satisfaction with these property ID’s 1657429, 1430144 and 1434041.brbrI look forward to hearing from you.brbrUpdate 9/6/2020: It pains us to say that we will no longer allow pets at our properties. Failure by the pet owners to follow rules has caused to many issues for us to continue to allow pets. Unfortunately, I am unable to make any exceptions to this policy. brbrPlease be mindful of the Ferry schedule. We can not offer a refund if you can't make the last boat. Please check their website for any travel advisories before traveling. Also, if you are booking very close to your arrival date please pay attention to our strict cancellation policy. brbrNote: Check in time is 4pm and check out time is 10am. Please note due to the very high lodging demand we cannot offer early check in or late check out. brbrDave

Motisi's Sandy Beach

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$513.03

Beachfront Condo with gas fireplace and triple zone A/CbrbrMadeline Island offers several condos but many agree that Lakeside's spectacular views could be the best. A long list of cozy features to include an instant on / off clean burning gas fireplace. Multi zone In- floor heat & multi zone A / C.brbrOver sized master suites each with a bathroom with large Jacuzzi tub and shower. Your beach condo sports ceilings that are high, doors that are wide all on one level with no steps.brbrGreat kitchen appliances with washer / dryer included. brbrQuestions...6126850445

Condo

# 1 Lakeside

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$476.7

**Excellent Spot for Romantic Large or Small Island Wedding*!* (Event Fee Required for any party, reunion, or wedding large or small). Not suitable for those who aren't comfortable using steep stairs....brFeatured in the coffee table book, 'Madeline Island Summer Homes' by Linda Mack, featured in MSP magazine 'Home and Design,' and also chosen as the site for many weddings, this unique cabin has been called 'wood poetry.' Nestled in the woods 2 miles from the wonderful beach of Big Bay (considered the best on the island), 'Billy Bunkhouse' is a charming and unique cabin built from century-old barn wood that was transported across the winter ice road to Madeline Island in a horse trailer. Set on 20 acres, the rustic cabin is a warm mix of log home craftsmanship in the American tradition (Courtesy of Douglas Construction, the owner's local construction company) and a bright and beachy aesthetic with white-washed pickled walls and stylish antique accents.brbrBilly's Bunkhouse features 'relaxation spots' throughout the cabin and property with three cozy lofts with feather down bed covers, a balcony off the master bedroom, a swing on the front porch by a spouting pond, a fire pit (bring your own fold out chairs and wood), and sunlit wooded meadows to picnic or camp in. Sitting by the pond is a perfect place to watch deer graze in the field, and the antique claw-foot bathtub with a glass of wine is the perfect end to a hard day at the beach. On cooler nights, watch the fire in the wood stove and listen to the island crickets or frogs chirp 'goodbye mainland....'brbrMuch like Madeline Island herself, this cabin is one-of-a-kind-unique, elegant yet rustic, peaceful, and full of personality. Once a guest here, you'll have had a true island experience.... (a.k.a, nit-pickers not welcome)... this is a country cabin on an island, not a Condo or hotel room or The Hamptons... outside there may be bugs and big beautiful moons... inside, there are antiques and an aesthetic design captured in a coffee-table book and design magazine. But be clear when booking... while clean, if you want sterile, this is NOT the vacation for you. Also, while the cabin has heat, it was built using 'passive solar' construction, meaning that the house uses natural convection between rooms to help efficiently heat and cool the cabin. So while the rooms are visually private, the cabin does not offer total sound privacy between rooms to assist natural airflow. The upper lofts, which are up ladder-stairs, are not sound-proof, so if you are a group, don't expect a total sound barrier. The cabin sleeps 6 but there is an extra trundle bed to sleep 7 if needed...brPlease note, this handcrafted home does not have traditional stairs... but rather steep stairs to two lofts. They are not easy to navigate for the physically challenged or for toddlers (although kids love it most!). There is a bedroom downstairs, but the other two bedrooms are up the ladder stairs, and the bathroom is downstairs, so please book with this clarity in mind. A child once said this is more tree than house!brAlso, the owners often camp on the back acreage of the property, so you may have neighbors during the summer. There are always 8 front acres that are private, but the barn in the back does sometimes house owners.brbrFrequently Asked Questions: br-No early check-in or outs. Our island cleaners are on a tight schedule.br-The cabin is about 1 mile from the beach (Big Bay) and 7 miles from town. It's located on Benjamin Blvd. For sleeping arrangements there are 3 bedrooms: one queen, one full, and one twin with a pull-out trundle bed and also a twin loft above (so it does sleep 7 if needed), but the rental fee is for 6 people MAX, additional people, regardless of age, is $30 extra per person. No one under 21 can rent. Pets are $30 each. Folks can pitch a tent in the yard, but it is again, $30 extra per person.brbrFor a fee, guests can use the pool, spa, and sauna at the Inn on Madeline Island in town. The hot tub behind the cabin is not for guest use.brbr-Wedding, parties and events are not FREE and guests who attempt to have non-contracted events will be asked to leave. The Flash wedding or event has been a new trend on island rentals, and only the max number of guests you have paid for are allowed on the property. Any additional guests or events must be discuss with owners. All weddings and events must be approved by owners, with signed contract and payment to rent property as a venue. This is a bookable wedding venue... flash weddings are illegal trespassing and a breach of contract.brbrWhat to expect: There is sometimes a caretaker on the property staying in the converted barn, workers coming periodically to mow the lawn, empty the holding tank as is typical on the island.br brImportant in this day-and-age! There is no smart TV or video, you just have the island to listen to and watch. There is high speed Wifi but, like much on the island, it comes and goes with Lake Superior Winds it seems. So do prepare to 'unplug.' Cell phones don't work at the cabin (you have a phone for local calls only so bring a phone card if you will need to make long distance calls, you can receive calls), but you can use your cell phones in town where you can always get internet at the best library in the whole wide world!br'Billy's Bunkhouse' is considered one of the best spots on the island... Please love it with all the love that went into creating it....brbr-Sarah & BobbrKeywords: Cabin, Wedding, Unique, Fun

Cabin

Magical Handcrafted Cabin on 20 Acres Featured in books and magazines

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$580.96

North House | Private Woodland Retreat on Madeline IslandbrbrWelcome to North House, a custom-built retreat nestled in the woods on beautiful Madeline Island, just three miles from Big Bay State Park. Surrounded by nature and set on a large private yard, this home offers the perfect balance of comfort, space, and tranquility—ideal for families or groups looking to relax and reconnect.brbrThe expansive yard is perfect for lawn games, quiet mornings on the deck, or unwinding in the cozy three-season porch. Inside, the home features an open-concept layout designed for gathering. The full kitchen includes a breakfast bar with seating, making it easy to cook and connect at the same time. Just off the kitchen, the spacious family room invites you to relax by the stunning floor-to-ceiling fireplace.brbrLarge windows throughout the home flood the space with natural light and create a seamless connection to the surrounding woods, giving you the feeling of truly communing with nature.brbrSleeping ArrangementsbrbrPrimary bedroom (main floor): Queen bed with private en-suite bathroombrSecond floor bedroom: Queen bedbrTwo additional second-floor bedrooms: Each with two twin bedsbrWith four bedrooms and plenty of shared space, North House is well suited for family gatherings, friends traveling together, or anyone seeking a peaceful island escape.brbrHighlightsbrbrPrivate wooded settingbrLarge yard, deck, and three-season porchbrOpen floor plan with fireplacebrFull kitchen with breakfast barbrClose to Big Bay State ParkbrCome experience the calm, comfort, and natural beauty of Madeline Island at North House.brbrItems that you will need to bring:brbrFoodbrbrBeveragesbrCondiments (including salt & pepper, ketchup, mustard, oils etc. - WI Department of Health & Human Services requires all condiments must be removed after each rental)brAdditional towels for going to the beach (bath towels provided are for use inside the property not to be taken outside or to the beach)brbrTown of La Pointe Permit # - D 2025-67brbrApple TV | Wood-Burning | Wireless Router | Off StreetbrbrKitchen Basics - Dishes, Glassware, Utensils, Cutlery, Pots & PansbrRefrigerator, Stove, Oven, Microwave, Dishwasher, Toaster & Coffee MakerbrLinens for each Bed (guests to provide their own linens for sleeper sofa beds)brBath Towels for the number of guests listed on the reservationbrGas GrillbrScreened in Porch off of Living Room and Second Floor Screen Porch overlooking the woodsbrComplimentary start-up supplies of: Toilet Tissue, Paper Towels, Garbage Bags, Dish Soap, Dishwasher soap along with Hand Soap and Shampoo for each bathroombrbrCheck in Time: 4:00 PMbrCheck Out Time: 10:00 AMbr50% due at time of ReservationbrbrMadeline Island Vacations Terms & Conditions

North House - Custom-built Home tucked away in the Woods, near Russell Bay!

La Pointe, Wisconsin, United States

Bed

Bath

Sleeps

$581.69