Vacation Rentals By Owner In Winthrop, ME

Relax with the whole family at this peaceful lakefront retreat on Cobbosseecontee Lake. Lovingly remodeled by the owner and his family, this charming two-bedroom cottage beautifully blends the rustic soul of a Maine cabin with thoughtful modern updates. Every corner reflects their care — from the refreshed kitchen and newly added shiplap accents, updated bathrooms, expanded lower level, and even the relocated porch posts that now frame an unobstructed lake view.brbrThe main level welcomes you with a full kitchen, cozy dining area, spacious living room, full bath with washer/dryer, and a screened porch that invites you to linger over morning coffee or evening sunsets. Downstairs, the walk-out lower level offers two comfortable bedrooms, a second bathroom, and a sunlit open deck perfect for soaking in the stunning lake views.brbrStep outside to explore all the lake has to offer — whether you’re paddling out in the provided kayaks, swimming, or simply relaxing by the water’s edge. This retreat is a place where memories are made, laughter lingers on the porch, and the simple joys of Maine’s natural beauty come to life.

Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C

Winthrop, Maine, United States

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Bath

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$766.23

Experience luxurious lakefront living in this exquisite 5-bedroom, 4.5-bathroom contemporary that seamlessly blends elegance, comfort, and stunning natural beauty. Nestled on the beautiful shores of pristine Lower Narrows Pond, this remarkable home offers the perfect getaway for large families, multi-generations, or an escape with friends. Almost every room boasts gorgeous lake views. The fabulous gourmet kitchen with granite countertops is the perfect place to gather for morning coffee and evening cocktails while listening to the loons . The kitchen blends into the living room which offers a gas fireplace to sit by on a cool Maine morning or once the sun dips. Enjoy 154 ft. of relatively private lake frontage for your viewing, kayaking, canoeing and swimming pleasure. Go directly from the dock to dinner. Enjoy cooking and eating your evening meal on the built in gas grill and dining patio. Finish the night by moving over to the outdoor fire to roast s’mores. Bedrooms include one on the first floor that can also be used an office space – if you can’t get the whole week off, you can still enjoy the tranquil lake while working. Great WiFi Connection. The second floor offers 2 bedrooms, one primary with a king bed and en-suite, and a second bedroom that has a queen bed with full bathroom across the hall. A walkout lower level opens directly to the lake and offers a game room complete with a pool and air hockey table – when you need a break from the sun let the fun continue here! There’s also a large bedroom on this floor complete with a bunkbed with a double-bed on the bottom, and a single on top and a full double trundle bed− kid’s sleepovers are calling. There is also a bathroom and washer/dryer available on this floor. The space doesn’t end there. Above the 3-car garage is a separate living area with a bar, pool table, double-bed and full bathroom… the options are endless.

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Winthrop, Maine, United States

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Bath

Sleeps

$722.13

Beautiful and spacious historic home that is perfect for your family and friends. Large kitchen and dining area that has seating for 18, large front porch that offers a Blackstone grill, two other porches as well as a patio and fire pit! Large yard with swing and outdoor games available! brbrThe Second floor is where bedrooms 1-4 are located . brbrThe third floor attic ‘Bunkhouse’ houses 2 other bedrooms and a den with a futon. This area is perfect for over flow. It is in the process of being all season so please be patient. brbrbrWe do have a property cat, Miss Daphne, that you may or may not see perusing the house. She loves people and is friendly. Her mission is to keep the house in order! brbrWe are dog friendly and only ask that you pick up promptly after they do their duty! brbrWe are always available whether in person or a text or phone call away . brbrA friendly reminder that no large parties other than guests in the rental are permitted. The neighborhood will appreciate quiet time (no loud music ) after 10pm. Plenty of space inside to continue the evenings . brbrWithin walking distance to the beach , library , coffee shop, mercantile, and wedding venue . Grocery store and gas station 5 minutes away! 15 minutes to Augusta for additional restaurants and shopping. brbrGolf course, hiking, boat launch within minutes from the property brbrOn request, we can provide a traditional Maine Lobster Feast at an additional fee! br

Agritourism

Pet friendly, Family Homestead 1 hr from the coast!

Winthrop, Maine, United States

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Bath

Sleeps

$378.89

The PineconebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrRustic in all of the best ways, The Pinecone is more than ready to welcome you home each day after outdoorsy adventures! Whether you choose to bass fish right from home base on the lake mere feet away, hike along wonderful trails nearby, launch the three provided kayaks from the private dock, or stargaze each night by the warmth of the firepit, this will be the perfect home base. Not to mention, the swimming platform on the lake will be a hit during warm summer days. brbrAs soon as you step inside, you will be greeted by soaring ceilings, wood accents, and quaint furnishings that complete the feel of a classic cabin in the woods. When everyone works up an appetite, the full kitchen is equipped with a gas range, microwave, full fridge, and all of the utensils needed to whip up tasty meals with ease. Plus, the farmhouse-style table is perfect for gathering for meals or game nights as the sun goes down. Don't worry about being disconnected either, as the free WiFi and a Smart TV have you covered for sharing favorite memories on social media, streaming favorite movies, or catching up on emails if need be. brbrThings to KnowbrDog-friendlybrWindow air conditioning in the loft and main living areabrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 6 vehicles.brbrSecurity camera details: It is on the outside of the house and faces the driveway and storage shed.brbrDock details: This is located in front of the home. a float is also at the residence brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit

Winthrop, Maine, United States

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Bath

Sleeps

$181.49

Kick back and relax in this calm, stylish space.brLess than 15 minutes to Augusta, and an hourbrfrom Portland! Close to many amenities, butbrfar enough out to enjoy nature. The cabin sitsbron 33 acres, with fields and trails. The cabinbritself has Wi-Fi, cable tv, a lofted queenbrbedroom, all of which have been recentlybrupdated. Outdoor amenities include BBQbrgrill, disc golf, and lakes and ponds in closebrproximity.brbrThe cabin has all the amenities you would need away from home. Full kitchen and modern bathroom with shower downstairs and queen bed in the lofted bedroom upstairs. The couchbrdownstairs doubles as a pull out full bed.brPerfect for 3 adults, or two adults and twobrkids. The cabin has wi-fi and a 50 inch Smart TVbrwith Spectrum Cable and all the apps youbrneed to enjoy and relax, and multiple boardbrgames to keep you entertained inside.brAwesome porch with seating to watchbrwildlife or enjoy being outside.

Cozy cottage in the Winthrop Lakes Area

Winthrop, Maine, United States

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Bath

Sleeps

$290.1

Enjoy the beautiful Lakes Region of central Maine! This charming 1900's home is on a quiet dead-end street, walking distance to Lake Maranacook town beach, and a minute stroll to Downtown Winthrop. Bring your kayaks and kayak from the backyard to Annabessacook lake! Enjoy fishing for large and small mouth bass as well as trout right in the backyard. With 10 bodies of water for kayaks, boating, jet skiing and more, hiking trails on Mount Pisgah, and Vaughn Woods, winter skiing nearby & ice fishing. Winthrop has all the outdoor fun!br2 bedrooms & 1 full bath on the 1st level & the entire 2nd level is ideal kids, with four twin beds. All new furniture & beddingbrWinthrop is centrally located in Maine, minutes to Hallowell and Augusta. Within an hour or less to Freeport, Boothbay, Camden, Portland and Rockland. Just over an hour to Bethel (Sunday River), Sugarloaf and Rangeley.brbrThe spacebrThis home was built in 1900, has some of the original wood floors and doors. (new windows). There is a pretty sunroom off the King Bedroom to have your morning coffee or a cocktail at night. Dogs are welcome but must be leashed in the yard.brThere is parking for 2 cars in the driveway. Any additional cars can be parked on the grass on the side of the house.brbrWe have a king bedroom with attached sunroom.brA queen bedroom which is a joined to the king via a French door. The second floor has four twin beds, great for kids. All bedrooms have ceiling fans, upstairs has a window air conditioner as well as many fans available. There is an air conditioner in the living room as well.brWe find 6 guests are very comfortable, with one bathroom but there are beds for up to 8 guests.

Located directly in central downtown and beach area, fish or kayak from backyard

Winthrop, Maine, United States

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Bath

Sleeps

$517.07

Cobbossee HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThe shimmering waters of Cobbosseecontee Lake wash right up to your backyard at this waterfront home in Winthrop. With three seasonal docks, a ladder for easy swimming access, this is a place for unforgettable days spent out on the water.brbrThis two-story home sits on the lake's rocky north shore, where it boasts both deepwater and shallow frontage. The three docks gives you access to all sorts of water activities. When you're not swimming or fishing for largemouth and smallmouth bass, you'll be close to downtown Augusta (six miles) and even the ocean shores of the Midcoast to the south.brbrThe summer months are for long, warm days spent outdoors. Sip your morning coffee as the sun rises over the lake, watch your kids swim and play tag in the grass, and rinse off in the refreshing outdoor shower after a day of activities. Toss your swimsuits in the washer/dryer, light the gas grill for an evening barbecue, and gather around the picnic table on the deck for a spectacular sunset dinner.brbrBuilt in 1917 and updated in the years since, the house is full of timeless charm - from wood-paneled walls to picture windows that frame the lake. The light-filled living space was designed for easy family gatherings, bringing together a spacious kitchen, a large dining room, and a lakefront living room where you can watch movies and play board games. brbrThere are four bedrooms in the main house: lakefront bedrooms on the first and second floors and two additional guest rooms upstairs.brbrThe detached garage apartment is occasionally owner-occupied.brbrTHINGS TO KNOWbr*** there is no ice fishing, snowmobiles, or ATVs allowed at this property at any time. Violating this rule you will be asked to leave without a refund. ****br*** there are no parties of any type allowed at this property***br*** Max occupancy is 8 people with 4 cars. There is absolutely no on street parking allowed at any time*****br***** The detached garage apartment is occasionally owner-occupied. *****br****BOATING: Boat trailers are not to be parked at the property at any time and can be stored at the public boat launch. There is a public boat launch half a mile from the cottage. The home has three lights on the lakeside: red, white, and blue for easy visibility from the lake when out in a boat.***brbrParking notes: There is free parking available for 4 vehicles.brbrDock details: There are multiple docks normally occupied by a pontoon boat, a speedboat, and a float plane. The docks are seasonal, so please make sure to ask if you need them in the lake in early spring/late fall to be sure they are in place. The lifts are normally occupied, but your own watercraft can be tied to the docks. If you prefer to use the lifts for your boats, they can be made available upon request and for an additional fee. Please contact Vacasa for details.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Classic lakefront property with fishing, swimming, and unbeatable sunrises

Winthrop, Maine, United States

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Bath

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$278.2

Steal a sweet summer escape to the lake with this Winthrop vacation rental! The family-friendly abode comes equipped with plenty of outdoor recreation supplies, including kayaks, a private swim dock, and a wood-burning fire pit, so you can make the most of your time on the water. Inside, make yourself at home with the cottage’s 2 bedrooms, 1 bath, furnished living space, and full kitchen. If you’re looking to venture out, head to one of the area’s wildlife exhibits, nature parks, or museums.brbr-- THE PROPERTY --brbrLakefront | Dog Friendly | Kayaks Provided | Boat Trailer ParkingbrbrIf you’re looking for a low-key getaway to enjoy with the whole family - and Fido, too - this waterfront cottage is your perfect fit, equipped with all the essentials for some fun in the sun!brbrBedroom 1: King Bed | Bedroom 2: 2 Queen Beds | Additional Sleeping: Pack ‘N PlaybrbrOUTDOORS: Private water frontage, lake-view deck, gas grill, outdoor dining, hammock, porch swing, wood-burning fire pit w/ seating, kayaksbrINDOORS: Smart TV, book collection, sectional sofa, master bedroom w/ TV, skylightsbrKITCHEN: Well-equipped, essential appliances, cooking basics, drip coffee makerbrGENERAL: Free WiFi, washer/dryer, high chair, window A/C units, central heatingbrPARKING: Driveway (3 vehicles), boat trailer parkingbrbr-- THE LOCATION --brbrANNABESSACOOK LAKE (on-site): Boating, kayaking, canoeing, swimming, fishing, watersportsbrANIMAL ATTRACTIONS: DEW Haven | Maine Zoo and Rescue (13.2 miles), Thorncrag Bird Sanctuary (17.2 miles), Maine Wildlife Park (36.1 miles)brMUSEUMS + HISTORY: Maine State Museum (13.6 miles), Old Fort Western (14.2 miles), Norlands Living History Center (19.7 miles)brPARKS + NATURE: Mill Park (14.3 miles), Androscoggin Riverlands State Park (15.2 miles), Swan Island (21.8 miles)brAIRPORTS: Auburn-Lewiston Airport (23.5 miles), Knox County Regional Airport (59.2 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly (dogs only, maximum of 2 allowed)br- No events, parties or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-in

Life on the Lake with Private Dock & Fire Pit!

Winthrop, Maine, United States

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$313.59

Remodeled Waterfront Cabin on Cobbosseecontee Lake in Winthrop, ME that was built on a trolley frame from the early 1900s has all of the comforts of home including brand new stainless steel appliances, washer and dryer, dishwasher, water cooler, and three queen sized beds plus a double sleeper sofa. Outside is a picnic table with umbrella, solo stove fire-pit, and plenty of chairs to sit by the fire. The cabin is a 2 minute walk to the wonderful White Duck Pub and a short drive to the Woodshed.brbrThe spacebrOur camp is 2 stories. The first floor has the master bedroom, living area, kitchen and bathroom and a screened in porch. The upstairs is one giant room with 2 separate sleeping areas that are opened to each other (NOT 2 private bedrooms). There is a seating area on the second floor as well. We are located on the water and at the Lakeside Marina. The marina offers boats for rent. You cannot swim in the lake near the marina (boat traffic and weeds) but you can rent a boat and easily swim in the main lake.brbr

Newly Remodeled Waterfront Cabin

Winthrop, Maine, United States

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$234.37

Loon Cottage is located on beautiful Cobbosseecontee Lake in Winthrop, Maine. Loon Cottage has a Smart TV, Wi-Fi, full kitchen, dishwasher, washer and dryer. We have an outdoor gas grill, fire pit for roasting marshmallows, picnic table and Adirondack Chairs. Cobbosseecontee is one of central Maine's largest body of water. Cobbossee is noted for its excellent bass fishing, ranked #52 in 2014 by Bassmaster Magazine. The lake has a lighthouse, many small islands and coves, take advantage of our canoe to explore. Our guests can access the Monmouth Boat Launch located a few miles from our house or utilize our boat launch. Our waterfront features a dock, perfect for fishing. Enjoy the echoes of the loons and eagles on the lake!brbr**Summer month require a Saturday to Saturday booking!

Discover your retreat - 3-bedroom cottage in Winthrop

Winthrop, Maine, United States

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$425.1

Sunset views of Dexter Pond from the raft, dock, deck or living room. Enjoy canoeing, kayaking or swimming on the pond or relaxing with a book on the hammock. While ducks, geese, beavers and turtles abound, for more natural beauty hiking trails are located on abutting conservation land. Should the nights be chilly, stay warm by the wood stove or on hot summer nights roast marshmallows by the outdoor fire. The house sleeps four with a double bed on the first floor and twin beds in a loft on the second floor. One full bath with a washer and dryer. Towels and sheets provided. Farmers markets and grocery stores are within 10 minutes. Augusta airport is 20 minutes away.

Enjoy Sunset views on tranquil Dexter Pond

Winthrop, Maine, United States

2

Bed

1

Bath

4

Sleeps

$204.92

150 ft from beautiful Cobeeseecontee lake with access. Includes 2 kayaks, pedal boat, lounge chairsThis Winthrop apartment boasts 2 inviting bedrooms, featuring a queen bed and a twin bed. Guests find an excellent bathroom with a refreshing shower and a handy hair dryer. The space stays comfortable year-round with heating and AC. Whether you’re winding down after a day of exploring or starting fresh in the morning, this enchanting apartment offers a cozy retreat. Kickback, relax, and enjoy everything Winthrop and our awesome apartment has to offer.

Apartment

Beautifully appointed new construction 2 bedroom unit in duplex.

Winthrop, Maine, United States

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Bath

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$503.47

Although we’re fully booked for the summer, we warmly welcome you to experience Maine’s breathtaking spring and vibrant fall seasons at our lakefront retreat. Gather your family and friends at this spacious five-bedroom home on the shores of beautiful Cobbosseecontee Lake — a place where every room offers a view of the water and every stay promises memories that will last a lifetime.brbrWake up to stunning sunrises over the lake, enjoyed right from the first-floor patio just steps from the water’s edge. Spend your days kayaking, swimming, or simply relaxing, and cap it all off with an unforgettable Maine lobster bake on the screened-in porch off the second-floor living room — the perfect spot to dine, laugh, and unwind together.brbrFor over 20 years, our family has cherished this home as a place of joy, adventure, and togetherness on one of Maine’s most sought-after lakes — now, we’re excited to share it with you.brbrInside, the first floor features a well-equipped kitchen, a full-size dining room perfect for group meals, a pantry stocked with space for your favorite vacation treats, and a versatile bonus room that’s ideal for working remotely or playing games. The spacious living room is designed for comfort, with cozy couches, charming Maine décor, and sweeping lake views that will draw you in from the moment you arrive.brbrUpstairs, you’ll find all five bedrooms, a full bath, and a washer and dryer for your convenience — offering plenty of room for everyone to settle in and feel at home.brbrPlease note: This home is part of a friendly HOA community. We kindly ask all guests to be respectful of the neighbors and maintain a peaceful, no-party atmosphere during their stay.brbrWhether you’re looking to paddle the calm morning waters, share stories around the fire pit, or simply breathe in the fresh Maine air from the porch, this lakefront getaway is ready to welcome you.

Charming Lakefront Home: Big Porches, Kayaks & Room to Gather

Winthrop, Maine, United States

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$442.93

Summary:brLakefront cottage with private dock, kayaks, paddleboards, full kitchen, washer/dryer, A/C, and fire pit. Perfect for couples or small families. Enjoy lake views, outdoor dining, and walkable access to a marina and restaurant. Pet-friendly with a $195 fee. Sleeps up to 4 in a cozy upstairs loft with two queen beds. Year-round getaway for boating, fishing, paddling, or relaxing by the water.brbrThe Space:brStep into a cozy lakeside hideaway where comfort meets classic Maine charm. Little Landing Cottage is a two-story property designed to make you feel right at home from the moment you arrive. With views of Cobbossee Lake greeting you through the windows, you’ll settle into a space that feels peaceful, thoughtful, and full of character.brThe open-concept layout welcomes you with a sunlit living area featuring a couch and two comfy chairs — perfect for relaxing after a day on the water. Just behind, a full kitchen is stocked with everything you need to prepare meals, including a Keurig plumbed directly to the water line so you’ll never run out of water for your morning brew. A farmhouse-style dining table offers a great place for meals, games, or just good conversation.brOff the kitchen is a full bathroom with a bathtub/shower combo, plush towels, and even a washer and dryer to make extended stays easy. Around the corner, a narrow staircase leads to the upstairs loft — an intimate A-frame space with two queen-size beds, a nightstand, and a bench by the window overlooking the lake. While the loft is cozy and low-ceilinged (especially at the sides), most guests find it charming and perfect for a restful night.brTo keep things comfortable year-round, the cottage is equipped with both monitor heating and mini-split units on each floor for heating and cooling. Whether you’re visiting for summer lake days, a fall foliage getaway, or winter ice fishing, the space is ready to welcome you.brJust outside, a large deck with a gas grill and seating area leads down to your own private lakefront lawn. Enjoy direct access to Cobbossee Lake with a personal dock for swimming, fishing, or launching kayaks and canoes. Spend your evenings by the firepit, listening to the loons and taking in the calm beauty of this quiet cove.brbrGuest Access:brGuests have full access to everything the property offers, including the private deck, gas grill, lakeside lawn, and personal dock. Enjoy the complimentary kayaks, canoe, paddle boards, and life jackets provided for your use during your stay.brWhether you’re casting a line from the dock, paddling across the cove, or enjoying a lakeside bonfire at the fire pit, the space is yours to relax and explore. During the winter months, guests are also welcome to snowmobile or ice skate right from the shoreline when conditions allow.brThere’s even a marina within walking distance where you can rent your favorite boat or jet ski — and dock it right in front of the cottage for the full lakefront experience.brbrThe Neighborhood:brLittle Landing Cottage feels tucked away in its own peaceful world, but you’re just a short drive from some of central Maine’s most charming spots. Downtown Hallowell offers a lively, artsy atmosphere with live music venues, riverfront restaurants, and antique shops.brIn Augusta, Maine’s capital, you’ll find cozy cafés, local boutiques, walking trails along the Kennebec River, and convenient amenities.brWhen you’re ready for a bit of adventure or a night out, it’s all just minutes away — then it’s back to your lakeside retreat for quiet nights under the stars.brbrGetting Around:brThe cottage sits right on the cove of Cobbossee Lake with a public boat launch just minutes away and private docking on-site.brWithin walking distance, you’ll find a marina with baked goods, sandwiches, and essentials, plus the White Duck Restaurant and Pub.brThe cottage is easily accessible by car and offers parking on-site for your convenience.brbrOther Things to Note:brThere’s a $195 pet fee per stay. Pets are welcome, but please let us know in advance. We ask that pets stay off the furniture and that guests clean up after them inside and out. The public boat landing is just minutes away, and you can dock right in front of the cottage.brA nearby marina offers boat and jet ski rentals, a bakery, convenience items, and the White Duck Restaurant & Pub, all within walking distance. Year-round activities include boating, swimming, paddle boarding, snowmobiling, and ice fishing right from the property.brbrInteraction with Guests:brWe’re always just a message or call away. Our goal is for you to have the perfect stay, and we’ll check in periodically to ensure everything is going just right and that you have everything you need.

Little Landing Cottage | Lakefront · Dock · Kayaks

Winthrop, Maine, United States

1

Bed

1

Bath

4

Sleeps

$330.95

Escape to the beauty of Cobbosseecontee Lake in Winthrop, Maine and stay in this charming 3-bedroom, 1-bathroom lake house that is the perfect spot for families and friends to relax, unwind, and enjoy lakeside living. Beautiful sandy beach with gradual, kid-friendly entry into the lake - Family Friendly. 3 comfortable bedrooms, sleeps up to 6 guests. Fully equipped kitchen and cozy living space with sprawling lake views. Air conditioning for warm summer days. Private dock for swimming, fishing, or tying up your boat (public boat launch just up the road). Wake up to amazing sunrises, sip your morning coffee on the dock, and spend your days swimming, kayaking, or simply relaxing on the sandy shoreline. Evenings are perfect for grilling, gathering around a lakeside fire pit, and stargazing over the quiet waters. Located just minutes from the shops and restaurants of Winthrop, and a short drive to Augusta, Hallowell, and the Belgrade Lakes region, you’ll have easybraccess to hiking, dining, and exploring. Whether you’re looking for an active lake vacation or a peaceful place to recharge, this Cobbosseecontee Lake retreat has it all.

Adorable, family friendly home with a private sandy beach

Winthrop, Maine, United States

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$474.92

Only 2.5 hours from Boston is your opportunity to stay in a charming lake cottage on Maranacook Lake. Escape to Maine with gorgeous lake views, swimming and dramatic sunsets. Located in a recessed area of the lake, Deerpine cottage offers both privacy and a quiet location with limited boat traffic. Swim, boat, relax, escape, play, camp, snowshoe, ski, cook, and make memories. The home includes 2 bedrooms + a sleeping attic, 2 full baths to sleep a maximum of 6 (1 queen, 1 full, 4 twins). Strict 6 person limit per stay (NO DAY VISITORS OR PARTIES). brbrCottage is fully furnished: Kitchen with dishwasher, slow cooker, lobster pot, microwave, Keurig coffee maker and all cookware/dishes/utensils. Living room has large smart TV, high speed internet and comfortable seating. Large dining table in eat-in kitchen perfect for family dinners and game nights. There is a desk and fast, high speed Wi-Fi for remote workers. brbrLake water is clear and great for swimming. Dock with ladder makes for easy access in and out. West facing means gorgeous sunsets every night.brbrSummers are like magic. Hear the call of the loons while making s'mores at the firepit. Waste the long days away fishing or swimming on beautiful, clear Maranacook lake. brbrBut don't forget fall and winter! brThe lake comes alive with color in the fall and the fair season begins. Apple picking orchards are close by. Winters are incredibly active with ice fishing, cross country, snowshoeing, and snowmobiling. After a day in the snow, come back and cozy up by the wood pellet stove with a cup of hot cocoa. brbrMake it an annual tradition! A special place for making memories year round. brbr1 hour drive to Portland and Maine Coast.brbr~~~PLEASE READ~~~brThe cottage is on a quiet, peaceful camp road, which has a handful of other private homes. We value the peace and tranquility of the lake, road, and of our neighbors ABOVE ALL ELSE. All renters must be respectful: do not trespass, be loud after hours, litter, or be disrespectful in any way to our neighbors. It will not be tolerated.

Lakefront Cottage - sleeps 6 - 2 baths

Winthrop, Maine, United States

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Bath

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$442.08

Beautiful Studio apartment first floor. Nice living space with Electric fireplace. Very-excellent views of Lake Cobbossee. It is only a half a block to the Marina and to the White Duck Brew Pub. Minutes to Hollowell with lots of restaurants and bars. 5 minutes to the headquarters of Maine Cabin Masters. Nice central location for day trips to Portland / Camden / Belfast / Rockland or Mountains for white water rafting. There are 2 Kayaks to use. Central shared floating Dock. Bring your own boat, there is a mooring to use.

Apartment

Studio apartment Maine Lake Cobbessee Fishing Swimining boating

Winthrop, Maine, United States

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Bath

Sleeps

$370.59

Skip the large, busy lakes and come and relax on quiet Dexter Pond in Winthrop, Maine! Enjoy great bass fishing from the private dock, canoe, paddle board, or simply relax on the large porch overlooking the water. Many great hiking trails nearby and it's easy access to grocery stores and farmer's market. The camp has plenty of space with 3 bedrooms and a great big porch for outdoor dining. The space is perfect for unwinding - listen to the loons, and sit by the outdoor fire pit...beautiful in all seasons!brbrABOUT THE SPACE:brbrIt is a split-level and very spacious for your next family getaway!brbr* Main Floor:brThe clean and spacious kitchen has everything you need for an easy stay - pots & pans, many cooking utensils, coffee pot, tea kettle, waffle-maker, lobster pot, children's dish-ware, wine glasses, dish towels, and more. brbr* Dining:brThere is a dining table with six chairs and a bench for additional seating (table leaf available if needed). brbr* Outdoor Dining: brThe large deck overlooking the pond is perfect for outdoor entertaining and cooking. Enjoy grilling and relaxing under the birch trees with amazing water views. The deck is a favorite spot to unwind with your coffee or a glass of wine! brbr* Living Room:brThe main living space is bright and inviting, with great views of the water and access to the porch, which creates an indoor/outdoor feel. It has a smart TV and pull-out sofa (with a full-size mattress). brbr* Bathroom:brDown the hall, there is a full bath with a newly remodeled shower with plenty of storage (linens included). Also included: Shampoo/Conditioner/Kid's Soap/Bodywash/Hair Dryer.brbr*Primary bedroom:brNext to the bathroom is a spacious primary bedroom with a comfortable queen bed with organic cotton linens, a spacious closet, and a dresser. brbr*Basement Level:brThere are stairs leading to the basement level. There you will find a second living room with a large, comfy sofa. There is easy access from the walkout basement to the backyard and pond. Great for coming in and out after enjoying the outdoors. The basement living room is great for kids with plenty of board games, puzzles, and space to play. We recently added a second Smart TV to the basement.brbr*Additional Bedrooms:brTwo additional bedrooms are on the basement level. The second bedroom is cozy, with a queen-sized bed (w/ cotton linens) and plenty of extra blankets. There is a garment rack and dresser.brbrThe other basement-level bedroom is perfect for adults or kids. It has two twin beds, a large closet, and a dresser. All linens included. brbr* Laundry Room:brThere is a small laundry room in the basement with a washing machine and dryer. Detergent provided.brbr*Outdoors:brbrOutside you can enjoy the large yard, expansive deck, private dock, and outdoor fire pit. brbrWe currently have 2 kayaks, 2 canoes, and 1 stand-up paddleboard for guests. brbrDexter Pond is a hidden gem with minimal boat traffic. The fishing is great and the water is calm (and warm!), making it ideal for kayaking and paddle boarding. Water levels of the pond vary, but it tends to be shallow with some vegetation only directly in front of the camp. Once out on the pond, the water is nice and clear for swimming. We recommend stand-up paddle boarding or relaxing on a float in the water!brbr*Other Amenities:br- Yoga Matsbr- Stand Up Paddleboardbr- Kayaksbr- Canoesbr- Fire pit - wood providedbrbrThe camp comfortably sleeps 6, however, it can accommodate up to 8 guests (with the pull-out sofa and futon).brbrThe camp would also make a great space for long-term renters - looking for some peace, but close to other area amenities. A desk can be added if needed. brbrOur property is a must-stay in all seasons!brbrOTHER THINGS TO NOTE:brbrThe cottage is not a party-rental. It's a perfect place to unwind, reconnect, and enjoy the outdoors. We ask that renters are respectful of this for us and our neighbors.brbrThe cottage is on a well-maintained dirt road. Guests are asked to drive slow. There is a small narrow bridge that you must cross to get to the home. It is completely safe and rest assured that large trucks cross it.brbrBoth indoor fireplaces are non-functional.brbrBecause the cottage is a split level, please be aware that it may not be suitable for families with babies. There is a stairway inside from the main level to basement as well as a large deck on the second level of the home.brbrAccess to the pond is down a sloped hill - not suitable for guests with mobility issues.

Spacious Lakefront Home, Large deck, SUP, Firepit & Dock!

Winthrop, Maine, United States

Bed

Bath

Sleeps

$363.68