
House vacation rentals in Winterport
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Top-rated house rentals in Winterport
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Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.
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Lakefront Log Cabin on Pleasant Lake
Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch
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Cozy Cottage on the Penobscot – Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme
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Hidden Gem
This recently renovated home is located in the heart of historic Winterport, Maine. It’s located on a quiet street with views of the Penobscot River. Winterport is an old fashion, quaint town, where everyone is very friendly. The home has three bedrooms and one bath with plenty of room to spread out. This house is so centrally located its only 52 miles to Bar Harbor and Acadia National Park, 21 miles to Belfast and 40 miles to Camden just to name a few of the beautiful coastal towns in Maine.
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Modern Maine Beach House
Welcome to our 1970’s modern architecture house meets rustic cabin. Nestled along the coast, this property offers breathtaking ocean walks and serene atmosphere. The house boasts an open concept layout with sunken living room. Featuring expansive windows that flood the space with natural light and invite the beauty of the outdoors in. Art lovers will appreciate our curated collection thoughtfully selected to enhance the mid-century modern design. Deeded beach access; 300 feet to the ocean
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Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.
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Newly renovated cottage in the heart of Downeast
The Woodlands is tucked away on a quiet street off Route 1, minutes from downtown Ellsworth. Newly renovated in 2021, this delightful one bedroom, 2 bathroom cottage has new appliances, including a gas range and washer and dryer, along with all the thoughtful amenities you'll need for a relaxing retreat. With central access to Acadia National Park and all your coastal adventures, the Woodlands is a perfect destination for a peaceful getaway in the heart of Downeast Maine.
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Secluded Retreat w/ Luxe Hot Tub & Forest Views
Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.
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Delight<Farmhouse
Escape to Penobscot on Maine’s Blue Hill Peninsula. This 1,100-sq-ft coastal home sleeps 6 with 2 bedrooms and a sleeper sofa. Enjoy a sunny sunroom, large eat-in kitchen, BBQ, and eclectic art with warm, lived-in charm. Close to beaches, hiking, villages, and Acadia; market across the street. An older farmhouse with uneven floors and classic quirks—perfect for guests who love authentic, cozy, historic homes, not modern rentals. Experience slow coastal Maine living.
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Cape house in Hampden
Keep it simple at this peaceful and centrally-located place. Short drive to concerts, shopping, hospitals, skiing, the coast- you name it! It's all just a short drive away. This adorable cape sits on one acre of beautiful land, complete with fruit trees and gorgeous flowers. The house, built in 1910, has the character of an old house, but was recently lovingly restored. The original wide pine floors can still be found in the two bedrooms on the second floor.
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Cozy 3 BR cottage with modern amenities
Pet Friendly, Bay View Cottage (circa 1887) is a newly-renovated 3 BR cottage with modern amenities conveniently located in Bucksport, a 1-hr drive to Bar Harbor and Acadia National Park. It features 3 bright bedrooms, 2 full bathrooms, kitchen with brand new appliances, washer/dryer, spacious dining/living space and a large backyard. Bucksport is located on Penobscot Bay and offers a one-mile long riverside walk. One dog, 20-lbs. or under is allowed.
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Riverside Getaway w/HotTub | 3br 2 bth
Welcome to our new, single-level ranch home nestled along the tranquil Penobscot River. This modern retreat offers 3 spacious bedrooms and 2 pristine bathrooms, making it an ideal for families, friends, or colleagues seeking comfort and convenience. The master bedroom includes a king size bed. and the other two bedrooms are queen size beds. Enjoy the river views while relaxing in the hot tub with friends or family.
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Popular amenities for Winterport house rentals
House rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
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Coastal Retreat with Pool and Cheerful Vibes
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New Boho Cape with Pool! Fenced yard, pet friendly
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House in the woods
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Peaceful 4 Bedroom Maine Retreat with Private Pool
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Bar Harbor, near Acadia with seasonal dock & pool
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Dog Friendly Midcoast Cape
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Ocean View Retreat with Heated Pool / Hot Tub
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Weekly house rentals

Coveside Lakehouse on Sandy Point
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Relaxing lodge in the woods
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Acadia Retreat W/hot tub 10 min to downtown Bangor
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the organic house
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A little slice of heaven on Brewer Lake
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Small cabin with 5 acres near Bangor & Acadia.
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[Trending Now]Belfast City Park Ocean House
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Tides' Reach - Private Waterfront King Beds
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Private house rentals

Cozy 2 BR by River, Crooked Steeple Hall
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Sunset Retreat on Brewer Lake
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Fairmount Neighborhood
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The Swan Lake House - Lakefront-Private Beach
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Winterport Village House, A/C, Grill, Gas Fire Pit
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Waterview-Deck-Firepit-Visit Acadia/Bar Harbor
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Stunning waterfront Lucerne views, private dock
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Lake life
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Destinations to explore
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- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





