
House holiday rentals in Winterport
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Top-rated house rentals in Winterport
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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
ValueLocationComfort
5.0 out of 5 average rating, 163 reviews
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
FamilyLocationHiking
4.94 out of 5 average rating, 241 reviews
Coveside Lakehouse on Sandy Point
If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.
ValueLocationWi-Fi
4.96 out of 5 average rating, 153 reviews
Private Beach, Bar Harbor, Acadia, 15 beds, Pets
" Memories that will last a lifetime". Discover The Retreat House, a charming Waterfront Maine haven near Bar Harbor and Acadia. Unlike typical rentals, our property offers a private beach and stunning water views while being pet-friendly. The House is designed to meet the needs of multi-generational families and larger groups, providing ample space for unforgettable vacation moments. Enjoy beach bonfires, whale watching, lobster bakes, and swimming. Be sure to view the 200+ photos, then book.
FamilyLocationAccess
4.91 out of 5 average rating, 111 reviews
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.
FamilyLocationParks
4.98 out of 5 average rating, 274 reviews
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.
LocationValueAmenities
4.9 out of 5 average rating, 135 reviews
Come relax in our cozy and fresh home!
Welcome to a newly renovated two bedroom and 1 bathroom home in a welcoming residential neighborhood. Our home has an open layout w/ a spacious deck and yard off the back of the house and an attached garage. We welcome children and families. This space is centrally located to the shopping areas; 5-10 minutes by car, we are also quite close to the eclectic downtown. Downtown Bangor is a quick 10 minute drive or if you enjoy walking approximately 30-35 minutes through the lovely ‘tree’ streets.
FamilyLocationHiking
4.77 out of 5 average rating, 341 reviews
Relaxing lodge in the woods
Rustic lodge nestled in the woods, on 60+ acres. Close to Bangor, coastline, and 50 miles to Bar Harbor. Large eat in dining area with plenty of room for family and friends. Outdoor fields for games, grilling, access to Maine wildlife, with plenty of parking. Private master bedroom w/bath. Large community areas to enjoy time with friends and family. At night spend time by the campfire and take in the stunning night sky. Party and events are not allowed at this time due to COVID-19 policies.
LocationValueLong stay
4.94 out of 5 average rating, 178 reviews
Historic Stephenson Farm on 35 acre Mason Pond
This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.
LocationValueSleep quality
4.92 out of 5 average rating, 124 reviews
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.
FamilyLocationComfort
4.97 out of 5 average rating, 151 reviews
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.
LocationFamilyNearby
4.86 out of 5 average rating, 111 reviews
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.
FamilyValueHeating
4.86 out of 5 average rating, 126 reviewsPopular amenities for Winterport house rentals
House rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
FamilyValueGetting around
4.97 out of 5 average rating, 368 reviews
New Boho Cape with Pool! Fenced yard, pet friendly
LocationValueComfort
4.96 out of 5 average rating, 75 reviews
Gorgeous house with a view
FamilyLocationParks
5.0 out of 5 average rating, 44 reviews
Peaceful 4 Bedroom Maine Retreat with Private Pool
LocationFamilyNearby
4.82 out of 5 average rating, 11 reviews
Maine Lakehouse Retreat with pool
LocationValueAir conditioning
4.92 out of 5 average rating, 62 reviews
Coastal Retreat with Pool and Cheerful Vibes
FamilyLocationNearby
4.86 out of 5 average rating, 22 reviews
Large MDI house w/pool perfect for groups+families
FamilyLocationAir conditioning
4.71 out of 5 average rating, 51 reviews
Dog Friendly Midcoast Cape
LocationValueHot tub
4.94 out of 5 average rating, 72 reviewsWeekly house rentals

[Trending Now]Belfast City Park Ocean House
ValueLocationLayout
4.93 out of 5 average rating, 249 reviews
Private Lakefront Cottage Close to Bar Harbor
ValueFamilyTV
4.98 out of 5 average rating, 127 reviews
Green's Landing on Branch Lake
FamilyValueAccuracy
4.99 out of 5 average rating, 155 reviews
Secluded Retreat w/ Luxe Hot Tub & Forest Views
ValueLocationDecor
4.98 out of 5 average rating, 159 reviews
Delight<Farmhouse
FamilyValueHospitality
4.9 out of 5 average rating, 126 reviews
Gran Den Lakefront Home Near Acadia
LocationFamilyLong stay
4.94 out of 5 average rating, 179 reviews
Fall in Maine/Waterview/Firepit/Sleeps 12
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 18 reviews
Acadia Retreat W/hot tub 10 min to downtown Bangor
ValueFamilyQuiet
4.82 out of 5 average rating, 89 reviewsPrivate house rentals

River view family home
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 6 reviews
Cozy 2 BR by River, Crooked Steeple Hall
FamilyLocationDecor
4.7 out of 5 average rating, 269 reviews
Beautiful lakefront home with space for everyone!
LocationValueCondition
4.99 out of 5 average rating, 85 reviews
Cute, Quiet House in Hampden
LocationFamilyNearby
4.96 out of 5 average rating, 26 reviews
Fairmount Neighborhood
LocationValueCleanliness
4.96 out of 5 average rating, 28 reviews
Cozy Maine home, w/hot tub! One hour to Acadia NP!
LocationFamilyHot tub
5.0 out of 5 average rating, 73 reviews
Peaceful 3BR Retreat • Private Acre Near Bangor
LocationCleanlinessKitchen
5.0 out of 5 average rating, 9 reviews
Lakehouse | Near Acadia | Phillips
FamilyLocationCleanliness
5.0 out of 5 average rating, 5 reviewsDestinations to explore
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- Camden Hills State Park
- Farnsworth Art Museum
- Maine Lighthouse Museum
- Cellardoor Winery
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





