
House vacation rentals in Winterport
Find and book unique houses on Airbnb
Top-rated house rentals in Winterport
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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

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 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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.

Entire House/Mill/modern vintage on 35 Acre Pond
The house has a access trail to 35 acre Mason Pond. This newly built home has an abundance of open space with native wood walls and ceilings. The kitchen and living room is on the second floor capturing views of surrounding hills and distant ocean. 2nd fl A/C only .The second floor has sliding glass doors opening to a 36 ft covered deck.The 2 bedrooms are on the 1st floor with queen size beds. Both bedrooms have 10 foot ceilings with their own private French doors access to yard & 6 acre field

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.

Maine Wilderness Oasis: Hike Swim Kayak Fish
Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

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.

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.

[Trending Now]Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

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.

Graham Lakeview Retreat
Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.
Popular amenities for Winterport house rentals
House rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

Coastal Retreat with Pool and Cheerful Vibes

The Jarvis Homestead | Historic Maine Mansion

Luxe Liberty: Getaway with Heated Indoor Pool!

New Boho Cape with Pool! Fenced yard, pet friendly

House in the woods

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub
Weekly house rentals

The Colby House - Built in 2025!

Oceanfront, Private Beach/Sauna

#1 NE Small Coastal Town- Castine, Shell Cottage

Bucksport oasis, w/hot tub! One hour to Acadia NP!

Cozy Retreat Near Lake-60mins to Acadia

The Swan Lake House - Lakefront-Private Beach

Home in Bangor | Private Yard

Small cabin with 5 acres.
Private house rentals

Peaceful 3BR Home w/ Barn on Expansive Acre

River Apt by UMaine

Belfast Oceanside House - downtown harbor walk

Swazey Carriage House

Delight<Farmhouse

The Captain's Home: Art and History on the Coast

Middle of Everywhere - 4 BR!

Beautiful lakefront home with space for everyone!
Quick stats about house rentals in Winterport

Total vacation rentals
Explore 20 vacation rentals in Winterport

Nightly prices starting at
Winterport vacation rentals start at G$10,467 GYD per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winterport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winterport rentals

4.8 Average rating
Winterport stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Halifax Vacation rentals
- Quebec City Area Vacation rentals
- Mont-Tremblant Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- China Vacation rentals
- Salem Vacation rentals
- Acadia National Park
- Northeast Harbour Golf Club
- Acadia National Park Pond
- Hermon Mountain Ski Area
- Sandy Point Beach
- Dragonfly Farm & Winery
- The Camden Snow Bowl
- Sand Beach
- Lighthouse Beach
- Bear Island Beach
- Eaton Mountain Ski Resort
- Spragues Beach
- Kebo Valley Golf Club
- Wadsworth Cove Beach
- Islesboro Town Beach
- Narrow Place Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- North Point Beach
- Billys Shore
- Three Island Beach
- Driftwood Beach
- Hero Beach
- Pinnacle Park




