
House holiday rentals in Westport Island
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Top-rated house rentals in Westport Island
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[Trending Now]Sail Loft
Just 1 hour from Acadia National Park, "Mayor's Mansion", home to Ralph Johnson, the first Mayor of Belfast and William V Pratt, Chief of Naval Operations during the Depression. Built in 1812 just as the war of 1812 was beginning, this historic Greek Revival is located in the center of Belfast Maine sited along the waters of Penboscot Bay. 2 min walk to the downtown square. 2 bedrooms and 2.5 baths with full kitchen, washer/dryer, and desk for work. No parties that could cause damage or a mess

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Hermit Thrush House
The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

The Outlet Studio, Rustic Comfort w Fireplace
Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Renovated home with amazing waterfront views
Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Perched atop the Coast of the Atlantic Ocean
Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

Historic Maine Farmhouse - The Harding Farm
This colonial, country home is conveniently located between historic downtown Brunswick and Bath, with a 5-minute commute to Mid Coast Hospital, 15 minutes from Bowdoin College. Set on 26 acres of woods and meadows, there is plenty of room to roam or cozy up inside on a chilly, Maine evening. We would love to have you as our guests!

A cozy, cute and comfortable house.
Cute and comfortable, 5 min. walk to restaurants, fast food, coffee shop, groceries and shopping centers. Also, bowling alley, miniature golf, driving range and cinema. Minutes by car to The Brunswick Executive Airport Downtown Brunswick Bowdoin College Maine State Music Theater Mid Coast Hospital Bailey Island Historic town of Bath

Unplug at a Beachy Bolthole with Classic New England Style
Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.
Popular amenities for Westport Island house rentals
House rentals with a pool

Faith Lane with community pool

Stay Together in Style

Spacious 5BR Cottage w/Pool, Water & Resort Access

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Ocean View Retreat with Heated Pool / Hot Tub

There's No Place Like Home

Privacy, River, Pond, A frame Hot Tub EPIC Views,

The Hill's on Buttonwood
Weekly house rentals

Maine waterfront, walkable to historic downtown

Amazing view, eagles, hot tub, 1 mi walk from Bath

Popham Beach Retreat

1790s Farmhouse on 16 Acres in Bowdoinham!

The Cottage

Five Islands Waterfront Retreat

Little Cottage on the Kennebec

Perfectly located in the heart of Midcoast Maine!
Private house rentals

Waterfront Guest House in Coastal Maine

Postcard views, ocean front and idyllic cove

Salty Little Cottage on the Kennebec

Oceanfront Luxury Estate in Mid-Coast Maine

Trinity Cottage, Cozy 2 bedroom, walk to water.

Boothbay coastal home

The Wheel House, Richmond Maine

Charming Colonial in Richmond
Quick stats about house rentals in Westport Island

Total holiday rentals
Explore 40 holiday rentals in Westport Island

Nightly prices starting at
Westport Island holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Westport Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Westport Island rentals

4.8 Average rating
Westport Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a patio Westport Island
- Rentals with a washing machine and dryer Westport Island
- Rentals with a fireplace Westport Island
- Family-friendly rentals Westport Island
- Waterfront rentals Westport Island
- Pet-friendly rentals Westport Island
- Rentals with a fire pit Westport Island
- Rentals with outdoor seating Westport Island
- House rentals Maine
- House rentals United States
- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Belgrade Lakes Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Crescent Beach State Park
- Ferry Beach
- Palace Playland
- Fox Ridge Golf Club
- The Camden Snow Bowl
- Hunnewell Beach
- Freddy Beach
- Maine Maritime Museum
- Bear Island Beach
- Bradbury Mountain State Park




