
House holiday rentals in Westport Island
Find and book unique houses on Airbnb
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 $174 NZD per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 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, Wifi and Pool across Westport Island rentals

4.9 Average rating
Westport Island stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Westport Island
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

Oak Leaf
Welcome to our charming 1940s cottage, nestled in the banks of the beautiful New Meadows River. This cozy getaway boasts stunning river views and vintage charm with all the modern comforts. With two bedrooms and a bright, airy living space, you’ll feel right at home. Conveniently located just off Route 1, you’re only 10 to 20 minutes from Maine’s top beaches, fine dining, and unique shopping experiences. Enjoy beautiful sunsets by the fire pit, unwind and make lasting memories by the river.

Waterfront Farmhouse with Modern Flair!
On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

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.

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!

Gorgeous Studio on the Kennebec
Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Pinkham Cove - Water Front Cottage
Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

The Cottage
Welcome to The Cottage—your cozy getaway in the heart of Bath, Maine! Perfectly situated near charming coastal towns, beautiful beaches, and scenic hiking trails, this retreat offers a comfy living area, fully equipped kitchen, and four inviting bedrooms. Sip your morning coffee from the sunny dining room window seat, or wind down by the fire pit out front. Note: The Cottage is attached to the owner’s home, but you’ll have full privacy throughout your stay.

Cozy Midcoast Island Cottage
Unplug, unwind, and experience the true essence of Midcoast Maine. Nestled in the quiet woods of historic Westport Island, our cozy cottage offers a peaceful sanctuary surrounded by tidal inlets, towering pines, and abundant wildlife. Enjoy complete privacy with easy bridge access to the mainland. The perfect balance of seclusion and coastal convenience. Midcoast Maine harbors, lighthouses, beaches, and local seafood spots are just a short drive away.

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.

Beautiful Designer's Hideaway on the Maine coast!
Welcome to our chic & cozy rental cottage located in Harpswell, Maine, a tranquil coastal town known for its picturesque harbors, pristine beaches, and rich maritime history. Our charming cottage is the perfect retreat for families, couples, or anyone seeking a peaceful getaway amidst the beauty of nature. You won't find anything like it on the Maine Coast! Wake up to seals, geese, eagles and more right outside your window.

Victorian Charm in Wiscasset, Maine: Acorn Cottage
A TRULY NOSTALGIC MAINE VACATION STAY. This spacious 1903 Masonic Victorian home in the “Prettiest Village” in Midcoast Maine offers 3 bedrooms, 1.5 baths, and is steps from local landmarks like world famous “Red’s Eats” for a lobster roll, boutique shops, antiques, art galleries, and restaurants. Just up the road is the award-nominated “Alna Store”!
Popular amenities for Westport Island house rentals
House rentals with a pool

Faith Lane with community pool

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

Stay Together in Style

House in the woods

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Large Historic 7 Bedroom home with Pool & Hot Tub

There's No Place Like Home

4 Bedroom Riverside Home with Large Historic Barn
Weekly house rentals

Waterfront Guest House in Coastal Maine

Hall Bay Haven

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Damariscotta River Cottage-Private location

Serene Coveside Cottage

Maine Coastal Retreat

Seahorse Shores of Wiscasset, ME

The Nest on Sawyers Island
Private house rentals

Eagles & Hot Tub on the Water | Bath, Maine Home

Kens Cottage in Round Pond ME

The Cottage at Red Top - Cozy Lakeside Year-Round

Whisper

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

"Periwinkle" ~ a Charming Oceanfront Cottage

3 bedroom retreat with water view

Merryhaven- Edgecomb/Boothbay/Damariscotta
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- New Haven Holiday rentals
- Pet-friendly rentals Westport Island
- Rentals with a patio Westport Island
- Rentals with a washing machine and dryer Westport Island
- Rentals with outdoor seating Westport Island
- Waterfront rentals Westport Island
- Rentals with a fireplace Westport Island
- Rentals with a fire pit Westport Island
- Family-friendly rentals Westport Island
- House rentals Lincoln County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- Hills Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- The Camden Snow Bowl
- Portland Museum of Art
- Maine Maritime Museum
- Rockland Breakwater Light
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Bug Light Park
- Camden Hills State Park
- Aquaboggan Water Park





