
House vacation rentals in Westport Island
Find and book unique houses on Airbnb
Quick stats about house rentals in Westport Island

Total vacation rentals
Explore 60 vacation rentals in Westport Island

Nightly prices starting at
Westport Island vacation rentals start at G$27,197 GYD per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Westport Island vacation 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.
4.99 out of 5 average rating, 139 reviews
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!
4.99 out of 5 average rating, 131 reviews
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!
4.98 out of 5 average rating, 209 reviews
Maine Waterfront Hideaway
You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)
4.96 out of 5 average rating, 130 reviews
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). We accept either one dog or one cat.
4.92 out of 5 average rating, 166 reviews
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!!
5.0 out of 5 average rating, 107 reviews
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.
4.95 out of 5 average rating, 128 reviews
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.
5.0 out of 5 average rating, 29 reviews
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.
5.0 out of 5 average rating, 128 reviews
Waterfront Cottage On Basin Cove - Amazing Sunsets
Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.
4.98 out of 5 average rating, 240 reviews
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”!
4.99 out of 5 average rating, 182 reviews
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!
4.99 out of 5 average rating, 142 reviewsPopular amenities for Westport Island house rentals
House rentals with a pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.97 out of 5 average rating, 174 reviews
Large private area, close to Rockland
4.94 out of 5 average rating, 113 reviews
OOB Oasis: 6BR Home w/ Private Pool Near Beach
4.95 out of 5 average rating, 155 reviews
Faith Lane with community pool
4.96 out of 5 average rating, 123 reviews
There's No Place Like Home
4.84 out of 5 average rating, 126 reviews
Pool, Dream Home Gym, TV+Desk Each Room, Games
5.0 out of 5 average rating, 10 reviews
Spacious 5BR Cottage w/Pool, Water & Resort Access
5.0 out of 5 average rating, 4 reviews
The Hurkle Durkle House
5.0 out of 5 average rating, 34 reviewsWeekly house rentals

Relax, listen to the waves, or play in the water
5.0 out of 5 average rating, 25 reviews
Beautiful modern cabin
4.98 out of 5 average rating, 60 reviews
Hall Bay Haven
4.91 out of 5 average rating, 22 reviews
Cozy cottage with dock on river
4.97 out of 5 average rating, 38 reviews
Perfectly located in the heart of Midcoast Maine!
4.84 out of 5 average rating, 147 reviews
Five Islands Waterfront Retreat
5.0 out of 5 average rating, 30 reviews
The Nest on Sawyers Island
4.83 out of 5 average rating, 18 reviews
The Happy Harbor House! Walk to town!
4.99 out of 5 average rating, 96 reviewsPrivate house rentals

Waterfront Home Phippsburg Maine
5.0 out of 5 average rating, 29 reviews
Peace in Pemaquid - Ocean Sunsets & Stargazing
4.93 out of 5 average rating, 83 reviews
Whisper
5.0 out of 5 average rating, 52 reviews
Waterfront cottage with private dock Southport, ME
5.0 out of 5 average rating, 17 reviews
Modern Cape Near Ocean, Town, Botanical Gardens
4.85 out of 5 average rating, 26 reviews
Blueberry Hill, Wiscasset Maine
4.95 out of 5 average rating, 37 reviews
Southport, views of Christmas cove (Boothbay area)
4.95 out of 5 average rating, 20 reviews
Serene Coveside Cottage
4.95 out of 5 average rating, 94 reviewsDestinations to explore
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