
House holiday rentals in Westport Island
Find and book unique houses on Airbnb
Top-rated house rentals in Westport Island
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Westport Island
House rentals with a pool

Lovely home with hot tub and pool
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

House in the woods
Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

There's No Place Like Home
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Riverfront Luxury in the woods, Million $ Views.
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10

OOB Oasis - 5BR private Retreat w/ Pool
Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

Dreamy Indoor Pool/Hot tub/Sauna Near Beaches
Top notch spot and host!! We had such a great time at Alexa’s lovely home! It was so cozy, beautifully decorated, modernized, and had all the essential items you’d need - plus it is completely pet friendly! Our dog loved the fenced in yard with a doggy door to get out to it. The sauna, endless pool, and hot tub are just amazing amenities to have on site - that sunroom was my favorite place in the house to say the least! Can’t say enough about it and Alexa, too! She is super friendly, responsive, and had great recommendations for fun and good food in the area. Overall, it was just a wonderful and relaxing experience for our first time on the Maine coast and we can’t wait to visit again!

the lake house
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!
Weekly house rentals

Amazing view, eagles, hot tub, 1 mi walk from Bath
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.

Kens Cottage in Round Pond ME
Quaint Maine Coast cottage for two? Check! Mid-October retreat to peaceful location? Check! About as close to waterfront you can get without falling in? Check! Morning sunrise across the harbor with rose, pink, purple, blue neon colors? Check! Funky, Artsy, Unique cottage features (by all means, appreciate the Art Glass newel posts)? Check! Clean, cozy, comfortable and induces lazy R&R? Double Check!! Nearby places to explore, learn history, eat & drink hearty, hike, shop for treasures? Also double check!! My husband and I frequent the Pemaquid Peninsula during all seasons. Sometimes we camp, sometimes we find hidden gems to stay for a weekend...Ken's Cottage is a keeper...Triple Check!!! Thank You Kirsten for the wonderful hospitality!!! We will be in touch!!!

Boothbay coastal home
Close to fun brewery across street , close to downtown area . Just stayed two nights was nice get away.

Bayville Little House on the Bay
We enjoyed our stay in Alina’s cottage. It’s in a small village with other oceanfront homes. The cottage is new with all amenities but ‘fits in’ with other established homes around it which are original to the location. We enjoyed sitting on the deck in the morning with our coffee. The cottage is dog friendly with quiet neighborhood roads to walk. It’s an easy drive to Boothbay Harbor & other points of interest. If you are looking for a peaceful getaway, Alina’s is the place for you!

Maine Stowaway Carriage House
Perfect in every way! I have stayed at multiple air BnB’s and nothing compares to this house! Pictures do not do this place justice!! The location is awesome, secluded with a great view. One thing that stood out to me other than the awesome view and being secluded is that the house is stocked with everyday household essentials, other air BnBs I have stayed at never had the house stocked they way that this one does! I highly recommend this house to anyone that wants to visit south port!

The Rowe House
Our stay at The Rowe House was absolutely wonderful! The space was immaculate, and had every amenity we needed. The host was welcoming and made us feel at home. The location was perfect - close to everything yet peaceful and relaxing. We especially loved the kitchen that led to the side porch. The yard was well taken care of and had plenty of seating to hang out. Also the beds were very comfortable. It was truly one of the best Airbnb experiences we’ve had, and can’t wait to return. Highly recommend to anyone looking to stay in Boothbay Harbor. Beautiful location!

Laurel Shore Cottage - Waterfront, Pet friendly!
Our stay at Laurel Shore Cottage was just what we needed. The location was serene - and we spent most afternoons and evenings sitting on the porch soaking in the beautiful landscape and scenery. The cottage itself was uncluttered and comfortable and the host was very responsive.

Cozy Year Round Bungalow - Walk to Town!
We had a great time in Boothbay Harbor. We Loved the house and it's location. highly recommend staying. The weather was exactly what we wanted coming from Florida.
Private house rentals

Cheerful Harbourside Cottage
Very pleasant place, peaceful at the start of the season. Walkable to all local restaurants, stores, etc. Clean, well-kept, great value!

Unique Octagonal House with Private Beach!
Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!

Boothbay area architectural gem
Very bright and modern home with comfy beds and plenty of space. It was close to our wedding venue and we had a wonderful time. Hosts were responsive when needed.

Lobster Cove Cottage and Dock
Perfect spot, truly right on the water and so beautiful. The cottage is cozy and has everything you need for a great stay. The kitchen was well stocked with utensils and cookware. Everything was super clean. The neighborhood is very quiet and peaceful. The dock is wonderful for sitting and watching the wildlife and boats. The host is very responsive for anything and super helpful!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
We loved staying at this cabin near Popham beach, the house was beautifully renovated. The renovation kept the cabin feel, yet at the same time felt updated and modern. I'd stay there again in a heartbeat.

Moon Tide Cottage with Rocky Coast Rentals
We absolutely loved our stay! The pictures don’t do it justice. Our stay was peaceful and enjoyable. I highly recommend!

Maine Tide House Overlooking Kennebec River
Ryan and Lauren’s Phippsburg home could quite possibly be my favorite AirBnb yet! Situated right beside the river, it had a great sense of place, with stirring views from the dining room windows. I could tell a lot of thought was put into making our stay comfortable, from the well-stocked kitchen (perfect for self-caterers) to the fiction and non-fiction books stacked throughout the house (a great array of titles inspired by the setting) to the collection of local attraction recommendations (found some new-to-us gems!). I didn’t even need to supply my own laundry detergent as in many other rentals. Everyone from our young kiddos to our golden retriever mix had a wonderful, relaxing stay. Thanks so much!

1800's cape with water view
We had a wonderful weekend in Maine at Bette Ann's. Our host was excellent, made sure everything was perfect, and went above and beyond providing recommendations and meeting our needs. They wanted us to have the best stay possible. The house was cute and cozy with a beautiful view. We loved the layout and it had all the necessary amenities. It was an easy drive to anything you could need or want, plus not too far from Portland. We received great recommendations and advice from the host. I would recommend this place to anyone and wouldn't mind visiting again in the future.
Quick stats about house rentals in Westport Island
Total rentals
30 properties
Total number of reviews
580 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Rentals with a firepit Westport Island
- Family-friendly rentals Westport Island
- Pet-friendly rentals Westport Island
- Rentals with outdoor seating Westport Island
- Rentals with a patio Westport Island
- Rentals with a washing machine and dryer Westport Island
- Waterfront rentals Westport Island
- Rentals with a fireplace Westport Island
- Family-friendly rentals Westport Island
- House rentals Maine
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light