House vacation rentals in Westport Island

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Top-rated house rentals in Westport Island

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Old Orchard Beach

4.83 out of 5 average rating, 60 reviews

Feb/April school breaks available. 8 bedrooms

Large, single family home with 8 bedrooms. Big modern kitchen with 2 refrigerators and everything you need, dining area, family room. Free washer/dryer. Air conditioning and ceiling fans in every bedroom and common areas. Large deck and fenced in yard. 4 minute walk to the beach and a 3 minute walk to the main strip and amusement park. Close to all the action, but still far enough away from the crowds to relax outside and enjoy a fire!!! This is a family friendly house and we are not looking to rent to High School graduates looking for a place to get together before going off to college. Fully furnished home with 6 queen beds, 2 twins, 1 set of bunks and 1 fold down sofa bed. Also has beach chairs, bikes, beach wagon, umbrellas. You will need to bring your own sheets and towels. Pillows and blankets are provided. Light housekeeping is also required at the end of your stay. Cleaning supplies are also provided. Wifi included!!!! Pets considered!!!

Guest favorite

Home in Falmouth

4.89 out of 5 average rating, 247 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Top guest favorite

Home in Windham

4.94 out of 5 average rating, 126 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Superhost

Home in Litchfield

4.92 out of 5 average rating, 134 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Guest favorite

Home in Buxton

4.88 out of 5 average rating, 126 reviews

Charming 4 bedroom lake front, with private beach

Will not consider less than weekly rentals for July and August and the last week in June.The house sits 80 ft off the lake. It has over 150 ft of lake shore and own private beach. We supply several kayaks paddle boards canoes and tubes . You will be required to sign a waiver to use them and you Must wear lifejackets .The home is located down a private gravel road .We are only 20 miles from the city of Portland, Old Orchard beach, Lake Sebago. Come explore and relax. 2 hours from Boston

Top guest favorite

Home in Portland

4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

A charming craftsman-style home with beautiful water views, comfort, and character! This house features six bedrooms, three bathrooms, ample common spaces, and a fully outfitted kitchen. Hardwood floors and original trim add warmth and charm to the space, and modern updates ensure a comfortable stay. Just minutes from Portland's Old Port, the house commands sweeping water views of Casco Bay and the Presumpscot River. Guests will enjoy the hot tub, private patio, yard and plenty of parking.

Guest favorite

Home in Oakland

5 out of 5 average rating, 24 reviews

Peaceful 5 bedroom 4.5 bath waterfront house

This newly built (2021) Colonial has over 75 ft of shore frontage adjacent to the hosts 6 bedroom Cape Cod style house. Centrally located minutes from Intersate 95 and Colby College , Thomas college, and other Belgrade lakes destinations. Bar Harbor and Acadia National Park are only a couple hour drive through scenic countryside. In the winter you can ice fish, cross country ski, snowmobile, or enjoy the quite of the lake. Sugarloaf and Sunday River ski resorts are a 60 minute drive.

Guest favorite

Home in Cushing

4.95 out of 5 average rating, 131 reviews

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Guest favorite

Home in Saco

4.88 out of 5 average rating, 25 reviews

House, sleeps 8, close to beach

Relax with the whole family at this peaceful place to stay. Quiet neighborhood close to beaches and entertainment. Spacious and comfortable half house with old time charm. Plenty of private parking. Sleeps 6 adults comfortably with sleeping couch for potential extra 2 people (kids). Washer and dryer in the house. High speed fiber optic internet included. 8 minutes drive to Saco and OOB beaches. NO LOUD PARTIES ARE ALLOWED. No smoking of any kind. $200 fine.

Guest favorite

Home in Old Orchard Beach

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Guest favorite

Home in Old Orchard Beach

4.91 out of 5 average rating, 176 reviews

Beach Getaway House

Recently updated home in the heart of beautiful Old Orchard Beach. In town lot with convenient off street parking, a back yard, and many fun and exciting amenities within walking distance away. The beach is .3 miles away and a short 5 minute walk. This includes clean linens, towels, a fully stocked kitchen with appliances and anything you will need for 1 night or for a family gathering.

Top guest favorite

Home in Old Orchard Beach

4.98 out of 5 average rating, 89 reviews

Woods Lane Golf and Beach Vacation

Directly across from Dunegrass Golf Course clubhouse, restaurant, and bar. Just built with gorgeous finishes. Open layout for kitchen, living, dining, mini bar. Just 7 minute drive to OOB pier and the beaches. 2 car garage. and driveway that fits 4 cars. Get away from the crazy and loud beach homes and relax in the golf course community. Patio with seating for 8 with gas grill.

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What guests are saying

Stunning Beachfront Dream Home

5 out of 5 average rating, 12 reviewstoday

We had a great stay, the house exceeded our expectations. The views from the second and third floors were unbelievable. The house was clean and wonderfully laid out. There was just two of us and even with the large living space, we felt right at home and couldnt have asked for a better staycation. It was our first time in Old Orchard out of season and recommend both this house and the town of Old Orchard before the crowds arrive, it was an entirely different experience with with it being out of season.

Home in Old Orchard Beach

What guests are saying

Charming, Victorian-Era house, Ocean Views

4.96 out of 5 average rating, 25 reviews11 months ago

As a native who has lived away a long time and rented many places in the area over the years, I can confidently say that this place is the best we’ve ever rented in Maine. And Sheri is wonderful to work with. We so hope to one day be able to visit and rent it again.

Home in Harpswell

What guests are saying

Log Cabin 15 acreshunting* snowmobile*skiing

4.75 out of 5 average rating, 20 reviews3 months ago

great place for a group of friends to get away from the city ! hot tub was spacious, pool table was a great addition to the house, and the large property was awesome for exploring the woods. overall, 10/10 would definitely come back !! only downside, there were only 11 forks for 12 guests !

Home in Otisfield

What guests are saying

Ocean Paradise Sunrise/Sunset Peaks Portland

5 out of 5 average rating, 48 reviews1 month ago

A beautiful location, quiet, peaceful. House was loaded with everything you need to cook on an otherwise low traffic and amenities island. The beds and mattresses were outstanding, bed sheets and towels 'fist class!' Ther TV had several options for watching viewer programs and movies. And Lisa/Scott had cabinets for full of other items for usage although we came well stocked and did not need to use any of them. Scott was very helpful upon arrival and responded to requests in a very quick manner. All in all, a senstional spot if you're looking to get away for rest and relaxation. The ocean waves lull you to sleep each night and all day long. A must visit if your travels take you to Maine. quick ferry ride, easy to access.

Home in Peaks Island

What guests are saying

Chart House: Charming three-bedroom Cape.

4.94 out of 5 average rating, 31 reviews3 months ago

We adored this Air BnB--it was in the perfect location, had absolutely everything you could have dreamed of needing, was super comfy and cozy and even decorated for the holidays during our visit in late December--I can't say enough good things about it! My kids loved the numerous games and puzzles available, and we loved the incredibly well-stocked kitchen :) We will for sure try to stay here again when we return to Portland!

Home in Falmouth

What guests are saying

Ahhh, Sweet Maine! Your Perfect Vacation Awaits!

4.9 out of 5 average rating, 21 reviews7 months ago

Pete and Jen’s place was exactly what we needed! Friends were getting married at the 1774 House and this home was only a 10 minute drive from the venue! We loved the fact that all 9 of us could stay in the same place. One of our favorite places at the property was the covered outdoor porch, where we drank coffee in the mornings and played card games! Would definitely recommend Pete and Jen’s home to people visiting the area!

Home in Phippsburg

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