Holiday houses in Westbrook

4.9 out of 5 average rating, 294 reviews

Loft in Portland

Large Loft—Walk to Breweries— Coffee Bar—King Bed

Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

4.93 out of 5 average rating, 236 reviews

Guest suite in Westbrook

Awesome open space in Westbrook near Portland, ME!

Welcome!! We're excited to share our house with you! You'll get the whole ground level of the house - two very large clean modern rooms with a private entrance, bathroom, and direct yard access to the hammock, fire pit, and wildlife. Off-street parking for 2 cars, kitchenette, 300Mbit wifi, smart TV, heat, ping pong, darts, and much more! 15 mins downtown Portland ($15 Uber) 1 mile from I-95 11 mins from the airport We will give you awesome tips on everything in the area and beyond!

4.96 out of 5 average rating, 156 reviews

Guest suite in Saco

LunaSea Suite

Be our guests and enjoy this dreamy, romantic little getaway and all that Saco and surrounding areas have to offer! Direct access to the River Walk. Short 5 minute walk to downtown Saco, Amtrak station, and 10 minute walk to downtown Biddeford. Visit our amazing shops, breweries, restaurants and cafes! Bayview Beach 3 miles OOB Pier 4.4 miles Private entrance and deck with outside fireplace. Hosts, Melissa and Doug, are quiet and considerate early risers with 2 friendly pups

4.89 out of 5 average rating, 111 reviews

Minutes to Portland | Spacious | One Bedroom

Conveniently located in the charming Cumberland Mills neighborhood of Westbrook, this spacious one bedroom Victorian apartment offers easy access to Portland, the jetport, the highway, Rock Row, and other Westbrook attractions. Delicious eateries, local breweries, and Riverbank Park are within walking distance. This apartment comes fully furnished with a comfortable queen bed in the bedroom, a dedicated workspace, a Pack n' Play, and a pullout sofa bed available upon request.

4.99 out of 5 average rating, 136 reviews

Apartment in Windham

The Roost - lovely one bedroom efficiency unit

Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

5 out of 5 average rating, 430 reviews

Barn in Portland

Garrison Cove Studio

Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The newly created studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite glass of wine under the splendid backyard grape arbor.

4.78 out of 5 average rating, 574 reviews

Apartment in West End

Downtown Studio, Walk Everywhere, Parking

The state of Maine requires all reservations must abide by current state travel restrictions. Please review before booking with us. You will love the location - just park at your reserved spot and forget about it! Great restaurants, bars, coffee shops, museums, Old Port, and Art Districts are all within 20 min walk. Fresh linens, towels, shampoo, french press, an insanely comfortable bed, and warm hospitality are provided, only bring your curious self!

4.92 out of 5 average rating, 282 reviews

Guest suite in East End

Gorgeous Studio 2 Blocks from Eastern Prom!

Located in Portland's trendy East End and within walking distance to the Old Port and Downtown, this beautiful studio is only 2 blocks from the Eastern Promenade and Casco Bay! You will have the Unit entirely to yourself with its own entrance, air conditioning, kitchenette, queen sized bed and an additional pull out single. Easily walk to all of the cool breweries, great restaurants, coffee shops, and night life! Welcome to Portland!

4.96 out of 5 average rating, 479 reviews

Tiny home in Portland

The Garden Cabin Tiny Home

Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C when needed. Please, no smokers, kids under 13, or guest pets. STHR-000718-2018

4.9 out of 5 average rating, 545 reviews

Home in Westbrook

Reno Barn w/ a lot of Charm! Breweries & Airport

** Cozy Renovated Barn w/ artist loft ** Minutes from airport and within walking distance to the Allagash Brewing Company & other breweries. Lots of hiking trails along the Presumpscot River. Short drive to downtown Portland, restaurants, music venues, beaches, lighthouses and nightlife. Barn is located in a quiet area ~ relax on the back deck with a glass of wine star gazing. Come check us out!!

4.94 out of 5 average rating, 131 reviews

Peaceful 1BR | Reading Nook | Near Portland

This bright and charming second-floor apartment is part of a beautifully renovated 1890s home in the heart of Westbrook. Just a short drive from the excitement of Portland, it’s the perfect blend of quiet comfort and city convenience. Explore nearby local shops, cafes, and riverfront trails, or head into Portland for world-class dining, galleries, and entertainment.

4.88 out of 5 average rating, 199 reviews

Cozy one bedroom on 2nd floor, close to Portland

Minimalist, boho vibe set in a vintage back drop. The trim, moldings and radiators are original to our 1890 home but with clean design you won't feel the clutter of vintage. Guests looking for a quiet retreat or calm vacation spot will enjoy. 15 minutes to Portland. 30 to LL Bean and Freeport for great shopping. Netflix etc in the room.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Westbrook holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Westbrook

4.9 out of 5 average rating, 88 reviews

Apartment in Falmouth

Peaceful & Cozy Falmouth Getaway

MadelynRating, 5 stars1 week ago

This BnB was perfect - about 15 minutes from Portland. It was super peaceful, and we felt right at home; we never felt unsafe. The people in the area were also very kind and helpful as we didn’t know much about the area! :)

4.95 out of 5 average rating, 21 reviews

Suburban Studio Apt in a quiet family neighborhood

KatherineRating, 5 stars4 days ago

This lovely property was perfect for us. The host really knows how to “think like a guest” and has anticipated what will make you feel comfortable and at home with numerous little extras. The apartment is beautifully decorated and the bed and furniture were comfortable. Will definitely book on our next visit.

Place to stay in Westbrook

4.76 out of 5 average rating, 59 reviews

Serenity between the lakes & sea

ScottRating, 5 stars3 weeks ago

We had an excellent stay at David's place. It was exactly what my family and I needed and the location was perfect. We will definitely stay there again.

Apartment in South Portland

4.94 out of 5 average rating, 89 reviews

Sunny Spot with Private Parking

JosueRating, 5 stars1 week ago

Amazing place and amazing host. Would definitely stay here again! Thank you so much!

5 out of 5 average rating, 29 reviews

Guesthouse in Westbrook

Riverfront guest house w/ patio

GabrielleRating, 5 stars1 week ago

Heather was a great host and made check in easy. Very cute place and perfect for two people. Would recommend staying here.

4.96 out of 5 average rating, 23 reviews

Home in Georgetown

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago

I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

5 out of 5 average rating, 21 reviews

Apartment in Gorham

Countryside Oasis: Charming 1BR Farmhouse Getaway

MalloriRating, 5 stars5 months ago

Very clean and great location. Close to the airport and a short drive to the highway to get wherever you're going. Tucked away just outside of Portland, Westbrook, and downtown Gorham with lots of convenient options for restaurants, groceries, gas, coffee, and even local farms. The two units above the barn share walls, but we never heard the other guests during our stay. There was mild noise from the road and planes (due to proximity to the airport and landing patterns) but nothing white noise won't block out from a fan or music streaming app. After a while we didn't even notice it. Jessica was super quick with her responses and I would definitely stay here again!