Places to stay in Westbrook

4.78 out of 5 average rating, 733 reviews

A quiet street view is captured along Stetson Court, lined with trees and residential buildings. The surroundings are characterized by a slight incline, with parked cars visible along the curb. A faint view of the ocean can be seen at the end of the street, indicating nearby waterfront access.

Apartment in West End

BEST location! HUGE 1 bedroom downtown Portland

License#STHR0011152019 Spacious 1 bedroom w/living room, eat-in kitchen and bath in ideal Portland peninsula location, walk to all. situated on the edge of the west end and downtown. 2 blocks from the ocean. Walk everywhere in this central, historic, perfect location. Easy street parking. Simple furnishings, older retro flair. 2nd floor of 3 unit Victorian on dead end, quiet street. Queen bed. There is no parking but often spaces are available on this dead end street. Note steep steps going up

4.94 out of 5 average rating, 131 reviews

A bright kitchen countertop features a glass jar filled with assorted coffee pods and a small white bowl. A Keurig coffee maker is positioned beside the jar, with white subway tiles providing a classic backdrop. Electrical outlets are visible on the wall.

Apartment in Westbrook

Peaceful 1BR | Reading Nook | Near Portland

Welcome to this bright and charming 2nd-floor apartment in a beautifully renovated 1890s home! Located in the heart of Westbrook, you'll be just a short drive from the excitement of Portland. Step outside and explore local shops, cafes, and restaurants that make the area a growing cultural hub. Enjoy scenic walks along nearby trails or visit the riverfront just minutes away. Easy access to Portland's dining, galleries, and entertainment, you’ll enjoy the perfect balance of peace and city life!

4.9 out of 5 average rating, 294 reviews

The entrance showcases large glass doors leading into a warm living area. A plush leather couch is prominently featured, with natural wood flooring visible. The staircase in the background offers access to upper levels, while a potted plant adds a touch of greenery.

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

4.9 out of 5 average rating, 227 reviews

A private patio space features wooden chairs paired with soft cushions, positioned on a striped outdoor rug. Lush greenery surrounds the area, with flowering plants adding a touch of color. The space is illuminated by natural light, creating a refreshing atmosphere.

Apartment in Portland

Bright & Sunny Apartment with Patio

Centrally located in Portland, just steps away from USM/Maine Law, Back Bay, Bird & Co., Rose Foods, and other Oakdale gems. This apartment features personal touches and is stylishly furnished with attention to detail. Located on a quiet street in the Oakdale neighborhood, it is one of the best locations - as you can walk everywhere. It is a short Lyft or Uber to the famous Old Port. Feel the charm of a quiet neighborhood while also being close to city center. License #: STHR-004014-2022

4.93 out of 5 average rating, 234 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!

4.97 out of 5 average rating, 212 reviews

Guest suite in Portland

Sunflower Retreat in North Back Cove

The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

4.99 out of 5 average rating, 136 reviews

A gravel pathway winds around the side of the property, bordered by green grass. Colorful flowers are visible in garden beds along the path, enhancing the natural landscape. Trees are positioned in the background, providing a serene setting.

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

A charming exterior of a black post and beam barn is displayed featuring a natural wood door with metal hardware. A decorative star adorns the upper section of the barn, while a small metal bench sits on a gravel pathway beside the structure.

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.

4.9 out of 5 average rating, 107 reviews

Apartment in Portland

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

4.96 out of 5 average rating, 478 reviews

The cozy cabin is illuminated by soft outdoor lights, enhancing its charming facade. The front porch features a seating area, with potted flowers adding a touch of nature. The surrounding grassy area includes stone steps leading towards the entrance, promoting a welcoming atmosphere.

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, 196 reviews

A wall-mounted artwork features an abstract design with two cats and a plant, set above a black storage shelf. Three large white bottles labeled "Body Wash," "Shampoo," and "Conditioner" are displayed symmetrically on the shelf, providing essential toiletries.

Apartment in Westbrook

Cozy 2 BR Apt in Walking Distance to Restaurants

This is a private two bedroom apartment in a great location (15 minutes to downtown Portland). The apartment is in walking distance to eateries, Riverbank Park, grocery stores and local breweries. It is also located across the street from the police station on a dead end street. The unit is child friendly and has a pack 'n Play and high chair. (Please note that linens are not provided for the Pack n’ Play.)

4.9 out of 5 average rating, 544 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!!

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Popular amenities for Westbrook places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Westbrook

4.95 out of 5 average rating, 21 reviews

Apartment in Westbrook

Suburban Studio Apt in a quiet family neighborhood

KatherineRating, 5 stars1 day 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.

5 out of 5 average rating, 29 reviews

A patio area features two red umbrellas providing shade over a seating arrangement. Cushioned chairs and a small table are set beside a gas fire pit. Surrounding flower planters add greenery, while a view of trees and foliage can be seen in the background.

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.

4.97 out of 5 average rating, 37 reviews

The tiny house is softly illuminated by warm lights strung overhead, set against a serene nighttime forest backdrop. The cozy exterior features a welcoming entrance, with a picnic table and chairs arranged nearby under a shade umbrella, creating an inviting outdoor space.

Tiny home in Scarborough

Tiny Home Glamping Near Beach

KaraRating, 5 stars8 months ago

This stay was so wonderful! The outdoor space was perfect and felt secluded enough. The home itself was fully equipped with everything you could need without being cluttered or too small. If we are ever in the area, we will be staying here for sure!! Thanks Deno!

4.96 out of 5 average rating, 224 reviews

A light-filled studio interior showcases a sitting area with a patterned sofa and wooden chairs, complemented by a dresser and small table. A fully equipped kitchen is visible, featuring a refrigerator and minimalist decor. Natural light enters through two windows, creating a serene ambiance.

Guesthouse in Cumberland

Cottage Under a Crabapple Tree

AmyRating, 5 stars2 weeks ago

We absolutely loved our stay at Burt's place. It was such a peaceful and relaxing experience. Highly recommend to anyone wanting a cozy, quiet and private retreat while exploring this beautiful area.

4.97 out of 5 average rating, 130 reviews

The exterior of a charming two-story farmhouse is displayed, showcasing white paneling and multiple windows. A black front door is framed by lush green foliage and flowering shrubs, with sunlight filtering through the surrounding trees, creating a serene atmosphere.

Guest suite in Gorham

Farmhouse stay, near lakes and St. Joe's College

CarolRating, 5 stars1 week ago

We were attending the Maine Fungi Fest at St. Josephs college, and this was perfect. Only 3 miles to campus and 16 miles to Portland. This was the cleanest home I've ever stayed at. We had our weekend planned and knew where we were eating so we didn't need recommendations. Home is in a beautiful and safe location.

5 out of 5 average rating, 21 reviews

A modern kitchen features white cabinetry and dark countertops, illuminated by pendant lighting. Three brown bar stools are positioned at a spacious kitchen island, with a sink and plants enhancing the fresh ambiance. Stainless steel appliances complement the clean and functional design.

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!