House vacation rentals in Westbrook

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Popular amenities for Westbrook house rentals

House rentals with a pool

Guest favorite
A charming two-story home features a green-shingled exterior and a gabled roof. Large windows allow natural light to fill the interior. A white front door stands at the center, with a covered entryway. A fenced area is visible in the foreground, alongside designated parking spaces.
Home in Old Orchard Beach
5 out of 5 average rating, 34 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

TrishRating, 5 stars2 days ago
we can't say enough about lovely our stay was at this beautiful house in OOB. the house is so clean and bright. its within walking distance to restaurants and stores. its right across from the heated pool. it really is such a gem!
Guest favorite
A cozy outdoor area is illuminated by soft string lights and features circular seating around a stone fire pit. The backdrop showcases a charming two-story home nestled among trees, with warm light glowing from the windows, creating an inviting ambiance for evening gatherings.
Home in Sebago
5 out of 5 average rating, 18 reviews

Treehouse Farm - Sebago

HollyRating, 5 stars1 month ago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.
Guest favorite
The living area features a spacious sectional sofa complemented by a matching ottoman. Light wood flooring contrasts with a large area rug displaying a star motif. Artwork depicting coastal scenes adorns the walls, while windows let in natural light, illuminating the adjacent dining table.
Home in Old Orchard Beach
4.98 out of 5 average rating, 40 reviews

Upscale OOB Beach House | Seasonal Heated Pool

SavannahRating, 5 stars2 weeks ago
Jason was a fantastic host—responsive, helpful, and easy to communicate with. Although we encountered a few minor issues during our stay, he responded immediately and went above and beyond to ensure everything was resolved quickly. The space itself was absolutely beautiful and made for a wonderful stay. I would highly recommend this place to anyone and hope to return in the future!
Superhost
A spacious kitchen features a large granite island with four supportive stools. Large windows allow natural light to illuminate the area, showcasing the warm wood beams overhead. A festive tree adds a seasonal touch to the corner, while the open space flows into a dining area.
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars2 weeks ago
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!
Guest favorite
The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars7 months ago
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!
Guest favorite
A spacious deck features a hot tub with a privacy screen and comfortable seating arrangements. The outdoor furniture includes a sectional sofa and a low coffee table, all set under a large orange umbrella. Lush greenery surrounds the area, providing a sense of seclusion.
Home in Biddeford
4.97 out of 5 average rating, 31 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Morgon-AshliRating, 5 stars1 week ago
Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!
Guest favorite
An aerial view captures a spacious community area featuring a large swimming pool surrounded by lounge chairs. Lush greenery envelops the setting, enhancing the tranquil atmosphere. A small pond reflects the landscape, with walking paths guiding residents between the pool and neighboring homes.
Home in Arundel
5 out of 5 average rating, 9 reviews

Maritime Meadows – Charming Resort-Style Home!

JaneRating, 5 stars1 week ago
A beautiful home in a quiet neighborhood with everything you could need. Located a short distance from the beaches, towns, shopping and restaurants. We were here the last week of May when the crowds were not too bad. The weather was perfect—60’s and 70’s. The hosts are extremely responsive. Would definitely stay here again.
Superhost
A spacious living room features a large sectional sofa with colorful accent pillows. A wooden coffee table sits in the center. Natural light fills the space through multiple windows, while a spiral staircase leads to an upper level. A mounted television is positioned above the fireplace.
Home in Arundel
5 out of 5 average rating, 3 reviews

Spectacular 3 Bed Resort Cottage

RebeccaRating, 5 stars9 months ago
Beautiful home in a quiet, family-friendly community. We loved being able to walk up to the pool and play in the game room in the main clubhouse area. The house is a short drive to downtown Kennebunkport and local beaches. It is a quick 30 minute drive up to Portland. Our daughter loved sleeping in the private bedroom upstairs. The kitchen was fully stocked with appliances. The space was immaculate when we arrived. Steve was responsive to any needs we had during our stay. A great find!

Weekly house rentals

Top guest favorite
A single-story house features a gray-shingled exterior with a red roof and front steps leading to a central door. Surrounding landscaping includes neatly trimmed shrubs and vibrant flowers. A gravel driveway provides access to the home, complemented by a lawn area and a few trees in the background.
Home in Falmouth
5 out of 5 average rating, 27 reviews

Charming Coastal Home

KatharineRating, 5 stars1 week ago
Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.
Guest favorite
A sunroom is filled with natural light, featuring large windows that provide views of the outdoors. A navy blue sofa is paired with a white coffee table, while a potted plant and decorative accents add a touch of greenery. A chic rug enhances the cozy atmosphere.
Home in Westbrook
4.83 out of 5 average rating, 41 reviews

Sunny Spot Minutes From Portland

AriRating, 5 stars9 months ago
An amazing find. Really well laid out, particularly with kids. Beautifully kept and lots of detail like plentiful Keurig cups which made mornings that much easier. Our only heads up is the individual a/c units in each room are loud so if you are a light sleeper in height of summer it may be an issue. For us it was okay because we were there during a cooler week of summer and the fans were enough.
Guest favorite
A bright living area features large windows draped with light-colored curtains, allowing natural light to fill the space. A grey sofa and matching chairs are arranged around a central coffee table, creating a cozy yet open atmosphere, with tasteful decorations adding a welcoming touch.
Home in Gorham
4.97 out of 5 average rating, 73 reviews

Beautifully, Gambrel style home

HannahRating, 5 stars2 days ago
Such a lovely spot! Our dogs and little family really appreciated how clean the home was, and that there was so much privacy/space for our dogs to be outside (off leash)! A nice, cozy stay while we attended a wedding for the weekend.
Guest favorite
A modern kitchen features a central island with dark cabinetry and a built-in oven. A stylish hood vent hangs above the stove, with natural light flooding in through floor-to-ceiling windows that provide views of the outdoor space. The sleek countertops enhance the contemporary design.
Home in Portland
4.89 out of 5 average rating, 73 reviews

Dreamy New Beach Escape: Hot Tub & Firepit Bliss

JessicaRating, 5 stars2 weeks ago
We loved our stay in Portland. The house was beautiful and lay out was great. Our group enjoyed the spacious kitchen and open floor plan. The location to downtown Portland was awesome with just about a 10 minute drive to get to Old Town! Check in was a really easy process and the host was very attentive and thorough! 10/10 would recommend.
Top guest favorite
The living room showcases a spacious layout with hardwood flooring and large windows, allowing natural light to illuminate the area. A cozy leather couch and recliner provide comfortable seating. A coffee table sits in the center of the room, with a large television positioned for easy viewing.
Home in Portland
5 out of 5 average rating, 57 reviews

Convenient Portland home 3 miles from Downtown

NancyRating, 5 stars1 week ago
We really enjoyed our stay at this Air Bnb. We have stayed at over twenty different locations with Air Bnb and this was the cleanest. Beds were comfortable, space was open and uncluttered. It was nice to be able to have dinner on the back deck. We would definitely stay here again.
Guest favorite
The front exterior of the bungalow is shown, featuring a light-colored facade and a welcoming entrance with a decorative wreath. A set of steps leads up to the front door, flanked by a flowering tree and a bench for seating. The yard is landscaped with gravel and mulch.
Home in Portland
4.85 out of 5 average rating, 52 reviews

Cute Craftsman Bungalow home w/ fenced in yard

NicoleRating, 5 stars1 week ago
Kevin's place worked really well for my two dogs and myself. There is a fenced in back yard. I liked the setup of the primary bedroom with the attached full bath and laundry. Comfortable bed! Very quiet neighborhood and very convenient to access other areas of Portland. I really appreciated the back deck setup. I need to find the comfy chair they have out back for my own home! Clean and usable kitchen. Nice stack of Maine materials and recommendations for local items to check out. Overall, a very pleasant stay, thank you!
Guest favorite
A welcoming house exterior is presented, featuring a sloped roof with skylights. A front porch with steps leads to a central white door flanked by large windows adorned with curtains. The surrounding gardens include lush greenery, enhancing the tranquil outdoor setting.
Home in Westbrook
4.94 out of 5 average rating, 80 reviews

Majestic Sanctuary!!

KyleRating, 5 stars7 months ago
If you are looking for a peaceful, quiet, wonderful getaway then this is your place. The hosts were absolutely wonderful and readily available if we needed anything. The entire property is amazing and is a beautiful spot to sit outside and have your morning coffee. I cannot recommend Pam and Larry's place enough. We will be returning for our anniversary next year and many years after that. My recommendation: Stay here, take a deep breath, relax, recharge, and enjoy the stay.
Guest favorite
A cozy living area features a light gray sofa and two armchairs, set on a colorful area rug. A coffee table sits in the center, while a decorative fireplace and unique lamp add character to the space. Large windows provide natural light.
Home in Portland
4.94 out of 5 average rating, 88 reviews

comfy cozy house with yard and central location

JennaRating, 5 stars1 week ago
Angela‘s place was very clean had a lot of cute little things around that made me laugh. We flew in very late at night when everything was closed and we’re thankful to see that she had water in the fridge and coffee for the morning since nothing was open for us to stop. Very close to downtown Portland.

Private house rentals

Guest favorite
The exterior of the recently renovated lakefront home is shown, featuring a dark blue facade with large windows. A small seating area with white chairs is positioned in front of the house on gravel, and the surrounding area is partially landscaped with natural foliage.
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Top guest favorite
A spacious backyard features a firepit surrounded by six blue Adirondack chairs, creating a cozy gathering area. The well-maintained lawn is bordered by trees, and the home is visible in the background with warm lighting illuminating its deck and windows.
Home in Windham
5 out of 5 average rating, 31 reviews

Maine Vacation Home on the Water

SamRating, 5 stars2 days ago
Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!
Guest favorite
A spacious home is nestled among trees, featuring a wooden facade and large windows. A stone patio leads to a well-maintained lawn, bordered by vibrant flower beds. Outdoor seating areas are visible, inviting guests to enjoy the natural surroundings in a tranquil setting.
Home in Windham
5 out of 5 average rating, 5 reviews

Sebago Pine Lodge +Bonus Yurt!

TeganRating, 5 stars10 months ago
Although my son was disappointed that her cat Batman didn't come with our rental (wink;), this house exceeded our expectations! We visit Maine every summer because we have family there and typically stay with Aunt Jeanne. This time there was an abundance of family staying at her house towards the end of our vacation so we opted to get this beautiful Airbnb for the weekend. This house is BIG. Has a lovely deck with a great outside garden. We heard a family of Barred Owls at night! If you follow the path it opens up to this HUGE field with a (very clean and stylish) yurt and a fire pit. At night- the stars are AMAZING in this field. One thing that we now have to get back at home- a bidet. This trip was the first time we have tried one.... hahah!
Superhost
A private dock extends into the calm waters of Highland Lake, surrounded by lush greenery along the shoreline. Clear blue skies reflect on the water's surface, creating a serene environment for outdoor activities.
Home in Windham
5 out of 5 average rating, 4 reviews

Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs

JuanitaRating, 5 stars2 weeks ago
What a wonderful house! It would be a perfect family vacation spot to spend quality time together, fishing, kayaking, making s'mores, playing board games, or relaxing with some reading or television.
Top guest favorite
A two-story home featuring a red exterior with white trim and a welcoming porch. Large windows and dual garage doors are visible, while vibrant autumn leaves create a colorful backdrop. A well-maintained lawn with fallen leaves surrounds the house, enhancing the seasonal atmosphere.
Home in Windham
5 out of 5 average rating, 14 reviews

Woodland with Fireplace Home

MarloRating, 5 stars3 weeks ago
We rented this beautiful home while attending our daughter's graduation from UNE. This home provided us with plenty of space for our family and had everything you would need to make your stay enjoyable. The beds were very comfortable, and the towels and linens were top quality. We felt the home was close to everything we needed. We wished the weather was a little better for us; we would have liked to enjoy the outdoor deck! Don't pass on renting this home. It's a 10+! Thank you for sharing your home with us.
Guest favorite
A calm Highland Lake is depicted with a reflective surface, capturing the surrounding trees and clouds. Bright autumn foliage colors the landscape, blending with the serene waters. Gentle ripples can be observed, enhancing the peaceful ambiance of this natural setting.
Home in Windham
4.95 out of 5 average rating, 44 reviews

Lakehouse on Highland Lake

MartinRating, 5 stars2 days ago
Beautiful place in great location. Did a weekend trip that included Portland based activities and a lake day at Lake Sebago. This was right in between making both super easy! The house was beautiful, clean, and slept everyone very comfortably. The view on the water is amazing, and Timissa was very responsive, accommodating, and kind!
Guest favorite
A serene bedroom features a queen size bed with white pillows and a navy blue coverlet. Two windows allow natural light, framed by light curtains, while a rustic headboard adds character. A small vase with flowers is placed on a shelf beside the bed.
Home in Waterboro
5 out of 5 average rating, 9 reviews

Mountain View Getaway 4Season Maine

ColleenRating, 5 stars7 months ago
It was a great location for a quick getaway. Close to Portland and plenty of places to eat in town. I only met Clarishell but she was lovely!
Guest favorite
The exterior of a modern cabin is presented, surrounded by tall trees and a grassy area. A fire pit with Adirondack chairs is visible in the foreground, while the cabin features multiple windows and a deck overlooking the landscape.
Home in Falmouth
4.97 out of 5 average rating, 35 reviews

Modern Maine Lake House near Portland

JaimeRating, 5 stars2 weeks ago
Had a small bachelorette party here for one of my closest friends. It was the perfect place for a more relaxed girls trip but close enough to get to downtown Portland for any shops, sightseeing, and food! Highly recommended.

Quick stats about house rentals in Westbrook

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Westbrook
  6. House rentals