House holiday rentals in Westbrook

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Popular amenities for Westbrook house rentals

House rentals with a pool

Guest favourite
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 favourite
Home in Old Orchard Beach
4.98 out of 5 average rating, 41 reviews

Upscale OOB Beach House | Seasonal Heated Pool

BonnieRating, 5 stars1 week ago
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

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

KimRating, 5 stars3 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 favourite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars8 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 favourite
Home in Biddeford
4.97 out of 5 average rating, 32 reviews

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

Morgon-AshliRating, 5 stars2 weeks 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 favourite
Home in Portland
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
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!
Superhost
Home in Arundel
5 out of 5 average rating, 3 reviews

Spectacular 3 Bed Resort Cottage

RebeccaRating, 5 stars10 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!
Superhost
Home in Kennebunkport
4.96 out of 5 average rating, 27 reviews

Lovely Beach house in GRB - Heated pool!

CharlotteRating, 5 stars2 weeks ago
We absolutely loved our stay! The home is gorgeous, light and airy, and so comfortable for our group! You can't beat the location across from the beach and quiet street for walking. The pool and hot tub were also so nice. We would highly recommend and would love to stay there again!

Weekly house rentals

Top Guest favourite
Home in Falmouth
5 out of 5 average rating, 28 reviews

Charming Coastal Home

AbigailRating, 5 stars3 days ago
Kelsey was a great host, super responsive and allowed us to check in earlier due travel changes. The home was well-stocked with everything we needed for a ten-day stay and very clean upon arrival. Location is great; central to both small town and urban charm. Would definitely stay again!
Guest favourite
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 favourite
Home in Gorham
4.97 out of 5 average rating, 73 reviews

Beautifully, Gambrel style home

HannahRating, 5 stars1 week 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 favourite
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!
Guest favourite
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 favourite
Home in Windham
5 out of 5 average rating, 5 reviews

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

CheriRating, 5 stars2 days ago
Our group was two small families with kids ages 6 and 8. Everyone had a great time. If you’re looking for a home to get out into nature, this is it. The private dock and lake gave us hours of time to play outside. Kayaks, paddle boards, and fishing off the dock was fun and all part of the house. Kids had a blast and so did the adults. Perfect for family summer vacation. We had a few rainy days but either played board games inside or went into Portland which is only 20-30 minutes away. Visited Mackworth Island in Casco Bay. Must do if you want to have a day excursion. The house well kept and easy to navigate. We spent more time outside on the lake than inside.
Top Guest favourite
Home in Windham
5 out of 5 average rating, 14 reviews

Woodland with Fireplace Home

PeterRating, 5 stars2 weeks ago
Beautiful home and responsive host, highly recommend.
Guest favourite
Home in Portland
4.94 out of 5 average rating, 89 reviews

comfy cozy house with yard and central location

JennaRating, 5 stars2 weeks 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

Top Guest favourite
Home in Biddeford
5 out of 5 average rating, 5 reviews

Bluebell Cottage Beach Vacation

KeithRating, 5 stars1 week ago
Would definitely stay here again. Was really a first class space that made our family feel very relaxed.
Guest favourite
Home in Portland
4.89 out of 5 average rating, 73 reviews

New Luxury Seaside w/ 8 Person Hot Tub + Firepit

JessicaRating, 5 stars3 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 favourite
Home in Windham
5 out of 5 average rating, 31 reviews

Maine Vacation Home on the Water

SamRating, 5 stars1 week 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 favourite
Home in Portland
4.83 out of 5 average rating, 53 reviews

Cute Craftsman Bungalow home w/ fenced in yard

NicoleRating, 5 stars2 weeks 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 favourite
Home in Waterboro
5 out of 5 average rating, 9 reviews

Mountain View Getaway 4Season Maine

ColleenRating, 5 stars8 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!
Superhost
Home in Gorham
4.65 out of 5 average rating, 23 reviews

Enchanting 3BR Farmhouse Retreat Nature Getaway

ZakiyyahRating, 5 stars3 weeks ago
Jessica’s place was really cozy and comfortable! We had a great stay. The property is on a shared lot but the house is separate and is private. It was clean, stocked with basics and again, really cozy. Very thoughtful putting fuzzy blankets for us because it was very cold. I would come back here again.
Guest favourite
Home in Falmouth
4.97 out of 5 average rating, 35 reviews

Modern Maine Lake House near Portland

JaimeRating, 5 stars3 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.
Top Guest favourite
Home in South Berwick
5 out of 5 average rating, 61 reviews

Romantic Mirror cabin in the woods

EvelynRating, 5 stars1 week ago
This was the best experience we’ve ever had with Airbnb. From start to finish, Christian’s communication was excellent. I honestly wish everyone were as communicative and proactive as he is. This place truly left a mark on us. Our experience was so amazing that we genuinely want to recommend it to everyone. It was impeccable full of thoughtful details. We reconnected deeply. Everything was just perfect. I didn’t want to leave. The details won me over, and the intentionality behind this place is something truly special. I’m genuinely in love with this place. 💛

Quick stats about house rentals in Westbrook

  • Total rentals

    40 properties

  • Nightly prices starting at

    $66 NZD 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