House holiday rentals in Westbrook

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Popular amenities for house rentals in Westbrook

House rentals with a pool

Guest favourite
Home in Sebago
5 out of 5 average rating, 19 reviews

Treehouse Farm - Sebago

TheresaRating, 5 starstoday
We stayed for 2 nights in June, and we all wished we could have stayed longer. This house was perfect for 6 adults and 1 toddler as well as our 2 dogs. The house is absolutely beautiful, modern updated and very tastefully decorated. The kitchen and living room were a nice gathering area for us. We found the bedrooms comfortable and very peaceful for a good night sleep. The pool and outside was our favorite. The pool was perfect, clean & warm. We loved that it had a shelf that our toddler granddaughter could sit on and splash around. We didn't get to the fire pit, but that area was very nice as well. We had a great time, and we are hoping to get back again next year. We highly recommend this home and the host who was always easy to communicate with and highly responsive.
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 stars2 weeks 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!
Superhost
Home in Old Orchard Beach
4.82 out of 5 average rating, 11 reviews

Oceanfront Cottage 1

LoganRating, 5 stars3 months ago
We had a wonderful time! Going during off season was very peaceful and quiet will definitely book again in the future!
Top guest favourite
Home in Biddeford
4.97 out of 5 average rating, 34 reviews

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

JennaRating, 5 stars3 days ago
The house was spotless and centrally located for what we wanted to do in southern Maine. It was well stocked with quality toilet paper, napkins and Kleenex. We had plenty of towels for the hot tub and pool. It is updated and well taken care of. The hosts were extremely helpful and we didn’t see them at all, so the place felt very private. This was an amazing house and our kids had so much fun in the pool and playing corn hole on the large deck. Would recommend this house for families and couples in a heartbeat!
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

Guest favourite
Home in Scarborough
4.92 out of 5 average rating, 65 reviews

Gorgeous 4 BR home with HOT TUB

JaniceRating, 5 stars1 week ago
Great place to stay in a central location. The house was large and comfortable. Gregory was very responsive to any questions we had during our stay. We 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 stars10 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, 74 reviews

Beautifully, Gambrel style home

WilliamRating, 5 stars6 days ago
Fantastic clean home with an open floor plan. This was our home base while we conveniently explored Portland, Ogunquit, Kennebunkport, and Old Orchard. Easy to get to all those locations and this home was a great place to relax and unwind at the end of the day. We enjoyed our stay and would recommend if in the area!
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 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!
Top guest favourite
Home in Portland
5 out of 5 average rating, 57 reviews

Convenient Portland home 3 miles from Downtown

NancyRating, 5 stars2 weeks 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 favourite
Home in Windham
5 out of 5 average rating, 6 reviews

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

CheriRating, 5 stars1 week 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.

Private house rentals

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

Charming Coastal Home

AbigailRating, 5 stars1 week 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 Falmouth
4.96 out of 5 average rating, 89 reviews

Beautiful lake-side home close to Portland Maine

KristenRating, 5 stars2 days ago
This lake house suites us very well. Location was fantastic (close to Portland) and the home was well stocked with all of the amenities for lake living, including a 2 person kayak & canoe, lifejackets, etc. Will definitely stay here again!
Superhost
Home in Old Orchard Beach
5 out of 5 average rating, 3 reviews

Quaint 2bed/1bath condo 31A 2 minute walk to beach

Terri-LynnRating, 5 stars2 weeks ago
Beautiful spot for a quick getaway or longer vacation. Host was very responsive and sent clear instructions for check in and check out. Sent great recommendations for places close to the condo. Would definitely stay here again!
Superhost
Home in Gorham
4.67 out of 5 average rating, 24 reviews

Enchanting 3BR Farmhouse Retreat Nature Getaway

RussetteRating, 5 stars3 weeks ago
Jessica’s place was exactly what we needed and expected. It was clean and every effort had been made to provide everything that we might need. It was a short drive to restaurants and 25 minutes to the Old Port area. We would choose to stay at Jessica’s home again.
Top guest favourite
Home in Shapleigh
5 out of 5 average rating, 34 reviews

Luxury Lakefront Paradise w/ Private Beach

LeslieRating, 5 stars1 week ago
My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!
Top guest favourite
Home in Falmouth
5 out of 5 average rating, 13 reviews

Captain’s Quarters Seaside Cottage

KarriRating, 5 stars3 days ago
Highly recommend! The location is perfect. So close all the yummy Portland restaurants. We were able to walk to Mackworth island and drive up the coast to other area parks The house was clean and had everything we needed. The kitchen was well appointed but free of clutter. The bedrooms were quite comfortable.
Top guest favourite
Home in South Berwick
5 out of 5 average rating, 63 reviews

Romantic Mirror cabin in the woods

BarbaraRating, 5 stars3 days ago
Just spent a couple of nights at Hidden Pines Cabins in South Berwick, Maine and had the most romantic and relaxing experience. We chose the mirrored cabin because of its uniqueness and it was perfect for us. Keep in mind this is a one room cabin with a small bathroom, but plenty for two adults. We loved the private jacuzzi and sauna and used it regularly after our hikes. As for the host Christian, he was probably the best host I’ve EVER dealt with using an Airbnb. Friendly, responsive and welcoming! He does have two other cabins the Pond View and the A Frame. We plan on renting the A Frame sometime in the winter. Thank you, Christian! 💕 Barbara
Guest favourite
Home in Westbrook
4.99 out of 5 average rating, 95 reviews

3 Suites, Great Room, 15 to Old Port, walk to town

DesaixRating, 5 stars5 months ago
We had a terrific stay. Axel is an excellent communicator and attentive host. The house is old, with character, and a somewhat eccentric but ultimately very comfortable collection of furniture. It is a great place to gather large groups of friends--the kitchen is surprisingly well stocked with utensils and and supplies, lots of room for food prep, and comfortable couches. The kitchen, dining, and living rooms all open onto each other. They are roomy and make for conversations. Westbrook is an interesting little mill town and the house is well located for privacy, town access, and visits to nearby Portland.

Quick stats about house rentals in Westbrook

  • Total rentals

    40 properties

  • Nightly prices starting at

    $51 SGD 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