
House vacation rentals in Westbrook
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Top-rated house rentals in Westbrook
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Popular amenities for Westbrook house rentals
House rentals with a pool

Love OOB! NEW 3 BR, 2.5 BA Maine Home
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!

Treehouse Farm - Sebago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.

Upscale OOB Beach House | Seasonal Heated Pool
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!

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

Lovely home with hot tub and pool
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!

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

Maritime Meadows – Charming Resort-Style Home!
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.

Spectacular 3 Bed Resort Cottage
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

Charming Coastal Home
Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.

Sunny Spot Minutes From Portland
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.

Beautifully, Gambrel style home
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.

Dreamy New Beach Escape: Hot Tub & Firepit Bliss
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.

Convenient Portland home 3 miles from Downtown
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.

Cute Craftsman Bungalow home w/ fenced in yard
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!

Majestic Sanctuary!!
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.

comfy cozy house with yard and central location
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

Little Sebago Lakefront Getaway
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!

Maine Vacation Home on the Water
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!

Sebago Pine Lodge +Bonus Yurt!
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!

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

Woodland with Fireplace Home
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.

Lakehouse on Highland Lake
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!

Mountain View Getaway 4Season Maine
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!

Modern Maine Lake House near Portland
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
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths