
Vacation rentals with a pool in Westport
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Top-rated rentals with a pool in Westport
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Westport rentals with a pool
House rentals with a pool

Seabrook's The Ritz Coralton: Dog Friendly!
Great stay! Loved the house and how we could walk to everything. Loved the welcome amenities for us and our dog.

Seabrook's The Hitching Post: Dog friendly!
We had a great trip with our two small kids and dog. It was our first time in Seabrook and we would definitely return to this house. The home features a comparatively large fenced in yard on a quiet street near horses and within walking distance to the outdoor pool, playground and dog park, and gnome trail. We were surprised at how hilly the south side of Seabrook is and how far the house actually was from the shops and beach. Well worth the trade for such a well stocked home in a peaceful location!

Seabrook's Robins Nest: Dog Friendly, Hot Tub
We stayed 5 nights at Seabrook's Robins Nest located in the Poolside Cabin area of Seabrook. It was a great place to stay, plenty of room for our family of 4. This pet friendly rental had everything we could need to enjoy our stay. The wrap around porch with outdoor heater was wonderful during a rainy spring break stay. We were able to enjoy the fire pit, pool, nature walks, gym, local eateries and so much more during our stay. With so many rentals to choose from, we were very happy with our choice.

Seabrook's The Laurelhurst: Dog Friendly!
The home was perfect. Comfortable rooms for everyone. With the cold nights and chilly mornings, the home always felt warm and cozy. Our family loved their first time experience staying at Seabrook.

Seabrook's Heyday House: Dog Friendly!
Place was amazing. Clean, a lot of things to do, enjoyed the hot tub and board games, very easy walk into town to enjoy dinner and coffee. Only thing was everything was out of batteries. Removes, fire alarms, no batteries in lantern for when the power went out. Extra batteries would have been a plus since we struggled with all of that. Otherwise place was amazing.

Big Wheel Beach House: Dog Friendly & Oceanview!
This is a lovely little gem of a place! The home is well appointed and great for kids. Lots of thoughtful touches throughout. All the photos are accurate. Both Big Wheel House and the town of Seabrook. The location is amazing! You’re just steps from the main town drag and quick coffee run in the AM. 10 out of 10 recommend and we’ll be back!

Seabrook's Our Otter Home: Dog Friendly!
Good cabin in an excellent location. We walked to everything with the exception of the outdoor pool. Adequate space for a family of four and being next to the woods was really nice.

Seabrook's Sea Dreams, private hot tub!
This is a great place to stay. We had a bit of trouble finding the exact location but only because there is slim to no service in Seabrook. House is as described. Very well kept and clean. The floors could use more attention to cleaning detail as we were walking around barefoot and our feet turned black. The hot tub is a great feature but its in front of the house close to the street, so not extremely private but it didn't bother us. Kitchen was stocked well with dishes, utensils, coffee maker, etc. We enjoyed walking to town but it is about a ten minute walk. No big deal for us though. Overall the house is as described. I would stay here again.
Condo rentals with a pool

Beach Access ~ Hot Tub~ King Bed!
Wonderful, easy access to beach and into town, pristine, clean linens and kitchen. The condo was very welcoming. Linda had every cooking gadget & kitchen utensil you could imagine! The bed was extremely comfortable with pillows, a duvet, comfy sheets & extra blankets. It was helpful to have the couch set up as a bed for when our son visited. You can stream any channel; and our dogs were welcome there. The clubhouse staff was great. They helped us find DVDs for movie night. The best part was the short walk to the ocean. We had a beautiful time and a memorable stay.Also, Linda is such a proactive, fantastic communicator that when they discovered my bathing suit and dress inside the closet after we left, she offered to mail it to me. She goes above and beyond! Best place to stay in Westport!

1BR Oceanfront 3rd-Floor | Balcony | Pool
Peaceful getaway! The place was clean, comfortable, and just like the photos. The view was gorgeous, with easy walking access to the beach. The kitchen had all the basics I needed (including some spices and cooking oil), the bed was comfy, and I loved having coffee in the morning looking out at the sea. I'd love to come back. The only caveat is that Vacasa isn't local and has no way to tell you anything specific about the unit (like whether there are coffee filters provided, which there were!). They're prompt to reply to messages, but it can be hard to get any specific questions answered. If you can go in knowing that you won't be in contact with anyone who really knows specific details about the unit, then you'll be fine.

1215 - Ground floor with Easy Access
The condo was a perfect home base for our trip to Westport with our infant and toddler. We especially loved the heated pool, which is right across the parking lot. The beautiful beach is a very short walk through the complex. We also loved seeing deer right by the pool!

423 - Breathtaking Ocean Views with Style
Beautiful views of the ocean from our unit. We sat on the lanai and enjoyed wine and watched the sunset the first evening. Walked the beach even in the rain. So breathtaking. The unit had everything we needed. The bed was very comfortable. We chose well.

613-Paw-some Condo, 1st floor easy access w view
It was a lovely private, peaceful, relaxing stay. Very rainy and windy so we flew kites. I could not find my email with all the instructions and host was so kind about all my questions. Thank you for a beautiful stay and we will be back again.

1333 · A Pleasant Surprise! Quiet/Comfy/Spacious
A must for relaxation and peace. The home is beautiful and location is amazing.

1031 - Cozy Corner condo W/ Top Floor Oceanview
We had a wonderful stay at this condo! It was a very short walk away from the beach and had a very nice beach view. The king bed was quite comfortable, the kid’s room was adorable, and the extra-long jetted bathtub was a hit. The condo was tastefully decorated and the kitchen was well equipped. What stood out most, however, was how amazingly clean the unit was. I’ve been in a lot of Air B&Bs and this was far and away the cleanest unit I’ve ever been in. Like, superhuman level of clean. We love coming to this condo complex. It’s relaxing and the beach is so easy to get to. We hope to be back soon!

Ocean Front, Ground Floor, Spacious, Corner Unit
We had a wonderful Spring Break weekend at David’s condo. It was plenty of space for my husband, myself, three teenaged boys and our dog, Clyde. They surfed, we beach combed, flew some kites and really enjoyed ourselves. The boys decided to each cook dinner and the kitchen was well equipped for their needs. The clubhouse amenities were enjoyed every day. We would definitely recommend David’s place!!
Quick stats about vacation rentals with a pool in Westport
Total rentals
70 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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