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Vacation rentals with a pool in Dennis
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dennis
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Dennis rentals with a pool
House rentals with a pool
![A private backyard features a large swimming pool surrounded by a patio with stone paving. Lush greenery and low shrubs border the area, while a wooden table and chairs are positioned nearby. The house is visible in the background, framed by trees.](https://a0.muscache.com/im/pictures/8fa2382a-341f-4852-aef5-8ab23065afa9.jpg)
Home in Mashpee
4.9 out of 5 average rating, 20 reviewsBeautiful Mashpee Home with Pool
The house was beautiful, better than expected! It was very spacious with lovely high ceilings in all the rooms. the bedrooms were all large and delightfully decorated, as were the two sitting rooms. In fact the layout worked really well for our family group: master bedroom with en suite for us grandparents, first floor bedrooms for one couple and their two kids with shared bathroom and extra sitting area with TV, and the garden room -with an enormous bed!- and ensuite bathroom for the other couple. The pool was a very good size with comfortable loungers and the large table on the terrace was perfect for mealtimes. The kitchen was fully equipped and there were an enormous range of dishes and utensils! The various beaches we visited were all within easy reach and Mashpee Commons was only a short drive away with a range of restaurants and shops. Nicole was very responsive and answered our questions quickly. We had a wonderful time and the house exceeded our expectations!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-840829909760397050/original/de0a5c14-f15e-4280-bd06-76c0ddbddb2b.jpeg)
Home in New Seabury
5 out of 5 average rating, 7 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.
![](https://a0.muscache.com/im/pictures/miso/Hosting-45921080/original/de924df9-89aa-4736-ac67-ad5f42104351.jpeg)
Home in Sandwich
4.99 out of 5 average rating, 80 reviews"Cape Escape" luxury home w/pool & beach access.
We stayed at the Cape Escape for 5 nights with 7 adults and two young children, and it was perfect. The setting and location of the house was private and serene. The house was well stocked including plenty of beach towels, chairs, baby gear, coolers, wagons, beach toys and more. We used the provided high chair as well. I especially loved the soaps and lotions and extra bath toiletries which made it feel like a hotel. There were multiple areas where our family could gather and eat. Dinners on the back porch st sunset were the best. We hope to be back next year!!
![A spacious outdoor area features a sparkling in-ground pool, surrounded by a stone patio. Comfortable lounge chairs are positioned beside the pool. A dining set is visible under a shaded pergola, offering seating for multiple guests, all framed by lush greenery.](https://a0.muscache.com/im/pictures/4d4e33ac-5e47-48f2-8c37-5e0610bc13bc.jpg)
Home in New Seabury
5 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
We absolutely loved our stay!! This home, (compound actually with three separate homes) was so beautiful! So much room for our party of 8 adults to spread out and enjoy during our family reunion! The main house is stunning with fabulous views of the 10th fairway of the Ocean Course from the expansive family room and back decks. The kitchen of the home is very large, clean and well stocked. The three and half baths of this home are very clean and updated. The two smaller cottages of the compound are also comfortable, clean and give your group lots of privacy. The pool and hot tub are fantastic and get sun most of the day. This property is truly a gem! Highly recommend!!!
![A saltwater pool is set within a stone patio area, surrounded by lush greenery. Lounge chairs and a shaded table with a red umbrella offer comfortable seating options. The serene view of Morey Pond is visible beyond the pool, framed by trees under a clear blue sky.](https://a0.muscache.com/im/pictures/6fe23971-4679-4648-b338-3c0da28f9fa0.jpg)
Home in Plymouth
4.96 out of 5 average rating, 55 reviewsOur families slice of heaven
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G
![An in-ground pool glistens under the sky, surrounded by a spacious patio. A two-story house with dark blue siding is visible in the background, along with lounge chairs arranged neatly. Lush green vegetation frames the scene, creating a secluded atmosphere.](https://a0.muscache.com/im/pictures/prohost-api/Hosting-704823188253496408/original/7ab6bf5d-01cc-4131-8d11-7573d6f12997.jpeg)
Home in Bourne
4.75 out of 5 average rating, 4 reviewsCozy Cape Cod House - Stroll or Bike the Canal
Excellent accommodation, I was in winter but in summer it should be the maximum
![An outdoor pool area is highlighted, featuring a clear blue pool set against a backdrop of lush greenery. Surrounding the pool are sun loungers and umbrellas, providing ample space for relaxation. A portion of the home is visible, showcasing its unique architecture.](https://a0.muscache.com/im/pictures/miso/Hosting-897254732519001792/original/0a0a5c6c-74b8-4d51-b2b4-20bf4109bba8.png)
Home in Sandwich
5 out of 5 average rating, 8 reviewsCape Oasis with large pool + lots of privacy.
The house was exactly as described and pictured. Located in a quiet neighborhood—enjoyed taking morning and evening walks for exercise. It was exceptionally clean, kitchen was well-equipped, spacious bedrooms with comfortable beds, plenty of towels and linens, roomy enough for everyone to enjoy private time. The pool was a big plus for family fun and there was plenty of space on the patio/deck to enjoy a meal cooked on the grill. Cortney was very responsive and provided helpful info on restaurants, shopping, and nearby beaches. We had everything we needed for a relaxing and comfortable stay in Sandwich.
![A spacious backyard features a large swimming pool surrounded by a well-maintained lawn. Comfortable lounge chairs are arranged along the pool's edge, while a charming shed is visible in the background. Lush greenery borders the area, enhancing the outdoor setting.](https://a0.muscache.com/im/pictures/miso/Hosting-769681564716798737/original/cdee0931-92f8-4ea0-9156-5e6a4a8a41c5.jpeg)
Home in Buzzards Bay
5 out of 5 average rating, 27 reviewsCape House with Pool by Canal
This home was great for our family. The pool and backyard are beautiful, and the house was clean and welcoming. There are a lot of activities in the area. I would stay here again!
Condo rentals with a pool
![An outdoor pool area features crystal clear water surrounded by lounge chairs and umbrellas. The pool is framed by landscaped grounds and adjoining buildings, offering a welcoming environment for relaxation and leisure under a bright blue sky.](https://a0.muscache.com/im/pictures/d52c2acf-ec0a-49e9-a2ed-93d58a0caff0.jpg)
Condo in Dennis Port
4.8 out of 5 average rating, 5 reviews2BR Presidential Cape Cod Resort Ocean Front
The place and location were great. Dave definitely was a great communicator and explained everything prior to arrival. This was a time share so the facility has no reflection on Dave’s reputation. The deck and the pool were the only things that could have been cleaner.
![A spacious sleeping area features a large bed with neutral bedding and colorful accent pillows. A TV is mounted on the wall. Natural light filters through a sliding glass door, which opens to an outdoor area with a small table and chairs.](https://a0.muscache.com/im/pictures/miso/Hosting-53460267/original/b0f8f2a7-3d81-42ca-8669-e1e12ddb5b29.jpeg)
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviewsCozy Studio Just Steps Away From the Beach!
Perfect little studio for two people! Great location - close to beaches and restaurants and there’s even a pool! Michael was super responsive and the place was exactly like the pictures!
![](https://a0.muscache.com/im/pictures/e0fac532-2a2f-4112-9901-70bf92946f63.jpg)
Condo in Brewster
4.97 out of 5 average rating, 178 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
It is always comforting to stay at Anna’s condo. It feels like home with well thought out amenities, clean spaces, quiet surroundings and such a helpful host. It is a great space for families and has all you need to cook in. I highly recommend staying here.
![A clean outdoor pool is framed by a spacious concrete deck with lounge chairs positioned nearby. Lush greenery and landscaped areas are visible around the pool, contributing to a serene environment. The sky above is clear, enhancing the bright atmosphere of the setting.](https://a0.muscache.com/im/pictures/fd687b13-2b55-4b29-9617-a1002ce28cd1.jpg)
Condo in West Dennis
4.89 out of 5 average rating, 28 reviews1BR 2nd Floor Condo with pool
Excellent location, clean, comfortable place to spend some time on the Cape. Perfect for my husband and I.
![A clear blue pool is surrounded by a spacious patio area. Several lounge chairs are positioned nearby under the sun. The pool is accessed via a white gated area, with a clean, inviting atmosphere represented by the well-maintained surroundings.](https://a0.muscache.com/im/pictures/miso/Hosting-813757453479404832/original/309b9aab-c152-400d-9353-a7295e54d0d6.jpeg)
Condo in Dennis Port
4.84 out of 5 average rating, 58 reviewsStylish & Modern Studio Condo - Steps to the Beach
Great spot with just a 5 min walk to the beach. Cute and cozy which is just what I needed. Super clean and well maintained. Very much enjoyed my stay!
![A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.](https://a0.muscache.com/im/pictures/78701853/9a2e5649_original.jpg)
Condo in Tisbury
4.91 out of 5 average rating, 47 reviewsPrivate 3bdrm Condo Tashmoo Woods
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.
![A clear blue pool is surrounded by lounge chairs, offering a refreshing spot for relaxation. The two-story building in the background features balconies with umbrellas and well-maintained landscaping, creating a serene atmosphere for guests.](https://a0.muscache.com/im/pictures/miso/Hosting-51351363/original/98efe63d-9bdf-47ff-850e-7f29879bb204.jpeg)
Condo in West Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTYxMTYxOTgwMjcxNTM5NDk4/original/90e5e06b-b121-4646-ac74-13e778e2500c.jpeg)
Condo in Tisbury
4.77 out of 5 average rating, 13 reviewsMartha’s Vineyard Ground Floor Condo * Near Ferry
Great location and a nice quaint spot for one or two ! Great value for the area as well
Quick stats about vacation rentals with a pool in Dennis
Total rentals
220 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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