Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Dennis rentals with a pool
House rentals with a pool
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
31 Jan – 7 Feb
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
8–15 Jun
Home in Chatham
4.96 out of 5 average rating, 24 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
31 Oct – 7 Nov
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
2–9 Jun
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
29 Jan – 5 Feb
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
4–11 Dec
Home in Sandwich
5.0 out of 5 average rating, 14 reviewsCoastal Escape with In-Ground Pool on The Cape
4–11 Jun
Home in Sandwich
4.99 out of 5 average rating, 69 reviews"Cape Escape" luxury home w/pool & beach access.
29 Oct – 5 Nov
Apartment rentals with a pool
Apartment in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
4–11 Oct
Apartment in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
22–29 May
Apartment in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
17–24 Sep
Apartment in Brewster
4.84 out of 5 average rating, 31 reviewsGolf Course Views and Pools
22–29 May
Apartment in Brewster
4.87 out of 5 average rating, 23 reviewsStylish Ocean Edge Condo #TheCouplesNest
15–22 Nov
Apartment in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
14–21 Jan
Apartment in Brewster
4.97 out of 5 average rating, 39 reviewsOcean Edge 2 Bed 2 Bath, Golf & Resort Free Access
2–9 Jul
Apartment in Brewster
4.83 out of 5 average rating, 18 reviewsOcean Edge: 2 bed/2 bath - Pool/Gym, Near Beaches
21–28 Jun
Quick stats about holiday rentals with a pool in Dennis
Total rentals
180 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
€ 9 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Nantucket Holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Rentals with pools United States
- Rentals with pools Boston
- Rentals with pools Cape Cod
- Rentals with pools Martha's Vineyard
- Rentals with pools Massachusetts
- Rentals with a firepit Dennis
- House rentals Dennis
- Rentals with a hot tub Dennis
- Private suite rentals Dennis
- Bed and breakfasts Dennis
- Monthly Rentals Dennis
- Rentals with breakfast Dennis
- Pet-friendly rentals Dennis
- Rentals with a kayak Dennis
- Boutique hotel rentals Dennis
- Rentals with a fireplace Dennis
- Family-friendly rentals Dennis
- Rentals with a washing machine and dryer Dennis
- Rentals with a patio Dennis
- Rentals with beach access Dennis
- Family-friendly rentals Dennis
- Flat rentals Dennis
- Apartment rentals Dennis
- Beachfront rentals Dennis
- Waterfront rentals Dennis
- Rentals with lake access Dennis
- Rentals with outdoor seating Dennis
- Fitness-friendly rentals Dennis
- Hotel rentals Dennis
- Cottage rentals Dennis
- Rentals with pools Barnstable County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom