
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

Stunning Cape Home - Inground Pool, 5 Min To Beach

5-bedroom Cape with a pool and yard games.

"Cape Escape" luxury home w/pool & beach access.

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

Spectacular beach & pool combo; beautiful sunsets!

Home in Hyannis Port

Oceanview/pool&spa/private beach! 5 bedrms, 4 bath

Private Pool, near beaches, 3 BR/3 BA, Central Air
Apartment rentals with a pool

Cozy Studio Just Steps Away From the Beach!

1BR 2nd Floor Condo with pool

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Golf Course Views and Pools

A Beautiful Es-Cape

Oceanview Condo w/ Fireplace & Patio
Quick stats about holiday rentals with a pool in Dennis
Total rentals
220 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Coast Guard Beach
- Sandwich Glass Museum
- Onset Beach
- Owen Park Beach
- Nickerson State Park
- Cahoon Hollow Beach
- Inman Road Beach
- Pinehills Golf Club
- White Horse Beach
- Peggotty Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Cape Cod National Seashore
- Horseneck Beach State Reservation
- Kalmus Park Beach
- Forest Beach
- New Silver Beach
- Falmouth Beach