
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.
Vacation 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

Beautiful Mashpee Home with Pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

5-bedroom Cape with a pool and yard games.

Cape Cod multi-structure family compound with Pool

Our families slice of heaven

Cozy Cape Cod House - Stroll or Bike the Canal

Cape Oasis with large pool + lots of privacy.

Cape House with Pool by Canal
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

1BR 2nd Floor Condo with pool

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Stylish & Modern Studio Condo - Steps to the Beach

Private 3bdrm Condo Tashmoo Woods

Hidden Hideaway

Martha’s Vineyard Condo * Near Ferry
Quick stats about vacation rentals with a pool in Dennis
Total rentals
220 properties
Nightly prices starting at
G$8,369 GYD before taxes and fees
Total number of reviews
2.4K 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
Destinations to explore
- Cape Cod Vacation rentals
- Boston Vacation rentals
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Family-friendly rentals Dennis
- Waterfront rentals Dennis
- Beachfront rentals Dennis
- Cottage rentals Dennis
- Rentals with a kayak Dennis
- Condo rentals Dennis
- Bed and breakfasts Dennis
- Boutique hotel rentals Dennis
- Rentals with breakfast Dennis
- Rentals with a washer and dryer Dennis
- Rentals with outdoor seating Dennis
- Pet-friendly rentals Dennis
- Rentals with beach access Dennis
- Apartment rentals Dennis
- Rentals with a fire pit Dennis
- Rentals with a patio Dennis
- Fitness-friendly rentals Dennis
- Kid-friendly rentals Dennis
- Rentals with a fireplace Dennis
- Rentals with a hot tub Dennis
- Hotel rentals Dennis
- Rentals with lake access Dennis
- Private suite rentals Dennis
- Guesthouse rentals Dennis
- House rentals Dennis
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- 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
- Cape Cod National Seashore
- Sandwich Glass Museum
- Onset Beach
- Owen Park Beach
- New Silver Beach
- Sagamore Beach
- Lighthouse Beach
- Scusset Beach
- Baker's Beach Club
- Corn Hill Beach
- Cherry and Webb Beach
- Lobsterville Beach
- Lake Tashmoo Town Beach
- Long Beach
- Pinehills Golf Club
- Nickerson State Park
- Horseneck Beach Main Office / Lifeguard Headquarters
- Horseneck Beach State Reservation
- Fort Phoenix State Reservation
- Squibnocket Beach
- Little Beach
- East Horseneck Beach
- Brant Beach
- Gay Head Town Beach