Vacation rentals with a pool in Orleans
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Orleans
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 Orleans rentals with a pool
House rentals with a pool
Home in Mashpee
4.9 out of 5 average rating, 20 reviewsBeautiful Mashpee Home with Pool
Home in New Seabury
5 out of 5 average rating, 7 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Home in Sandwich
4.99 out of 5 average rating, 80 reviews"Cape Escape" luxury home w/pool & beach access.
Home in New Seabury
5 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
Home in Plymouth
4.96 out of 5 average rating, 55 reviewsOur families slice of heaven
Home in Bourne
4.75 out of 5 average rating, 4 reviewsCozy Cape Cod House - Stroll or Bike the Canal
Home in Sandwich
5 out of 5 average rating, 8 reviewsCape Oasis with pool + privacy. New Summer 2024
Home in Hyannis Port
5 out of 5 average rating, 11 reviewsHome in Hyannis Port
Condo rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 207 reviewsP-Town Beach Beauty on the Bay. Water View!
Condo in Dennis Port
4.8 out of 5 average rating, 5 reviews2BR Presidential Cape Cod Resort Ocean Front
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviewsCozy Studio Just Steps Away From the Beach!
Condo in Brewster
4.97 out of 5 average rating, 177 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Condo in West Dennis
4.89 out of 5 average rating, 28 reviews1BR 2nd Floor Condo with pool
Condo in Provincetown
4.9 out of 5 average rating, 10 reviewsLuxury Waterfront Getaway
Condo in Dennis Port
4.84 out of 5 average rating, 58 reviewsStylish & Modern Studio Condo - Steps to the Beach
Condo in West Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
Quick stats about vacation rentals with a pool in Orleans
Total rentals
40 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
220 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Chebacco Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Rentals with pools United States
- Rentals with pools Boston
- Rentals with pools Cape Cod
- Rentals with pools Downtown
- Rentals with pools Massachusetts
- Rentals with a fireplace Orleans
- Rentals with lake access Orleans
- Rentals with breakfast Orleans
- Monthly Rentals Orleans
- Waterfront rentals Orleans
- Kid-friendly rentals Orleans
- Pet-friendly rentals Orleans
- Rentals with outdoor seating Orleans
- Rentals with a washer and dryer Orleans
- Rentals with beach access Orleans
- Rentals with a fire pit Orleans
- Family-friendly rentals Orleans
- Rentals with a kayak Orleans
- House rentals Orleans
- Rentals with a patio Orleans
- Beach house rentals Orleans
- Beachfront rentals Orleans
- Cottage rentals Orleans
- 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