
Holiday rentals with a pool in Provincetown
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Provincetown

Total holiday rentals
Explore 60 holiday rentals in Provincetown

Nightly prices starting at
Provincetown holiday rentals start at £163 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
60 of Provincetown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Provincetown rentals

4.7 Average rating
Provincetown stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Provincetown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

“The Hideaway”Private Guest Suite/Pool/Beach Pass
Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.
4.99 out of 5 average rating, 104 reviews
Ocean Edge Resort/Pool access/2bedroom-2bath Condo
Recently renovated end unit townhouse located in the heart of The OE Villages. Beautiful views towards the golf course, and southern exposure with lots of natural light, A/C, W/D and private patio with Weber grill and outdoor furniture. Sports Membership so Guest passes are available for purchase at Linx for use of pools, hot tubs and gyms. Additional costs for use of courts may apply. Bike rail trail, Ice cream store, great restaurants, coffee, beaches and Kayak/Bike rentals are all close by.
5.0 out of 5 average rating, 101 reviews
Modern Oasis, Heated Saltwater Pool, Beach, Golf
Welcome to an exceptional modern Cape Oasis on a private & quiet cul-de-sac Mins. to Golf, beaches, lakes, bike path Bright airy, spacious, central AC, modern/new furnishing,enjoyable year-round Expansive deck, pool lounge & yard Fenced in w/full privacy Thoughtfully curated for multi families/groups Resort style retreat w/tranquility & fun games Location is virtually close to everything Pool heat: Memorial day weekend -last Sun. of Sept. All essentials provided 6+ free parking
5.0 out of 5 average rating, 10 reviews
Cape Cod Oasis: pool, hot tub, firepit & grill!
Over 4500 sqft of living space in the heart of Cape Cod, with an inviting pool, a hot tub, magnificent garden and expansive outdoor living space big enough to fit your entire party. Welcome to your own private resort! This beautiful custom-built center entrance colonial has room to roam, both inside and out. 5 beds, 5 baths (3 full baths, 2 half baths), eco pool, The building is surrounded by lush landscape and tastefully decorated. Fully equipped chef's kitchen. Short drive to the beach!
5.0 out of 5 average rating, 41 reviews
Beachside cottage with pool in Provincetown
Relax with family or friends at this cottage at Beach Point Club. Enjoy a BBQ on the large deck or walk to the beach on the boardwalk, which is steps away from the cottage. Take in the water view from the side of the deck, hop on the shuttle to downtown Provincetown, or relax by the pool. Bedrooms contain queen beds. There are mini splits in the living room and bedrooms. Open-concept kitchen contains cooking basics and a Keurig. Linens provided. Pool open July to Sept. No smoking & no pets.
4.9 out of 5 average rating, 40 reviews
Luxury Waterfront Getaway
Enjoy direct water views of Cape Cod Bay in our beautiful 1st floor condo with central air. Our home is steps from the beach with an approx. 1 mile walk through the dunes to the Atlantic Ocean. We are perfectly situated on the East End with beach accessibility. Enjoy Provincetown’s great restaurants, many art galleries, shows and unique shops. Enjoy our home anytime of the year. This past year our association upgraded our siding, lighting and entrance to offer a fresh new look.
4.9 out of 5 average rating, 21 reviews
5-bedroom Cape with a pool and yard games.
Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are available - outdoor ping pong table and corn toss. Short distance to Pleasant Bay, freshwater ponds, and the ocean. Approximately five miles from downtown Chatham and Orleans Center. A variety of local shops, and restaurants, and catch the Cape Cod Baseball under the lights just minutes away. (Our pool is not heated - the opening and closing is weather dependent).
4.93 out of 5 average rating, 43 reviews
Townhouse at Ocean Edge 2B/2B + Loft
Experience resort-style living at its finest! Tucked away just a 10-minute drive to the beach, this delightful townhouse offers the perfect blend of comfort and convenience. With two bedrooms, two baths, and an additional cozy loft space, there's ample room for relaxation. Enjoy lounging on the patio, take a refreshing dip in one of the resort pools (for an additional fee paid directly to Ocean Edge) or head to the beach for some sun and surf. Your ultimate getaway awaits!
5.0 out of 5 average rating, 35 reviews
Newly Updated Condo w/ Pool - Steps to Boatslip!
This newly updated 2-bed, 1-bath condo, which sleeps 4, is the perfect escape for your Ptown vacation. This first floor condo is only a short walk from Commercial Street and steps to the beach and embodies the best of the Ptown experience! You will love spending time lounging around the lovely pool and exploring all that Commercial Street has to offer! As this property is only steps from the beach, you won't have to venture far to breathe in that relaxing ocean breeze.
4.94 out of 5 average rating, 52 reviews
The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.
4.89 out of 5 average rating, 109 reviews
P-Town Beach Beauty on the Bay. Water View!
Beautiful Water View East End 2 bedroom condo across the street from the beach on the bay. Just cross the road and take the association maintained steps down to the beach. This beach boasts a nice tidal swing where you can walk out in the shallows during low tide. The condo is in the perfect East End location, combining closeness to the center of town, with your own beach and not having the noise and parking issues of downtown Provincetown.
4.97 out of 5 average rating, 262 reviews
Wellfleet~Beautiful One Day Perfect The Next
Are you looking for the perfect getaway in charming Wellfleet? This two-bedroom cottage is located in a private, detached cottage village. Enjoy the beautiful SEASONAL in-ground pool (OPENS July 4th & CLOSES LABOR DAY) and a welcoming family-friendly atmosphere. The cottage is centrally located with a five-minute drive to both bay and ocean side beaches, freshwater kettle ponds, Wellfleet center, and the rail trail!
4.87 out of 5 average rating, 67 reviewsPopular amenities for Provincetown rentals with a pool
House rentals with a pool

Luxury Historic Estate with Expansive Grounds
5.0 out of 5 average rating, 22 reviews
Coastal Luxury Oasis - Ag2 Luxury Home
New place to stay
Charming Cape Escape with Pool, Hot Tub & Fire Pit
5.0 out of 5 average rating, 9 reviews
Large Home Heated Swimming Pool Private Beach
4.94 out of 5 average rating, 89 reviews
Pool. Hot Tub. Game Room. Walk to Beach. Luxury!
5.0 out of 5 average rating, 13 reviews
Winslow Acres [heated] Pool Escape; pool May-Oct
4.92 out of 5 average rating, 52 reviews
Waterfront Bass River Jolly Captain
4.89 out of 5 average rating, 37 reviews
Beach house in Hyannis with pool
4.88 out of 5 average rating, 8 reviewsApartment rentals with a pool

Ocean Edge Resort-Pool Access-Golf View-2 bdr/2bth
5.0 out of 5 average rating, 99 reviews
Sea Salt Studio - Steps to Glendon Rd Beach
4.92 out of 5 average rating, 133 reviews
Designer Studio Condo with peeks of Cape Cod Bay.
4.82 out of 5 average rating, 79 reviews
Bright Cape Condo in Ocean Edge
4.91 out of 5 average rating, 23 reviews
Mid Cape Cod, 3 Season Haven by Bass River
4.86 out of 5 average rating, 64 reviews
Resort Pools & Golf Views · Walk to Bay Beaches
4.86 out of 5 average rating, 74 reviews
Hidden Hideaway
4.87 out of 5 average rating, 69 reviews
Mary's Cape Escape
4.96 out of 5 average rating, 67 reviewsOther holiday rentals with a pool

Cottage at the Escape Inn
4.97 out of 5 average rating, 32 reviews
Deluxe Double Room | Full Studio w/ Kitchenette
5.0 out of 5 average rating, 7 reviews
Ocean Edge Townhouse/Pool Access
4.86 out of 5 average rating, 43 reviews
The Cottages at Even'tide Resort - Seagull
4.91 out of 5 average rating, 11 reviews
Two Bedroom Condo in Ocean Edge Resort
5.0 out of 5 average rating, 10 reviews
King Bed Suite (Pet Friendly) in a Great Location
4.85 out of 5 average rating, 34 reviews
House on Cape Cod with pool close to beach
4.69 out of 5 average rating, 42 reviews
Renovated Cape Oasis W/ New Pool and Game Room!
4.94 out of 5 average rating, 32 reviewsWhen is the best time to visit Provincetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £395 | £395 | £395 | £395 | £395 | £395 | £296 | £312 | £237 | £186 | £237 | £237 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Destinations to explore
- Boutique hotels Provincetown
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- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- TD Garden
- Boston Seaport
- Boston Common
- Revere Beach
- Mayflower Beach
- Boston Convention and Exhibition Center
- West Dennis Beach
- Freedom Trail
- Craigville Beach
- New England Aquarium
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Quincy Market
- Saquish Beach
- Sandy Neck Beach
- Nauset Beach
- New Silver Beach
- Salem Witch Museum
- Good Harbor Beach
- Skaket Beach
- Falmouth Heights Beach
- The Witch House





