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

Total vacation rentals
Explore 60 vacation rentals in Provincetown

Nightly prices starting at
Provincetown vacation rentals start at €191 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
60 of Provincetown vacation rentals include wi-fi 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.

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.

Large Home Heated Swimming Pool Private Beach
Perfect for extended-family fun in this stunningly built home (3300 sqft) with 5 bedrooms and 4 bathrooms. First-floor shower. Walk 1000 feet to a private beach with full access rights. Along the beach, you can stroll further east to Sandy Neck Beach. Open kitchen, dining and great rooms are perfect for entertaining! Swim in the ocean or jump right into a beautiful 16x40 heated fiberglass pool with pool lights! Hosted by an extremely experienced host who's committed to making your stay perfect.

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

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.

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.

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!

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.

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.

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!

Game Room- Movie Projector Room- Fire Pit
Nestled in the heart of the Cape, our cozy and beautifully styled retreat becomes a magical group getaway, why we coined it "Gimlet Getaway". While many envision Cape Cod as a summer playground, it can become the best spring sanctuary for you and your large group! (Pool closes Sept 21, 2026, will reopen end of May 2027, please reach out for further details)

Coastal Luxury Oasis - Ag2 Luxury Home
Experience the ultimate Cape Cod getaway oasis in this stunning, fully updated pool home. this modern retreat features an open-concept layout, a chef’s kitchen, and a private backyard paradise with a pristine pool and covered patio. Perfect for family vacations or space coast adventures. Book your dream Luxury Oasis stay today! 🌴🏊♂️

Amazing Chatham Pool/patio/deck, 5 BR 4 1/2 Bath
Perfect Vacation Home!!! Minutes to Chatham Bars Inn and Town! Gorgeous Expanded Cape, Recently Renovated, with open floor plan, all new furniture and mattresses, water views, in the perfect location, with an amazing new pool/patio/party deck, and lots of room for kids to play on open yard!
Popular amenities for Provincetown rentals with a pool
House rentals with a pool

Winslow Acres [heated] Pool Escape; pool May-Oct

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Summer Serenity on Cape Cod (heated pool)

Harwich Haven: Pool & Fire Pit

Charming Cape Escape with Pool, Hot Tub & Fire Pit

Luxury retreat, in-ground pool, 10-person hot tub

Jolly Captain Lighthouse

Beach Pass Included! Brand New Spa! Central AC!
Condo rentals with a pool

Ocean Edge Resort-Pool Access-Golf View-2 bdr/2bth

Sea Salt Studio - Steps to Glendon Rd Beach

Designer Studio Condo with peeks of Cape Cod Bay.

Bright Cape Condo in Ocean Edge

Steps from Bass River Marina · Private Balcony

Resort Pools & Golf Views · Walk to Bay Beaches

Mid Cape Cod, 3 Season Haven by Bass River

Hidden Hideaway
Other vacation rentals with a pool

Cottage at the Escape Inn

Ocean Edge Townhouse/Pool Access

Waterfront Bass River Jolly Captain

Dennis Deluxe King Room | Full Studio w/ Kitchenet

Breezy Pool Retreat Near Mayflower Beach

The Cottages at Even'tide Resort - Seagull

House on Cape Cod with pool close to beach

The Captain's Quarters Suite - #10
When is the best time to visit Provincetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €463 | €463 | €463 | €463 | €463 | €463 | €347 | €366 | €277 | €218 | €277 | €277 |
| 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 |
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