
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 $220 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.

Sea Salt Studio - Steps to Glendon Rd Beach
Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette and cable/Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

House on Cape Cod with pool close to beach
This single family house is located at the end of a cul de sac in a quite neighborhood in walking distance to Mayflower and Bayview beaches. You enter through the bright and open kitchen, looking out over the patio and the pool. The open living and dining room open up to a sun room where you can relax after a fun day at the beach. The two smaller bedrooms share a big bathroom with tub and double sink, whereas the master bedroom has its own bathroom. A big dining table can host up to 8 people.

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.

Spectacular Waterfront Condo
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 entrances to provide a fresh new look

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.

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.

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

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!

Waterfront Bass River Jolly Captain
Not only will you enjoy your stay surrounded by waterfront views from two floors of living space, you’ll be centrally-located to dining, shopping, nightlife, outdoor activities, on-site heated pool, but you’ll be staying next to a Cape Cod landmark! The iconic Lighthouse with the Jolly Captain perched above, has been welcoming visitors over the Bass River Bridge since 1960!

Jolly Captain Lighthouse
Ever wanted to stay in a lighthouse?! Well this your opportunity. The Jolly captain lighthouse was originally built in 1960 and recently renovated in 2024-2025. Including breathtaking views of Bass River. Access to community pool is available. In addition, dock slip is available for additional cost. Please contact host privately for additional information.
Popular amenities for Provincetown rentals with a pool
House rentals with a pool

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

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

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

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

Beachwalk cozy studio with pool!

5-bedroom Cape with a pool and yard games.

Family Retreat hot tub,Firepit,Beach nearby

Renovated Cape Oasis W/ New Pool and Game Room!
Condo rentals with a pool

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Designer Studio Condo with peeks of Cape Cod Bay.

Steps from Bass River Marina · Private Balcony

Hidden Hideaway

Mid Cape Cod, 3 Season Haven by Bass River

Carolyn's Bass River Condo

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

Mary's Cape Escape
Other vacation rentals with a pool

Dennis Deluxe King Room | Full Studio w/ Kitchenet

The Captain's Quarters Suite - #10

The Cottages at Even'tide Resort - Seagull

King Bed Suite (Pet Friendly) in a Great Location

Townhouse at Ocean Edge 2B/2B + Loft

Cozy cottage steps to the beach!

Cottage at the Escape Inn

Breezy Pool Retreat Near Mayflower Beach
When is the best time to visit Provincetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $534 | $534 | $534 | $534 | $534 | $534 | $400 | $422 | $320 | $251 | $320 | $320 |
| Avg. temp | 32°F | 32°F | 37°F | 45°F | 54°F | 63°F | 70°F | 69°F | 64°F | 55°F | 46°F | 38°F |
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