
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 $372 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
60 of Provincetown holiday 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.

“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.
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Designer Studio Condo with peeks of Cape Cod Bay.
JUNETEENTH WEEKEND SPECIAL! 3 nights, rate $179, WAY lower than Ptown. Beautiful, unique designer condo with custom built ins. Please view photos that show what makes my place stand out from others. 10 minute walk to Bay beach, 10 minute drive to Provincetown. Peeks of blue bay from very large private deck. Near Atlantic beaches, Truro vineyards, historic lighthouse & Wellfleet. Quiet 2nd floor, no one above. Guests 21+ welcome. 4 night minimum xcpt. 6/18-20. 10% Discount for 1 week. More info:
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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.
FamilyValueWalkability

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
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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.
LocationFamilyCheckout

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.
FamilyValueIndoor spaces

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).
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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.
FamilyLocationSleep quality

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.
LocationFamilyWalkability

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.
ValueFamilyView

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!
FamilyLocationHospitality

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 OPENING date is May 20th, pool closes early September depending on weather)
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Popular amenities for Provincetown rentals with a pool
House rentals with a pool

Luxury Historic Estate with Expansive Grounds
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Pool. Hot Tub. Game Room. Walk to Beach. Luxury!
LocationFamilyHospitality

Charming Cape Escape with Pool, Hot Tub & Fire Pit
FamilyLocationIndoor spaces

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

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

Unique Hyannis house w pool, playground basketball
FamilyLocationLaundry

Waterfront Bass River Jolly Captain
FamilyLocationComfort

Winslow Acres [heated] Pool Escape; pool May-Oct
FamilyLocationQuiet
Condo rentals with a pool

Sea Salt Studio - Steps to Glendon Rd Beach
ValueLocationComfort

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
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Bright Cape Condo in Ocean Edge
FamilyValueParking

Mid Cape Cod, 3 Season Haven by Bass River
LocationValuePool

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access
LocationValueQuiet

Resort Pools & Golf Views · Walk to Bay Beaches
ValueFamilyParks

Hidden Hideaway
FamilyValueNearby

1BR 2nd Floor Condo with pool
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Other holiday rentals with a pool

Townhouse at Ocean Edge 2B/2B + Loft
LocationFamilyCondition

Cottage at the Escape Inn
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Deluxe Double Room | Full Studio w/ Kitchenette
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The Cottages at Even'tide Resort - Seagull
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King Bed Suite (Pet Friendly) in a Great Location
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Ocean Edge Townhouse/Pool Access
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House on Cape Cod with pool close to beach
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Relaxing Cape Home <3mi-beach
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When is the best time to visit Provincetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $903 NZD | $903 NZD | $903 NZD | $903 NZD | $903 NZD | $903 NZD | $676 NZD | $714 NZD | $541 NZD | $424 NZD | $541 NZD | $541 NZD |
| 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
- Freedom Trail
- West Dennis Beach
- 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
- Pinehills Golf Club





