
Holiday rentals with a pool in Provincetown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Provincetown
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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 late June to Sept. No smoking & no pets.
LocationFamilyParking

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!
Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home features high-end furniture, a pool, hot tub & games including ping pong & air hockey. With kid-friendly amenities, everyone will feel at home. Relax, play & create unforgettable memories in this upscale oasis designed for fun & relaxation! Walk to small neighborhood beach 3 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below!
LocationFamilyOutdoor spaces

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/26. The reviews tell all!
ValueLocationOutdoor spaces

Beach Pass Included! Brand New Spa! Central AC!
Welcome to your Italian Villa in the center of Cape Cod! My father, Sal, created this property to make memories that will last a lifetime. What could be better than a secluded yard that feels like a hidden oasis, but is also walking distance or a short drive to tourism? Walk 0.2mi to ice cream and mini golf. Or, drive 10 mins to local beaches, Hyannis Main Street, island ferries, fishing excursions, whale watching, The Cape Cod Melody Tent, the mall, rt 6, Cape Cod Gateway Airport, and more!
FamilyValueHot tub

(Beachfront) 2BR/2BA Cottage w/ Front & Back Deck
Nestled within the Beach Point Club complex, this two-bedroom/two-bathroom cottage has all the amenities needed for an unforgettable Cape Cod vacation. A short 2-minute walk along a private boardwalk brings you to the stunning and serene Cape Cod bay beachfront. After watching the painting-like Sunsets, you can unwind on the Private Back Deck or in the Private Front Yard. World-class dining, shopping, and entertainment in the heart of Provincetown is accessible via a 6 minute shuttle.
FamilyLocationCondition

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
LocationFamilyNearby

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.
ValueLocationComfort

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.
ValueLocationOutdoor spaces

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.
LocationFamilyWi-Fi

New Seabury Cape Condo | Pool & Beach Escape
Top 5% of Air Bnbs! Welcome to your coastal getaway at The Mews in New Seabury, Mashpee—a refined Cape-style condo tucked within an intimate golf course community. This exclusive enclave of just 15 residences offers a peaceful, private escape with access to a shared association pool reserved solely for residents. Enjoy nearby beaches like South Cape Beach State Park and Mashpee Town Beach, both just minutes away, for the perfect Cape Cod retreat.
LocationFamilyBathroom

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.
ValueLocationGetting around

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!
FamilyLocationSleep quality
Popular amenities for Provincetown rentals with a pool
House rentals with a pool

Renovated Cape Oasis W/ New Pool and Game Room!
LocationFamilyBeach

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

Beautiful Mashpee Home with Pool
FamilyLocationBeach

House on Cape Cod with pool close to beach
ValueFamilyAccuracy

Pet Friendly Near Mayflower Beach | Pool & Hot Tub
LocationFamilyAccuracy

Modern Cape, Private Heated Pool, Beach, Golf
FamilyValueAccess

Coastal Retreat in Sandwich -Pool Access, Dogs OK!
LocationFamilyBeach

Game Room- Movie Projector Room- Fire Pit
LocationFamilyBathroom
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!
ValueLocationAccuracy

1BR 2nd Floor Condo with pool
ValueLocationAmenities

Comfy Cape Escape! Spacious, Cozy, Close to Beach!
LocationFamilyComfort

Resort Pools & Golf Views · Walk to Bay Beaches
LocationFamilyCheckout

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

Stylish & Modern Studio Condo - Steps to the Beach
LocationValueComfort

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

Mid Cape Cod, 3 Season Haven by Bass River
ValueLocationGetting around
Other holiday rentals with a pool

15 Cottage St; Pool, Parking, AC; Walkable; W. End
LocationAmenitiesBiking

Fenced Pool, Fire pit, Outside dining, Coffee bar
FamilyLocationAccuracy

Breezy Pool Retreat Near Mayflower Beach
LocationFamilyPool

The Cottages at Even'tide Resort - Robin
ValueFamilyBeach

Provincetown Beach Condo with Pool
ValueLocationSleep quality

4 BD slice of Harwich Heaven
FamilyLocationOutdoor spaces

Bright Beach Condo • Walk to Sand & Shops
FamilyValueHospitality

Provincetown Harbor Haven: Cozy Condo Retreat
LocationAir conditioningKitchen
When is the best time to visit Provincetown?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $762 AUD | $762 AUD | $762 AUD | $241 AUD | $352 AUD | $448 AUD | $570 AUD | $602 AUD | $456 AUD | $358 AUD | $456 AUD | $456 AUD |
| 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 |
Quick stats about holiday rentals with a pool in Provincetown

Total holiday rentals
Explore 50 holiday rentals in Provincetown

Nightly prices starting at
Provincetown holiday rentals start at $171 AUD per night before taxes and fees

Verified guest reviews
Over 950 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
50 of Provincetown holiday rentals include Wi-Fi access

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

4.8 Average rating
Provincetown stays are highly rated by guests—averaging 4.8 out of 5!
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- Cape Cod
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