
Vacation rentals with a pool in Provincetown Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Provincetown Harbor
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.
FamilyLocationComfort

Modern Cape, Private Heated Pool, Beach, Golf
Welcome to your perfect vacation/reunion in the center of the Cape. Min. to 3 golf courses, 5 ocean beaches, lakes, park, trails. Bright modern quality home, AC, enjoyable year-round. Vast serene private 1.5 acres adjacent to conservation land. Pool heated Memorial day weekend- last Sunday of Sept. Bocce Court, Putting green, Corn hole, Hammock, Outdoor shower, AC. Expansive double deck with awning. Beautiful indoor/outdoor dining/entertaining. All essentials provided. 7+ free parking.
LocationValueKitchen

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!
FamilyValueWifi

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.
FamilyLocationWalkability

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.
FamilyValueTV

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.
LocationValueHospitality

Cape cod luxury in Eastham with Heated pool
Enjoy the heated salt water pool (open Memorial day to Columbus day) bike trail outside back gate, pizza oven, outdoor seating area, deck with dining area, 3 season room as well as two first floor seating areas and a full finished basement play area. Enjoy all that Cape Cod has to offer with beaches, hiking, and restaurants all within minutes of our home. Come home to the outdoor grill and pizza oven and enjoy the outdoors as well as the luxury of the indoor spaces.
FamilyLocationCleanliness

The Secret Garden 4 Bedroom, 7 Bed 3 Baths
This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.
LocationValueAccuracy

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.
LocationFamilyCheck-in

Coastal Charm New Seabury: 5BRs with Private Pool
Welcome to our sunny 5-bedroom New Seabury home! Perfect for families, we offer an open layout, full kitchen, and coffee bar. Relax on the deck, enjoy our fire pit, or swim in our heated saltwater pool (open mid-May to Oct). We’re just 5 mins from South Cape Beach and close to Mashpee Commons and the Popponesset Marketplace. Come make memories in our little slice of Cape Cod paradise! We’d love to host your next getaway!
FamilyValueBackyard

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!
FamilyLocationCheck-in

ShoestringBayHouse, waterfront & pool in Cotuit
Pool: May 15th through late October (not heated) Welcome to ShoestringBayHouse in Cotuit, waterfront on Popponesset Bay. It's all about the views. Our home overlooks the pool, beach and bay. We include: 2-Bikes, 2-Kayaks, and a Barnstable beach pass with beach chairs. Pet friendly and spacious with 4 BR/ 4.5 baths is priced for six adult guests plus children.
LocationFamilyLaundry
Popular amenities for Provincetown Harbor rentals with a pool
House rentals with a pool

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

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

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

Jolly Captain Lighthouse
LocationFamilyBathroom

Large Home Heated Swimming Pool Private Beach
FamilyLocationBeach

STEPS to Private Beach-7 Beds, Pool, Fenced Yard
FamilyLocationOutdoor spaces

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

Charming Cape Escape with Pool, Hot Tub & Fire Pit
LocationFamilyKitchen
Condo rentals with a pool

New Seabury Cape Condo | Pool & Beach Escape
FamilyValueAmenities

Sea Salt Studio - Steps to Glendon Rd Beach
ValueFamilyCleanliness

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

Designer Studio Condo with peeks of Cape Cod Bay.
ValueFamilyLayout

Bright Cape Condo in Ocean Edge
ValueFamilyAir conditioning

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access
LocationFamilyHot tub

Mid Cape Cod, 3 Season Haven by Bass River
LocationFamilyCheck-in

Resort Pools & Golf Views · Walk to Bay Beaches
FamilyLocationGrill
Other vacation rentals with a pool

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

Unique Hyannis house w pool, playground basketball
LocationFamilyBackyard

Cape Cod multi-structure family compound with Pool
FamilyLocationCheck-in

Beautiful home! Clubhouse pool, tennis, basketball
FamilyLocationBathroom

House on Cape Cod with pool close to beach
LocationValueComfort

Beach Pass Included! Brand New Spa! Central AC!
ValueLocationIndoor spaces

Beach house in Hyannis with pool
FamilyLocationAir conditioning

1.2 Acre Estate | Pool | Close to Beaches | Games
FamilyLocationPool
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- Bar Harbor Vacation rentals
- Rentals with breakfast Provincetown Harbor
- Hotel rooms Provincetown Harbor
- Bed and breakfasts Provincetown Harbor
- Rentals with a hot tub Provincetown Harbor
- Boutique hotels Provincetown Harbor
- Pet-friendly rentals Provincetown Harbor
- Townhouse rentals Provincetown Harbor
- Rentals with beach access Provincetown Harbor
- House rentals Provincetown Harbor
- Cottage rentals Provincetown Harbor
- Apartment rentals Provincetown Harbor
- Family-friendly rentals Provincetown Harbor
- Beachfront rentals Provincetown Harbor
- Waterfront rentals Provincetown Harbor
- Condo rentals Provincetown Harbor
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Boston Seaport
- Revere Beach
- Mayflower Beach
- Boston Convention and Exhibition Center
- West Dennis Beach
- Craigville Beach
- New England Aquarium
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Saquish Beach
- Sandy Neck Beach
- Nauset Beach
- New Silver Beach
- Salem Witch Museum
- Good Harbor Beach
- Skaket Beach
- Falmouth Heights Beach
- Pinehills Golf Club
- Salem Willows Park
- Cape Cod Canal
- Popponesset Peninsula
- Race Point Beach





