
Holiday 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.

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 mid June to Sept. No smoking & no pets.

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

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 6/20-9/15/24. The reviews tell all!

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Cozy Cottage in the East End
Cozy cottage nestled in the East End of Provincetown. Enjoy this prime location just under a mile from the center of town. Plenty of shops, restaurants, galleries and activities to enjoy! Relax in our newly, fully renovated home complete with private patio and two parking spots! Outdoor dining and living areas provide even more space for you to enjoy outside. Steps to the convenient East End Market & Cafe, Berta Walker Art Gallery and Provincetown Theatre. You're guaranteed a great vacation!

Ocean Side, Amazing View, close to town/beach, Spa
PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

Luxury Home w/ Salt Water Pool Overlooking Ocean
Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking views of Buck’s Creek and Nantucket Sound, creating the perfect backdrop for your vacation. Inside, you'll find a stunning cathedral-ceiling living room designed for relaxation and gathering. The chef’s kitchen features a massive 15-foot eat-in island, perfect for family breakfasts or evening cocktails. Each of the spacious bedrooms offers comfort and privacy.

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.

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, eco pool, The building is surrounded by lush landscape and tastefully decorated. Fully equipped chef's kitchen. Short drive to the beach!

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.

Bright Beach Condo • Walk to Sand & Shops
Soak in ocean views from this sun-filled, stylish condo just steps from the beach and a short walk to town. Enjoy brand-new beds, an open layout, and a peaceful, breezy vibe perfect for relaxing. Ideal for couples, solo adventurers, business travelers, or families with kids. Whether you're here to unwind or explore, this light-filled retreat is the perfect home base. We can’t wait to welcome you!

Cute Cottage Near Beach & Main Street 3BR/3BA (15)
Stay at a charming 3-Bedroom cottage in a beautiful setting within walking distance to Cape Cod's warm sandy beaches and Main Street Hyannis. Captain Gosnold Village is ideally located within a short walk from three of the Cape's best beaches and nestled between picturesque Hyannis Port and the vibrant atmosphere of Hyannis Harbor with its island ferries, sightseeing and fishing charters.
Popular amenities for Provincetown Harbor rentals with a pool
House rentals with a pool

Modern Cape Cod home steps to beach; pool access!

Renovated Cape Oasis W/ New Pool and Game Room!

House on Cape Cod with pool close to beach

Our families slice of heaven

Fenced Pool, Fire pit, Outside dining, Coffee bar

Mansion with Heated Pool Near Ocean

ShoestringBayHouse, waterfront & pool in Cotuit

Getaway with pool
Condo rentals with a pool

Cape Cod Condo,Walk to Beach, near Nantucket Ferry

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

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

Stylish & Modern Studio Condo - Steps to the Beach

Mid Cape Cod, 3 Season Haven by Bass River

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

Oct + Nov Discount | Central | Private Balcony

The Sea Salt Studio - Steps to the Beach!
Other holiday rentals with a pool

Beautiful Mashpee Home with Pool

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

Ocean Edge Townhouse/Pool Access

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Sippewissett Forest Magic by the Sea

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

Hyannis Port Coastal Escape – Pool & Walk to Beach

Steps to the Beach & Heated Pool!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Jersey Shore Holiday rentals
- The Hamptons Holiday rentals
- South Jersey Holiday rentals
- Beachfront rentals Provincetown Harbor
- Waterfront rentals Provincetown Harbor
- Rentals with breakfast Provincetown Harbor
- Rentals with outdoor seating Provincetown Harbor
- Family-friendly rentals Provincetown Harbor
- Boutique hotel rentals Provincetown Harbor
- Rentals with a patio Provincetown Harbor
- Cottage rentals Provincetown Harbor
- Condo rentals Provincetown Harbor
- Rentals with a fireplace Provincetown Harbor
- Rentals with a hot tub Provincetown Harbor
- Bed and breakfasts Provincetown Harbor
- Townhouse rentals Provincetown Harbor
- Pet-friendly rentals Provincetown Harbor
- Hotel rentals Provincetown Harbor
- Rentals with a washing machine and dryer Provincetown Harbor
- Rentals with an EV charger Provincetown Harbor
- Rentals with beach access Provincetown Harbor
- Fitness-friendly rentals Provincetown Harbor
- House rentals Provincetown Harbor
- Rentals with a fire pit Provincetown Harbor
- Apartment rentals Provincetown Harbor
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Revere Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- Onset Beach
- Sea Street Beach - East Dennis
- White Horse Beach
- Coast Guard Beach
- Salem Willows Park
- Chapin Memorial Beach
- Pinehills Golf Club
- Boston Children's Museum
- Nauset Beach
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Minot Beach
- New Silver Beach