
Vacation 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 mid June to Sept. No smoking & no pets.

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.

The Sea Salt Studio - Steps to the Beach!
Gorgeous studio (Unit #1) only 175 yards from white sand Glendon Road beach. 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.

(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.

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.

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!

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.

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

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Heated Pool Oasis | 5 Min to Cape Cod Beaches!

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

House on Cape Cod with pool close to beach

Modern Cape, Private Heated Pool, Beach, Golf

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

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

Jolly Captain Lighthouse
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

1BR 2nd Floor Condo with pool

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

Hidden Hideaway

Mary's Cape Escape
Other vacation rentals with a pool

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

Provincetown Beach Rose Cottage

Spacious, newly updated condo

Provincetown Beach Condo with Pool

1 Bed 1 Bath West End parking heated pool

15 Cottage #2 Top floor

Cape Home w/Oceanview, Roof Deck Pool & Hot Tub

2BR Cozy condo retreat with harbor views
Quick stats about vacation rentals with a pool in Provincetown

Total vacation rentals
Explore 30 vacation rentals in Provincetown

Nightly prices starting at
Provincetown vacation rentals start at $164Â CAD per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Provincetown vacation rentals include wifi 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!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a firepit Provincetown
- Family-friendly rentals Provincetown
- Rentals with a patio Provincetown
- Rentals with an EV charger Provincetown
- Condo rentals Provincetown
- Beachfront rentals Provincetown
- Townhouse rentals Provincetown
- Rentals with outdoor seating Provincetown
- Cottage rentals Provincetown
- Rentals with beach access Provincetown
- Bed and breakfasts Provincetown
- Waterfront rentals Provincetown
- Pet-friendly rentals Provincetown
- Hotel rooms Provincetown
- Apartment rentals Provincetown
- Rentals with a fireplace Provincetown
- Rentals with breakfast Provincetown
- Rentals with a hot tub Provincetown
- Boutique hotels Provincetown
- Rentals with a washer and dryer Provincetown
- House rentals Provincetown
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- TD Garden
- Boston Common
- Revere Beach
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Boston Seaport
- New England Aquarium
- Freedom Trail
- Boston Convention and Exhibition Center
- Quincy Market
- Duxbury Beach
- Boston Children's Museum
- Coast Guard Beach
- Salem Willows Park
- Franklin Park Zoo
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Lighthouse Beach
- Nickerson State Park




