
Holiday rentals with a pool in Provincetown
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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.

Designer Studio Condo with peeks of Cape Cod Bay.
See 'my property'. Beautiful, unique designer condo. Photos show what makes my place stand out from others. Please view and read captions!! 10 minute walk to Bay beach, 10 minute drive to Provincetown. Peeks of blue bay from private, spacious deck. Near Atlantic beaches, Truro vineyards, historic lighthouse & Wellfleet. Quiet in unit, 2nd floor, no one above. Guests 21+ welcome, 4 night minimum 5/22 to 6/29 check ins; 5 nights 6/30 to 9/1 check ins; back to 4 nights for 9/2 to 10/31 check ins

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.

Stunning Cape Home - Inground Pool, 5 Min To Beach
Stunning in-ground pool. Just 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

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.

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

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

Beautiful Mashpee Home with Pool

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

Our families slice of heaven

Beachside Retreat pool&spa bball court

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Tranquil Home with Pool, Fireplace, and Game Room

Sunny Cape w/Private Pool, Steps to Private Lake

Getaway with pool
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

Hidden Hideaway

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

Oct + Nov Discount | Central | Private Balcony
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Oceanfront location with amenities

House on Cape Cod with pool close to beach

One bedroom with den East End, weekly summer

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Steps to the Beach & Heated Pool!

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Skip to Beach, Cape Cod Condo!
Quick stats about holiday rentals with a pool in Provincetown

Total holiday rentals
Explore 40 holiday rentals in Provincetown

Nightly prices starting at
Provincetown holiday rentals start at $107 NZD per night before taxes and fees

Verified guest reviews
Over 3,600 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Provincetown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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