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.

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Guest favorite

Home in Yarmouth Port

4.9 out of 5 average rating, 42 reviews

Winslow Acres [heated] Pool Escape; pool May 15

Pool Open 5/15 Escape to the Cape at this beautifully maintained home with lovely seasonal heated pool (heated spring/fall). Hot tub available all year. Make s'mores and memories year-round at the fire pit table. 4 bedrooms and 2.5 baths (2 showers) plus an outside shower May through October. Plenty of room for up to 8 people - sorry, no parties - (plus pets - fee applies)! Only 3 miles to beaches. The ferry to Nantucket and Martha's Vineyard is not far, and a great addition to any Cape trip!

Top guest favorite

Home in Cotuit

4.95 out of 5 average rating, 113 reviews

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!

Superhost

Home in Dennis

4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

This single family house is located at the end of a cul de sac in a quite neighborhood in walking distance to Mayflower and Bayview beaches. You enter through the bright and open kitchen, looking out over the patio and the pool. The open living and dining room open up to a sun room where you can relax after a fun day at the beach. The two smaller bedrooms share a big bathroom with tub and double sink, whereas the master bedroom has its own bathroom. A big dining table can host up to 8 people.

Guest favorite

Cottage in Provincetown

4.92 out of 5 average rating, 24 reviews

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 - Sept. No smoking and no pets.

Superhost

Guest suite in Barnstable

4.92 out of 5 average rating, 25 reviews

Cozy 1-bedroom cottage with pool and beach access

Cozy apartment within short walking distance of a gorgeous private beach on the bayside of Cape Cod. The gentle bay is perfect for families. Walk the flats during low tide or float in the gentle bay waters. Later relax by the outdoor pool. Or take a walk on the Mass Audubon Long Pasture Wildlife Sanctuary trails. Note: this private apartment is attached to owner's residence but has its own private entrance and parking spot. IN SEASON RENTAL: SATURDAY TO SATURDAY unless approved by host

Guest favorite

Home in Brewster

4.97 out of 5 average rating, 31 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

Welcome to your perfect Cape Cod vacation! Nestled in the center of the Cape. Min. to 3 golf courses, 5 ocean beaches, lakes, bike trail etc. Vast serene private 1.5 acres adjacent to conservation land. Lighted Private heated salt water pool, Bocce Court, Putting green, corn hole, hammock, outdoor shower etc. Expansive double deck with awning . Chef’s kitchen & all essential amenities provided. Spacious Beautiful indoor/outdoor dining/entertaining. Pool heat 05/15 to 10/01

Guest favorite

Home in Brewster

5 out of 5 average rating, 10 reviews

Cape Cod Beach Retreat w/ Pool

Our summer retreat is quintessential Cape Cod charm. A great place to spend a relaxing and fun summer vacation. Great for large, multigenerational or multiple families it has room to spread out. The pool area is a gem, serene and surrounded by a breathtaking garden and waterfall - a place where you can feel the stress go. The home is equipped with comfort in mind. Located minutes to popular Cape Cod attractions including various beach choices, hiking, shopping and dining.

Guest favorite

Condo in Provincetown

4.93 out of 5 average rating, 41 reviews

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.

Superhost

Townhouse in Brewster

4.81 out of 5 average rating, 16 reviews

Ocean Edge Townhouse/Pool Access

End unit townhouse located in heart of OE Villages with private patio, A/C & W/D. There’s no better way to experience all that Brewster has to offer than taking your family to stay at the Ocean Edge Resort. Just minutes off the property you will find yourself at the beach, on the golf course, or at one of the many excellent local restaurants. Unit has pool & fitness access for additional fees.

Top guest favorite

Townhouse in Brewster

4.86 out of 5 average rating, 103 reviews

Ocean Edge Cape House with Beach, Pool, and AC

Your dream Cape Cod getaway awaits! This classic Cape Cod cottage is nestled in the heart of Brewster, offering a perfect blend of comfort, relaxation, and outdoor adventure. With access to a private beach, resort-style amenities, and iconic local attractions, this is the ultimate retreat for families, couples, or groups looking to experience the best of the Cape.

Guest favorite

Home in Dennis

4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

Beautifully crafted lakefront home w/ pool. Stainless steel kitchen, exposed wood beams, Spanish tile floors, wifi. Secluded, quiet, and short walk to shops, restaurants, and library. 5 min drive to beaches. If you are interested in video walk-throughs of some of the spaces in our home, please see our YouTube channel @konj201

Guest favorite

Condo in Provincetown

4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

Our condo has great views, is across the street from the beach and a short walk into town. The condo has a ton of natural light, very comfortable, new beds and an airy, open feeling. This peaceful escape is good for couples, solo adventurers, business travelers, and families with kids. We look forward to hosting you.

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What guests are saying

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

5 out of 5 average rating, 7 reviews6 months ago

Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.

Home in New Seabury

What guests are saying

5-bedroom Cape with a pool and yard games.

4.92 out of 5 average rating, 25 reviews7 months ago

We enjoyed our stay very much ~ the house and large fenced yard w/deck (perfect for pup) are amazing & the hosts were very kind, accommodating & responsive. The location was great with a short ride to local beaches and/or Chatham for a fun day of shopping or night out. The host’s welcome basket with treats & seltzers were a great surprise after a long day of travel. We loved playing ping pong in the garage! I do suggest the listing bedroom descriptions & photos be updated as we were pleased to find a king bed in the master BR (vs the queen shown) and a full bed (vs the twin) in the downstairs guest-room. Perhaps renovations are underway so we were pleasantly surprised! The only improvements I would suggest are adding a screen door to the deck & heat for the pool, having more wine glasses (the kitchen was wonderfully stocked otherwise), & adding amenities like blankets, washcloths, a hair dryer, beach/pool towels & chairs (we brought our own). We hope to be back next year!!

Home in Orleans

What guests are saying

"Cape Escape" luxury home w/pool & beach access.

4.99 out of 5 average rating, 80 reviews7 months ago

We stayed at the Cape Escape for 5 nights with 7 adults and two young children, and it was perfect. The setting and location of the house was private and serene. The house was well stocked including plenty of beach towels, chairs, baby gear, coolers, wagons, beach toys and more. We used the provided high chair as well. I especially loved the soaps and lotions and extra bath toiletries which made it feel like a hotel. There were multiple areas where our family could gather and eat. Dinners on the back porch st sunset were the best. We hope to be back next year!!

Home in Sandwich

What guests are saying

Family friendly luxury home with heated pool & spa

4.8 out of 5 average rating, 5 reviews8 months ago

This home is a gem. Clean and spacious for family and friends. The pool and hot tub make the entire property a private oasis. The location is perfect. A quiet neighborhood that is walkable to downtown Chatham. The host was equally fantastic: Very responsive via email and text for the few questions we had pre & post arrival. There are very clear, written instructions for everything in the house, pool & hot tub. We had a fantastic family vacation and would like to return!

Home in Chatham

What guests are saying

Chic Pool Condo Near Mayflower Beach

4.9 out of 5 average rating, 31 reviews5 months ago

We enjoyed our stay. It is a very modern suite. The living room has a large TV and built-in glass fireplace. The kitchen is HGTV with a gas stove and large modern sink. The bathroom is Euro-styled behind the sliding wooden door, great water pressure. The bedroom has a great sleeping bed which always makes my stay. The place has a demure outside but once inside, you will say “Wow!”. Maria is a great, congenial host putting us on some great restaurants and places to visit. We would definitely rent again.

Apartment in Dennis

What guests are saying

Town House for Cape Cod fun, by Bass River.

4.92 out of 5 average rating, 13 reviews8 months ago

The condo was in a good location. The upstairs BR was a good size. Downstairs was a little small. Really good for 2 people. TV in BR was very small. Over all we had a good time. Roberta supplied all toiletries, shampoo, cream rinse, body was which was a plus. Also all bedding was supplied.

Apartment in West Dennis

What guests are saying

4 BD slice of Harwich Heaven

4.79 out of 5 average rating, 14 reviews6 months ago

Chris is always a great host. He communicates. Is considerate of our soccer schedule and accommodations. He even wishes our boys good luck at their soccer tournament! He is understanding and a great host. We really enjoy staying here. I highly recommend staying here. He’s a great host.

Home in Harwich