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Vacation rentals with a pool in Provincetown

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Quick stats about vacation rentals with a pool in Provincetown

  • Total vacation rentals

    Explore 60 vacation rentals in Provincetown

  • Nightly prices starting at

    Provincetown vacation rentals start at €192 per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Provincetown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Provincetown rentals

  • 4.7 Average rating

    Provincetown stays receive an average rating of 4.7 out of 5 from guests

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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Top guest favorite
Guest suite in Centerville

“The Hideaway”Private Guest Suite/Pool/Beach Pass

Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.

4.99 out of 5 average rating, 105 reviews
Top guest favorite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
Condo in Brewster

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.

5.0 out of 5 average rating, 105 reviews
Top guest favorite
A communal pool area features a clear blue pool surrounded by concrete decking. Lounge chairs are arranged neatly on the sides, with greenery visible in the background. A wooden fence encloses the area, providing a private atmosphere.
Condo in Dennis Port

Sea Salt Studio - Steps to Glendon Rd Beach

Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. 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.

4.93 out of 5 average rating, 134 reviews
Guest favorite
A charming cottage features shingle siding and a well-maintained exterior. A large deck with a grill is visible at the front. Surrounding greenery and a stone pathway lead to the entrance, which is framed by large windows allowing natural light into the interior.
Cottage in Provincetown

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.

4.9 out of 5 average rating, 40 reviews
Guest favorite
A private deck is visible through sliding glass doors, featuring a set of bar-height chairs and a table. The view overlooks a grassy area, with the horizon suggesting proximity to the water. Natural light filters in, creating a welcoming space.
Condo in Provincetown

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.

4.91 out of 5 average rating, 22 reviews
Guest favorite
A modern living area features a vibrant orange sectional sofa complemented by light walls and hardwood flooring. A glass coffee table sits centrally, while a small dining area with white chairs is visible. Artwork adorns the walls, contributing to a welcoming ambiance.
Condo in Provincetown

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.

4.94 out of 5 average rating, 52 reviews
Superhost
Home in Chatham

7-BR Retreat: Pool, Hot Tub, Sauna, Barn

Experience the ultimate getaway at this stunning 7-bedroom retreat, just a mile from Cape Cod’s pristine beaches. Enjoy a top-rated gourmet kitchen, a charming renovated barn, and a Cantina Pool Bar perfect for poolside relaxation. With a sparkling pool and a soothing sauna, this home offers the perfect blend of elegance and comfort. This property is ideal for family vacations, group getaways, and special celebrations. Book now No events allowed.

4.95 out of 5 average rating, 80 reviews
Top guest favorite
A scenic view showcasing the bay with gently rippling waters and distant land on the horizon. The foreground features coastal vegetation, including pines and shrubs, along a wooden pathway leading toward the beach. Nearby, a stop sign indicates road access.
Condo in Provincetown

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.

4.97 out of 5 average rating, 264 reviews
Guest favorite
A charming cottage exterior is showcased, featuring natural wood shingles and red shutters. A bright orange door provides a welcoming entrance. Lush green leaves frame the image, highlighting the serene surroundings of the property against a clear sky.
Cottage in Wellfleet

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!

4.87 out of 5 average rating, 67 reviews
Top guest favorite
The exterior of the Cape Cod cottage is shown, featuring a light-colored siding and a unique turret-like structure. Lush green landscaping surrounds the home, which is set back from a gently curved pathway. Tall trees provide natural shade in the area.
Townhouse in Brewster

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.

4.87 out of 5 average rating, 125 reviews
Guest favorite
Home in North Eastham

Game Room- Movie Projector Room- Fire Pit

Nestled in the heart of the Cape, our cozy and beautifully styled retreat becomes a magical group getaway, why we coined it "Gimlet Getaway". While many envision Cape Cod as a summer playground, it can become the best spring sanctuary for you and your large group! (Pool closed for the 2026 season, will reopen end of May 2027, please reach out for further details)

5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in West Yarmouth

Coastal Luxury Oasis - Ag2 Luxury Home

Experience the ultimate Cape Cod getaway oasis in this stunning, fully updated pool home. this modern retreat features an open-concept layout, a chef’s kitchen, and a private backyard paradise with a pristine pool and covered patio. Perfect for family vacations or space coast adventures. Book your dream Luxury Oasis stay today! 🌴🏊‍♂️

4.83 out of 5 average rating, 6 reviews

Popular amenities for Provincetown rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.
Home in Chatham

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

5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in East Dennis

Charming Cape Escape with Pool, Hot Tub & Fire Pit

5.0 out of 5 average rating, 11 reviews
Guest favorite
A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.
Home in Yarmouth Port

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

4.93 out of 5 average rating, 54 reviews
Top guest favorite
An aerial view showcases a tranquil swimming pool surrounded by a spacious lawn. Adjacent seating areas, including sun loungers and a fire pit with chairs, are positioned within the private fenced yard. Lush greenery and garden beds enhance the outdoor space.
Home in Harwich

Harwich Haven: Pool & Fire Pit

5.0 out of 5 average rating, 44 reviews
Guest favorite
The lighthouse features a round white structure topped with a lantern room. A spacious deck wraps around the building, accompanied by a well-maintained lawn and a decorative pumpkin. American flags are displayed, and the surrounding area includes additional nearby structures and views of the water.
Home in West Dennis

Jolly Captain Lighthouse

4.85 out of 5 average rating, 26 reviews
Superhost
Home in Yarmouth

Heated Pool | 5 Min Walk to Beach | Dog-Friendly

5.0 out of 5 average rating, 7 reviews
Top guest favorite
A sunny outdoor area is showcased, featuring a private heated pool surrounded by lounge chairs. Large blue umbrellas provide shade next to the pool, while decorative landscaping and a wooden playset are visible in the background. The space invites relaxation and comfort.
Home in Harwich

Resort Home, Heated Pool, Putting Green, Game Room

4.93 out of 5 average rating, 29 reviews
Top guest favorite
An outdoor oasis showcases a large in-ground pool with sparkling blue water, surrounded by a wooden deck and lounge chairs. A luxurious hot tub sits nearby, with cozy lighting strung overhead, offering a serene atmosphere for relaxation and enjoyment.
Home in Barnstable

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

5.0 out of 5 average rating, 42 reviews

Condo rentals with a pool

Top guest favorite
The balcony offers a view of the lush golf course, framed by trees and natural landscape. A round table with two high stools sits center stage, accompanied by a candle, creating a peaceful outdoor setting for relaxation.
Condo in Brewster

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

5.0 out of 5 average rating, 113 reviews
Guest favorite
A light-filled living area is presented, featuring a cozy sofa and modern seating around a circular table. A well-equipped kitchen is visible in the background, complemented by large windows that open to the private deck with greenery.
Condo in Truro

Designer Studio Condo with peeks of Cape Cod Bay.

4.8 out of 5 average rating, 82 reviews
Guest favorite
The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.
Condo in Brewster

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

4.96 out of 5 average rating, 99 reviews
Guest favorite
Condo in Brewster

Bright Cape Condo in Ocean Edge

4.92 out of 5 average rating, 25 reviews
Guest favorite
Condo in Brewster

Resort Pools & Golf Views · Walk to Bay Beaches

4.87 out of 5 average rating, 77 reviews
Superhost
A crystal-clear pool is framed by a deck lined with blue lounge chairs. The setting includes landscaped greenery and trees, with two-story buildings in the background providing serene surroundings. The clear blue sky enhances the tranquil atmosphere of this communal outdoor space.
Condo in West Dennis

Mid Cape Cod, 3 Season Haven by Bass River

4.86 out of 5 average rating, 65 reviews
Top guest favorite
A light-filled living area features a cozy sofa layered with a soft throw, accompanied by a stylish coffee table. The calming wall art depicts ocean waves, while lamps provide additional lighting. A door leads outside, and a chair adds a pop of color.
Condo in West Dennis

1BR 2nd Floor Condo with pool

4.92 out of 5 average rating, 51 reviews
Guest favorite
A view of Bass River is presented, featuring a calm waterway with several boats docked at a marina. Well-maintained lawns and planted shrubs frame the scene, while a flagpole with an American flag stands in the foreground under a clear blue sky.
Condo in West Dennis

Carolyn's Bass River Condo

4.9 out of 5 average rating, 30 reviews

Other vacation rentals with a pool

Top guest favorite
Cottage in Yarmouth

Cottage at the Escape Inn

4.97 out of 5 average rating, 37 reviews
Top guest favorite
Bright and airy living space is highlighted by a spiral staircase leading to an open loft. A plush light grey sofa faces a coffee table on a woven area rug, while a dining table and chairs are visible in the background. Modern kitchen cabinetry offers a sleek contrast.
Apartment in Brewster

Townhouse at Ocean Edge 2B/2B + Loft

5.0 out of 5 average rating, 37 reviews
Guest favorite
Apartment in Dennis Port

Deluxe Double Room | Full Studio w/ Kitchenette

4.91 out of 5 average rating, 11 reviews
Superhost
Home in Hyannis Port

Beach house in Hyannis with pool

4.89 out of 5 average rating, 9 reviews
Guest favorite
A bright dining area is illuminated by natural light from large windows, offering views of the waterfront. A small table is surrounded by four blue stools, while a vase of flowers adds a touch of color. A comfortable gray sofa is positioned nearby.
Home in Barnstable County

Waterfront Bass River Jolly Captain

4.87 out of 5 average rating, 39 reviews
Guest favorite
A light-filled living area features a beige sofa and a matching loveseat, accented by navy and white decorative pillows. A round wooden coffee table sits in the center, surrounded by a patterned area rug. Sliding glass doors provide access to the outdoor space.
Townhouse in Brewster

Ocean Edge Townhouse/Pool Access

4.87 out of 5 average rating, 46 reviews
Top guest favorite
The exterior of a contemporary cottage is seen, featuring a light-colored wooden facade and a circular window. An American flag is displayed proudly from the front. A fenced yard surrounds the property, complemented by greenery and a gravel pathway.
Cottage in Dennis Port

Bright and Lovely Cottage With Community Pool

4.9 out of 5 average rating, 93 reviews
Top guest favorite
A charming single-story home is presented with a neatly manicured lawn, adorned with blooming blue hydrangeas. A flag is displayed on the front porch, and large windows provide a view of the inviting interior. The clear blue sky complements the home's fresh appearance.
Home in Hyannis Port

Renovated Cape Oasis W/ New Pool and Game Room!

4.94 out of 5 average rating, 33 reviews

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