Vacation rentals with a pool in Wellfleet

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Wellfleet rentals with a pool

House rentals with a pool

Superhost
A spacious in-ground pool is surrounded by a sunbathing area featuring a lounge chair and umbrella. Lush greenery and flowering bushes frame the backyard, while a pool house is visible in the background, equipped with comfortable seating. The pool area invites relaxation and enjoyment.
Home in Barnstable
4.8 out of 5 average rating, 20 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

KristenRating, 5 stars1 month ago
This house and property were charming and beautiful. The location was extremely close to beaches, restaurants, and stores all while being nestled in a quiet neighborhood. Highly recommend!
Superhost
A serene backyard setting features a private pool surrounded by a spacious patio. A sunbathing chair and a BBQ grill are positioned nearby, with a house showcasing large windows that invite natural light. Lush greenery frames the area, providing a sense of tranquility.
Home in Dennis
4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

KeelyRating, 5 stars10 months ago
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!
Top guest favorite
Home in Sandwich
4.99 out of 5 average rating, 82 reviews

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

JanelleRating, 5 stars3 weeks ago
We have stayed in multiple houses / penthouses throughout the U.S. , however, this home surpassed them all. Jennifer was amazing from the beginning of the booking with answering my questions and went above and beyond to make this special occasion memorable. The house is well equipped! The sounds of birds chirping in the morning , the breeze, and the view of the pond when drinking coffee was so serene. The space in the house was more than I expected with everyone having lots of space to enjoy all the designated areas for playing board games, Video game room( so cool) , reading , watching tv - there was a room for everyone’s enjoyment from our 12 year old, 17, 25, to my 78 year old parents. The well thought out toiletries in every bathroom, spa slippers and robes in each bedroom, ear plugs located by the bedside, laundry room that has labeled racks of beach items and games , kitchen with all its wonderful amenities- I can do on and on. We WILL be back !
Superhost
A light-filled living area features comfortable seating with blue and white accents. A natural wood coffee table sits in the center, surrounded by a cozy area rug. A separate dining space is visible through an open archway, showcasing a charming dining table and decorative elements.
Home in Plymouth
4.74 out of 5 average rating, 61 reviews

Tranquil Family Retreat in Plymouth

ImaniRating, 5 stars1 month ago
Overall, the home was beautiful, and my friends and I truly enjoyed our stay. The only minor challenges were getting in through the front door and not having a chance to use the arcade. The kitchen area was absolutely stunning, and I personally loved the master suite. We all agreed that we could definitely see ourselves coming back. Apologies for our late-night conversation getting a bit too lively—the gentle reminder was appreciated. Thank you for being such wonderful hosts!
Guest favorite
An outdoor area features a spacious lap pool, surrounded by a sunbathing deck with lounge chairs. A shaded patio is visible, complemented by vibrant flower beds and lush greenery. The house's exterior showcases multiple windows and a deck, enhancing the inviting atmosphere.
Home in Plymouth
4.97 out of 5 average rating, 33 reviews

Getaway with pool

PattyRating, 5 stars6 months ago
We stayed here for weekend in November with multi-generations of family members. Lots of space to spread out - and the middle age group enjoyed the turn-table! Spacious kitchen, comfortable beds and clean bathrooms. Thanks!
Top guest favorite
An in-ground pool is surrounded by a spacious patio, featuring several blue lounge chairs. Lush greenery frames the area, with a clear blue sky overhead. The pool’s water reflects the sunlight, creating a refreshing ambiance for relaxation and entertainment.
Home in Hyannis Port
5 out of 5 average rating, 13 reviews

Home in Hyannis Port

Ryan & LindsayRating, 5 stars5 days ago
Our family of five had a wonderful stay! We picked the location because it was in the middle of the Cape and easy for us to explore the coast. The house is newly renovated and in pristine condition. The beds were comfortable and the bathrooms were fresh and new. We had plenty of space and felt right at home. The host was very responsive. We highly recommend!
Guest favorite
The exterior of the house is framed by lush greenery, showcasing a wooden entryway leading to a spacious deck. The building features a rustic shingle design, with large windows allowing natural light to reach the interior.
Home in Provincetown
4.95 out of 5 average rating, 19 reviews

Glutton's Doom: Bright & Airy East End Delight

VirginiaRating, 5 stars2 weeks ago
Great location and lovely space! We loved our stay here. We were a 15-20 minute very pleasant walk to the main commerce and there’s an adorable little market right next door to the house for any groceries and baked goods. The house has everything you’d need and is surrounded by trees. Very peaceful.
Superhost
The outdoor area features a heated fiberglass pool with a curved design, surrounded by a concrete patio. Sun loungers and a shaded seating area under an umbrella are visible, along with a grassy section and the home's exterior, showcasing large windows and a door leading inside.
Home in East Sandwich
4.92 out of 5 average rating, 65 reviews

Large Home Heated Swimming Pool Private Beach

SahilRating, 5 stars2 weeks ago
We had a great stay at this place! The house was exactly as described—clean, comfortable, and well-stocked with everything we needed. Check-in was smooth, and the host provided clear instructions throughout. The neighborhood was quiet and convenient, with easy access to local attractions and restaurants. Would definitely recommend this spot to anyone visiting the area!

Condo rentals with a pool

Guest favorite
The living room features two comfortable sofas adorned with colorful cushions, situated around a wooden coffee table on a vibrant area rug. Natural light fills the space, highlighting the dining area and fully equipped kitchen visible in the background.
Condo in Brewster
4.88 out of 5 average rating, 40 reviews

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

JasonRating, 5 stars8 months ago
Had a great weekend at Josh’s place! Smooth booking process, great communication, easy checkin. The space was clean and exactly as advertised. I’d definitely recommend both Josh as a host and this location as a Cape getaway!
Guest favorite
A clear blue pool is surrounded by a spacious patio area. Several lounge chairs are positioned nearby under the sun. The pool is accessed via a white gated area, with a clean, inviting atmosphere represented by the well-maintained surroundings.
Condo in Dennis Port
4.85 out of 5 average rating, 62 reviews

Stylish & Modern Studio Condo - Steps to the Beach

DavidRating, 5 stars2 weeks ago
I had a fantastic experience during my stay! The place was exactly as described—clean, cozy, and well-equipped. The host was incredibly welcoming and responsive, making the check-in process a breeze. The location was perfect, with easy access to local attractions and restaurants. It truly felt like a home away from home. I would definitely recommend this place to anyone looking for a great stay. I can't wait to come back!
Superhost
A clear blue pool is surrounded by lounge chairs, offering a refreshing spot for relaxation. The two-story building in the background features balconies with umbrellas and well-maintained landscaping, creating a serene atmosphere for guests.
Condo in West Dennis
4.84 out of 5 average rating, 51 reviews

Hidden Hideaway

JennyRating, 5 stars7 months ago
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.
Superhost
The open living space features large windows providing direct views of Cape Cod Bay. A light-colored sectional sofa is positioned to maximize views, while a ceiling fan offers air circulation. The room's modern decor is complemented by natural light streaming through the windows.
Condo in Provincetown
4.9 out of 5 average rating, 30 reviews

Spectacular Waterfront Condo

MeganRating, 5 stars7 months ago
What a special place to have your morning coffee, overlooking the gorgeous ocean views! The place was spotless, exactly as pictured, super clear entry and instructions. So close to all P’town has to offer but just far enough off the main strip for some real peacefulness! Would recommend to anyone! Hosts provide excellent local information and were incredibly communicative. Thank you!
Superhost
Condo in Dennis Port
4.75 out of 5 average rating, 8 reviews

A Beautiful Es-Cape

JeffRating, 5 stars9 months ago
Jean Pierre provided us with a great place to stay in a location with a lot to offer. Everything was very neat and clean, and he was very responsive to any questions we had. Thanks again!
Superhost
Condo in Brewster
4.86 out of 5 average rating, 44 reviews

Golf Course Views and Pools

DavidRating, 5 stars9 months ago
My wife and I wanted a little end of summer get away and we couldn’t have been happier choosing Alexa’s condo at Ocean Edge! The condo was beautifully decorated, very clean, and everything we could have wanted for our short vacation. Alexa was always very responsive and friendly, we’ll certainly be keeping her in mind for our next cape vacation! Highly recommend for small families and couples!
Top guest favorite
Condo in Dennis Port
5 out of 5 average rating, 22 reviews

Oceanview Condo w/ Fireplace & Patio

TeresaRating, 5 stars3 weeks ago
The place was very comfortable with beautiful views of the ocean. It was off season & a bit cool so we really enjoyed the indoor heated pool & jacuzzi and walking the beach. So nice to hear the surf when falling asleep! The space was clean & comfortable and the cozy fireplace delightful on the cool nights.
Guest favorite
An inviting studio space features a large bed positioned beside a modern kitchen. A dining setup is visible, ready for two people. The outdoors showcases a spacious pool area with loungers, while the greenery and sign add a touch of character to the space.
Condo in West Dennis
4.96 out of 5 average rating, 47 reviews

6 Min to Beach - Pool - Private Balcony - Central

NicoleRating, 5 stars2 days ago
My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!

Quick stats about vacation rentals with a pool in Wellfleet

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$20,980 GYD before taxes and fees

  • Total number of reviews

    750 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore