Holiday rentals with a pool in Eastham

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Popular amenities for Eastham rentals with a pool

House rentals with a pool

Superhost
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!
Superhost
Home in Plymouth
4.82 out of 5 average rating, 17 reviews

Mansion with Heated Pool Near Ocean

AnayRating, 5 stars2 weeks ago
The place was nice and spacious. Great for large family gatherings. The pool was nice and although the water was not heated (which may partially have been due to the weather), Zachary and his team were very responsive and helped troubleshoot pool temperature. Overall we had a great stay!
Superhost
Home in Harwich
4.8 out of 5 average rating, 15 reviews

4 BD slice of Harwich Heaven

KimberlyRating, 5 stars8 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.
Top Guest favourite
Home in Buzzards Bay
5 out of 5 average rating, 27 reviews

Cape House with Pool by Canal

SamanthaRating, 5 stars9 months ago
This home was great for our family. The pool and backyard are beautiful, and the house was clean and welcoming. There are a lot of activities in the area. I would stay here again!
Guest favourite
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 favourite
Home in Hyannis Port
5 out of 5 average rating, 13 reviews

Home in Hyannis Port

Ryan & LindsayRating, 5 stars1 week 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!
Superhost
Home in Yarmouth Port
4.91 out of 5 average rating, 43 reviews

Winslow Acres [heated] Pool Escape; pool May 15

TamiRating, 5 stars1 week ago
Our family loved this retreat!!
Superhost
Home in Plymouth
4.85 out of 5 average rating, 27 reviews

The Plymouth Pool House

ColleenRating, 5 stars6 days ago
This property had everything you wanted! The pool, the grill, the fire pit, and if it rains you have your own personal movie theater. Anything you need is all right there. I was sad when we had to leave! The host Jared is very responsive and friendly, I couldn’t recommend this property more.

Condo rentals with a pool

Guest favourite
Condo in West Dennis
4.9 out of 5 average rating, 30 reviews

1BR 2nd Floor Condo with pool

DougRating, 5 stars5 days ago
The unit was secure and in a nice area. Close to shopping, sightseeing, and beaches. The unit was bright and cheery and clean. Keith is a good host.
Guest favourite
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 favourite
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
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!
Guest favourite
Condo in Provincetown
4.93 out of 5 average rating, 102 reviews

Modern, clean waterviews

LexiRating, 5 stars3 weeks ago
We had a wonderful stay at Garrett’s place. The apartment location can’t be beat, right on the water and walking distance to town but also nice and peaceful. Our family enjoyed the balcony and the comfy living room and kitchen. Would recommend!
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!
Guest favourite
Condo in Dennis Port
4.9 out of 5 average rating, 98 reviews

The Sea Salt Studio - Steps to the Beach!

AbbyRating, 5 stars3 weeks ago
We loved our stay at the 'Sea Salt Studio'! Bonnie's place is exactly as depicted, very cute, cozy and well-appointed. It truly gave us home away from home vibes. The bathroom is very small, especially if two people are trying to get ready at the same time, but otherwise, it's perfect. We stayed just ahead of the summer season and were pleasantly surprised to find we were some of the few people staying in that neighborhood, so we were really able to enjoy some peace and tranquility. The location was great! We could smell the ocean air and hear the waves as soon as we arrived. One of the small local beaches was less than a 5 minute walk down the street. It was the perfect spot to enjoy coffee in the morning. Bonnie's place also served as a great home base to explore all that the Cape has to offer. We were easily able to drive to Woods Hole to catch the ferry over to Martha's Vineyard one day and then head out to Provincetown the next. We highly recommend staying here!

Quick stats about holiday rentals with a pool in Eastham

  • Total rentals

    40 properties

  • Nightly prices starting at

    $150 NZD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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