Vacation rentals with a pool in Eastham

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Popular amenities for Eastham rentals with a pool

House rentals with a pool

Top guest favorite
Home in Harwich
5 out of 5 average rating, 21 reviews

Harwich Haven: Pool & Fire Pit

BaileyRating, 5 stars3 days ago
We had a great stay at Bryan’s place. Bryan was incredibly responsive to any questions. The house was awesome with large bedrooms, two very large living rooms, a large kitchen space, and beautiful backyard. Pool gets morning and afternoon sun. Can walk to some stores and restaurants downtown, and very easy to uber/drive to other Cape Cod hotspots.
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!
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 !
Guest favorite
Home in Popponesset
5 out of 5 average rating, 12 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

CarolRating, 5 stars1 month ago
We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.
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!
Top guest favorite
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!
Top guest favorite
Home in Chatham
4.97 out of 5 average rating, 39 reviews

Oceanview/pool&spa/private beach! 5 bedrms, 4 bath

BarbaraRating, 5 stars8 months ago
We loved our stay in Justin’s home. The house is well-stocked, beds are comfortable, and our family had plenty of room. Justin was very responsive and helpful with any questions. Renting towels and sheets was new for us, but it was easy and all set up for us when we arrived. We loved the huge front porch and enjoyed coffee and the quiet neighborhood outdoors each morning. We would definitely return if we make another trip that way.
Top guest favorite
Home in Cotuit
4.95 out of 5 average rating, 114 reviews

Private Pool, near beaches, 3 BR/3 BA, Central Air

ZackRating, 5 stars8 months ago
Awesome stay! Great house/location and Sandy is an awesome host. Highly recommend

Condo rentals with a pool

Guest favorite
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviews

Cozy Studio Just Steps Away From the Beach!

NupurRating, 5 stars9 months ago
Perfect little studio for two people! Great location - close to beaches and restaurants and there’s even a pool! Michael was super responsive and the place was exactly like the pictures!
Guest favorite
Condo in West Dennis
4.9 out of 5 average rating, 30 reviews

1BR 2nd Floor Condo with pool

DougRating, 5 stars2 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 favorite
Condo in Dennis Port
4.84 out of 5 average rating, 76 reviews

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

ChrisRating, 5 stars9 months ago
Wonderful beach location. We enjoyed the local walkable beaches and restaurants. Close to anywhere in the cape , we had a great trip.
Guest favorite
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!
Guest favorite
Condo in Tisbury
4.9 out of 5 average rating, 73 reviews

Sunny 2bedroom condo w pool, walk to town

ShayRating, 5 stars7 months ago
We had a great time at Leah’s place. She is a terrific communicator, immediate responses. She also reached out to share about local fun events that were happening during our stay. So nice! We would definitely stay there again.
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 favorite
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!
Guest favorite
Condo in Provincetown
4.93 out of 5 average rating, 41 reviews

Newly Updated Condo w/ Pool - Steps to Boatslip!

KenRating, 5 stars5 months ago
Amy and Julie were wonderful hosts! The home was comfortable, clean and had all the amenities we needed for our 6 night stay. The location was great, just a block from the beach and close to all the restaurants and shops. It was the perfect place for us and our Boston Terrier to ring in the new year. We enjoyed our stay and would certainly return again!

Quick stats about vacation rentals with a pool in Eastham

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 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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