Holiday rentals with a pool in Nantucket Island

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Nantucket Island rentals with a pool

House rentals with a pool

Guest favourite
Home in Mashpee
4.9 out of 5 average rating, 20 reviews

Beautiful Mashpee Home with Pool

JudyRating, 5 stars10 months ago
The house was beautiful, better than expected! It was very spacious with lovely high ceilings in all the rooms. the bedrooms were all large and delightfully decorated, as were the two sitting rooms. In fact the layout worked really well for our family group: master bedroom with en suite for us grandparents, first floor bedrooms for one couple and their two kids with shared bathroom and extra sitting area with TV, and the garden room -with an enormous bed!- and ensuite bathroom for the other couple. The pool was a very good size with comfortable loungers and the large table on the terrace was perfect for mealtimes. The kitchen was fully equipped and there were an enormous range of dishes and utensils! The various beaches we visited were all within easy reach and Mashpee Commons was only a short drive away with a range of restaurants and shops. Nicole was very responsive and answered our questions quickly. We had a wonderful time and the house exceeded our expectations!
Superhost
Home in Falmouth
4.83 out of 5 average rating, 6 reviews

Charming Home-Pool, Game Room, walk to quiet beach

TedRating, 5 stars11 months ago
We had a wonderful time at this home. The pool was clean and warm; we used it every day. The house was well stocked- dishes, spices, utensils, pots and pans… and plenty of chairs out by the pool for outdoor meals. The neighborhood was quiet and safe to take nice morning walks down to the little beach 1/4 miles away. Great quality seafood at Falmouth Fish Market, and many grocery/household store options less than 2 miles from the house. We paid extra for the linens; good choice for us since we had a full house.
Guest favourite
Home in Falmouth
5 out of 5 average rating, 8 reviews

Sunny Loft - Seasonal Pool & Beach access

JoannaRating, 5 stars10 months ago
Kerry was an amazing host. Very kind, very helpful, and very communicative. The house itself was very cute and had the best stocked kitchen I've ever seen. The outdoor shower was also a huge hit. The house was super close to the community beach and the community pool, which were both a ton of fun. The house was also close to some other things we did on our week vacation, like sailing on the Liberte, taking a ferry to Martha's Vineyard, and checking out some other town beaches. The house was a little tight for the 5 of us (2 adults and 3 kids)...while there were plenty of places to sleep, there were only 4 chairs at the kitchen table and the outdoor table. The house was also right off the main road, which made it convenient, but I think we would have preferred to be a little more secluded. But all in all, positives definitely outweigh the negatives.
Top Guest favourite
Home in Edgartown
4.92 out of 5 average rating, 49 reviews

Beautiful Edgartown Colonial with heated pool.

DavidRating, 5 stars4 weeks ago
We had such a fantastic stay at Sue’s beautiful Edgartown home! The house was charming, spotless, and well-stocked with everything we needed—from kids’ toys and extra keys to cozy spaces for the whole family. Even with some chilly weather, we made great memories thanks to Sue’s warmth and hospitality. One huge highlight was the car rental—what a convenient bonus! It was clean, reliable, and made exploring the island a breeze. Sue was responsive and thoughtful throughout our stay, checking in with helpful suggestions and going above and beyond. She truly made us feel at home. From shell picking at Felix Neck to relaxing in the playroom and enjoying everything the Vineyard has to offer, our family had a wonderful time. We’re already talking about our next trip back—and hoping Sue’s hot tub addition is ready by then! Highly recommend!
Superhost
Home in Harwich
4.82 out of 5 average rating, 17 reviews

4 BD slice of Harwich Heaven

AndreaRating, 5 stars3 days ago
We absolutely loved our stay in Harwich! This house is so well stocked and spacious. Our kids absolutely loved swimming in the pool and relaxing in the sun room. The host, Chris, was incredibly communicative and helpful when we needed something. Highly recommend this home to families traveling to Cape Cod!
Superhost
Home in Falmouth
4.89 out of 5 average rating, 27 reviews

Sippewissett Forest Magic by the Sea

MoeRating, 5 stars10 months ago
We have been going to this area for decades and decided to rent vs other options this year. Place very comfortable, easy access (bad leg) with deck ramp key. Water pressure fab as family actually commented. Would look to do again! Excellent…
Guest favourite
Home in Falmouth
4.95 out of 5 average rating, 39 reviews

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

SydneyRating, 5 stars2 weeks ago
Emily was so kind and responsive and the house was exactly as expected. The walk to the beach was lovely and doable with the toddlers thanks to the wagon provided. It was a quick drive into all things Falmouth and a great home base for us. The stand outs for everyone were how comfy the beds were and we were all obsessed with the outdoor shower. Loved all the thoughtful amenities, such as games and kids dinnerware. Overall very stylish and comfortable. Highly recommend.
Superhost
Home in Yarmouth
4.91 out of 5 average rating, 44 reviews

Winslow Acres [heated] Pool Escape; pool May 15

AllyRating, 5 stars2 days ago
perfect location for us to stay in while attending a wedding. Having the pool and activities were a great bonus too.

Condo rentals with a pool

Guest favourite
Condo in Dennis
4.78 out of 5 average rating, 59 reviews

Cozy Studio Just Steps Away From the Beach!

ChrisRating, 5 stars2 days ago
Great place for a long weekend. Easy walk to the beach and a couple of restaurants (many others a short drive).
Guest favourite
Condo in Vineyard Haven
5 out of 5 average rating, 21 reviews

Relax....You're on Island Time......

JocelynRating, 5 stars10 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Guest favourite
Condo in Dennis
4.9 out of 5 average rating, 31 reviews

1BR 2nd Floor Condo with pool

AugustusRating, 5 stars4 days ago
Keith’s place was perfect for our quick stay on the Cape! It was right across the street from kayak rentals and had many different places to eat a short distance away. They offered some great recommendations in the guide book, which we went to as well. Definitely recommend staying here!
Guest favourite
Condo in Dennis
4.84 out of 5 average rating, 77 reviews

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

KristinaRating, 5 stars4 days ago
Stayed here while in town for the week. Everything was as described . Super short walk to local beach . Short drive to food etc. had a great time thank you!
Guest favourite
Condo in Dennis
4.86 out of 5 average rating, 65 reviews

Stylish & Modern Studio Condo - Steps to the Beach

LucyRating, 5 starstoday
Great little spot for a quick getaway. Small room but exactly what you need. AC unit was plenty to cool the place down. Bed was comfortable. Neighborhood was cute and quiet. Walkable to a beach. Had a great trip!
Guest favourite
Condo in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars9 months ago
Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!
Guest favourite
Condo in Tisbury
4.91 out of 5 average rating, 74 reviews

Sunny 2bedroom condo w pool, walk to town

LaurelRating, 5 stars1 week ago
Leah was the most accommodating host I’ve ever encountered. The beds were super comfortable and the house was pristine. Leah gave tons of recommendations for me and my 2 under 2. We had a great time despite the weather and I would highly recommend Leah’s place to anyone.
Superhost
Condo in Tisbury
4.79 out of 5 average rating, 14 reviews

Martha’s Vineyard Condo * Near Ferry

AnthonyRating, 5 stars9 months ago
Great location and a nice quaint spot for one or two ! Great value for the area as well

Destinations to explore