Vacation rentals with a pool in Nantucket

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Top-rated rentals with a pool in Nantucket

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious backyard is highlighted by a private, unheated in-ground pool surrounded by paved areas. Colorful lounge chairs and an inflatable float add to the inviting atmosphere. A patio table with patterned cushions is positioned nearby, offering a space for relaxation and outdoor dining.

Home in Cotuit

4.95 out of 5 average rating, 113 reviews

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

CamilleRating, 5 stars7 months ago

There should be more than 5 stars for this lovely property and its hosts!!! We were three couples vacationing for the first time on the Cape and this charming home was perfect for us. Conveniently located to serve as home base for many excursions we felt immediately at home. We each had our own themed bedroom with en suite bathroom and TV. All common areas including the sun porch and outdoor deck were fantastic places to gather and enjoy our time together. Our hosts were so pleasant and helpful throughout our stay. As only one example, on a rainy day the host proactively contacted us wth suggestions on things to do in the event of rain on the Cape. We so appreciated this thoughtful gesture and there were many more. When I think about it, this really sums up why we had such a wonderful time. Everything about this property speaks to how much these hosts care about their guests! Hope to return one day. Thank you!

Superhost

A spacious deck features a wooden dining table with matching chairs, overlooking a private heated pool and serene water views. Lush greenery surrounds the area, while a private dock is visible along the shoreline.

Home in New Seabury

5 out of 5 average rating, 7 reviews

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

MadisonRating, 5 stars6 months ago

Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.

Guest favorite

The image shows a spacious pool area surrounded by sun loungers. The inviting inground pool is complemented by a paved patio, featuring a vibrant array of floats. Lush greenery enriches the setting, while adjacent outbuildings provide additional outdoor space.

Home in Falmouth

5 out of 5 average rating, 16 reviews

Secluded Cape Cod home in Falmouth with pool

DanielleRating, 5 stars7 months ago

This house was perfect for our large group getaway. Lots of bedrooms and bathrooms and the detached pool house apartment was a nice option for those who wanted to be a bit more separate from the big group. The yard/pool was beautiful and Renaldo was extremely responsive to any questions we had. Would definitely stay here again!

Guest favorite

The spacious outdoor area features a heated saltwater pool surrounded by paver stones. Lounge chairs are positioned around the pool, accompanied by blue umbrellas. A nearby cabana is visible, along with vibrant landscaping, providing a relaxing atmosphere for guests.

Home in Popponesset

5 out of 5 average rating, 12 reviews

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

CarolRating, 5 stars1 week 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.

Guest favorite

An outdoor pool area showcases a heated inground pool with clear water, surrounded by a wooden deck. Sun loungers are placed nearby, and patio umbrellas provide shade. Lush greenery and trees line the background, offering a serene environment. A beach ball floats in the water.

Home in New Seabury

5 out of 5 average rating, 18 reviews

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

BryanRating, 5 stars7 months ago

Michael is a great host with a phenomenal property. The house was clean, the amenities are great, the pool was warm (we were there at the end of September when highs were in the mid-60s), kitchen is well equipped, and the location is great. We were a group of 3 families - 6 adults and 5 kids - and the layout of the house is perfect for multiple families. Each floor has its own main bedroom, it's own bathroom, plus ample extra space for a crib, pack n play, mattress, etc. We couldn't have asked for a better setup. Unfortunately for our stay the weather didn't cooperate with nearly non-stop rain, but we still had fun in the house (great spaces for movie watching, games, and ping pong), at the nearby children's museum, the beach, and Mashpee commons. We'll be back for sure!!

Guest favorite

A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.

Condo in Tisbury

4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

JamikaRating, 5 stars8 months ago

What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

Guest favorite

The outdoor area features a private heated pool surrounded by a patio. Various pool accessories float in the water. Lounge chairs and a shaded dining area under an umbrella are visible, providing a comfortable space for relaxation in the sun.

Home in New Seabury

5 out of 5 average rating, 11 reviews

Cape Gem in New Seabury with private heated pool

MarkieRating, 5 stars8 months ago

Sean was a wonderful host. He was very responsible, flexible, and helpful. His home was kept extremely clean and everything was in working order. Home instructions were very clear and simple. We loved utilizing the pool and gathering around the dinging room table for each meal! The neighborhood was very quaint and all of the neighbors were lovely. I’d highly recommend booking Sean’s home for your next trip to the Cape!

Guest favorite

A sandy beach stretches along the shore, bordered by smooth stones leading into the calm water. The expansive sky is filled with soft clouds, creating a serene atmosphere. Old pilings can be seen further out in the water, enhancing the coastal view.

Apartment in Falmouth

4.91 out of 5 average rating, 22 reviews

Studio- Beachside Village, Falmouth MA - Cozy!

JolynRating, 5 stars5 months ago

I loved my stay at Jenny's and Ania's place! The room was clean, cozy, warm (with a fireplace that works), and had everything that we needed (including a haridryer, hangers, and full kitchenware). The property is also steps away from the beach and we managed to catch the sunrise and sunset—it was a beautiful and humbling view and experience! Sue and Christine were especially helpful during the day of our checkout; thank you for the warm hospitality! It was a safe, comfortable, and peaceful stay. I will definitely wish to return when I visit Falmouth in the future! :))

Superhost

Home in East Falmouth

5 out of 5 average rating, 3 reviews

Spacious home with Pool! Close to Beaches & Town!

michaelRating, 5 stars8 months ago

it is a nice comfy house esp for a family. Swimming pool and game room down in the basement would be alot of fun for kids to keep them busy at day time and night time. Beach, restaurants, grocery stores, liquor stores, etc are all right there esp. only like less than 5 to 15 minutes drive and also less than 25 minutes drive to go to north Falmouth or Wood Hole. They have a nice downtown with many stores, restaurants, bowling ally, etc which that is only less than 15 minutes drive from the house Also taking a walk from the house to the beach is so beautiful esp morning time. i walked every morning, and love every bit of the walk. It rained once during our vacation week and rest were sunny days for the rest of the week. We were lucky to have the good weather. Anyway, the house is approximately about less than a mile and half from the beach. Driving to Chetham is about little a hour drive from the house. To Provincetown, about 1 hour and 45 minutes drive.

Guest favorite

The backyard features an in-ground cocktail pool surrounded by a patio. Several lounge chairs and an umbrella provide seating options. The house, with a two-story design, is framed by trees and greenery, creating a tranquil outdoor space.

Home in East Falmouth

4.91 out of 5 average rating, 32 reviews

Close to Falmouth Heights, Ferry & Menauhant Beach

MarleneRating, 5 stars8 months ago

We spent an awesome week at the cape, enjoying the house, pool, deck and being together comfortably!! great location to beaches and stores. if you have been to the cape, you know you travel during your stay!! Kathy was very responsive to any questions we had, which were few! love the fact that beach towels were plentiful!! thank you again Kathy! we hope to visit again some day!!

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Popular amenities for Nantucket rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated in-ground pool is surrounded by a concrete patio, featuring comfortable lounge chairs and a small table. Bright green outdoor chairs add a pop of color, while tall trees provide shade in the background. A cozy private yard is enclosed by a wooden fence.

Home in New Seabury

5 out of 5 average rating, 3 reviews

Private home with heated pool near the beach!

BryanRating, 5 stars20 months ago

The pictures don’t do this listing any justice. Very nice home with plenty of room for the family. The pool also is bigger than it looked in the photos. The home is very close to the inn and marketplace which makes things very easy. If you need a pet friendly rental that is close to all this is your place.

Guest favorite

The charming exterior of the newly renovated home is highlighted by a sloping roof and a welcoming front door. Framing the entrance are neatly trimmed bushes and a small pathway leading to the door. A garage is located on the side, complemented by grassy green surroundings.

Home in Falmouth

5 out of 5 average rating, 15 reviews

Home in Falmouth ~ 5 min drive to beach

AnnieRating, 5 stars8 months ago

This rental is exactly as described with accurate pictures. It was recently renovated with all new furnishings, new kitchen, appliances and baths. Our family enjoyed the brand new outdoor deck, picnic tables, gas grill, swing and s’mores by the fire pit. Unfortunately it was too chilly to use the pool. The kitchen had all supplies to make a large pasta meal. Our daughter ran the Falmouth Road race and so Sunday was a bit chaotic and the owner gave us flexibility to check out a bit later, which was a huge help!!. A wonderful family vacation!! Highly recommend.

Superhost

A welcoming exterior view of a modern house is presented, featuring a well-maintained path leading to the entrance. Flanking the walkway, neat landscaping includes flowering bushes and a lush green lawn. A bright sun casts a soft glow over the façade, enhancing the inviting atmosphere.

Home in Mashpee

5 out of 5 average rating, 3 reviews

Mashpee Manor Pool House

JeffreyRating, 5 stars8 months ago

House was very clean and comfortable. Kathleen was very responsive to all my inquiries both prior to and during our stay. House was easy drive to shopping and dinning as well as the local ponds and beaches. Although we did not cook if u plan to prepare meals be aware kitchen has limited pots and pans for cooking. Also would have like to have a tea pot to boil water. Otherwise had everything we needed for a wonderful stay

Guest favorite

Home in Cotuit

4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

ZackRating, 5 stars6 months ago

Perfect stay - just be sure to bring or order sheets and towels!

Guest favorite

A private yard features a heated in-ground pool surrounded by manicured green grass. Lounge chairs are positioned near the poolside, while flowering shrubs add color to the landscape. A basketball hoop stands nearby, providing a recreational option for guests.

Home in Edgartown

4.91 out of 5 average rating, 47 reviews

Beautiful Edgartown Colonial with heated pool.

JenniferRating, 5 stars7 months ago

This house is literally perfect! It was clean, spacious and well stocked. The house is in a quite neighborhood which made it even more relaxing. The pool exceeded all expectations and I hope to have the opportunity to go back next year!

Top guest favorite

The image shows a private pool surrounded by a concrete deck, featuring a pool ladder on one side. Colorful pool floats are seen resting in the water, and a table with chairs is positioned nearby under an umbrella. Lush greenery borders the area, enhancing the serene environment.

Home in New Seabury

4.91 out of 5 average rating, 54 reviews

Private POOL*New Seabury*3 Bedroom

Jean PaulRating, 5 stars8 months ago

The home was pristine, more than what we could have asked for. Shelly was an amazing host, again, more than we could have asked for. You want a gorgeous home, with a stellar host, in the cape, with a private pool, amazing amenities, on a golf course and very close to the beaches, fun spots for kids, and shops, go to this place.

Superhost

A contemporary single-story home with light gray wooden siding is framed by neatly trimmed green shrubs. The exterior features red shutters accenting the windows, and a covered entryway leads to the front porch, which has a clear view of the surrounding grassy lawn.

Home in West Yarmouth

5 out of 5 average rating, 4 reviews

4 - Bedroom 2 - Bath Cottage with Private Beach

MayRating, 5 stars47 months ago

I booked this stay despite minimal reviews, and I'm so glad I did! We really enjoyed all the amenities this stay had to offer, especially that it slept my group of 10 comfortably and had a spacious grass/lawn area for games in the backyard. The resort and beach areas felt very private and safe, and we loved the indoor pool option as well. A fantastic option for large groups and I'm sure we'll be back!

Guest favorite

Home in East Falmouth

4.94 out of 5 average rating, 34 reviews

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

GloriaRating, 5 stars4 months ago

What a great house and host. Cute neighborhood with water views just steps away. Close to everything - would definitely come back again!

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Condo rentals with a pool

Guest favorite

A clear, inviting pool is seen with a smooth surface reflecting the sky above. Lounge chairs are arranged neatly around the pool area, with several placed alongside a white picket fence. The tranquil setting is enhanced by distant views of the horizon.

Condo in Vineyard Haven

5 out of 5 average rating, 21 reviews

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

JocelynRating, 5 stars8 months ago

Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

An outdoor swimming pool is surrounded by lounge chairs and umbrellas, providing a comfortable space for relaxation. Tall trees and greenery enclose the area, enhancing the tranquil atmosphere. Clear blue skies and well-maintained landscaping contribute to the inviting poolside setting.

Condo in Falmouth

4.79 out of 5 average rating, 14 reviews

Falmouth MA, Cape Cod Getaway

AileenRating, 5 stars8 months ago

Very pleasant stay! Nice value, size and layout for our family of 5 (3 young kids). 2nd floor unit, accessible via stairs. Area is quiet and secluded, but very close to everything you would want to do in and around Falmouth (drive times: ~8 mins to downtown area, 7-15 mins to nice beaches, 7-10 mins to parking/shuttle for Martha’s Vineyard ferries, ~20 mins to Woods Hole). Kitchen is well appointed—we cooked half of our week’s meals. Community pool was well maintained, has deep end down to ~8ft and shallow at 3ft, and has ample tables/umbrellas/loungers. Very friendly neighbors and very responsive/gracious hosts. Would stay again!

A private heated pool is surrounded by a concrete patio, with shade provided by a large umbrella. A dining table with several chairs is located nearby. Lush greenery and colorful flowers add a vibrant touch to the pool area, creating a relaxing outdoor space.

Condo in New Seabury

5 out of 5 average rating, 4 reviews

Capecation! 3-bedroom condo with heated pool

KarlRating, 5 stars8 months ago

We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.

Guest favorite

An unheated communal pool is framed by a tan patio and white fencing. Surrounding the pool, blue lounge chairs and umbrellas provide seating options. The two-story building in the background features a deck with stairs leading to the second floor, bordered by green trees.

Condo in Tisbury

4.9 out of 5 average rating, 72 reviews

Sunny 2bedroom condo w pool, walk to town

MicheleRating, 5 stars6 months ago

We were very happy with this comfortable 2 bedroom condo. Very clean and furnished nicely. Easy walk into town for shopping and dining. We had a few questions, which Leah answered quickly and in a friendly manner. Would stay again. Thank you Leah!

Guest favorite