Nantucket is renowned for its abundant heritage and unrivaled natural beauty. While it is mainly a popular summer destination, it still has a lot of recreational opportunities to offer throughout the year. One of the best ways to explore the island is by biking. There are plenty of cycling routes throughout the island, so you can easily admire the spectacular scenery. Of course, the pristine beaches also guarantee a nice change of scenery. Most of the island’s coastline is open to the public. If you prefer staying in than hitting the beach, you can stay in one of the top Airbnbs with pool in Nantucket, Massachusetts. Check them out below.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Upscale house with a cabana (from USD 3240)
Suitable for large families and groups, this upscale 7-bedroom house sleeps up to 14 guests. It features an open floor plan with a living room, a fully functional kitchen, and a dining area. The living room has French doors opening onto a pool deck.
Ensuring you a leisurely stay, this rental boasts a generous outdoor living area with a heated, in-ground swimming pool with an automatic cover and professional landscaping. The pool deck has a seating area, a dining area, a barbecue area, a cabana with a wine refrigerator, and two outdoor showers.
Top guest reviews
Amenities & Room:
we enjoyed he heated pool the open plan living and the outdoor grilljust as expected- the house has many amenities for a comfortable staymore than enough room to fit five adult couples comfortablythe king-size bed was very comfortableCleanliness:
everything was extremely clean and well keptthe pool was clean and fun to enjoy with the pool floats includedthe house was spotless and all beds and pillows very comfortablechristina’s place is stylish clean convenient to town and the perfect accommodation for a large groupHost:
host extremely responsive and very user friendly experiencegorgeous home and wonderful host truly a beyond amazing experiencegreat spot great house great hosti honestly cannot say enough good things about this home and it's amazing host christinaamazing home; great location; 5 star host would definitely rent againRead more reviewsLocation:
great location and great accommodationsit is in a perfect location close to town and beaches (walking distance for both)even in winter the location is perfect a short walk or drive to towngreat location and amazingly decoratedamazing home and best location on the island
2. Four-bedroom cottage with a lush pool area (from USD 800)
This four-bedroom cottage is set on conservation land right by the sea, a short walk from some of Nantucket’s finest beaches. A five-minute drive will take you to Siasconset, where you will find numerous restaurants. Accommodating a maximum of nine people, this property features one queen-sized bed in each bedroom. One bedroom has an extra single bed for additional sleeping space.
For a leisurely stay, you can take advantage of the private swimming pool on site. The pool area is surrounded by lush grass and expansive views, so you can have the breather you need.
Top guest reviews
Amenities & Room:
there are generous furnishings including kitchen utensils cooking supplies condiments and dishesCleanliness:
as pictured the house is brand new bright airy and spotlesswhile the bedrooms were a little small the common areas were spacious and very enjoyableHost:
stewart was also an excellent host and wonderful communicator)our host stewart was wonderful extremely friendly and very responsiveRead more reviewsLocation:
pool is awesome and you are a 5 minute walk to beachthe location was perfect daily walks to the beach were terrificperfect location gorgeous house every amenity you could ask for
3. Five-bedroom house with a backyard (from USD 1736)
This five-bedroom house promises you an idyllic beach vacation, situated only 0.8 km (0.5 mi) away from Miacomet Beach. It features a ground floor with a living room, an ornamental fireplace, a study area, a well-equipped kitchen, a dining area, a family room, and one bedroom. French doors lead to a backyard with a huge pool deck complete with a coffee table and lounge seating. The swimming pool beautifully complements the Nantucket weather.
Meanwhile, the dining area leads to a second deck with an alfresco dining area and patio with a fire pit and barbecue facilities. The rest of the bedrooms are on the second floor.
Top guest reviews
Amenities & Room:
tons of space for sleeping the yard is amazing for yard games really nice pool big kitchenthe little ones loved the heated poolthe kitchen was well stocked and set up to serve large lunches and dinners perfectlythe common rooms are set up beautifully for conversation and relaxationthe pool is lovely and warm— but it is a mere 10 minute walk to a fabulous beachCleanliness:
this house is a wonderful set up for a family gathering everything is fresh and clean and lovelyHost:
the host was very responsive to our requeststhe host was very responsive and helpfulthe owner was only a phone call away and easy to communicate withshe was very kind and easy to work withwhat a place what host our group of 12 had an absolutely amazing timeRead more reviewsLocation:
the location is next to perfectthis house is a dream the location is amazing and the house has everything you could wantthe ladies that stayed there didn't have enough to say about how great the house and location werethe pool was perfect for our grandchildren and the beach was close bywe had a lovely week stay and loved the location
4. Ranch-style house with a rear patio (from USD 156)
Nestled in a friendly neighborhood on the island, this ranch-style five-bedroom house is ideal for family holidays. It features a living room with a games table, a well-equipped kitchen, a dining room with a formal dining table, and four-and-a-half bathrooms. Accommodating a maximum of 10 people, this rental offers 4 bedrooms with 1 king-sized bed each and another bedroom with a pyramid bunk.
Outside is a rear patio and a private, in-ground swimming pool. If you opt to stay here, you can enjoy spending quality time with your loved ones and have relaxing dips anytime.
Top guest reviews
Cleanliness:
very clean with everything we needed to enjoy the weekthe house is big beautiful and cleanHost:
karen is very responsive and even sent us daily meal suggestions during our staykaren is a wonderful host responsive and generous with her communication and suggestionsalso very family friendly house with the two wingsRead more reviewsLocation:
great house in a great location
5. Cozy house with a furnished sun deck (from USD 486)
Located within a private 0.1-hectare (0.25-acre) property, this cozy three-bedroom house is only about 1.61 km (1 mi) away from downtown Nantucket and 3.22 km (2 mi) away from several beaches, such as Jetties Beach. It is the perfect base camp for families vacationing on the island, sleeping up to eight guests. This property has a sun deck with a dining table, grill, outdoor shower, umbrella, and lounge chairs.
Moreover, there is a backyard, a front yard, a heated swimming pool, and a hot tub. Please note that the hot tub and swimming pool are only open seasonally from Memorial Day weekend until mid-November.
Top guest reviews
Amenities & Room:
the large deck and outdoor shower made the house perfect for an island staythe beds and linens are comfortable and they do provide everything you needboth bathrooms have been renovated and comfortably accommodated 5 adults and 2 childrenHost:
the host is great and was always availableiliana was an amazing hostiliana was a great host - super responsiveiliana is a super host who was extremely responsive and accommodatingRead more reviewsLocation:
good locationperfect nantucket vacation house - the location off the bike path was very convenientgreat location would definitely stay here againher place was cute and a great last minute option for usgreat house and location we had a great time
6. Six-bedroom estate with an outdoor bar (from USD 2571)
This 6-bedroom estate comprises a 3-bedroom main house and 3-bedroom cottage, sleeping up to 12 people. The main structure features a private bathroom in each bedroom, plus a powder room, while the second features two full bathrooms. Furthermore, this property offers a poolside cabana with a loft and a half bathroom, an outdoor bar and kitchen area, and a deck.
In addition, there is a heated swimming pool for a thoroughly relaxing stay. For a hassle-free time in the pool, an outdoor shower is available.
Top guest reviews
Host:
susan was extremely accommodating going above and beyond to make the house ready for our specific needsRead more reviewsLocation:
fantastic property; clean; spacious; modern; close to town; close to beach
7. Modern house with a hot tub (from USD 1600)
This modern 6-bedroom house sleeps a maximum of 11 guests, ideal for large families and groups who wish to maximize their Nantucket getaway. It sits on an expansive private property with a spacious backyard where you can have quality time with your loved ones.
This rental features a covered front porch, a hot tub, a huge swimming pool, and a deck where you can grill and chill. The host provides pool towels and toys to ensure guests have a pleasant time in the swimming pool.
Top guest reviews
Amenities & Room:
the house has all new amenities the pool/yard/backyard is perfect for a relaxing trip to nantucketbeautiful pool/hot tub big open floor plan plenty of room and everything you’ll needthe kitchen and linens are very well stockedHost:
tim was responsive and thoughtfulkid friendly and its great for big familiesgreat hosts and they have wonderful house tucked away in quiet area of the islandRead more reviewsLocation:
perfect location just a short walk to the beachclose to the best beaches on nantucket and close to townwe flew in from california so we needed everything the location is perfect
8. Seven-bedroom house with coastal interiors (from USD 1115)
This seven-bedroom house boasts typical Nantucket architecture, featuring contemporary coastal interiors with blue accents, white trims, and wood shingles. It offers an open floor plan with two living areas and an airy outdoor patio with barbecue facilities, so you can enjoy grilling with your family and friends.
Moreover, there is a private, heated swimming pool that guests can enjoy between Memorial Day and Columbus Day. Conveniently, this property also features a spacious outdoor shower.
Top guest reviews
Amenities & Room:
backyard is awesome with the pool furniture grilling area and yardpool was key and a hit with the kids beautiful home with great amenitiesthe house was amazing so much room it was incredibly comfortableHost:
the host was very responsiveproperty is even better than pictures and host is very responsiveRead more reviewsLocation:
beautiful house with a perfect locationfantastic location bike-able to just about everywherebeautiful space in a great location with ample beds and space
9. Stylish house with a spacious lawn (from USD 500)
Sitting within a quiet neighborhood near Miacomet Pond, this stylish three-bedroom house guarantees you a peaceful escape in Nantucket. The main floor boasts a living room, a well-equipped kitchen, and one en-suite bedroom. Two more bedrooms can be found on the second level, including the master. Both have a full bath.
This rental has fenced front and rear lawns where kids can run around safely. At the back, there is also a saltwater pool and spa. Note, however, that the saltwater pool and spa are closed between October 15 and May.
Top guest reviews
Amenities & Room:
the beds are comfortable kitchen is well equipped and plenty of chairs and other items for useCleanliness:
the house was very clean and updatedthe house was exactly as described very clean and perfect for our young familygreat house very clean and upscale pool and hot tub were amazingthe house was so clean it felt as if we were the first people to stay thereHost:
mike was an excellent hostmike was an amazing host- super accommodating and helpfulmike was very responsive and helpful when we had questionsRead more reviewsLocation:
i highly recommend this location when visiting the islandthe location is amazing on a quiet cul de sacprivate quiet location but also close to town and a number of the great amenities on the islandgreat location super nice neighbors- all around amazing place
10. Four-bedroom house with gorgeous landscaping (from USD 1321)
This tastefully decorated four-bedroom house will make you feel right at home during your stay in a tranquil neighborhood on the island. The first floor contains a living room, dining area, four-and-a-half bathrooms, and all the bedrooms. On the lower level is a second living room, plus a generous outdoor space surrounded by gorgeous landscaping.
This property also has a swimming pool. When you stay here, you can have a refreshing dip in the swimming pool and enjoy a breath of fresh air.
Top guest reviews
Amenities & Room:
stunning pool with comfy lounge chairs and umbrellathe pool adds a nice touch to this beautiful landscaped propertyHost:
lisa was a fantastic host and the house is absolutely beautifulamazing property with an excellent host i highly recommend staying here if you’re planning on visiting nantucketRead more reviewsLocation:
perfect house ideal location (i
Admire Nantucket’s breathtaking scenery
Nantucket is inarguably one of the most beautiful destinations in the US, thanks to its unrivaled outdoor scenery. Ensure that you get to maximize your trip and check out these top Airbnbs with pool in Nantucket, Massachusetts.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to