Do you want to spend your vacation in one of the most popular summer destinations? If you do, then you must head towards Nantucket Island, which is the best island in the world according to National Geographic. Take a respite from the fast pace of life and visit this picture-perfect stop with white sandy beaches, lighthouses and lots of activities such as fishing, surfing and swimming. While here, visit various places of interest such as Brant Point Lighthouse, The Museum of African American History and Épernay Wine & Spirits. Make your vacation even more relaxing by opting to stay at one of the best vacation rentals with private pool in Nantucket, Massachusetts. Read on to find out more about these wonderful accommodations where you can stay.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Luxurious home near attractions (from USD 4000)
Treat yourself to a stay in this beautiful property with white-coloured buildings and a sapphire blue pool with a spa. You can go for a splash in its heated waters or opt to lie on a sunbed on the stone-paved terrace. During chilly evenings, you can gather around the outdoor gas fire pit and enjoy a drink from the wet bar with a Sub-Zero wine storage. You can also stay inside and use the flat-screen TV with a Sonos sound system.
The property comes with a fully equipped kitchen with state of art appliances as well.
Top guest reviews
Amenities & Room:
pool was amazing as was the hot tubCleanliness:
super clean and comfortable beds is every room including the cottageit was spotless and they took extra care around check-in and check-out to ensure safety during covidhouse matched photos and was gorgeous clean and openHost:
the property manager was extremely accommodating and graciousthe property manager was extremely responsive and very easy to work withRead more reviewsLocation:
such a great location being a corner houseperfect location the bikes on the property were very handyhonestly this place is the perfect place to stay in nantucketgreat location near town very nice pool and plenty of space for adults and children alikegreat place to stay for a large family gatherings
2. Spacious home with cabana (from USD 2417)
Spend a few days unwinding in a home which comes with an outdoor, inground pool with heating facilities. The property also houses a natural shiplap cabana that sleeps two people and is equipped with a wet bar, a full bathroom and black-out shades. The accommodation also comes with a huge living area with a smart TV so you can spend your downtime lounging on comfy leather couches while catching up on shows.
As for meals, the property has a state-of-the-art kitchen and a dining room big enough to fit 10 people.
3. Beautiful home in village (from USD 1100)
This charming Beach Plum Village home is ideal for big groups or families of up to 12 people travelling together. The vacation rental comes with a brand new heated pool that is 23 ft (7 m) deep. After a swim, you can head towards the outdoor shower before lounging on the patio furniture and enjoying grilled delights.
Relax in the centrally air-conditioned rooms and enjoy resort-style amenities along with an upgraded WiFi connection. The home also has a well-equipped kitchen for your use.
Top guest reviews
Host:
they owners were highly conscientious and responsive to any request and seemed very warmbeautiful house and excellent location the owner was so helpful and easily accessibleRead more reviewsLocation:
wonderful location - able to walk and enjoy the beauty of nantucket in the fallthe location is perfect – a short bike ride to both the beautiful surfside beach and into towngreat location and beautiful home that is perfect for a family or group
4. Amazing property with large private yard (from USD 1500)
Delight in staying at this vacation rental with contemporary decor. It offers spacious accommodation located in the midst of an exquisitely landscaped garden. The property comes with a saltwater pool where you can relax or splash around. You can also lie down on one of the chaise lounge chairs by the pool. If you have children travelling with you, they will be thrilled by the pool toys or lawn games that they can play with.
The house also has several exciting and convenient amenities to enhance your sea experience, from beach chairs to beach cruisers.
Top guest reviews
Amenities & Room:
pools and backyard was greatpool and backyard terrificthe outdoor space and pool was awesomebeautiful house with plenty of room for our groupthe pool area is beautifulCleanliness:
house was clean and more than comfortablethe house was large clean and very accommodatingthe house is bright and cleanHost:
the owner has thought of everything in order to make your stay extra specialshe was extremely responsive and willing to work with our groupmeg was accommodating and very responsivemeg was responsive to all inquiriesmeg is very responsive and helpful and responded to our needs quicklyRead more reviewsLocation:
we loved this property it was close to everything we needed and a very short trip to towngreat bunk room for my teenager and great location near town and cisco
5. Forever 'n Nevers (from USD 1800)
Feel elated with a stay at Forever ‘n Nevers, a beautiful home with an upside-down floor plan. The accommodation has an enchanting view of the ocean and the moor, giving you a sense of peace. You will be able to enjoy this tranquil ambience by relaxing in the heated saltwater pool with a spa.
Unwind in the centrally air-conditioned rooms and living room and opt to play some music on the Sonos music speakers. You can also catch a show or a movie on the Samsung smart TV with a Bose soundbar.
Top guest reviews
Amenities & Room:
a very comfortable house with a spectacular back yard garden and pool areacomfortable with great outdoor space and a poolthe exterior space allows for full enjoyment of this peaceful side of the island with a beautiful poolCleanliness:
the house was very clean and very comfortablethe house was well equipped and very clean with plenty of spacethe house was beautifully appointed modern and spotlessly cleanwe had a fantastic week on island at this property the house was spotless and impeccably maintainedHost:
highly recommend renting the owners jeepthe owner is wonderful and handled any and all questionsowners are responsive and helpfulthanks to our host and hostessthe owners are incredibly responsive and obviously care deeply about both their house and their visitors experienceRead more reviewsLocation:
the location was wonderful and only a 5 minute walk to the beachwonderful beach house in a great location
6. Surfside Sweetheart on Lovers Lane (from USD 1600)
Make your vacation more relaxing by staying at the Surfside Sweetheart on Lovers Lane. The accommodation comes with a swimming pool and a hot tub, providing options for relaxation. The pool area also comes with toys, loungers and towels for your convenience.
The house is large enough to accommodate a group of 11 people. Here, you will be able to start your morning admiring the sunrise from the covered front porch. There’s also a south-facing deck overlooking the lawn and pool. Make use of the outdoor grill to make delicious food for enjoying with family or friends.
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
7. Stunning modern cottage with pool and ocean views (from USD 800)
For nature lovers, book this accommodation that is surrounded by lush greenery and has a spectacular view of the azure sea. To add to your pleasure, the stunning beach cottage comes with a pool, giving you the option to enjoy the water either from the shore or in a more private setting. From the property, you can walk down a private path through the trees to reach the pristine beach.
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
8. Rustic home with pool and hot tub (from USD 486)
Get away from your busy life and take a respite in this rustic home located 1 mi (1.6 km) from downtown Nantucket. The property is in close vicinity to several beaches and will delight you with its private heated pool. The place also had an outdoor shower as well as a hot hub, so you will have enough options for relaxation. Apart from these, the house comes with huge front and back yards and boasts a sun deck for you to relax on lounge chairs under an umbrella.
Evenings in this house can be spent on the patio enjoying grilled dishes.
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
9. Tucked Away (from USD 500)
If you are planning to go on a vacation to Nantucket, Tucked Away is an excellent option for accommodation. This rental is located on the borders of Miacomet Golf Course. The property has an expansive lawn both in front and at the back, making it ideal for playing with family and friends. While staying at this place, you will also be able to use the heated pool with a spa. However, do note that the pool is closed from October 15th to May 1st.
Additionally, if you want to whip up some homemade meals, the place also comes with a kitchen.
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. Three Old Farm (from USD 6000)
Enjoy your holiday by staying at Three Old Farm, a traditionally inspired villa. The charming home has multi-paned windows, shingle walls and decor featuring coral prints and nautical stripes. It also comes with a fully equipped kitchen. You can spend your days lazing on a lounger beside the pool or go for a soak in the hot tub.
You can also opt to relax inside the pool cabana or dip in the heated water. Alternatively, spend some time in the garden while relishing meals in the alfresco dining area.
Visit Nantucket Island, a peaceful destination
The beautiful island of Nantucket with its stunning beaches is the perfect destination for a relaxing vacation. Bring a bike and explore the area at a slow pace or revel in luxury while staying at one of the best vacation rentals with a private 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