Nantucket, Massachusetts, a remnant of the last Ice Age, is a New England jewel with a rich maritime legacy. Once the world’s whaling epicentre, today’s visitors are lured by its pristine beaches, the captivating Whaling Museum and the historic Sankaty Head Lighthouse. Wandering its cobblestone streets reveals colonial architecture, while Siasconset offers a glimpse of old-world charm. Adventure seekers can bike the island’s scenic trails, while gourmands indulge in fresh seafood at sophisticated eateries. Another must-visit is Jethro Coffin House, the oldest residence on the island and the bustling Nantucket Historic District.
With such an impressive abundance of attractions to cover, a short vacation in Nantucket simply won’t do. But don’t worry, we’ve got you covered, Keep reading to discover the best monthly rentals in Nantucket, Massachusetts, and book a stay.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Large house for big groups (from USD 1197)
Built in 2013, this exquisite residence offers both luxury and convenience. It features spacious bedrooms and lavish bathrooms equipped with jetted bathtubs, making it a perfect haven for large groups. Situated just a relaxed three-block walk from the scenic harbour, it is also a stone’s throw away from Nantucket’s Main Street, restaurants and grocery stores.
Tailored for prolonged stays, the rental is furnished with everything you might need. The kitchen boasts amenities such as a dishwasher and a coffee maker. Additionally, a handy laundry unit is available for guests.
Pet lovers will appreciate the host’s allowance to bring along one dog. The cherry on top? Secure a substantial discount when booking for a span of 30 days or more.
2. Stunning cottage close to Surfside Beach (from USD 579)
With an enticing discount on stays for at least a month, this lovely cottage in Nantucket is the perfect base for a small family. The house is a stone’s throw away from Nantucket’s famous Surfside Beach, which makes it ideal for travellers who love to ride the waves. It’s also great for anglers keen on fishing - just make sure you get a state license.
With large French windows, the cottage’s interior is bathed in ample natural light during the daytime. The decor inside is cute and island chic. It is equipped with air-conditioning and Wi-Fi. There’s also a fully functional kitchen where you can quickly cook all your meals.
There’s abundant greenery that surrounds the cottage. Plus, the area is excellent for biking, so consider renting a bike from one of the nearby bike rentals and hop on to explore the area.
Top guest reviews
Amenities & Room:
their cottage is so cozy bright and absolutely charmingwe loved the cottage which was stocked with everything you need for a comfortable week awaythis cozy cottage was a peaceful sanctuary for a quiet getaway with my grandmotherfabulous nantucket cottage extremely comfortable spacious and had all of the necessitiesCleanliness:
very clean & easy to get around by bikethe cottage was clean private and adorable on the insideit's a very bright and clean space that worked great for our 1 week staythe place was so clean and bigger than we expectedthe guest cottage is clean private well stocked and in a great location on the islandHost:
lia was super responsive to our questions and was an awesome host overalllia was very responsive and accommodative to all of our requeststhey were responsive and made sure we had everything we neededexcellent in all aspects and hosts were very hospitablelia was helpful and very accommodating throughout our stay which made for a very pleasant and welcoming experienceRead more reviewsLocation:
great location we’ll definitely be backthe house is super nice and the location is greatgreat little cottage in a perfect location on the surfside bike paththe location on surfside road is greatthe location is perfect- a quick bike ride to surfside beach & town among other attractions
Superhost
3. Lush Oasis (from USD 1499)
With elegant furniture, lofty spaces and decadent chandeliers, this house is a statement in style and sophistication. The property is in the heart of Nantucket, so you can easily walk to all the lovely places within the city. But if you’re travelling by car, there are two parking spots on the premises.
The property has a spacious and green lawn where you can take your afternoon strolls or enjoy your morning cuppa. There are also loungers on the lawn and you can also have your meals al fresco. And all of this comes with an attractive discount if you book it for a month.
4. Nevermoor (from USD 3627)
Planning a getaway with loved ones? Seek nothing short of royal splendour. This exquisite estate is the perfect property to indulge in. Spanning three levels, the house offers ample space, ensuring both comfort and privacy for guests. Its interiors exude elegance, furnished with plush furniture and adorned with tasteful artwork.
For those who thrive outdoors, this property won’t disappoint. It’s ensconced in lush greenery, with a stunning swimming pool nestled amidst the foliage – a serene oasis to bond with your family. And for an added touch of relaxation, there’s a hot tub waiting for you.
The generous host also offers two kayaks and multiple bikes, ensuring a wholesome outdoor experience for guests. And the cherry on top? Enjoy a whopping discount when you book for a month or longer.
5. Double-storey house with ample outdoor space (from USD 650)
Situated in the quaint area of Old Madaket, this two-storey house boasts not just architectural charm but a range of amenities tailored for comfort and convenience. From its yard, optimal for leisurely activities such as croquet or enjoying cocktails, to its close proximity to Millie’s, Madaket Beach and the town dock, the location is ideally balanced between quietude and accessibility.
Essential utilities such as high-speed internet, cable TV and air-conditioning are a given. For those looking for outdoor activities, the nearby area offers a plethora of options, from swimming, fishing and sailing to hiking and wildlife viewing. Remarkably, a generous discount is available for guests aiming for an extended retreat.
6. Spacious house in a lovely neighbourhood (from USD 3571)
Situated in the private neighbourhood of Brant Point, this charming vacation retreat was recently remodelled in 2019. It’s a spacious house that’s perfect to gather your entire family for a wholesome vacation. Especially if you’re thinking of an extended stay because there’s a discount on bookings of at least 30 days.
The interior of the house has an elegant homey ambience. It’s a pet-friendly property so you can bring your paw pals along. Outside, there’s a tennis court where you can have a friendly match with your fellow travellers.
7. Sprawling cottage with expansive outdoor space (from USD 857)
This elegant house spans two levels and offers a comfortable space for relaxation. On the ground floor, the open-plan living, kitchen and dining areas create a harmonious flow, perfect for both intimate meals and social gatherings. This level also boasts a versatile bedroom, which can be configured with two twin beds or one king-sized bed, depending on your needs.
Move up to the second floor and enter a spacious master suite, complete with a luxurious bathroom featuring a double shower. And for those who cherish nature’s wonders, the exquisite water views provide an idyllic setting for your vacation.
One of the cottage’s standout features is its outdoor space. A vast, flat grassy backyard promises endless relaxation with its outdoor shower, brick patio seating, hammock and horseshoe pit for playful moments. Secure your spot now and make the most of the enticing discount for extended stays.
8. Well-appointed basement apartment close to Nobadeer Beach (from USD 377)
This apartment offers a tranquil respite for those seeking both convenience and tranquillity. Located close to the central Historic District and an easy jaunt to Nobadeer Beach, this ground-level basement unit is a secluded sanctuary.
Inside, the design is an elegant blend - think European sophistication meeting seaside chic. The apartment doesn’t skimp on essentials either. A fully-furnished kitchen will be ready for your culinary ventures, high-speed Wi-Fi, a convenient outdoor shower and luxurious beds that ensure restful sleep. Perhaps the most enticing offer is the notable discount for guests who plan a 30-day stay or more.
Top guest reviews
Amenities & Room:
the place was beautiful and very comfortable (especially the beds and couch)beds were super comfy we would definitely stay here againthe outdoor patio space was so nice and relaxing and the outdoor shower can’t be beatCleanliness:
great very clean very quiet spothighly recommend this place was clean and well keptthe apartment was clean and comfortable and had everything we neededwe loved this place clean well appointed and friendly hostbeautiful home very spacious and very accomodatingHost:
margaret was the most wonderful hostclaude & margaret were excellent hoststhe hosts were exceptional and made every attempt to make our stay enjoyableclaude was helpful getting us check inquiet neighborhood and great hostsRead more reviewsLocation:
away from the hustle & bustle but easy to get to bus transportation to get aroundclose to the airport easy to come and gowe enjoyed the location being central to what we needed/wanted to dogreat place for two couples bike ride is 20 minutes to townthis loft had everything i needed the location is perfect tranquil space and close ride to town
9. Pet-friendly condo close to downtown (from USD 400)
Location is key, and this condo positions you perfectly. A leisurely stroll will land you in the heart of the town. For those days you just want to kick back, the furnished patio is a perfect spot. Plus, the back porch now offers stunning views of the ocean.
For those working remotely, the condo offers a dedicated workspace and Wi-Fi. An assortment of beach essentials such as towels, an umbrella and snorkelling gear ensure that you have a great time at the beach.
Here’s some great news for travellers planning an extended getaway: A special discount is applied to bookings that span 30 days or more. Lastly, for those who can’t imagine a holiday without their furry friend, the good news is that pets are allowed.
Top guest reviews
Amenities & Room:
plenty of linens and kitchenware smart tv a/c etcbut there's a fan in the bedroom so it was cool in there anywaythe bed was super comfy too i really appreciate the constant communication & help the entire timea side point that may matter to some there’s a great work area in the apartmentCleanliness:
very clean and updated with a comfortable bedthe place was cute and clean and alexis was excellent with communicationclean and fully furnished 1st floor condothe apartment is well appointed clean brand new appliances and tiled bathroom newly renovatedvery nice place clean and convenient locationHost:
alexis was a great host she was always quick to respond and provided great recommendationsthe best part? she was so responsive to us prior and during the stayalexis was a great and very accommodating hostcommunication was great and she was kind enough to give us some recommendationsalexis’s place was perfect for our needs she was quick to respond at all hours and very helpfulRead more reviewsLocation:
beautiful place a perfect distance from townthis was a great location right in the middle of downtown and sparks aveit’s very near a beautiful bike path that’s leads to town and it’s in a very convenient locationgood location 10-15 min walk to center of townlocation is close to town which was great for stroll
10. Beautiful apartment in the mid-island area (from USD 119)
Located in the mid-island area of Nantucket, this tastefully renovated apartment is perfect for families or small groups. The primary bedroom features a plush queen-sized bed complete with a television and an en-suite bathroom. The added bonus is a closet that has a baby crib, ensuring even the littlest traveller feels at home. The secondary bedroom has twin beds, making it flexible for various sleeping arrangements.
Those who prefer the outdoors will appreciate the nearby beach and lake access. And with provisions for beach towels, chairs and an umbrella in the apartment, your beach time is going to be absolutely hassle-free. To sweeten the deal, a generous discount is offered for bookings that span at least 30 days.
Top guest reviews
Amenities & Room:
air conditioning was perfect for the hot summer weatherthere were also nice amenities in each bathroom as well as the kitchenwe loved that there were three beds since there were three girls stayingCleanliness:
super clean and comfortablethe towels and sheets were both very clean and softit is brand new super clean and nicely decoratedtoni’s place was nice and cleanthe place was nice and cleanHost:
toni was a wonderful host and helpful when necessarythey were really nice and helpful highly recommendedtoni is a great host that provides guests with everything they need for a great staymy family of 4 had a great night stay here toni was a great hostwe were fortunate to meet his lovely family who were most kind and helpfulRead more reviewsLocation:
the location was great being close to town and the beachtoni's place in nantucket is greatthe location is wonderful - quiet and outside town but one can walk or bike anywherethis place was great for a quick trip to nantucketplace was perfect for a girls trip to ack
Have a marvellous holiday in Nantucket
When it comes to finding the best monthly rentals in Nantucket, you’ve got a world of options right at your fingertips. From charming cottages to chic condos, there’s something for every taste and budget. So why wait? Book any of the above monthly rentals today and start making unforgettable memories in this picturesque island paradise.
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