The 12 Best Airbnbs In Nantucket, Massachusetts

October 11, 2020
nantucket" class="img-responsive wp-image-731235 wp-post-image" alt="" />
At Yore Oyster, we strive to help you make wise financial decisions. We're committed to giving you the most relevant, actionable advice anywhere.

If you’re looking for the best Airbnbs in Nantucket, you’ve come to the right place. We combed through thousands of Airbnb listings in Nantucket and the surrounding area to find the homes with the best amenities and the most positive reviews at the lowest prices.

#1 Eastbound

12 Guests | 5 Bedrooms | 5 Bathrooms

Book Now: $2,640 per night,

Do yourself a favour and book away this Nantucket retreat comprising 5 bedrooms and spacious living quarters for a large group of 12 family or friends. 4 miles to the airport, even lesser to the ferry terminal, and within walking distance to the Whaling Museum, lighthouses and beaches, you’re in for a hearty treat at this fully-stocked, well-maintained villa full of fresh ocean breezes.

Here’s the property description from Airbnb:

“Ideal for a group or family vacation, this is an idyllic, spacious house replete with colonial flavor and set among Nantucket’s historic streets. Boasting a cheery fireplace, chandelier, and ample dining space, fresh Atlantic air flows over the tended, landscaped garden, complete with flower beds and pool. Numerous museums, sandy beaches, quaint streets and tempting eateries are a short walk away.”


Saltwater pool | BBQ grill | Sun loungers | Hot tub | Gas fireplace | Sound system | Kitchen | Wifi | Washer | Dryer | Espresso machine | Garage parking

#2 Three Old Farm

14 Guests | 6 Bedrooms | 6 Bathrooms

Book Now: $4,290 per night,

Craving a quaint vacation home in Nantucket that is minutes from a handful of beaches to explore? We’ve got you covered with this shingle-walled cottage featuring 6 impressive bedrooms, five of which come with a king bed and ensuite bath, with a dedicated media room and office, indoor fireplace, a pool area with great loungers, and a fully-loaded kitchen with breakfast bar and a dining area for ten. A great pick for a relaxing vacation with a large group of friends, or for two families travelling together.

Here’s the property description from Airbnb:

“Beach roses perfume the pool and garden at this modern-classic Nantucket home. Newly built but traditionally inspired, the villa charms with shingle walls and multi-paned windows, while nautical stripes and coral prints are subtle nods to the sea. It’s a short drive from the museums, lighthouse, and laid-back restaurants in town.”


Pool | Alfresco shower | Hot tub | Fire pit | BBQ grill | Pool house | Dining area | Gas fireplace | Wet bar | Office | Media room | Kitchen

#3 Hilltop Estate

10 Guests | 6 Bedrooms | 4 Bathrooms

Book Now: $3,800 per night,

Hilltop Estate, located in a rural setting off the Polpis Road, offers serene seclusion and privacy for a large group of couples or small families looking for a relaxing time out in the peripheries of Nantucket. A trio of rustic façade, modern interior properties – a main villa, a guest home, and a cottage – where you’ll find lush trimmed gardens, an infinity pool with heating, Alfresco dining for a large group, complimentary bikes, modern white furnishings, and a tonne of fun for the whole group!

Here’s the property description from Airbnb:

“This exceptional collection of homes offers seclusion and serenity in the Nantucket hinterland. Designed by the renowned Lyman Perry, a trio of houses evoke the island’s colonial splendor with sloped porches, stark pillars and radial windows. Grand social rooms, open kitchens and fine bathrooms are bathed in light. Downtown Nantucket, outdoor recreation and tempting food and drink are all nearby.”


Infinity pool | Alfresco shower | Sun loungers | Bicycle | TV | Gas fireplace | Kitchen | Wine cooler | Wifi | Air conditioning | Heating | Washer

#4 Monomoy Oasis

12 Guests | 6 Bedrooms | 5 Bathrooms

Book Now: $2,000 per night,

An awesome locality for special occasions and auspicious events, you’ll love celebrating that 30th birthday or the much-awaited promotion party at a quaintly-modern villa with sleeping quarters for six and living areas for a whole lot more. Featuring a well-equipped kitchen with breakfast bar and dining for eight, a Sonos sound system for the high-bass music, a wet bar for the evening indulgences, a media room to make every night a movie night, you’re sure to have a blast here!

Here’s the property description from Airbnb:

“Fabulous family retreat! Relax at this oasis in this sought after Monomoy location, featuring a four bedroom main house, one bedroom cottage and private pool. All set on a lovely, manicured, one acre+ lot. Enter into an open foyer/sitting area with two bedrooms and en-suite full baths on the right and laundry room and bedroom with full en-suite bath to the left.”


Alfresco shower | Rooftop | Dining area | Ping pong table | Wet bar | Media room | Sonos sound system | Kitchen | Wifi | Washer | Dryer | Driveway parking

#5 Luxury Cisco Cottage Abutting Nature Preserve

4 Guests | 1 Bedrooms | 1 Bathrooms

Book Now: $600 per night,

Nestled amongst the pines with a mud road leading up to it, this rural Nantucket cottage for couples or a small family of three to four comes with four complimentary bikes for guest use, which you can pedal away to the neighbouring farms, breweries and sanctuaries. Come home to a cozy fireplace or the dedicated mudroom, and wrap off evenings barbecuing on the spacious outer deck with comfy sofas.

Here’s the property description from Airbnb:

“Situated on three acres of pristine wilderness and abutting a nature preserve, this home is the perfect island escape for any season. The Cisco area of the island has become known as the place to be. The stunning beaches of Nantucket’s south shore are just over a mile up the road. Enjoy a short walk down the bike path to 167 Raw’s Fish Market & Food Truck as well as Cisco Brewers.”


Wifi | Indoor fireplace | Air conditioning | TV | Iron | Washer | Heating | Dryer | Essentials | Beach essentials | Hot water | Laptop-friendly workspace

Guest Reviews

“We were looking for a relaxing, drive-able beach getaway from NYC, for a week in August. We found Jesse and Daniela’s place in Nantucket and it was perfect.” – Diana & Tom
“Beautiful home, unbelievable host very responsive. Highly recommend this rental to anyone considering!” – Tom
“Loved the place, interior space is well distributed and the interior design is well thought out – loved the outdoor dinning area with an option of charcoal or gas grilling. Will definitely stay again!” – Juan
“Really went above and beyond with designing the interior, really modern and unique. Great hosts, very quick in their responses. Went to their market down the street at 167Raw which was awesome.” – Stephen
“Wow. The house is absolutely stunning! The house is set in beautiful grounds, surrounded by lush grass and trees.” – John

#6 Updated Nantucket Cottage With Private Yard

3 Guests | 1 Bedrooms | 1 Bathrooms

Book Now: $280 per night,

Visit the Whaling Museum from a modern couple’s cottage in the heart of the historic Nantucket town, located streets down from many bars, restaurants, and trails. If you’re the type to enjoy taking in the fresh sea-breeze all day, head off to the calm waters of Francis Street Beach right on the edge of downtown.

Here’s the property description from Airbnb:

“Updated cottage walkable to town with quintessential Nantucket charm. Enter through the mature hedges to your Nantucket oasis- a private, quaint yard and a patio. Upon entering the cottage, you will notice the vaulted ceilings, updated kitchen and bath, large living room and bedroom, and modern beach chic furnishings.”


Beach essentials | Iron | Dryer | Hot water | Air conditioning | Essentials | TV | Heating | Washer | Wifi | Bathtub | Single level home

Guest Reviews

“The Pipe Dream Cottage was everything we thought it would be and more! It truly is a little cottage with a perfect location to both town and beaches. My wife and I stayed here and were able to walk into town, have morning runs to Surfside Beach (about 2.” – John
“A simply wonderful comfortable stay in this cute and sophisticated nestled unit! It’s perfect!” – Shan
“Alison was an amazing host. We enjoyed the cottage and it’s close proximity to town. Would definitely recommend and will be planning futures stays at this cottage.” – Ernie
“Alison was a wonderful hostess! Her home is quintessentially Nantucket and is the perfect getaway. Walking distance to the center of town and close to all the amazing shops and restaurants.” – Sara
“Alison’s place is magical! I first started spending summers on Nantucket back in college in 1978. I’ve visited the island many times over the past 42 years.” – Laurie
Let’s Cut The Crap

The Best Airbnbs In 5 Minutes Or Less

Stop wasting time searching for the best Airbnbs. Our “10 Or Less” strategy will show you the unique search method we use to find the top Airbnbs in any city in under 5 minutes—guaranteed. Sign up for instant access.

#7 Bright And Stylish 2-Bedroom Apartment With Deck And Grill

5 Guests | 2 Bedrooms | 1 Bathrooms

Book Now: $460 per night,

Perfect stay for young families in the affluent suburbs of Nantucket, you’ll be a mile and a half from the bustling streets of downtown, with easy access by the local buses down the road or one of the many bike rental options. Prep your own meals to keep the family well-fed during your stay or try out the vibrant culinary scene around you, and make good use of your dedicated deck with grill for some yummy barbecues.

Here’s the property description from Airbnb:

“Newly renovated 2BD, 1BT first floor apartment in convenient mid island area that is great for a family or small group of friends. Great living area with a couch, sleeping sofa(twin size), TV. Dining table and chairs, laundry W/D, fully equipped kitchen(fridge/freeze, oven, microwave, coffeemaker, toaster), A/C. Could sleep up to 5 people.”


Cable TV | Air conditioning | Wifi | Essentials | TV | Heating | Dryer | Hot water | Iron | Washer | Pack ’n Play/travel crib | Free parking on premises

Guest Reviews

“A fantastic stay! Beautifully renovated home perfect for our vacation! The hosts were amazing and very quick to communicate.” – Sarah
“Elena was wonderful and the house was absolutely beautiful. Elena was always very quick at responding since the moment I booked and throughout our stay. She was also very accommodating and understanding.” – Melanie
“Fantastic location for those who love Surfside Beach (we think the best beach on Nantucket if you like surf! ) and town as it’s equidistant between both. We didn’t bring a car and didn’t need one as everything was biking distance.” – Marisa
“We had a really lovely stay. The place is accurate to what’s in the photos. Kitchen and bathroom look new/recently updated.” – Kathleen
“Elena was an excellent host and quickly responded to any questions I had. The house was beautiful, clean and had a nice open lay out. Everything we needed we had- towels, beach chairs, a cooler – made the trip more efficient and enjoyable.” – Ashley

#8 Cute & Peaceful Nantucket Home

6 Guests | 2 Bedrooms | 1 Bathrooms

Book Now: $360 per night,

Book a personal 2-bedroom vacation home for that awesome Nantucket trip you’ve been planning for a long time with a group of friends! Go down the stone-cobbled pathway into the lush garden for morning walks, and spend evenings lunching at the back porch. Inside, you’ll find a spacious kitchen and living area with full access to a plethora of entertainment for that dreamy, lazy vacation.

Here’s the property description from Airbnb:

“This peaceful & cute 2 bedroom Nantucket cottage rental (sleeps 4 but can fit up to 6 with our comfy couch). Spacious living room, large kitchen with separate eating area and breakfast bar. Enjoy nights out on the front deck (covered) & dine up to 8 people on the back porch. Great neighborhood & perfect atmosphere and setting for catching up with friends and family and making new memories.”


Heating | Iron | Hot water | Washer | TV | Wifi | Air conditioning | Essentials | Laptop-friendly workspace | Dryer | Free street parking | Free parking on premises

Guest Reviews

“Very cute house and the hosts are awesome. Very quick to respond and make sure we were comfortable and had everything we needed. Love the outdoor seating areas and fire pit.” – Rusty
“As far as hosts go, it doesn’t get any better than Laura and Chris. They are so welcoming and responsive. The house is nicer in person than the photos in my opinion.” – Rachel
“Great place! Described perfectly. Owners live next door and provided the perfect amount of hospitality and privacy!” – Shellie
“Such a cute home!!! Loved the front porch swing, perfect morning coffee spot! Gorgeous flower boxes and hydrangeas, classic Nantucket.” – Tracey
“Lovely home and lovely hosts” – Patricia

#9 Hydrangea Cottage

6 Guests | 3 Bedrooms | 2 Bathrooms

Book Now: $200 per night,

Wonderful for a beachy holiday with a group of friends, you’ll be away from the hustles of town in a quiet, secluded neighbourhood right by the beach. Come home to relaxing outdoor showers, hang out in the relaxing backyard with birds chirping all around you, and get a good night’s sleep in the comfy sleeping quarters for six.

Here’s the property description from Airbnb:

“Hydrangea Cottage is the Nantucket home you thought no longer existed. A beach house with rustic charm, a short walk to a magnificent beach, it is perfect for couples and families alike. The house was built in the early 1970s by artists and still has an artsy feel, with paintings on many walls. Bike paths and the public shuttle bus are nearby and the Nantucket town is only 3 miles away.”


Cable TV | Wifi | Essentials | Iron | Hot water | Laptop-friendly workspace | Washer | TV | Heating | Dryer | High chair | Bathtub

Guest Reviews

“A perfect beach cottage with everything you need for a comfortable and casual week at Surfside.” – Adam C.
“The Hydrangea cottage was the perfect place for our group to stay! Couldn’t have been any better!” – Karyn
“My family had the most amazing vacation at the cottage! The cottage itself is secluded and private. It was spotless, cozy, and full of thoughtful touches.” – Taryn
“Diana’s place was great! So close to the beach yet secluded, we were here during the storm so she accommodated us well!” – Hamid
“Hydrangea Cottage will not disappoint. We enjoyed a wonderful five day stay at the cottage – so charming, comfortable and quiet. Even the weather was on our side and never lived up to the gloomy forecasts.” – Judith

#10 Fabulously Funky Beach House

6 Guests | 4 Bedrooms | 2 Bathrooms

Book Now: $800 per night,

Rent your bikes and explore the lesser-treaded paths in the south-west of Nantucket, from an elusive fishing village home featuring four bedrooms. Ideal for a pair of couples or two small families of three travelling together, you’ll be well fed at the in-house kitchen with a breakfast bar, with colourful furniture and a beautiful lounge area where you can sit together in the evenings and watch your favourite content on the large Roku-enabled TV.

Here’s the property description from Airbnb:

“Enjoy famous Madaket sunsets at their best from my lovely beach house, Rock Lobster. Set on an acre, this two story house with finished basement has all you need for an amazing holiday on one of a kind island Nantucket. This is an informal and fun space that is suitable for families or for groups of friends. You have full run of the house, including the outdoor shower and the washer and dryer facilities in the basement.”


TV | Heating | Cable TV | Laptop-friendly workspace | Washer | Air conditioning | Iron | Essentials | Beach essentials | Hot water | Dryer | Wifi

Guest Reviews

“Colleen’s Nantucket home is an absolute treasure. Close to Madaket beach and Millie’s, it’s a great place to be on the island. We will definitely be back!” – Victoria
“Colleen is a very gracious host and her house is lovely and very comfortable, with great outdoor space. Nantucket is so beautiful- we had a wonderful first visit to the island with Colleen’s house as our home base.” – Joanne
“Great home in a great neighborhood! Colleen was very quick to respond to messages, the home was as described and we felt completely relaxed and at home at the Rock Lobster!” – Louise
“Really enjoyed our stay, particularly the outside shower!” – Steve
“Amazing location! Highly recommend!” – Arienne

#11 Nest – A 1747 Home In Nantucket

6 Guests | 3 Bedrooms | 3 Bathrooms

Book Now: $970 per night,

If you’re one with a knack for nostalgia and vintage living, this is the home for you right in the heart of Nantucket! Ideal for families of five to six, you’ll be living in a place full of modern amenities but with that zeitgeist of early colonial America. You won’t be able to help but contemplate the exposed timber beams as you put your head down on the bed after an adventurous day out.

Here’s the property description from Airbnb:

“This charming home is close to coveted restaurants and boutiques, family-friendly activities, and a short walking distance to Nantucket town. Built in 1747 and featured on the Nantucket Historical Association, the house was entirely remodeled yet still holds the nostalgia of old world seafaring charm.”


Washer | Air conditioning | TV | Essentials | Indoor fireplace | Iron | Dryer | Heating | Wifi | Free parking on premises | Kitchen | Hangers

Guest Reviews

“Fabulous house, close to town and my kids favorite-the duck pond!” – Katie
“This home is gorgeously decorated and every last detail thought of. A wonderful centrally located home to stay in with a gracious garden and short stroll into town. Everything is clean, neat and well thought out making for a wonderful stay in Nantucket.” – Carrill
“A lovely home with a beautiful patio. Very comfortable throughout with great appliances and other conveniences.” – Heidi
“Our host was incredibly hospitable and communicative. The Nest is beautiful, clean and in a great location – we hope to return next summer!” – Sabrina
“Such a wonderful, cozy home!! The house is so well maintained, clean and updated. The kitchen had everything we needed and more!” – Katie

#12 Elegant And Private In-Town Home

8 Guests | 4 Bedrooms | 3 Bathrooms

Book Now: $1,340 per night,

Have fun at an elusive retreat for four couples or two families celebrating an impressive Nantucket vacation with modern indoor furnishings and a rustic outdoor. Sit together in the patio making plans for the day as the spicy aroma of tender grilled beef fills the air with charming allure, and head out to many of the upscale bars or traditional outlets in town.

Here’s the property description from Airbnb:

“Walk down a private brick and cobblestone drive to reach this beautiful in-town home. It has all the conveniences of a first-class resort & is a five minute walk to shops and restaurants on Main Street. This large home sleeps 8-10. No pets allowed.”


Beach essentials | Wifi | Iron | Washer | Cable TV | Essentials | Heating | TV | Laptop-friendly workspace | Hot water | Dryer | Indoor fireplace

Guest Reviews

“Our stay was wonderful and Candice was a very accommodating host. The house was extremely clean and in an excellent location on a quiet street but also close to town.” – Brendan
“Absolutely outstanding and stunning. Right near everything and we had a lovely time. I can’t recommend Candice and her home enough.” – Kyle
“My family and I had the most amazing stay at Candice’s house in Nantucket. The house itself is absolutely beautiful and even better than the pictures.” – Adriana
“Candice and her husband were very accommodating and great hosts; the house was a great place for 8 to stay comfortably, with an ideal layout for cooking, light entertaining, a fantastic patio for BBQ and incredible views from the roof deck.” – Ryan
“Candy accommodated both an early arrival and a late departure at the last minute in each case. She lives nearby and was available in an instance where we needed something and was quickly responsive by phone and email.” – Paul
Straight To Your Inbox

Airbnbs Of The Week

A weekly digest of the most spectacular new Airbnbs around the world - all for $150/night or less. Every Friday.