Guesthouse vacation rentals in Nantucket County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Nantucket County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Superhost

Guesthouse in Falmouth

4.88 out of 5 average rating, 154 reviews

Quaint Cape Cod Cottage

Quaint cottage on Cape Cod, perfect for a last minute getaway. Amazing location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within WALKING DISTANCE! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.

Sep 10 – 17

G$74,716 GYD per night

Guest favorite

Guesthouse in Edgartown

5.0 out of 5 average rating, 10 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

The Big Chill is close to the buses, grocery stores, fish markets, Morning Glory Farm, the beautiful beaches and the center of Edgartown. You’ll love it.. its cozy, has A/C, you'll love the high ceilings on the second floor and the location! The BIG CHILL has a full bath indoors and a fully enclosed outdoor shower steps from the door. Great for couples, solo adventurers, and business travelers….a bike ride to town. If you need a bigger house, check out Sandy Feet Retreat for 5-10 guests.

Apr 9 – 16

G$70,620 GYD per night

Superhost

Guesthouse in Tisbury

4.89 out of 5 average rating, 92 reviews

Martha's Vineyard Studio Cottage, walk to Lagoon!

This is a studio, guest cottage on a quiet woodland property, 1/4 mile from the main road (Edgartown/Vineyard Haven Road) and VTA bus service. A short walk to the Lagoon (5 min), Vineyard Haven (shopping, ferries), The Manuel F. Correllus State Forest (bike path), The YMCA of MV (day passes avail), The MVRH Performing Arts Center (concerts/performances), 10 minute drive to local beaches (Bend-In-The-Road Beach, Oak Bluffs / Joseph Sylvia State Beach, Edgartown / Beach Road, Vineyard Haven).

Aug 27 – Sep 3

G$49,201 GYD per night

Guest favorite

Guesthouse in West Tisbury

5.0 out of 5 average rating, 23 reviews

Vineyard Meadow Artist Studio

This lovely artist's studio is just steps from miles of trails. Walk to the beach or meander through the woods of Long Point Wildlife Refuge, experiencing the serenity of this still untouched corner of Martha's Vineyard. This studio includes a bathroom with a shower, a washer/dryer and a kitchenette. It is the perfect spot for a lone artist, a couple or a family to enjoy Martha's Vineyard any time of year. This property shares the driveway and parking with Vineyard Meadows Writer's Cottage.

Sep 23 – 30

G$60,248 GYD per night

Superhost

Guesthouse in Nantucket

4.88 out of 5 average rating, 110 reviews

LOVELY 1BD, 1BT Studio with backyard & BBQ

SUNRISE-Recently renovated 1BD, 1BT Studio with backyard and BBQ. It's a separate dwelling behind the main house( that has been rented too).Sleeps up to 4 people. With kitchenette, window units A/C, Wifi, parking on the driveway for 1 car. 1min away from bike path.Walking distance to coffee shop, bike rental shop, play ground. Easy access to town and beaches.Guests can get around by bus(The WAVE stop is right on the corner),bike, uber/taxi. Beach chairs and towels,umbrella&linens provided

Jul 10 – 17

G$135,345 GYD per night

Guest favorite

Guesthouse in Nantucket

4.97 out of 5 average rating, 63 reviews

Entire rental unit• Adorable second floor 2BD, 2BT

Freshly renovated, well designed, and adorable 2BD, 2BT space located in the mid island area of Nantucket. Great for family or a small group of friends. Up to 4 people could sleep there. One queen bed with a TV and its own bathroom. Closet that includes a baby crib. Another BD with two twin beds and a closet. Kitchen includes a couch, dining table, 2 fridges, and a sink. Also includes a coffee maker, toaster, oven, and utensils. Beach towels, chairs, and an umbrella are provided as well.

Mar 25 – Apr 1

G$103,816 GYD per night

Guest favorite

Guesthouse in Chilmark

4.98 out of 5 average rating, 198 reviews

Beautiful Guest House in Chilmark

This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom in addition to a private outdoor shower. A small kitchen features butcher block countertops, a stainless steel sink, refrigerator and electric stove. Central air conditioning + heat make it the perfect getaway for all seasons.

Oct 29 – Nov 5

G$75,577 GYD per night

Guest favorite

Guesthouse in Nantucket

4.93 out of 5 average rating, 76 reviews

In-Town Private Cottage w/ parking

5-min. walk to Town, w/ parking. Upstairs bedroom w/ 2 twin beds, queen pull-out couch in main living area w/TV. Bathroom w/ shower. Small kitchen area w/ fridge, microwave, coffee pot, sink (no stove). Enclosed outdoor shower, all linens, bath towels, beach towels, beach chairs and cooler. Heat/AC/Wi-Fi. PLEASE NOTE: All rentals beginning after July 1, 2019 are subject to new state and local taxes of 11.7% on total rental, collected separately by airbnb after the booking.

Sep 11 – 18

G$153,612 GYD per night

Guest favorite

Guesthouse in Oak Bluffs

5.0 out of 5 average rating, 48 reviews

Coastal Bungalow

Discover this newly renovated property located just minutes from downtown on the Lagoon. The rental sits separately behind the main house in what once held a media room, lovingly converted to an open concept guest suite with queen bed, kitchenette, bath, and living space with convertible sleeper sofa. USB charging bedside lamps are some of the amenities offered. Accommodates 2 guests and possible 1-2 children. Private beach access on the Lagoon and 5 minutes from town.

May 6 – 13

G$95,890 GYD per night

Guest favorite

Guesthouse in West Tisbury

5.0 out of 5 average rating, 51 reviews

Country cottage walk to Alley's General Store

This sunlit summery cottage is in a very quiet, private and pastoral setting, situated 100 feet from the small Tiasquam River, with many birds chirping in the abundant vegetation and trees nearby. Because of the river's proximity, the cottage has a Composting Toilet. My wife and I live on the property uphill from the cottage. The property is in the countryside but a 5 minute walk to the local town center.

Jun 12 – 19

G$49,176 GYD per night

Guest favorite

Guesthouse in Nantucket

4.96 out of 5 average rating, 50 reviews

Bright and Airy 2 Bedroom Guest Cottage

Our unique place has a style all of its own. Freshly built in 2021 and only moments away from the beach, our guest cottage is located in Madaket. Enjoy being right off the bike path, across the street from the harbor and a healthy walk to Millies restaurant. If you are lucky, you will experience one of Madaket's famous sunsets!

Aug 7 – 14

G$189,998 GYD per night

Guest favorite

Guesthouse in Nantucket

4.94 out of 5 average rating, 66 reviews

Ideally located in Town, 2 blocks from water

Sunny and bright, like new, 2 story guest cottage off quiet street in town near harbor. Spacious master suite with king bed, large bath, laundry. Kitchen/living downstairs. Beach chairs and towels. Outdoor shower. Private garden patio with cafe table and 2 chairs. Parking for one car is available at an extra charge of $75/day.

Nov 25 – Dec 2

G$153,925 GYD per night