Guesthouse vacation rentals in Nantucket County

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Top-rated guesthouse rentals in Nantucket County

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Guest favorite

An outdoor patio with a small wooden table and two folding chairs is situated next to the entrance. A bicycle leans against the wall, and a flower box with blooming plants adds a touch of color. The brick pathway leads to the door of the cottage.

Guesthouse in Nantucket

4.91 out of 5 average rating, 94 reviews

Sweet Dreams Romantic Guest Cottage.....'Sconset

This Cottage is Limited for a Couple !!! Non Smoking-No pets-No Children Check In 3 pm (but you can always leave your luggage earlier) Check Out 10:30 (Luggage may be left to retrieve later) Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, A chair for relaxing or reading. Beach chairs and towels also supplied. The center village & beach 4-minute walk Most likely you can hear the crash of ocean waves nightly Central heat/air Flat Screen TV

Guest favorite

A stony coastline is demonstrated where land meets water, with gentle waves lapping against the rocks. A vibrant sunset casts warm hues across the sky, reflecting on the water's surface. Lush, green grass borders the rocks, adding to the serene atmosphere.

Guesthouse in Falmouth

4.89 out of 5 average rating, 175 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.

Guest favorite

A charming studio cottage is nestled among lush greenery, with a shingled exterior and a sloped roof. A circular clock decorates the facade near a window. The surrounding walkway is made of red brick, leading up to a deck area, enhancing the peaceful woodland setting.

Guesthouse in Tisbury

4.9 out of 5 average rating, 106 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).

Guest favorite

A set of wooden steps leads to a bright red door, framed by wooden beams and natural greenery. The outdoor area features a lawn that blends with the surrounding landscape, creating a welcoming entrance to the studio.

Guesthouse in West Tisbury

4.96 out of 5 average rating, 75 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.

Guest favorite

Guesthouse in Nantucket

4.89 out of 5 average rating, 147 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

Guest favorite

A porch area is depicted with several black rocking chairs arranged on wooden flooring. A cream-colored tote bag with 'CHILMARK' printed prominently sits on the floor beside the chairs, suggesting a relaxed atmosphere for outdoor enjoyment.

Guesthouse in Chilmark

4.98 out of 5 average rating, 217 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.

Guest favorite

The charming exterior of a two-story guesthouse is framed by lush green trees. A wooden fence provides privacy while flower boxes adorn the windows. A red container adds a pop of color to the entrance, complemented by a grassy area and stone pathway leading to the front door.

Guesthouse in Edgartown

4.91 out of 5 average rating, 89 reviews

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Guest favorite

A light-filled living space showcases a comfortable striped sofa and a round coffee table. A dining area with a set of chairs is visible, positioned near a large window. The lofted sleeping area is accessed by a staircase, enhancing the open layout.

Guesthouse in Barnstable

4.9 out of 5 average rating, 60 reviews

Osterville Guest House

Charming 600 sq. ft. guesthouse located in the desirable village of Osterville. Take a short walk down Main Street for some shopping or dining. Along the way you may want to stop at Gone Chocolate for an ice cream or Dunkin Donuts for a quick coffee. You will have your choice of several restaurants to dine at including Five Bays Bistro, Crisp Flatbread Inc., Wimpy’s Seafood Market, or the newest restaurant in Osterville- the Chart Room at Crosby’s boat yard.

Top guest favorite

Guesthouse in Nantucket

4.96 out of 5 average rating, 90 reviews

Madaket Bright and Airy Guest Cottage

Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!

Top guest favorite

A screened-in porch features a wicker couch adorned with soft pillows, providing a comfortable seating area. Natural light pours in through multiple windows, allowing views of the lush greenery outside. A wooden table and a single chair offer additional seating options.

Guesthouse in West Tisbury

5 out of 5 average rating, 78 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.

Guest favorite

The bathroom features a dual sink vanity with ample counter space, framed by white cabinetry. Natural light floods the room through a large window adorned with white trim, while soft sconces provide additional illumination. Decorative elements include a framed artwork and a classic wall clock.

Guesthouse in Nantucket

4.93 out of 5 average rating, 81 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.

Top guest favorite

The vibrant sunset casts a warm glow over the calm ocean waters. Silhouetted figures are seen walking along the shoreline, where gentle waves lap at the sandy beach. The sky is adorned with hues of orange, pink, and purple, creating a serene coastal scene.

Guesthouse in Nantucket

4.99 out of 5 average rating, 80 reviews

Beautiful Nantucket Summer rental

Lovely newly built cottage in Fishers Landing, with an open floor plan with living room, dining area and fully equipped kitchen and powder room. Second floor, bedroom with king bed,and second bedroom with twin beds. Full bath Laundry room with washer and dryer. Garden with patio and outdoor shower