Guesthouse vacation rentals in Nantucket County

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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

The exterior of the bungalow features a welcoming entrance framed by tall, neatly trimmed evergreens and colorful flowering plants. An American flag is displayed prominently. A well-maintained lawn provides a serene setting, with the outdoor fire pit visible in the background.

Guesthouse in Barnstable

4.89 out of 5 average rating, 89 reviews

The Cotuit Bungalow

Our cozy Cotuit Bungalow is one of the Cape’s newest, coolest guesthouses built in 2017 to accommodate singles & couples seeking the perfect Cape Cod get-away (2 guests maximum). Located in the residential village of Cotuit, the bungalow comes fully loaded - queen-sized bedroom, separate bathroom w/shower, spacious screened-in deck, wet-bar/microwave/fridge, a/c, cable & WiFi, fire pit, outdoor shower and private parking. Bed linen is provided, but please bring your own towels (bath & beach).

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, 174 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 wooden pathway, bordered by trees, leads down to a serene body of water. The ground is covered with fallen leaves, and gentle ripples can be seen on the water's surface, creating a calming natural setting.

Guesthouse in Tisbury

4.89 out of 5 average rating, 103 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).

Top guest favorite

A wooden spiral staircase leads to a loft area, anchored by light blue supports. Potted plants are placed on the landing and along the staircase, adding greenery to the space. Soft natural light filters in from nearby windows, enhancing the airy atmosphere.

Guesthouse in Edgartown

5 out of 5 average rating, 14 reviews

Wedding RetreatTrails Golfing BikePath Private Gem

✨ LOCATION, LOCATION✨ ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood 🌳 Hidden trails—Great for exploring 🏡 Perfectly Getaway, ✅ Easy access to all towns, Hassle-free stay. 🚗 Just 8 minutes to local markets, and top-rated restaurants. 🚴‍♂️ A scenic 13-minute bike ride takes you to the charming Edgartown Village or Katama South Beach—perfect for breathtaking sunsets! Convenience, comfort, and nature at your doorstep.

Top guest favorite

An open living area showcases wooden beams above, with a spacious seating arrangement and a cozy day bed. A dining table is positioned near a fully equipped kitchen, while a fireplace adds warmth. Natural light fills the space through multiple windows, with views of the outdoors.

Guesthouse in Chilmark

4.99 out of 5 average rating, 93 reviews

4-Season Guest House on Historic Chilmark Estate

Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Guest favorite

A sandy beach scene is featured, showcasing a sleek seal resting on the sand. In the background, a towering rock formation stands under a blue sky filled with fluffy white clouds. The shoreline gently curves toward the water, creating a serene coastal environment.

Guesthouse in Chilmark

4.98 out of 5 average rating, 215 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

A stately white cottage is framed by manicured lawns and vibrant flower beds. The front porch is accessed by wide steps and features multiple seating areas. Surrounding trees provide shade, while pumpkins are placed along the well-maintained stone wall, creating an inviting outdoor setting.

Guesthouse in Falmouth

5 out of 5 average rating, 52 reviews

Falmouth/Woods Hole Charming Cottage By the Sea

Welcome to our Cottage By The Sea Rental located only minutes from the quaint village of Woods Hole, Falmouth and the Martha's Vineyard Ferry. We are located in the perfect setting to relax and enjoy all the area has to offer. Come enjoy The Shining Sea Bike path which is 10.7 miles , Sandy beaches, lively restaurants & local music scene, shopping on historic Main Street, Farmers Markets & more. Your sure to fall in Love with " Ole Cape Cod " when you visit our home and area

Guest favorite

The living area features a comfortable couch paired with a round coffee table, surrounded by natural light from large windows. A staircase leads to a lofted sleeping area above, while warm wooden floors add to the inviting atmosphere of the space.

Guesthouse in Barnstable

4.9 out of 5 average rating, 59 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.

Guest favorite

An open studio layout features wooden beams and warm wood flooring. A rustic kitchen bar with stools is positioned next to a cozy sleeping area. Large windows allow natural light to fill the space, while access to the private yard is granted through double glass doors.

Guesthouse in West Tisbury

5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

Charming rustic studio guest cottage with a private yard and outdoor shower, a perfect getaway. Walking distance to North Tisbury Farm and Market and State Road Restaurant and short ride to the small town of West Tisbury where you can check out Alley’s general store or get a great sandwich at 7a’s takeout. Ten minutes to Vineyard Haven and centrally located to all island destinations and many of the scenic Vineyard hiking trails.

Top guest favorite

A serene beach scene is shown, featuring gentle waves lapping against a sandy shore under a clear blue sky. Lush green vegetation borders the sand, highlighting the tranquil atmosphere of this coastal setting.

Guesthouse in Oak Bluffs

4.99 out of 5 average rating, 90 reviews

Mermaid Cottage

Our735 square foot guest cottage is spacious and has a contemporary beachy feel. We are located near the ferries, buses, bike path and a short walk to a public beach. We've tried to provide everything you'll need for a comfortable stay on Martha's Vineyard. The house has a front porch, outdoor dining, hot tub and central air.

Guest favorite

A garden path made of stone leads through a lush landscape featuring vibrant white flowers. A swing hangs from a tree nearby, adding a playful element to the serene outdoor space surrounded by greenery.

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.