Guest house holiday rentals in Nantucket County

The cottage's entrance features a charming screen door framed by flowering plants in a wooden box. A small wooden table with two chairs is set for dining, with wine glasses and a potted plant placed center stage. A bicycle leans against the side.

4.93 out of 5 average rating, 107 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

4.98 out of 5 average rating, 230 reviews

A bright sleeping area features a spacious white bed with decorative pillows and bedside lamps. A small kitchen area with light-colored cabinetry is visible in the background, complemented by a large window allowing natural light. A cozy seating area adds to the warmth of the space.

Guest house in Chilmark

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 and outdoor shower. A small kitchen features butcher block countertops, stainless steel sink, refrigerator and 2 burner electric stove and island. Air conditioning and heat. The space comes with a walk -on-pass to Lucy Vincent Beach.

4.89 out of 5 average rating, 192 reviews

A quaint cottage exterior is surrounded by lush greenery and vibrant flower beds. The building features a shingled façade, a prominent chimney, and multiple windows, providing a welcoming appearance. A pathway leads to the front door, framed by colorful plants, enhancing the inviting ambiance.

Guest house in Falmouth

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 house in West Tisbury

An open studio layout is showcased, featuring a spacious bed with a metal frame. A cozy seating area is arranged with patterned cushions and a wooden coffee table. Natural light pours in through multiple windows, illuminating the warm wood flooring and inviting ambiance.

4.97 out of 5 average rating, 88 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.

4.95 out of 5 average rating, 44 reviews

A well-lit bedroom features a spacious bed with white linens and decorative pillows. Natural light enters through two windows adorned with blinds. A soft area rug is positioned under the bed, complementing a cozy reading nook with a rattan chair and a bean bag.

Guest house in Edgartown

Wedding RetreatTrails Golfing Beaches 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.

A bright living area features a light-colored sofa adorned with soft throw pillows, facing a round coffee table. Large double doors open to a private outdoor space, where a cozy seating area is visible. Natural light illuminates the room, enhancing the airy atmosphere.

4.92 out of 5 average rating, 13 reviews

Beach Chic Guest Cottage, Town

Your perfect seaside Nantucket getaway is our idyllic guest cottage in town, on the corner of historic Orange Street and Dover. Lovingly restored and fully styled in coastal chic, this 1900 built guest cottage with private outdoor garden lounge is completely renovated with all the appointments. Open 1 bedroom loft with double bed upstairs, plus a twin xl daybed in living room on first floor, large sofa, full bathroom, mini fridge, coffee maker, microwave, living room, outdoor living room.

4.99 out of 5 average rating, 103 reviews

The open living area features exposed wooden beams overhead and includes a spacious wooden dining table. Two lounge chairs, a round pouf, and a day bed are arranged for seating. Natural light filters in through large glass doors, leading to an outdoor area.

Guest house in Chilmark

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 house in Vineyard Haven

4.95 out of 5 average rating, 136 reviews

West Chop Cottage + Beach Access

Sweet, rustic, and tiny - yet comfortable with all the amenities - the cottage is a short walk to the town center, lighthouse, landmarks, and lovely harbor beaches on desirable West Chop. The private yard with harbor view allows for sunbathing and stargazing, lounging and lawn games, grilling and campfires. With access to spectacular private association ocean beach, Hancock Beach, on the island's south shore in Chilmark, this rental offers a complete Vineyard experience.

A charming cottage exterior features a shingle facade and a spacious wooden deck. Two lounge chairs are arranged invitingly beside a potted plant. Large glass doors offer a view into the interior, while a grill is positioned nearby for outdoor cooking.

4.96 out of 5 average rating, 108 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!

5 out of 5 average rating, 35 reviews

Guest house in Edgartown

The Cottage

After years of hard work ,planning downsizing from the main house the casita was built and completed to full fruition. Environmentally green household (composting, recycling, clothesline, minimal trash, etc.) Enjoy refuge,quietness ,comfort ,simplicity of living ,and proximity to all the island offers!

The exterior of the cottage is showcased, featuring a shingled facade and large windows that provide ample natural light. Lush greenery is present in the foreground, with ornamental grasses swaying gently. A vehicle is parked nearby, highlighting the cottage's easy accessibility.