
Guesthouse vacation rentals in Nantucket
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Top-rated guesthouse rentals in Nantucket
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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

Private cabin in Wildlife Habitat; near bus route
Come to “Simple Sea-Renity”, a private cabin on Martha's Vineyard. Located in a half acre certified wildlife habitat, this air conditioned cabin offers lots of privacy while keeping your stay simple & back-to nature. You have your own small yard & a patio for dining, napping or stargazing -enclosed outdoor shower (toilet is indoors) -TV -wifi -gas grill -scullery sink -refrigerator/freezer -microwave -coffee maker Centrally-located in Edgartown, an easy walk to Sengekontacket or VTA routes

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.

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.

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.

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.

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.

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.

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!

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.

La Casita
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!

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
Popular amenities for Nantucket guesthouse rentals
Family-friendly guest house rentals

The Artist’s studio near Long Point Beach

Joe's Beach Hideaway

Modern Fireplaced Carriage House with Beach Permit

Vineyard Meadow Artist Studio

Escape to Bungalow 24 on MV!

Sweet Vineyard Haven Cottage

Cozy Cottage

Relaxing Cottage in Centerville Village
Guest house rentals with a patio

Mushroom Cottage

Beautiful Charming Edgartown Guesthouse 1 Bedroom

Private Two bedroom Katama cottage near Edgartown

Beach glamping at the Zen Den

Cozy Vineyard Cottage

Charming 2 BR, 1.5 BA Guest House in Edgartown
Guest house rentals with a washer and dryer

Beautiful Cottage in Private but Convenient Locale

New! Edgartown Guest House in a garden setting

Nantucket Guest Cottage

Guesthouse

Ideally located in Town, 2 blocks from water

Brand new 1 bedroom guest cottage mid island.

Loft Apartment in Nantucket
Quick stats about guesthouse rentals in Nantucket
Total vacation rentals
Explore 10 vacation rentals in Nantucket
Nightly prices starting at
Nantucket vacation rentals start at G$41,785 GYD per night before taxes and fees
Verified guest reviews
Over 1,060 verified reviews to help you choose
Wi-Fi availability
10 of Nantucket vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Nantucket rentals
4.9 Average rating
Nantucket stays are highly rated by guests—averaging 4.9 out of 5!
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