Guesthouse vacation rentals in Edgartown

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Top-rated guesthouses in Edgartown

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

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Top guest favourite

Guesthouse in Centerville

5 out of 5 average rating, 143 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

Guest favourite

Guesthouse in Edgartown

4.95 out of 5 average rating, 21 reviews

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

Guest favourite

Guesthouse in Woods Hole

4.89 out of 5 average rating, 182 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.

Top guest favourite

Guesthouse in Edgartown

5 out of 5 average rating, 22 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.

Guest favourite

Guesthouse in Tisbury

4.9 out of 5 average rating, 109 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 favourite

Guesthouse in Edgartown

5 out of 5 average rating, 30 reviews

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.

Guest favourite

Guesthouse in Nantucket

4.9 out of 5 average rating, 153 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 favourite

Guesthouse in Chilmark

4.98 out of 5 average rating, 223 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 favourite

Guesthouse in Edgartown

4.92 out of 5 average rating, 97 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!

Top guest favourite

Guesthouse in Nantucket

4.96 out of 5 average rating, 97 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!

Guest favourite

Guesthouse in Barnstable

4.87 out of 5 average rating, 140 reviews

Relaxing Cottage in Centerville Village

Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

Guest favourite

Guesthouse in Yarmouth

4.96 out of 5 average rating, 207 reviews

“The Pink Cottage” in Historic South Yarmouth

“The Pink Cottage” is a charming one-bedroom private building nestled into a beautiful historic property in South Yarmouth. Enter through the pergola patio, enjoy a spacious living space with dining and kitchen area. The one-bedroom with large closet is comfortably outfitted with all linen necessities, full bath with stand-up shower. Outdoor shower just off the patio, grill and more! Very quiet and private.