Holiday rentals with a patio in Oak Bluffs

5 out of 5 average rating, 14 reviews

Home in Edgartown

Spacious Waterfront w Private Beach sleeps 10

This historic home with a private beach in Edgartown sleeps 6 in the main house and 4 in the guesthouse. Perfect for entertaining, enjoying family or reconnecting with friends. The main house has an open concept kitchen, dining room and living room with a large deck facing the water. Plenty of space to lay out and relax plus an enclosed porch for late night card games and drinks. The home is a leisurely 10 min walk into Edgartown for morning croissants at Rosewater and dinner at The Atlantic.

4.97 out of 5 average rating, 29 reviews

Coastal Cape Centrally Located Oak Bluffs, MA

Escape to this stunning 3-bedroom, 2-bath Cape-style home and enjoy 1.3 acres of privacy with breathtaking pond views. Open-concept and luxurious cathedral ceilings, gourmet kitchen brand new appliances, and spacious living room. Fabulous outdoor living and dining atop elevated deck. Luxurious primary suite with private patio, additional finished loft. Minutes to Oak Bluffs, this private retreat offers ultimate relaxation and convenience. Primary; 1 King Guest 2 Doubles Loft; 1 Double

4.97 out of 5 average rating, 35 reviews

Pinkletink Plantation

Your family will be close to everything when you stay at this centrally-located place. Less than a mile from the heart of Oak Bluffs and Circuit Ave., where you'll find all the famous restaurants, harbor & night life. A half mile from Eastville Beach (fabulous sunsets). Take a morning stroll around "the chop"-East Chop & walk or run a 5K. Less than 2.5 miles from Farm Neck Golf Club- & 2.5 miles to State Beach. It has a well equipped kitchen, laundry, outside shower, & back yard!

5 out of 5 average rating, 22 reviews

Flat in Oak Bluffs

Single Occupancy Oak Bluffs Studio Apartment

Keep it simple in this peaceful studio apartment. We welcome one guest (and small dog) eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and stone patio, fully enclosed outdoor shower with full temperature range, and access to the fully fenced-in shared backyard, this apartment is perfect for one person and small dogs under 20 lbs.

4.92 out of 5 average rating, 102 reviews

Guest house in Edgartown

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!

Shepherd’s hut in Tisbury

4.93 out of 5 average rating, 28 reviews

tiny sweet outdoor sleeping shed

Tiny room/ twin with sink and lovely windows - outside my back garden which is private with sink, nice outdoor shower and shared bath in my front entrance with minimal/zero interaction. non smoker of cigarettes - pot is OK. no kitchen privileges. Outdoor sink and grill and large table lounge chairs and garden with beans, tomatoes now. Little fridge, microwave. AC, tv , wifi, peace and total quiet 10 walk to store and ferry in VH. Parking 30 feet from your door.

Superhost

Cottage in Oak Bluffs

4.95 out of 5 average rating, 22 reviews

In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B

Experience comfort and style at this centrally-located retreat. Leave the car and walk just minutes to the town and beach. Start your day with coffee on the wraparound porch and refresh with an outdoor shower after the beach. The spacious backyard is perfect for BBQs while the kids play, and the fire pit sets the scene for evening wine. Unwind on the LoveSac sectional with your favorite streaming service or sleep soundly on hybrid mattresses for a restful night.”

4.96 out of 5 average rating, 151 reviews

Cottage in Oak Bluffs

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

4.9 out of 5 average rating, 20 reviews

Bucolic, modern home near town, beaches

This stunning 4 BR home, a few miles from Oak Bluffs, offers both elegance and comfort. A short garden path leads to a PRIVATE BEACH, creating an ideal retreat. Sunlight fills the space, including a chef’s kitchen. Perfect for families or couples seeking a getaway. Escape the everyday. Relax in this serene, magical spot. This listing is new due to a change in management. We've rented this home since 2006 with many 5-star reviews and repeat guests.

4.96 out of 5 average rating, 83 reviews

Guest house in Tisbury

King bed, Water Views,AC,Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay.

Guest suite in West Falmouth

4.99 out of 5 average rating, 175 reviews

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!