Vacation rentals with a patio in Dukes County

The exterior of a historic home is displayed, featuring a shingle-style facade and a white front door. Lush green lawns surround the house, complemented by neatly trimmed shrubs and flowering plants. A clear sky with scattered clouds creates a serene atmosphere.

5 out of 5 average rating, 17 reviews

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.

5 out of 5 average rating, 7 reviews

A three-story townhome is nestled among lush greenery, showcasing a muted gray exterior. Large windows bring natural light into the living spaces. A patio is visible on the lower level, furnished with outdoor seating, offering a tranquil view of the surrounding landscape.

Townhouse in Oak Bluffs

Oak Bluffs Renovated Retreat

Fully renovated for 2025, this 3-bed, 2.5-bath townhome invites you to unwind with a community pool, tennis courts, and direct access to Sengekontacket Pond. Inside, a custom chef’s kitchen, new baths, and luxury furnishings set an upscale coastal tone. The main level flows from a sun-lit living room to dining area / deck, and powder room. The entire second floor is reserved for the primary suite. The walk-out lower level offers two guest bedrooms, a full bath, laundry, and a private patio.

Apartment in West Tisbury

5 out of 5 average rating, 63 reviews

Butterfly Farm Sanctuary Bright Sunny Studio Apt

Spacious & serene in a rural setting of West Tisbury. Private, modern, light-filled studio on the first floor walkout of a newly built 2021 post and beam home. Beautifully landscaped, abutting the state forest. Full amenities, 10ft high ceilings, windows and French doors with stone patio sitting area. Studio is down a long dirt driveway located mid-Island, near beaches, trails, and 15 minute drive to all towns. Close to the Farmers Market, Artisan fair & General Store. The perfect retreat!

4.97 out of 5 average rating, 30 reviews

The entrance of the Cape-style home features a welcoming front door framed by two side windows. Gray shingle siding complements the light-colored trim, while lavender plants line the walkway. A covered front porch with decorative lights provides an inviting touch.

Home in Oak Bluffs

Vineyard 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

4.96 out of 5 average rating, 50 reviews

A gravel driveway leads to a charming house with a red garage. A wooden pergola, adorned with greenery, provides shade along the entrance. Lush trees and open sky enhance the serene outdoor setting, inviting visitors to explore the surrounding landscape.

Home in West Tisbury

Vineyard Meadow Writer's Cottage

This lovely retreat is just steps from miles of trails. Walk to the beach or meander through woods of Long Point Wildlife Refuge, experiencing the serenity of this untouched corner of Martha's Vineyard. After a day of enjoying the outdoors, come home to the light and airy writer's retreat. With a hot tub (open May 1 - Jan. 2), an outdoor shower and wonderful kitchen, this is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

A charming home is framed by a gravel pathway leading through landscaped gardens. The exterior features a warm wood finish, complemented by thoughtful plantings and natural stone accents. A wooden trellis adds vertical interest beside the entrance, enhancing the welcoming atmosphere of the property.

5 out of 5 average rating, 20 reviews

Quaint Roomy Ranch

Enter this light filled and airy home with soaring cedar lined ceilings and an entire southern facing wall of windows. This surprisingly spacious home has enough room for the whole family and more. Kids will love having the bunk room to themselves while parents can enjoy the rest of the living area in peace. Located in a quiet neighborhood, this is a perfect family retreat. Enjoy the expansive deck while you grill lunch or dinner and finish up the evening with s'mores by the fire pit.

4.97 out of 5 average rating, 37 reviews

A charming two-story house is featured, showcasing shingle-style architecture and a welcoming front porch. White pillars support a broad balcony, while large windows allow for natural light. The well-maintained exterior is accented by a well-paved path and surrounding greenery.

Home in Oak Bluffs

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, 100 reviews

A sandy beach stretches along the shoreline, meeting the calm blue waters. People are seen enjoying the sun and swimming. Beach umbrellas and some distant structures are visible under a clear sky with a few clouds.

Guest suite in Falmouth

Location Location Location! Beach, Bike, Ferry

STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Superhost

A cozy room features warm wooden walls and a twin bed dressed in a decorative quilt. A small lamp sits on a bedside table, while storage drawers and a television are positioned against the wall. Natural light filters through a window, enhancing the tranquil ambiance.

Shepherd’s hut in Tisbury

4.81 out of 5 average rating, 32 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

A charming two-story cottage features a shingled exterior with a pitched roof. The inviting front porch is supported by wooden pillars and surrounded by lush greenery. A white picket fence encloses the well-kept lawn, creating a warm curbside appeal.

5 out of 5 average rating, 4 reviews

Martha's Vineyard Cottage: Walk to Town and Beach

Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.

4.96 out of 5 average rating, 154 reviews

A modern kitchen features a spacious island with two black bar stools. Stainless steel appliances, including a microwave and toaster, complement quartz countertops. Natural light fills the space through large windows, revealing a glimpse of greenery outside.

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.

A colonial-style house is surrounded by lush greenery and mature trees. The exterior features white siding and dark shutters, creating a classic appearance. Sunlight filters through the branches, casting gentle shadows over the manicured lawn.