Vacation rentals in Vineyard Sound

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Top-rated vacation rentals in Vineyard Sound

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Guest favorite

A sliding barn door crafted from light-colored planks is viewed against a textured wood wall. The door features a black handle and a metal track, providing a modern touch. Nearby, a diamond-shaped mirror is mounted, adding visual interest to the room.

Guest suite in Oak Bluffs

4.95 out of 5 average rating, 365 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Top guest favorite

A spacious backyard is visible, featuring a vegetable garden with grapevines climbing along the wooden porch. Nearby, a pile of firewood is stacked, and a garden bed is outlined, with lush greenery surrounding the area. The setting is quiet and peaceful, ideal for relaxation.

Apartment in Tisbury

4.93 out of 5 average rating, 125 reviews

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance, and onsite parking. The Martha's Vineyard Museum is a 5 minute walk, down the same street. My place is great for couples and solo adventurers.

Guest favorite

A set of wooden steps leads to a bright red door, framed by wooden beams and natural greenery. The outdoor area features a lawn that blends with the surrounding landscape, creating a welcoming entrance to the studio.

Guesthouse in West Tisbury

4.96 out of 5 average rating, 74 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.

Top guest favorite

A wooden deck is visible, showcasing a simple bench and a couple of potted plants. Lush green grass and a variety of trees and flowering bushes create a serene garden setting, inviting quiet moments outdoors. Light filters through the greenery, enhancing the peaceful atmosphere.

Apartment in Oak Bluffs

4.98 out of 5 average rating, 206 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

Guest favorite

A porch area is depicted with several black rocking chairs arranged on wooden flooring. A cream-colored tote bag with 'CHILMARK' printed prominently sits on the floor beside the chairs, suggesting a relaxed atmosphere for outdoor enjoyment.

Guesthouse in Chilmark

4.98 out of 5 average rating, 215 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.

Top guest favorite

A wooden deck is shown with outdoor seating, including a table and chairs. Surrounding the deck are blooming rose bushes and lavender plants, adding vibrant colours to the natural landscape. The space is bordered by natural stone and pebbles, leading into a wooded area.

Cottage in Tisbury

4.98 out of 5 average rating, 342 reviews

Martha's Vineyard Getaway Cottage

Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

Guest favorite

Home in Oak Bluffs

4.91 out of 5 average rating, 254 reviews

Unique Luxury Yurt w/ Free kayaking

Step into this unique yurt house! As soon as you walk in, you'll be greeted with a one-of-a-kind experience, from the textured concrete floors to the large circular skylight. Every detail is carefully planned, and you'll have the opportunity to unwind in a spacious private yard. Spend your evenings stargazing, take advantage of complimentary paddling, participate in our scheduled chicken feedings, do yoga in the roomy loft, and revel in the splendor of your exclusive island yurt!

Guest favorite

A coastal-themed painting is displayed near a bright blue door. The artwork features sandy shores and gentle waves, complemented by tall grasses, conveying a serene beach scene.

Apartment in Falmouth

4.95 out of 5 average rating, 171 reviews

Your Private Garden

**10% discount for 7 night stays - One bedroom 2nd floor apartment in my owner-occupied home- perfect for a couple - with a spacious eat-in kitchen, shower bathroom, generous living room and separate bedroom. Bright and airy-in a prime location-1/2 block from Main Street, a block from Falmouth Harbor, an easy walk to the beach...with off-street parking. Relax in the secluded area -your Private Garden. Longer bookings eligible for a discount. No smoking please, and no pets.

Top guest favorite

A modern kitchen area is showcased with stainless steel appliances, including a refrigerator and a dining table. The adjacent living space features a light-colored sofa paired with a side table, bringing together comfort and functionality. A door leads to the outside, enhancing accessibility.

Guest suite in Falmouth

4.99 out of 5 average rating, 153 reviews

Pet-Friendly Apt close to West Falmouth Beaches!

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!

Top guest favorite

A well-lit staircase is visible, featuring beige carpeting with a subtle striped pattern. A wooden handrail runs along one side, leading upwards. At the top of the stairs, a framed picture is mounted on the wall, adding a touch of decoration to the space.

Guest suite in Oak Bluffs

4.99 out of 5 average rating, 168 reviews

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.

Top guest favorite

A sandy beach is viewed, featuring a lifeguard chair placed on the shore. Calm blue waters stretch out, dotted with sailboats. The scene is illuminated by a clear sky, enhancing the tranquil beach atmosphere.

Apartment in Mattapoisett

4.98 out of 5 average rating, 103 reviews

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Guest favorite

The exterior view of the guest cottage features a charming wooden facade with a welcoming front door. A landscaped yard showcases green grass, flower beds, and a stone pathway leading to the entrance. Adirondack chairs are positioned nearby, providing a comfortable spot for outdoor relaxation.

Cottage in Tisbury

4.9 out of 5 average rating, 167 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

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Popular amenities for Vineyard Sound vacation rentals

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Free parking on premises

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Other great vacation rentals in Vineyard Sound

Guest favorite

A striking red stone church stands prominently at the corner of a peaceful street. Decorative architectural details are visible, with a tall spire reaching toward the sky. Surrounding greenery and blossoming trees add to the tranquil setting, creating a serene backdrop for the structure.

Apartment in Fairhaven

4.91 out of 5 average rating, 43 reviews

Heart of Fairhaven Studio

CiaranRating, 5 stars2 days ago

Staying with Jacob and Payton was wonderful! These hosts were very proactive and friendly, messaging right after booking up until I left. The space was very clean, cozy, and private. The location was great too, very peaceful and beautiful! I would recommend these hosts to anyone looking to stay in Fairhaven!

Guest favorite

A rustic studio cottage is presented with a sloped roof and blue siding. A wooden deck leads to the entrance, flanked by a garden with flower beds. A grill is visible on the deck, and a stone pathway meanders through the green yard.

Guesthouse in West Tisbury

5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

StephenRating, 5 stars8 months ago

This cottage was perfect me, my wife, and our dog! We like the quieter side of Martha’s Vineyard and we found it here. You feel like you’re tucked away, but it’s easy to get to, and you are still within walking distance to a wonderful restaurant, and a short drive to anything else you need. You can get to the most beautiful beaches in just a few minutes. I am so appreciative that Adam was an extremely helpful host and very easy to communicate with. Would love to stay here again!

Top guest favorite

A cozy cottage is framed by lush greenery, showcasing a charming front porch with potted plants. The entrance features a black door and large windows, inviting natural light. A small dining area is visible on the side, complemented by an umbrella for shade.

Cottage in Tisbury

4.98 out of 5 average rating, 46 reviews

One Bedroom Cottage in Vineyard Haven

AdamRating, 5 stars2 weeks ago

We loved staying at Jessica and Mike’s perfect cottage. The home is absolutely delightful, beautifully decorated, and the surroundings quiet and serene. We rented bikes, got an Uber from the rental place to drop our bags and them straight back to get the bikes. It’s an easy ten minute bike ride from the cottage to all the action in Vineyard Haven (and only five to the Museum and Cat Boat Coffee on the water.) Just totally awesome.

Guest favorite

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

4.96 out of 5 average rating, 23 reviews

Coastal Chic Cape Centrally Located Oak Bluffs, MA

Michelle And GregRating, 5 stars8 months ago

We loved the location at the end of a little road so no through traffic (fresh eggs next door too). The pond is fun with lots of wildlife, sometimes we could hear the roosters next door. The sunsets are lovely from the home as well. Seating in the living room great and found it to be quiet when sleeping at night. The two bedrooms on the lower level both have heat pumps (for heat/cooling) we have always had great luck with (for temperature control in the bedrooms). Loved sitting on the back deck and having the resident geese wandering around. Lovely property!

An aerial view showcases a spacious oceanfront property featuring a large main house with a red roof. A swimming pool is visible in the foreground, surrounded by manicured lawns. The beach and water are seen in the background, highlighting the serene coastal environment.

Cabin in Falmouth

4.66 out of 5 average rating, 595 reviews

Waterside Guest House

AidenRating, 5 stars2 weeks ago

Super responsive, great host. Very friendly, offered us the local newspaper with deals on places to go and everything. incredible space, right along the water. Thank you, Ron!

Top guest favorite