Vacation rentals in Martha&#x27;s Vineyard

Guesthouse in West Tisbury

An open studio layout is showcased, featuring a spacious bed with a metal frame. A cozy seating area is arranged with patterned cushions and a wooden coffee table. Natural light pours in through multiple windows, illuminating the warm wood flooring and inviting ambiance.

4.97 out of 5 average rating, 98 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.

4.98 out of 5 average rating, 223 reviews

An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.

Apartment in Oak Bluffs

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.

A spacious living area showcases wooden flooring and high ceilings with exposed beams. Large windows fill the space with natural light, while a cozy sofa and a white coffee table invite relaxation. A kitchen area is visible in the background, providing a functional and open layout.

4.93 out of 5 average rating, 166 reviews

Vineyard Haven Walk to Ferry

I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

A charming cottage is framed by a lush garden with vibrant flowers. The front porch features two rocking chairs, inviting relaxation. Soft lighting emanates from inside, through the gothic-style windows, under a welcoming blue roof surrounded by greenery.

4.91 out of 5 average rating, 197 reviews

impeccable cottage STEPS to downtown OB & beach!

Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

4.97 out of 5 average rating, 350 reviews

A cozy outdoor seating area is arranged with several white lounge chairs on a gravel surface. A brick fireplace is positioned near the house, accompanied by potted plants and a view of the deck area adorned with covered furniture in the background.

Cottage in Tisbury

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.

A charming post and beam guest house is set amidst lush greenery, featuring an inviting entrance with a peaked roof. The landscape is softly accented by manicured shrubs and a path leading to the front door, enhancing the serene outdoor environment.

4.97 out of 5 average rating, 247 reviews

Sweet little post and beam

A 700 sq ft post& beam guest house that sleeps 2 people. Open kitchen, living, dining area with full bath. Stairs lead to a full second story bedroom- a queen size bed, half bath, separate seating area. Private back patio and outdoor shower. Cozy off season cottage as well- radiant heat and AC. Central location to everything you want to see! Easy bike to town/beach. Very quiet and spacious. Everyone says "so much nicer in person than in the photos". Come see for yourself!

4.96 out of 5 average rating, 296 reviews

The cottage is adorned with warm, glowing string lights that outline the roof and windows, creating a welcoming ambiance. A lush wreath decorates the front door, while charming wood paneling and multiple windows enhance the inviting exterior.

Cottage in Tisbury

Ferry (Car) Reservations Available for Summer 2026

F͟R͟E͟E͟ ͟C͟A͟R͟ ͟F͟E͟R͟R͟Y͟ ͟R͟E͟S͟E͟R͟V͟A͟T͟I͟O͟N͟ ͟F͟O͟R͟ ͟A͟U͟G͟U͟S͟T͟ ͟2͟2͟-͟2͟9͟!͟ In town, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Close to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

4.92 out of 5 average rating, 288 reviews

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

5 out of 5 average rating, 118 reviews

A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.

Apartment in Edgartown

Stylish retreat | walk to town | fire pit

* Private garden patio: table & chairs, propane grill, propane fire pit & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

4.98 out of 5 average rating, 215 reviews

A two-story house is situated on a spacious lawn, featuring a wraparound porch adorned with planters of purple flowers. A grill is placed on the porch, and a pair of outdoor lounge chairs sits nearby under an umbrella, surrounded by trees and a clear blue sky.

Home in West Tisbury

West Tisbury Escape, Long Point Beach

2026 Calendar - Now Open! Our home is set on nearly 2 acres of land near Long Point Beach (the BEST beach & a great central location for exploring the island). Bright and sunny accommodation with wraparound porch, stone patio, outdoor shower and large yard. Comfortably sleeps 8 guests.

A rustic barn exterior is presented, featuring large wooden doors with diamond-shaped windows. The structure is surrounded by lush green foliage, with a sturdy tree partially framing the scene. The warm tones of the wood contrast with the natural surroundings.

4.94 out of 5 average rating, 503 reviews

Studio apt in newly built barn

Gorgeous private apartment in the upstairs of our new post & beam barn. The apartment has a private entrance and is situated above my husbands workshop. It is a studio (all one open space), with one queen bed and a full size pullout couch, there is a kitchenette and bathroom.

4.84 out of 5 average rating, 365 reviews

A cozy living area features a light-colored couch adorned with colorful pillows, accompanied by a wooden dining table and chairs. A smart TV is positioned beside the window. Natural light floods the space, highlighting the contrasting blue rug and warm wooden accents.

Apartment in Tisbury

"Island Home" 1 BR Suite w/Harbor View- downtown

The "Island Home" is a very private one bedroom second floor suite with a view of Vineyard Haven Harbor in the historic Thomas Chase House (built in 1717), the oldest house in downtown Vineyard Haven. Located directly across from the Ferry. Private parking space.

Popular amenities for Martha's Vineyard vacation rentals

Monthly stays

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Pet-friendly vacation rentals in Martha's Vineyard

4.93 out of 5 average rating, 100 reviews

A charming path leads to the entrance of a house, framed by a white picket fence and lush greenery. Flowering plants line the walkway, which is paved with bricks and gravel. Solar panels are visible on the roof, complementing the natural surroundings.

Home in Mashpee

Cozy garden retreat close to it all! Pet friendly

4.86 out of 5 average rating, 433 reviews

An outdoor seating area is presented with a fire table at its center, illuminated by flames. Comfortable chairs surround the fire, with a red umbrella providing shade above. The ocean and sunset create a serene backdrop, showcasing vibrant colors across the sky.

Cottage in Sandwich

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

4.97 out of 5 average rating, 156 reviews

The exterior of a charming multi-level home is showcased, featuring a spacious deck with seating and an umbrella. A stairway provides access to the upper level, surrounded by lush greenery. Large windows offer views of the wooded surroundings, creating a sense of integration with nature.

Home in Falmouth

Mid-Century Modern home 5 minute walk to beach

A three-story house is nestled within a lush green yard, showcasing two expansive outdoor decks adorned with comfortable seating. Sunlight filters through trees, creating a serene atmosphere. The lower level features walk-out access, enhancing the connection to the outdoor space surrounded by natural landscaping.

4.97 out of 5 average rating, 290 reviews

Sunny, Spacious Vineyard Retreat

A grassy outdoor space features two blue Adirondack chairs and a small fire pit, surrounded by trees and overlooking a serene pond. A hammock hangs in the distance, while the deck is visible on the right, extending from the house.

4.83 out of 5 average rating, 210 reviews

Waterview, Private, Walk to Beach, Mile to Town

An open living area features a light-colored sofa adorned with blue and white cushions. A flat-screen TV is mounted above a white brick fireplace. Large windows provide natural light, and a dining area with a table and chairs is visible in the background.

4.96 out of 5 average rating, 110 reviews

**Vineyard Vacation Retreat** -3 BR

4.9 out of 5 average rating, 110 reviews

A view from the second-floor patio captures the bright sunlight reflecting off the water, with green park space across the street. Nearby houses frame the scene, and outdoor seating is visible on the patio, enhancing the inviting ambiance of the surroundings.

Home in Falmouth

Falmouth Heights Ocean Views & Steps to Beach

4.98 out of 5 average rating, 324 reviews

A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.

Cottage in Bourne

Upper Cape Cozy Cottage

Martha's Vineyard home rentals

A modern kitchen features a spacious island with four bar stools and stylish pendant lighting above. Sleek white cabinetry complements the elegant quartz countertop. Large windows provide natural light, and stainless steel appliances, including a gas range and refrigerator, are visible in the background.

4.94 out of 5 average rating, 35 reviews

Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course

5 out of 5 average rating, 223 reviews

A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.

Home in Sandwich

Quintessential Waterfront Historic Cottage

An aerial view captures the cozy beach cottage surrounded by lush greenery, with a well-maintained lawn and a stone pathway leading to a seating area. The cottage is positioned close to the water, highlighting its tranquil seaside location.

5 out of 5 average rating, 7 reviews

The Lobster Pot: Lake Tashmoo, beachfront

The exterior of a newly constructed guest house is shown, featuring a spacious deck with seating arrangements. Surrounding plant beds with fresh landscaping complement the wooden structure, while a gravel pathway leads towards the entrance, creating an inviting outdoor space.

4.97 out of 5 average rating, 258 reviews

Brand new gorgeous 2 bedroom guest house.

Superhost

A spacious living area is highlighted by a large blue sectional sofa, complemented by several accent pillows. Large glass doors provide a view of the deck, while pendant lights hang from a vaulted wooden ceiling, enriching the open atmosphere.

4.69 out of 5 average rating, 195 reviews

Carolyn's Vineyard Haven

A spacious living room features large windows allowing natural light to fill the space. A sectional sofa and armchair provide comfortable seating around a circular coffee table. A flat-screen television is mounted on the wall, and a bright patterned rug adds warmth to the wooden flooring.

5 out of 5 average rating, 13 reviews

Three Bedroom Oasis Walk to Town

An inviting living room features a light-colored sofa and a natural wood coffee table. Artwork and plants add warmth, while natural light fills the space through ample windows. A large television is mounted on the wall, providing entertainment options for guests.

5 out of 5 average rating, 52 reviews

Valentine's Retreat Hot Tub Fire Pit Trails Beach

The entrance of a condo is framed by a well-maintained lawn, with vibrant greenery and colorful flowers surrounding the doorway. The front door, featuring a decorative glass panel, opens to a sunlit pathway lined with stone pavers.

4.98 out of 5 average rating, 174 reviews

Close to Edgartown Village Center!

Pet-friendly home rentals Martha's Vineyard

4.98 out of 5 average rating, 41 reviews

The timberframe house features shingle siding and multiple large windows, inviting natural light. A spacious deck is visible, surrounded by lush vegetation, including flowering plants. The exterior is set against a backdrop of trees, enhancing the natural appeal of the property.

Home in West Tisbury

Tucked away Up Island

4.93 out of 5 average rating, 104 reviews

An outdoor area showcases a gas firepit surrounded by several chairs on a stone patio, under a pergola. In the background, a deck with outdoor furniture and a hot tub is visible, complemented by a fenced yard and lush trees. Sunlight brightens this inviting space.

Home in Yarmouth

Awesome Cottage near Beach, Backyard Bar & Hot Tub

4.98 out of 5 average rating, 40 reviews

An outdoor deck with a wooden dining table and matching chairs is shown, illuminated by a vibrant sunset. Lush greenery and the neighboring buildings can be seen in the background, creating a peaceful setting for dining al fresco.

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

The three-level home features a shingle-style exterior with a welcoming entryway. A small garden with colorful flowers is visible at the base, complemented by a gravel pathway leading to a wooden staircase. Large windows allow natural light to fill the interior.

4.94 out of 5 average rating, 17 reviews

Simone by the Sea

A charming beach house is set on a lush green lawn, featuring a picnic table and two lounge chairs arranged for relaxation. The house has multiple windows, and its exterior is made of wood, harmonizing with the surrounding nature.

4.9 out of 5 average rating, 114 reviews

Katama Barn

4.99 out of 5 average rating, 100 reviews

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

Home in Wareham

Sunset Cove Beach

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.

4.98 out of 5 average rating, 41 reviews

Pinkletink Plantation