Vacation Rentals By Owner In Tisbury, MA

Showing 20 Of 71 Vacation Rentals

$3015.9

Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly

Tisbury, Massachusetts, United States

The Dexter is the perfect place to stay on the Vineyard in ALL seasons. We have 9 bedrooms, 6.5 baths, an outdoor shower, private patio, 2 decks, grill, onsite parking, chef's kitchen, 6 living rooms, and w/d. Vehicle reservation included for guests who book July 5-11th 2026. AWESOME SPOT FOR YOUR CELEBRATIONS! 5min walk from the ferry boat and giant private parking lot. We welcome bachelorette parties, reunions, work retreats, etc, etc, etc. brbrAccepting books for summer 2027 Saturday-Saturday. brbrSleeps 18 people. brbrThe Dexter is a beautiful, historic whaling captain's house in downtown Vineyard Haven. The home was built in 1843 and has undergone creative design and renovations to modernize it into the stunning home it is now. We pair the old with the new and twist the traditional into modern. Each of our nine rooms features unique design and furnishings. Guests enjoy our numerous lounges and common areas, giant kitchen, wrap-around porch, patio, and yard. Several of our bedrooms have views of the harbor. We are located at 92 Main Street, in the heart of the action in Vineyard Haven. Walking distance from the restaurants, the harbor, the beach, and the best ice cream on Martha's Vineyard. We have 4-6 parking spaces in our lot (depending on what you drive). brbrBedroom locations: br1st floor: 1 queen bedroom. 1 bedroom with pullout sofa and 1/2 bath. 1 full bathroom with clawfoot tub/shower.br2nd floor: 2 king bedrooms with Jack and Jill bathroom. 1 queen bedroom with an en-suite.br3rd floor: Captain's suite up the back staircase has 1 king bed, sitting room, giant bathroom, and 1 double bedroom attached (double bedroom is also accessible from front staircase). 1 queen bedroom with en-suite. 1 double bedroom with en-suite.

Bed

Bath

Sleeps

Exceptional(14)

$353.38

/ Nightly

Cottage

Small One Bedroom Private Cottage on Large Quiet Property.

Tisbury, Massachusetts, United States

Small private cottage on a large quiet property nestled among trees with a wrap around deck. Perfect for a couple’s getaway weekend. Walk to Vineyard Haven shops, restaurants and Owen Park beach. It's one mile to town and the ferry (5 min drive/20 min walk with sidewalks). Cottage features vaulted ceilings, sitting room with kitchenette that includes coffee + tea station, mini fridge and microwave. Includes beach towels, toiletries, hairdryer & iron. Queen bed, AC, bath with tub & shower.

Bed

Bath

Sleeps

Exceptional(3)

$1720.18

/ Nightly

Private Vacation Home

6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town

Tisbury, Massachusetts, United States

This NEWLY RENOVATED 6-bedroom house in Vineyard Haven is just a 10 minute walk to public beach, downtown restaurants, bars, shops and ferry. brbrIt is perfectly set up for your family and Friends. With 2 king beds, 3 twin beds, 1 pack & play, 1 queen bed, and 2 full beds, this awesome property offers plenty of space for guests.brbrThe 4 bathrooms are equipped with tub/showers and hair dryers, soap and body wash for your convenience. brbrThere is a large yard with outdoor shower & grill, outdoor lounge chairs, secret garden, fire-pit and picnic tables. Yard is one half acre and is partially fenced. brbrInside has been thoughtfully decorated by local Boston-based designer. There is central air though out, a walnut ping pong table in the main living room, a cozy den with large sectional sofa, 2 large smart TVS, sun room, library and dining for 13. There is a bright and airy Chef's Kitchen complete with breakfast nook and plenty of charm! brbrBook now and enjoy everything this incredible house has to offer.

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Bath

Sleeps

Exceptional(3)

Select Dates for Price

Private Vacation Home

Beautiful, sunny historic home, walk from VH ferry!

Tisbury, Massachusetts, United States

Beautiful, sunny and inviting home just a five minute walk from Vineyard Haven town center and ferry terminal. Only a short walk to town beach or take the bus to any of the islands surrounding villages including Edgartown and Oak Bluffs. brbr- The space includes an updated kitchen with Viking ovens and induction cooktop, as well as granite breakfast bar and stools. br- Separate dining space that can seat 8. br- Two comfortable living rooms- one on the first floor and one on the second floor outside of bedrooms, perfect for kids to play in. br- Large yard, perfect for whiffle ball, volleyball, and lawn games.br- First floor includes primary bedroom with updated primary bathroom with outstanding double headed shower. br- Second floor has two bedrooms with comfortable queen beds. One of these two bedrooms has bunk beds in it, alongside the queen. Also on the second floor, is a small bedroom with a single bed and crib. br- In basement is the 4th queen bed with full bath.brbrDisclosures about the property: br- There is no central air conditioning. However, there ARE air conditioning units in the bedrooms. With the bedrooms cooled, we find the house is completely fine with sea breeze throughout home during the day. br- Windows are on the older side. We keep multiple windows propped open and ask they they not be moved. br- Three full baths: one off of primary bedroom, second is upstairs for additional bedrooms, and third is in basement. There is also another bathroom off of the dining area for overflow use.

Bed

Bath

Sleeps

Exceptional(13)

$636.69

/ Nightly

Country House

Renovated 4BR Island Farmhouse 5 minute walk to downtown Vineyard Haven

Tisbury, Massachusetts, United States

Restored Island farmhouse, nicely furnished and decorated and walking distance to Main Street, Vineyard Haven. Four bedrooms, updated kitchen and first floor half bath. Located in a very nice neighborhood with distant water views of the Lagoon from the back yard. New outside shower and 8 foot long picnic table and gas grill set in a tree shaded portion of the lawn perfect for family picnics. Five bikes available to ride. Very near the MV shuttle service and Black Dog Restaurant and store. Less than a 10 minute walk from the Steamship Authority ferry.brbr* Reservations in July and August 2025 and 2026 MUST BE from Saturday to Saturday only, 7 nights minimum.

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Bath

Sleeps

Exceptional(4)

$1730.24

/ Nightly

Private Vacation Home

Downtown brand new construction 3 bed & 3 bath

Tisbury, Massachusetts, United States

Brand-new, high-end 3BR/3BA home in the heart of Vineyard Haven—just one block from the ferry terminal. Walk to restaurants, shops, the harbor, MV Museum, and more in 1–2 minutes. Enjoy crisp air conditioning throughout, stylish finishes, and unbeatable downtown convenience. Perfect for guests seeking comfort, quality, and location. This stylish home features 3 bedrooms and 3 full bathrooms, including two en suite bedrooms with private baths and walk-in closets. There are two custom tile walk-in showers and a one bathtub - all with glass doors. The fully equipped kitchen has everything you need for home-cooked meals. Each room offers crisp A/C and plush memory foam mattresses. Relax on the front or back deck, or in the spacious backyard—complete with cornhole and horseshoes for outdoor fun.

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Bath

Sleeps

Exceptional(11)

$390.64

/ Nightly

Private Vacation Home

Quiet 2BR Cottage for Creatives & Families — 7‑min Walk to Downtown

Tisbury, Massachusetts, United States

brSummer Street MV - where the spirit of summer livesbrLight-filled 2BR, 1BA cottage in the heart of Vineyard Haven - a 7–10 minute walk to the ferry, Main Street cafés, and beach. Ideal for journalists and creatives who need a calm workspace (fast Wi‑Fi, dedicated desk) or small families seeking a convenient island base.brbrLocated on a quiet, pretty residential street, vaulted ceilings greet you as you enter the living room, which is illuminated by skylights and stained glass windows rescued from a local whaling church. Enjoy the rustic charm and quietude of our space, thoughtfully designed for relaxation and rejuvenation. Whether you're reading, writing, or seeking solace, our cottage provides the ideal backdrop for your escape. Discover serenity at our A-frame retreat on Martha's Vineyard.brbrThere is a great tradition of culinary arts in this house. Built by one of the Island’s well-known chefs, our family has embraced this legacy over the last 25 years that we have lived on Martha’s Vineyard. We welcome you to expand upon this tradition during your visit. The kitchen features a 6-burner commercial stove, new refrigerator, and convection oven. We have stocked the kitchen with a French press and coffee maker, and a full selection of cooking vessels and tools so that you can cook your own breakfasts, local seafood, or whatever else catches your fancy. Consider hiring one of our recommended local chefs to cook for you one night in the house as a special treat.brbrThe eating nook seats 4 and receives morning light with cool cross breezes in the summer. Sections of the floors throughout the house are made from old slate roof tiles, including some laid out in the shape of a fish (or the Island depending on how you look at it) on the kitchen floor. brbrTwo bedrooms are available, including a spacious upstairs bedroom loft with a queen bed and desk to work (if you have to) and a bright bedroom downstairs with 2 twin beds. Downstairs we offer a large couch to relax in front of the television or listen to music, and the “best friends” seating area in front of the fireplace. We are excited to offer a newly built front porch, where you can sit and enjoy birdsong with your morning cup of tea, or late afternoon peace under the dappled branches of the honey locust tree. Likewise we now offer luxury Onsen waffle towels. brbrExit the back door to an intimate shaded patio with a table and benches, and an outdoor shower privately located around the corner in the wooded backyard. The yard is large enough to play frisbee or lounge around! Keep watch for the fireflies in the summer time. We are excited to offer you use of our “green egg” smoker/grill as well.

Bed

Bath

Sleeps

Exceptional(29)

$595.73

/ Nightly

Cottage

Cozy New TimberFrame Vineyard Haven!

Tisbury, Massachusetts, United States

Modern meets Vintage in Vineyard Haven!brBrand New Timberframe Custom Designed by Local Boat Builder. brOne of a Kind Guesthouse on Private Property.brLocated on quiet cul-de-sac in residential neighborhood. brEnjoy your Morning Coffee or evening Cocktails on Breezy Front Porch. brHardwood floors throughout, Hardwood Counters In kitchen and Bar area. Bar seating and Seperate Coffee Bar located in Kitchen Galley. 20 Foot Ceilings in Great Room and Dining area pronounced large exposed beams make our GuestHouse feel much bigger than it is. Mood lighting on Beams and smell of fresh pine throughout. Bathroom features custom vintage Oak Vanity, Rainforest Ipe floor with Large Slate/Stone tile walk- in Shower. Queen bed in main Bedroom with back deck to relax and enjoy the wonderful MV sunsets serenaded by choirs of local birdsongs.. brAC, Large Ceiling Fans throughout, Wi-Fi.brFully Equipped Gourmet kitchen with brand new Gas stove.br1 Full Bedroom and a cozy sleeping loft (or yoga/stretch read study area) overlooking Great room.br Timber sleeps 4 comfortably. Loft also great spot for Children entertainment/sleeping quarters.. brfeels like a tree house up there!brAlthough your wonderful Host lives in close proximity to our Guesthouse, respecting privacy during your stay is our top priority.brClose to ferry, shopping, Main Street Restaurants, Cinema, Cafes, Tashmoo boat launch, Tashmoo beach.br10 Minute Drive to Oak Bluffs, 15 Minute Drive to Edgartown.brbrPlease Note:brWe are excited that you're considering booking some time at Lil Haven!brbrPlease be aware that Transport to and from Martha's Vineyard is most difficult on weekends during the summer.brbrHere are some recommendations...brIf you attempt to book summer Ferry reservations and the dates appear to be full, we suggest booking dates in close proximity to your reservations as your placeholder, then using that reservation to waitlist the days you've reserved here. brbrYou also might want to consider booking weekday to weekday (instead of weekend to weekend) if your schedule allows.brbrIf you are experiencing issues with Ferry transport, phone lines open up on Feb 20th.brbrbrThanks Again, Gregbrbr

Bed

Bath

Sleeps

Exceptional(2)

$1038.37

/ Nightly

Private Vacation Home

Vineyard Haven House: Beach, Fire Pit & Garden View

Tisbury, Massachusetts, United States

Summary:brbrEscape to Vineyard Haven House, a stunning holiday home perfect for your next getaway! This beautiful house boasts 4 spacious bedrooms, 2.5 bathrooms, and multiple living areas with cozy fireplaces. Enjoy direct access to the lake, a private dock, and fantastic outdoor amenities, including a fire pit, gas grill, and outdoor shower. Located in a tranquil neighborhood, you're just a short drive from beaches, shops, and the ferry to the islands. Relax and unwind in this idyllic retreat, offering the perfect blend of comfort and convenience.brbrbrbrThe Space:brbrBedrooms: 4 spacious bedrooms with comfortable beds and high-quality linensbrbrBathrooms: 2.5 modern bathrooms with luxurious finishesbrbrLiving areas: Multiple living areas with cozy seating, fireplaces, and stunning viewsbrbrKitchen: Fully equipped chef's kitchen with high-end appliances and ample counter spacebrbrAmenities: outdoor shower, fire pit, gas grill, paddle boards, kayaks, Smart TVs, and high-speed Wi-FibrbrOutdoor spaces: Expansive deck, patio, lawn, and dock with direct access to the lakebrbrbrbrGuest Access:brbrGuests have access to the entire house, including all bedrooms, bathrooms, living areas, kitchen, and outdoor spaces. Enjoy the use of the outdoor shower, fire pit, gas grill, paddle boards, Smart TVs, and high-speed Wi-Fi.brbrbrbrThe Neighborhood:brbrNestled in a peaceful residential area, our home offers a serene escape while still being conveniently close to local amenities. You're just a short drive away from a variety of shops and dining options. Discover the beauty of nearby beaches, explore scenic nature trails, and perhaps visit the local vineyards. For island adventures, a ferry is readily accessible.brbrbrbrGetting Around:brbrFor exploring the area, a car is recommended. The Martha's Vineyard Airport (MVY) is the closest airport, just a 15-minute drive away. The ferry terminal is also nearby, providing easy access to the islands.brbrbrbrOther Things to Note:brbrWe recommended an Uber driver to pick you up if necessary. It is many rental car options too.brbrbrbrInteraction with Guests:brbrI'm committed to making your stay at Vineyard Haven House as enjoyable as possible. I'll be available throughout your visit to assist with any questions or needs you may have. The best way to reach me is via the Airbnb messaging platform, where I typically respond within an hour. For urgent matters, you can also contact me through the platform, and I will do my best to address them promptly. I'm happy to offer recommendations for local activities, dining, or anything else you might need to enhance your experience. Your comfort and satisfaction are my top priorities!

Bed

Bath

Sleeps

Exceptional(2)

$4321.98

/ Nightly

Private Vacation Home

West Chop Sandy Beach, Water Front, 6 BR, Great Views!

Tisbury, Massachusetts, United States

Summers on the Vineyard don’t get better than this waterfront 6 bedroom, 5 bath home with its own private (and sandy) beach just 50 yards away! Excellent West Chop location. It’s a short walk to West Chop Club or easy bike ride to the Vineyard Haven Yacht Club. This home offers a unique set up with 4 big bedrooms surrounding a large great room over looking the Vineyard Sound. Just perfect for entertaining. On the other side of the butler pantry and kitchen area is another wing with 2 additional bedrooms over the garage with their own family room, full bath and elevated deck. There is parking for 6 including a 3 car garage. You will be blown away by the gorgeous sunrises as well as enchanting light as the sun sets reflecting off of East Chop and passing boats. This special home is fully stocked and ready for you to enjoy! PREFER FRIDAY TURNOVERS AND 7 NIGHT MINIMUM

Bed

Bath

Sleeps

Exceptional(4)

$1547.84

/ Nightly

Private Vacation Home

Stunning Tisbury Retreat with Pool

Tisbury, Massachusetts, United States

Escape to this brand-new luxury home in Vineyard Haven, minutes from downtown and the ferry.brDesigned for comfort and style, it features high-end interiors, a gourmet kitchen, and spacious living areas. With 5 bedrooms, 5.5 baths, central air, a home gym, a private heated salted water pool, outdoor shower and bar & grill area added for convenience. It's perfect for families or groups.brRelax in the king suites, unwind by the pool, or explore the island-your perfect Martha's Vineyard getaway awaits!brbrThe spacebrbrWelcome to this stunning, brand-new home on Bernards Circle — the perfect setting for your Martha's Vineyard escape. Ideally located just minutes from downtown Vineyard Haven restaurants, shops, harbor, ferry and 0.5 miles to the Tisbury Town Beach where you can swim, fish and enjoy occasional evening concert. This home combines upscale finishes with thoughtful design across three beautifully appointed levels.brbrThe Layout:brbrThree Levels of Comfort & PrivacybrLower Level (Private Apartment with Separate Entrance):brThis self-contained apartment offers flexibility and privacy - perfect for extended family, guests, or a work-from-home setup. It features:brbr* A queen bedroom with closetbr* A full bathroombr* A spacious living room with table gamesbr* Full kitchen and dining areabr* Laundrybr* Dedicated office/workspace or optional twin bedroombrbrGround Level (Main Living Space):brThe heart of the home is bright and inviting, with an open-concept layout ideal for gathering and entertaining.br* A fully equipped gourmet kitchen with large islandbr* Spacious living room with multiple seating areas, with TV and a beautiful fire place. Speakers throughout.br* Dining areabr* King suite with walk-in closet and ensuite bathroombr* Half bathroombr* Two entrances for easy accessbr* Garage gymbrbrUpper Level (Private Guest Wing + Primary Suite):brUpstairs offers both privacy and flexibility, with three bedrooms and three bathrooms:br* A queen suite with a ensuite bathroom, including a kitchenette and its own private entrancebr* A king primary suite with walk-in closet and a luxurious ensuite bathroom with a large soaking air jet tub, bidet, a walk in shower with rain head and double vanitybr* An additional queen guest bedroombr* A bathroom across the hallway for the guest bedroombr* Additional laundrybrbrOutdoor Living:brbrStep outside to unwind by the brand-new heated, saltwater pool and enjoy the serenity and privacy of the beautifully landscaped yard — perfect for sunny afternoons with barbecue and evening cocktails at the bar&grill area. An outdoor shower added for convenience. brWith 5 bedrooms and 5.5 bathrooms, this home comfortably accommodates families, friends, or multiple couples seeking a blend of space, style, and convenience. Whether you're planning a relaxing family retreat or a stylish summer escape, this Vineyard Haven gem is ready to welcome you in 2025.brSecurity cameras on external areas (front, sides and back of the house). brGuest accessbrGuests have access to the entire property.

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Sleeps

$941.63

/ Nightly

Apartment

Perfect 3-bedroom apartment with AC in peaceful Tisbury

Tisbury, Massachusetts, United States

Located in Tisbury, this beautiful apartment offers a comfortable retreat for guests. With three bedrooms featuring a queen bed, a full bed, and a bunk bed, there’s plenty of space for families or groups. Two bathrooms include showers and hair dryers, making mornings hassle-free. The apartment stays cozy with heating and cool with AC, ensuring a pleasant stay year-round. Guests will appreciate thoughtful touches like an iron for fresh clothes. Whether relaxing indoors or exploring nearby, this quaint space invites you to feel right at home. just steps from the ferry, beach, shops, and restaurants. This newly renovated, sun-filled apartment offers effortless island living with a private deck, cozy loft, and rare dedicated parking. Designed for comfort and walkability, it’s the perfect blend of modern ease and classic Martha’s Vineyard charm, allowing you to truly experience the island like a local. It’s easy to see why you’ll be able to unwind at our place.

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Sleeps

$422.71

/ Nightly

Private Vacation Home

West Chop Tashmoo Beach Townhouse w/Pool Pickleball & Tennis borders Golf Course

Tisbury, Massachusetts, United States

Ideal 3 bedroom, 3 full bath Townhouse in the coveted West Chop Tashmoo Beach neighborhood of Tisbury. First floor features a cathedral ceiling living room full of windows, natural light & fireplace. This desirable center unit provides a fully spacious open floor plan connecting to the dining room, eat in kitchen and counter bar. Den with french doors & adjacent full bath provide first floor bedroom/office option. Large re-finished deck overlooks beautiful woods. Second floor features a master suite with vaulted ceiling, spacious bath with jacuzzi & large walk-in closet. Second floor windowed balcony provides views of woods & lower living space leading to guest bedroom with ensuite full bath. Garage provides for one car with a workbench, utility & storage space & adjacent outdoor shower. Ideal location offers trails to walk, bike or drive to private or public beaches on Vineyard Sound & Lake Tashmoo. Association also provides a private dock, heated pool, tennis, pickleball and basketball courts and playground, all on 100+ acres of association land! Adjacent to Mink Meadows Golf Course & minutes from downtown Vineyard Haven. This truly unique combination of living space, location and amenities also offers hiking trails leading to beach and lakeside sunsets! PS We have rented through local realtors for many years. This is our first year on VRBO so we do not have any current reviews posted, but would be able to provide feedback from prior tenants upon request.

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Bath

Sleeps

Exceptional(13)

$401.56

/ Nightly

Private Vacation Home

The Vienyard Haven Hideaway Apt

Tisbury, Massachusetts, United States

NEWLY RENOVATED! The Vineyard Haven Hideaway Originally built in 1925, this home has undergone a full gut renovation with finishes that meet all of today's modern standards.brbrLocated in Vineyard Haven within walking distance of town and beaches! Quick access to the Steamship Authority Ferry and bus route.brbrYour Martha's Vineyard vacation awaits you!brbrbrThe spacebrFirst-floor unit. DuplexbrThe spacebrFirst floor!brGuest accessbrEntire downstairs floor of our home. Separate entrances, no interior staircase between upstairs and downstairs.brOther things to notebrLet us know if you want access to a compost bin so you can recycle your food scraps during your stay!

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Bath

Sleeps

Exceptional(48)

$310.95

/ Nightly

Private Vacation Home

Newly renovated charming modern island home for your relaxing getaway

Tisbury, Massachusetts, United States

This open concept, recently renovated summer home is on a one acre woodsy property. The bedroom has a queen size bed and there is a queen size inflatable mattress that can be used in the living room. It has a full kitchen, with gas stove, full size refrigerator, dishwasher and stocked with all of your cooking needs (dining ware, pans, coffee maker, and utensils). Large cathedral ceilings with skylights will make for your perfect dining experience. At the end of your long beach day you can choose to enjoy the large outdoor shower or have a bath in the indoor bathroom. There is a large covered porch off of the dining room, which is great for evening entertaining and relaxing.brbrAmenities Include: beach towels, beach chairs, cooler, propane grill, flat screen smart-TV with cable, WIFI internet, boogie boards and beach toys, and a large private driveway for parking. brbrIf you are looking for a quiet summer home that is walking distance to town, ferry and the local beach, this is the rental for you!

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Bath

Sleeps

Exceptional(1)

$1564.09

/ Nightly

Private Vacation Home

Waterfront home in Vineyard Haven. Walking distance to shops and dining.

Tisbury, Massachusetts, United States

This waterfront house is the perfect home base for your trip to Martha's Vineyard. A stay at this great location will put you within walking distance of the shops, dining and ferry terminal of downtown Vineyard Haven, while still allowing for relaxation and tranquility at home. The house is spacious, with many large windows that provide plenty of natural light and a beautiful view of the Lagoon. The main living level includes a large, light-filled living room that opens up to a well-sized dining room. The kitchen is tucked away and well-appointed. The primary bedroom is spacious and has an en-suite bath. Upstairs, 2 bedrooms share a full bath. On the lower level, there is a media room and two queen pull-out sofas, a full bath, a wet bar for entertaining, and a tiled hot tub room surrounded by windows. Outside, the property features a lovely garden with bonsai trees and perennial flowers along with an open deck, perfect for enjoying the peaceful surroundings and al fresco dining. A short private path leads to the shore, with access for swimming, kayaking, or canoeing. This waterfront retreat is an ideal haven for spending time with family and friends, and exploring all that Martha's Vineyard has to offer to make for a truly memorable vacation.

Bed

Bath

Sleeps

Exceptional(54)

$778.18

/ Nightly

Private Vacation Home

Newly built house, Central A/C, Walk to ferry, beach, and town

Tisbury, Massachusetts, United States

Completed in 2020. This modern 3 bedroom, 2 bath well appointed house is located within walking distance from downtown Vineyard Haven and the ferry terminal. The bike path and bus line are just steps away from the house.brbrAmenities include all new high end stainless steel appliances, central A/C, ERV fresh air ventilation system, eco friendly LED lighting, 2 SMART TVs, WiFi, outdoor patio, grill and spacious outdoor shower. The property has off-street parking for 3 cars.brbrThe first floor includes a fully equipped kitchen with a large island. The kitchen is open to the dining room and the living room. There is also a full bath, and a bedroom with a queen size bed. In addition, there is a separated mudroom with washer and dryer. brbrThe second floor has another full bath and two large bedrooms, each with its own thermostats. One bedroom includes a king bed, and a convertible couch that folds out to a twin bed. The other bedroom includes a queen bed. All bedding, linens, and towels are provided.brbrThe basement is finished, air-conditioned, and has a sitting area with a large SMART TV, and an extra refrigerator. brbrOff the dining room, step out to the sunny patio with a gas grill and outdoor furniture. There is also a new shed to keep any bikes, or items you may want to lock up outside. In addition, there is a big outdoor shower to use as you wish.brbrBeach chairs, umbrellas, a cooler, ice packs, and beach towels are included in the rental.brbrThis is literally a brand new property, completed in 2020. Everything is new!brbrbr

Bed

Bath

Sleeps

Exceptional(3)

$1339.28

/ Nightly

Private Vacation Home

Modern 4BR Escape • w/ Jeep Wrangler • Near Town • Patio, Fire Pit & Hot Tub

Tisbury, Massachusetts, United States

Welcome to your vacation retreat! This recently renovated single-family near downtown Vineyard Haven blends high-end finishes, modern amenities, and stunning outdoor spaces. With 4 bedrooms and 3.5 bathrooms, including two primary suites with walk-in showers, this property is designed for both comfort and convenience. brbrInside, you’ll find a spacious gourmet kitchen with a massive island and dual sinks, perfect for entertaining or preparing family meals. The kitchen is fully equipped for guests who love to cook at home. Great air conditioning throughout ensures a cool and comfortable stay throughout the house.brbrThe real magic awaits outdoors. Relax in the beautifully landscaped yard featuring ornamental trees, a tranquil fish pond with waterfall, and a blue stone patio ideal for lounging. Gather around the outdoor gas fire pit, fire up the grill, or unwind in the 4 person Hot Springs hot tub, surrounded within stone walls for total privacy. An additional private courtyard with outdoor shower completes the experience, offering a refreshing way to end a day at the beach.brbrThis home is thoughtfully stocked with everything you need for a seamless vacation: beach chairs, beach towels, linens, bath towels, shampoo, soap, and more. For added convenience, our 2026 4-door Jeep Wrangler RUBICON is optionally available for your stay. For insurance purposes, the Jeep has to be booked through Turo, but we’ve set the daily rate as low as Turo allows, making it a deeply discounted, guest-only benefit that feels like it’s basically included in the home. brbrWhether you’re here for family gatherings, a friends’ getaway, or a relaxing retreat, this property provides the perfect home base for creating unforgettable memories.

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Bath

Sleeps

Exceptional(49)

$1210.08

/ Nightly

Private Vacation Home

Elegant, spacious Home - Week of July4th Available - With Ferry Tickets

Tisbury, Massachusetts, United States

This modern home boasts +5,000 square feet of living space w/ three beautifully decorated floors, including state of the art technology, resting on a large wooded lot within walking distance of downtown Vineyard Haven.brbrMain Level - includes great room, combo kitchen/dining room and open sun porch. Great room has large flat screen TV, home theater system and wireless internet. Central air conditioning plus ceiling fans. Dining seats 10+. Kitchen has all needed utensils, pots, pans, dishware. Large screened porch off kitchen. Generous deck overlooks backyard with outdoor seating area and grills. Also this level - MBR Suite with King bed and private bath.brbrSecond Level - includes second large MBR Suite w/ private bath, soaking tub and queen bed; 3 additional upstairs bedrooms: 2 BRs with 2 twin beds in each room; and 1 bdrm with 1 full, 1 twin; hall bath & laundry closet w/ washer & dryer. Second zone central air. SHEETS AND TOWELS ARE NOT PROVIDED BUT CAN BE RENTED and beds made before arrival. brbrWalk-out Lower Level - includes large recreation room w/ cable-tv., XBOX-video game system and ping pong table. Also, full bed in sleeping nook with adjoining full bath. Enjoy your vacation at this modern MVY home.

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Bath

Sleeps

Exceptional(49)

$1214.34

/ Nightly

Cottage

WATERFRONT Downtown Cottage w/ Beach

Tisbury, Massachusetts, United States

This is one of the most unique properties on Martha's Vineyard. Located directly on the bustling Vineyard Haven harbor & right across the street from the famous Black Dog Tavern, this cottage offers a truly immersive waterfront Vineyard experience - right in the thick of everything. Everything you could need - from public transportation, to groceries, to restaurants, beaches and so much more - is literally just steps outside the front door. The house was just remodeled and outfitted with all new furniture and appliances. The house is comprised of a fully equipped kitchen, living room, small dining area, 2 outdoor decks, 2nd floor master bedroom with full bath, and a downstairs 1/2 bath. Off-street parking for up to 2 vehicles - which is like GOLD in that area! If you’re arriving by way of your own boat, dock space can be reserved in advance at The Black Dog Wharf, Vineyard Haven Marina and Tisbury Wharf Company.

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Sleeps

Rent a place that suits your needs

Bed

Bath

Sleeps

Exceptional(49)

$778.18

/ Nightly

Private vacation home

Newly built house, Central A/C, Walk to ferry, beach, and town

Tisbury, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(49)

$744.13

/ Nightly

Private vacation home

Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)

Tisbury, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(49)

$695.33

/ Nightly

Condo

Short Walk to Town - Nice Comfortable -Reasonable

Tisbury, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(49)

$365.36

/ Nightly

Apartment

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Tisbury, Massachusetts, United States

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Bath

Sleeps

Vacation Rentals By Owner In Tisbury, MA

$3015.9

$353.38

$1720.18

$636.69

$1730.24

$390.64

$595.73

$1038.37

$4321.98

$1547.84

$941.63

$422.71

$401.56

$310.95

$1564.09

$778.18

$1339.28

$1210.08

$1214.34

Rent a place that suits your needs

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