Vacation Home Rentals By Owner In Tisbury, MA

$673.91

Charming Recently Renovated 3-Bedroom Retreat

Tisbury, Massachusetts, United States

Welcome to our cozy home, ideally located just 1 mile from the ferry, within walking distance to the lagoon via a scenic Landbank Trail, and close to the bus stop and bike trail. Nestled in a quiet residential neighborhood, it is the perfect base for your island getaway. The Space: Our home comfortably accommodates up to 5 guests with 3 inviting bedrooms—two queen beds and one full bed. Whether you are traveling with family or enjoying a couples’ retreat, this space is perfect for both. The kitchen is fully equipped for home-cooked meals, plus a separate dining room for family meals or game nights. There is one full bathroom with a tub. The amenities include: air conditioners in every room to keep you cool, fully equipped kitchen with a dishwasher for easy cleanup, large, smart TV for movie nights, fast Wi-Fi to stay connected, beach gear (umbrella, cooler, chairs, toys, and a boogie board—everything you need for a day of fun in the sun!), outdoor shower for rinsing off after the beach, fresh linens (including sheets, bath towels, and beach towels), washer and dryer for your convenience, a Weber grill for outdoor cooking and summer BBQs.brbrWe’ve earned glowing reviews from guests who have stayed with us through a local agency, and we are sure you will enjoy your stay just as much!brFeel free to message us with any questions—whether it is about the property or things to do nearby. We are happy to help!br

3

Bed

1

Bath

5

Sleeps

$3956.05

/ Nightly

Private Vacation Home

Spacious 6-bedroom house sleeps 12+ with pool, close to Tashmoo and pet friendly

Tisbury, Massachusetts, United States

Your home away from home in Vineyard Haven with 6 bedrooms. This marvelous house features 4 king beds and 2 twin beds, comfortably sleeping your whole group. With 3 full bathrooms, each equipped with a refreshing shower and hair dryer, guests enjoy convenience and ease throughout their stay. The space is bright and inviting, perfect for relaxing after a day of adventure. Tashmoo beach is just over a mile away, easily accessible by foot, bike, car or the 6 passenger golf cart available. EV Charging available, and pet friendly. Whether you’re gathering for a meal or unwinding in the cozy living areas, this delightful retreat offers everything you need. Make your holiday one for the books with a stay at our place.

6

Bed

3

Bath

14

Sleeps

$2075.41

/ Nightly

Private Vacation Home

Hideaway in Vineyard Haven - Walk to Town & Beach

Tisbury, Massachusetts, United States

Welcome to our home in the heart of Tisbury, within easy walking distance to downtown Vineyard Haven and the beach. Set on a spacious one-acre property, there’s room to relax both inside and out. Walk to downtown Vineyard Haven or to Tashmoo Beach, dine al fresco on the large deck, or unwind in the four-person spa. With six bedrooms, four baths, two living rooms, and multiple dining areas, it’s an ideal summer retreat. brbrbrbrThe home spans one and a half levels with a walkout lower level and is filled with bright natural light throughout. The upper level offers two bedrooms and an open-concept main space with a full kitchen, dining area, and living room with a smart TV. It also includes one full bath, one half bath, an outdoor shower, laundry room, and a sunroom overlooking the backyard with seating for 8+.brbrThe lower level features four additional bedrooms, a second living/media room, one full bath, one half bath, a mini fridge, laundry, and a home gym complete with an infrared sauna, Peloton bike, and free weights.brbrThe one-acre property includes a large deck with lounge seating and outdoor dining, a fire pit, hammocks, and a hot tub!brbrThe entire property is yours to enjoy.

Bed

Bath

Sleeps

$1321.45

/ Nightly

Private Vacation Home

Mill Hill - Walking Distance From Town And Ferry With Ocean View

Tisbury, Massachusetts, United States

“Mill Hill” is a wonderful in-town historic home which comfortably sleeps 11 people. The property sits a close five-minute walk to downtown Vineyard Haven, Owen Park Beach, restaurants, shopping, and is in very close proximity to the Vineyard Haven Yacht Club. It is located directly across Main Street from the Vineyard Haven Public Library.brbrNEW - Mini split AC in bedrooms, perfect for hot summer months when the ocean breeze isn't quite enough.brbrThe first floor features a bright, open kitchen/family room/dining room area, a cozy living room with working fireplace, small private office or sitting room, powder room, and laundry room with washer/dryer. Just outside you’ll find an outdoor shower, and a wonderful side-porch and outdoor living area overlooking the yard with views to the Vineyard Haven harbor just beyond. The second floor offers two full bathrooms, with four bedrooms, three of which open to a wrap-around second floor porch facing the harbor. The third floor consists of two bedrooms (one double, one single), one full bathroom, and a central ‘suite’ sitting area with TV. Just beyond is the 3rd floor porch which offers spectacular views overlooking Vineyard Haven and the inner and outer harbor. The property is buffered from Main Street by a large surrounding yard, with private off-street parking for 3-4 cars. Cable, Wi-Fi and other amenities are included. Ideal, private in-town location just outside the noise and bustle of downtown. Relax on a porch or explore the rest of the island. The perfect homebase for your island adventures.

Bed

Bath

Sleeps

$867.91

/ Nightly

Private Vacation Home

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Tisbury, Massachusetts, United States

Experience the magic of Martha's Vineyard in this newly renovated 3 bed, 3 bath retreat! The first floor features an open concept kitchen and bright dining area, cozy living room with a 55 smart TV, a full bathroom (currently under renovation for 2026 season!), and a bedroom (Queen bed). On the second level you will find a second full bathroom (with a shower/tub combo) and two additional bedrooms (one with a King bed and the other with a Queen bed and a double twin trundle bed). A crib and high chair can also be provided with advance notice if needed. The basement is finished with a second family room with a 60 TV, half bathroom, and washer and dryer for your convenience. brbrConveniently located about 1 mile from downtown Vineyard Haven - you are just a short bike/car ride away from the ferry, shopping, and restaurants. Want a quiet place to relax and enjoy some family time The outdoor space boasts a brand new large deck for the 2026 season (pictures coming soon), gas grill, and fenced in yard. Get the best of both worlds with this sun-filled escape!

Bed

Bath

Sleeps

$867.39

/ Nightly

Private Vacation Home

Modern Family Home Walkable to Town

Tisbury, Massachusetts, United States

Welcome to our Modern Private Vineyard retreat! Nestled in a tranquil neighborhood, this spacious two-story house offers a delightful escape with 4 bedrooms and 3.5 well-appointed bathrooms, and best yet…it is within walking distance to the town’s Main Street, library, groceries, restaurants, shops, and Vineyard Haven Ferry.brbrOur Vineyard getaway is ideally situated, allowing easy access to local dining, shops, and outdoor activities. Whether you`re exploring the nearby beaches, enjoying the scenic landscapes, or simply unwinding in the comfort of your home, it will be a memorable stay.brbrStep into this inviting two-story house, where the main level welcomes you with an open floor plan living area, ideal for relaxation and entertainment for any group.. The fully equipped kitchen simplifies meal preparation for your family or friends, ensuring a seamless and enjoyable experience.brbrOn the first floor, you`ll find the master bedroom featuring a queen-size bed and an en-suite bathroom. As you ascend the stairs, discover 3 comfortable bedrooms that offer a tranquil haven for a restful night`s sleep. The two full bathrooms on this level provide convenience for your entire group, enhancing the overall comfort of your stay. Whether you`re unwinding in the living space or retiring to the peaceful bedrooms, our home promises a delightful retreat for your getaway.brbr• HOME LAYOUT •br-Living Area, Dining Area, Kitchen, Bedrooms, Laundry Area (basement), Bathrooms, Foyer, Private Backyard Patio, Outdoor Showerbrbr• BEDROOMS •brThis home can sleep up to 8 guestsbr- Bedroom 1: Ground Floor - Master bedroom with Queen-size bed and en-suite bathroom br- Bedroom 2: 2nd Floor - 1 Queen size bed and en-suite bathroom br- Bedroom 3: 2nd Floor - 2 single beds br- Bedroom 4: 2nd Floor - 1 king bed (that can be converted into 2 single beds), if you prefer separate single beds, please detach and reattach them before check-out. (extra bedding will be provided for both bed types) brbr• BATHROOMS •brThe home has 3 full bathrooms and a half bath including complimentary shampoo, body wash, toilet paper, and a hairdryer. br- 1st Floor - Guest Half bath, and En-suite Full bathroom br- 2nd Floor - Full bathroom in the hallway, and en-suite Full bathroombrbrVERY IMPORTANT: TOWELS ARE NOT PROVIDED; YOU MUST BRING YOUR OWN TOWELS or rent your own towels.brFor towel rentals, contact in advance of your stay (A )Martha’s Linen Rental Or (B)Take My Linen Rentals.brbrONLY BEDDING IS PROVIDED: br• SHEETS/BEDDING •brSheets set for bedbrExtra SheetsbrBlankets/ComfortersbrKitchen Towel brBathmatsbrbr• KITCHEN •brThe kitchen comes fully stocked and equipped with premium stainless steel appliances, including a coffee maker, refrigerator, dishwasher, microwave, stove, and oven. It also provides essential utensils, glassware, cutlery, pots and pans. In addition, there is a countertop with four stools for your convenience, catering to all your basic cooking needs.brbr• DINING •brThe dining area boasts a spacious ambiance, illuminated by a large panel window. It is furnished with an elegant six-seater dining set, providing a delightful space for shared meals and gatherings. brbr• LIVING AREA • brThe expansive living room welcomes abundant natural light and includes a cozy sofa paired with a television equipped with various streaming apps.brbr• LOCATION •brThe home is centrally located making it an easy walk to nearby restaurants and shops. brbr• PARKING •brThere is free parking available within the property premises. brbr• OUTDOOR •brThe house has a big lawn in the backyard with green surroundings, an outdoor shower, an outdoor dining area, outdoor furniture, and a BBQ grillbrbr• SECURITY & SAFETY FEATURES •brThe home is equipped with security cameras located on the exterior of the property which includes entrance and exits. There are NO cameras inside the home. There are smoke alarms, fire extinguishers, and a first aid kit.brbr• OTHER AMENITIES •brThe home comes with a washer, dryer, free high-speed WiFi, and a Smart TVs for your streaming apps, (use your own account for streaming apps)brbr- ONLY BEDDING IS PROVIDED; TOWELS ARE NOT PROVIDED; YOU MUST BRING YOUR OWN TOWELS or rent your own towels. For towel rentals contact (A )Martha’s Linen Rental Or (B)Take My Linen RentalsbrHOUSE RULESbr• This property is not pet-friendly. Unauthorized bringing of pets will have a penalty of $300 which will go towards a deep cleaning of the property.brbr• CHECK-IN: Check-in time is after 4 PM. Early check-in requests are subject to availability and cannot be guaranteed. If we`re able to accommodate an early check-in, there`s an early check-in fee of $50 starting at 10 AM. Please check the availability of early check-in prior to booking.brbr• CHECK-OUT: Check-out time is before 11 AM. We do not allow late check-out as we schedule cleaning ahead of time. Any unauthorized late check-out will result in a charge of $50 for every 30 minutes.brbr• SMOKING: We do not allow smoking inside the property or in outdoor spaces including the balcony, backyard, and terrace (if applicable). There is a smoking fine of $300. Smoking is only permitted by the fire pit. brbr• BBQ GRILL: An extra charge of $100 will apply for not cleaning after using the BBQ Grill.brbr• NOISE: Guests must be mindful of their noise levels at all times, quiet hours are strictly enforced from 9 PM-8 AM.brbrYou are advised to keep in mind that this property is located in a quiet, private neighborhood. Please respect our neighbors. Anyone found to be violating noise ordinances will be subject to an initial $300 fine and a possible eviction in egregious circumstances. Guests will not be given any refund for issues related to noise ordinance violations. Possible violations include, but are not limited to, using unauthorized amplification devices, a general lack of decorum, screaming and yelling, excessive vehicular noise, and over occupying the rental property with unauthorized guests.brbr• DAMAGES & LOSS: We would truly appreciate it if you could treat our home like yours. You will be responsible for any damages or loss to the property which will be deducted from your security deposit. Excessive damage to the property will have a liability of up to $5000. brbrGuests are responsible for covering the cost to replace lost keys, key cards, fobs, or parking passes. There will be a $200 charge for lost keys. Lock replacement is mandatory for the safety of future guests.brbr• UNAUTHORIZED GUESTS: Please make sure to book the property for the correct number of guests. Parties, events, or any kind of gathering are prohibited. Given the COVID-19 situation, no other guests outside the reservation are allowed on the property.brbr• PHOTOSHOOT/MUSIC VIDEOS: This property is for residential use only and not for commercial purposes without the written permission of the owner. Please contact us directly for booking of events. brbr• LOST AND FOUND: Please note that all shipping is at the traveler`s expense. There is a minimum $25 shipping cost plus a $50 service fee. We are not liable for any lost items. Our team will do our best to locate your lost items after check-out. We do not allow any mail deliveries or packages during your stay.

Bed

Bath

Sleeps

$506.17

/ Nightly

Private Vacation Home

Family Getaway Walkable to Town

Tisbury, Massachusetts, United States

Welcome to our newly renovated cottage nestled in the peaceful town of Vineyard Haven. This delightful retreat features a spacious back deck that overlooks a large yard with outdoor seating, providing the perfect blend of tranquility and comfort.brbrStep inside to discover an inviting space adorned with all-new furniture and appliances. The updated spacious kitchen, fully equipped and ready for use, seamlessly connects to an open dining and living area, creating a warm and welcoming atmosphere for gatherings with family and friends. brbrThe first floor hosts a charming bedroom with bunk beds (Full on the bottom, twin on top), complete with a flat-screen TV and an ensuite bathroom featuring a beautifully tiled shower. Upstairs, two additional bedrooms await your comfort. BR2 offers a cozy Queen and twin bed, while BR3 boasts a Queen bed, a flat-screen TV, and access to a hall bath with a luxurious soaking tub and a separate shower – all recently upgraded. The house provides parking space for 2-3 cars, ensuring convenience at your fingertips.brbrOur cottage's prime location situates you midway between Vineyard Haven's Main Street, West Chop, and the Mink Meadows Golf Course. Enjoy easy strolls to the library and Owen Park, and, renowned dining at The Black Dog restaurant, a charming harbor, a movie theater, and a distinguished playhouse.brbrAs a bonus, explore the West Chop neighborhood to marvel at ocean views and one of the six lighthouses on Martha's Vineyard. Experience the best of island living in our thoughtfully updated cottage – your ideal home away from home.brbr• HOME LAYOUT •br- Main Level: Bedroom 1 with En-suite Bathroom shower only, Living Area, Kitchen, Dining Area, br- 2nd Floor: Bedroom 2 & Bedroom 3, with Queen size and Twin-size beds, hall bath of separate tub and shower, and flat TV screenbr- Outdoor Area: Large Patio/Deck, with Outdoor furniture, and Gas BBQ Grill br- Basement: Laundry Area (with washer & dryer) brbrThe home has 3 bedroomsbr- Bedroom 1: Main Level - Bunk Bed with a Full-size bed on the bottom, a single bed on top. En-suite bathroombr- Bedroom 2: 2nd Floor - Queen, TV, and a walk-in closetbr- Bedroom 3: 2nd Floor - Queen-size bed, single bed and a closet brbr• BATHROOMS •br- The home has 2 Full Bathrooms each bathroom with complimentary shampoo, conditioner, body wash, toilet paper, and a hairdryer.br- Bathroom 1 - A private ensuite bathroom featuring a beautifully tiled shower, situated on the first floor.br- Bathroom 2 - A complete bathroom with a separate tub and shower, located on the second floor.brbrVERY IMPORTANT: TOWELS ARE NOT PROVIDED; YOU MUST BRING YOUR OWN TOWELS or rent your own towels.brFor towel rentals, contact in advance of your stay (A )Martha’s Linen Rental Or (B)Take My Linen Rentals.brbrONLY BEDDING IS PROVIDED: br• SHEETS/BEDDING •brSheets set for bedbrExtra SheetsbrBlankets/ComfortersbrKitchen Towel brBathmatsbrbr• KITCHEN •brThe kitchen comes fully stocked and equipped with premium stainless steel appliances, including a coffee maker, refrigerator, dishwasher, microwave, stove, and oven. It also provides essential utensils, glassware, cutlery, pots and pans.brbr• DINING • A large dining table good for 6 people.brbr• LIVING AREA • The main floor has a wide space with a lot of natural light. The living space with a comfy couch, Split type AC, board games, and a smart TV. Please use your log-ins for NETFLIX, HULU, etc, and make sure to log out of your account before checkout. brbr• LOCATION •brThe home is centrally located making it an easy walk to nearby restaurants and shops. brbr• PARKING •brThe home has a gravel driveway and enough parking for 2-3 carsbrbr• OUTDOOR •brPatio/Deck with Outdoor Furniture (lounge sitting and dinning table) brBBQ Grillbrbr• SECURITY & SAFETY FEATURES •brThe home is equipped with security cameras located on the exterior of the property, which includes entrances and exits. There are NO cameras inside the home. There are smoke alarms, fire extinguishers, and a first aid kit.brbr• OTHER AMENITIES •brThe home comes with a washer, dryer, free high-speed WiFi, and a Smart TVs for your streaming apps, (use your own account for streaming apps).brbr• HOUSE RULES •brbrPETS: This property is not pet-friendly. Unauthorized bringing of pets will have a penalty of $300 which will go towards a deep cleaning of the property. brbrCHECK-IN: Check-in time is after 4PM. Early check-in requests are subject to availability and cannot be guaranteed. If we're able to accommodate an early check-in, there's an early check-in fee of $50 starting at 10AM. Please check the availability of early check-in prior to booking.brbrCHECK-OUT: Check-out time is before 11AM. We do not allow late check-out as we schedule cleaning ahead of time. Any unauthorized late check-out will result in a charge of $50 for every 30 minutes.brbrSMOKING: We do not allow smoking inside the property or outdoor spaces including the balcony and terrace. There is a smoking fine of $300 if there is evidence of smoking inside the property.brbrNOISE: Please observe quiet hours after 10PM. Please be mindful of the neighbors as this property is situated in a quiet neighborhood. If the police are summoned due to noise complaints, this warrants a possible eviction with no refund.brbrDAMAGES & LOSS: I would truly appreciate it if you could treat our home like yours. You will be responsible for any damages or loss in the property which will be deducted from your security deposit. Please advise me of any damage or loss immediately upon discovery.brbrUNAUTHORIZED GUESTS: Please make sure to book the property for the correct number of guests. Parties, events, or any kind of gathering are prohibited. Given the COVID-19 situation, no other guests outside the reservation are allowed on the property.brbrPHOTOSHOOT/MUSIC VIDEOS: This property is for residential use only and not for commercial purposes without the written permission of the owner. Please contact us directly for booking of events. brbrREQUIRE STAIRS brThere is a small set of stairs to enter the house and stairs to the 2 bedrooms on the upper floor; however, the 1st floor does have 1 bedroom/1 bath if stairs are an issue. brbr• ADDITIONAL NOTE •br- Please be advised that a pre-check-in form will be required prior to check-in.br- Please acknowledge the house rules upon booking.br- ONLY BEDDING IS PROVIDED; TOWELS ARE NOT PROVIDED; YOU MUST BRING YOUR OWN TOWELS or rent your own towels. For towel rentals contact (A )Martha’s Linen Renal Or (B)Take My Linen Rentals brbrCOVID-19 Commitment to Cleanliness: As I welcome you to my home, I have implemented enhanced cleaning practices to meet the health and cleanliness standards of Airbnb. I actively monitor our cleaning protocols and safety guidelines as an expression of care and commitment to our guests.brbrDISCLAIMER: Due to the Summer season, we have a landscaper scheduled to come over to the property weekly. Please expect a visit during your stay. However, they are only going to access the lawn or the outside area of the property.brHOUSE RULESbr• This property is not pet-friendly. Unauthorized bringing of pets will have a penalty of $300 which will go towards a deep cleaning of the property.brbr• CHECK-IN: Check-in time is after 4 PM. Early check-in requests are subject to availability and cannot be guaranteed. If we're able to accommodate an early check-in, there's an early check-in fee of $50 starting at 10 AM. Please check the availability of early check-in prior to booking.brbr• CHECK-OUT: Check-out time is before 11 AM. We do not allow late check-out as we schedule cleaning ahead of time. Any unauthorized late check-out will result in a charge of $50 for every 30 minutes.brbr• SMOKING: We do not allow smoking inside the property or in outdoor spaces including the balcony, backyard, and terrace (if applicable). There is a smoking fine of $300. Smoking is only permitted by the fire pit. brbr• BBQ GRILL: An extra charge of $100 will apply for not cleaning after using the BBQ Grill.brbr• NOISE: Guests must be mindful of their noise levels at all times, quiet hours are strictly enforced from 9 PM-8 AM.brbrYou are advised to keep in mind that this property is located in a quiet, private neighborhood. Please respect our neighbors. Anyone found to be violating noise ordinances will be subject to an initial $300 fine and a possible eviction in egregious circumstances. Guests will not be given any refund for issues related to noise ordinance violations. Possible violations include, but are not limited to, using unauthorized amplification devices, a general lack of decorum, screaming and yelling, excessive vehicular noise, and over occupying the rental property with unauthorized guests.brbr• DAMAGES & LOSS: We would truly appreciate it if you could treat our home like yours. You will be responsible for any damages or loss to the property which will be deducted from your security deposit. Excessive damage to the property will have a liability of up to $5000. brbrGuests are responsible for covering the cost to replace lost keys, key cards, fobs, or parking passes. There will be a $200 charge for lost keys. Lock replacement is mandatory for the safety of future guests.brbr• UNAUTHORIZED GUESTS: Please make sure to book the property for the correct number of guests. Parties, events, or any kind of gathering are prohibited. Given the COVID-19 situation, no other guests outside the reservation are allowed on the property.brbr• PHOTOSHOOT/MUSIC VIDEOS: This property is for residential use only and not for commercial purposes without the written permission of the owner. Please contact us directly for booking of events. brbr• LOST AND FOUND: Please note that all shipping is at the traveler's expense. There is a minimum $25 shipping cost plus a $50 service fee. We are not liable for any lost items. Our team will do our best to locate your lost items after check-out. We do not allow any mail deliveries or packages during your stay.

3

Bed

2

Bath

8

Sleeps

$1358.08

/ Nightly

Private Vacation Home

Charming Vineyard Haven Retreat w/ Heated Pool, Walk to Town, & Tashmoo Beach!

Tisbury, Massachusetts, United States

Escape to a private Vineyard Haven retreat where sun-soaked pool days meet effortless access to town and beaches. Designed for relaxed luxury, this home blends indoor-outdoor living with the best of Martha’s Vineyard just minutes away.brbrExperience Vineyard Haven like a local in this 4-bedroom house with a heated pool. The lovely space features three queen beds and two twin beds, perfect for families or groups. With two bathrooms, guests enjoy plenty of room to relax and refresh. The house stays comfortable year-round thanks to heating and air conditioning. Step inside and feel right at home in this brilliant retreat. We think our place will help you experience everything Vineyard Haven has to offer.

Bed

Bath

Sleeps

$2546.76

/ Nightly

Private Vacation Home

PRIVACY & RELAXATION ON MARTHA'S VINEYARD

Tisbury, Massachusetts, United States

Spring and Summer will be here soon! Reserve this amazing home before it fills up. This exceptional private contemporary is perfect for a Vineyard vacation with 6 bedrooms, 5 bedrooms and 5 full baths in the main residence and a bonus detached bedroom and full bath. This home has a large 52x20ft HEATED SALT WATER swimming pool (seasonally open), (Heated to 82 degrees for your comfort) pool house with outdoor shower. Surrounded by landscaped grounds and a private garden. Enjoy s'mores around the firepit or relaxing by the pool. This home has multiple sitting areas that will accommodate family and friend gatherings. Lower-level entertainment room with large screen TV, games and ping pong table. Less than 2 miles to Downtown Vineyard Haven and ferries, to enjoy shopping and many new restaurants. A short drive to the private association beach and the Mink Meadows Golf Club. Enjoy swimming, kayaking and watching amazing Vineyard sunsets from the beach. Walking and biking trails nearby.br brWifi included, pets considered with homeowners' approval, 52' x 20' heated salt water pool (seasonally open), outdoor shower (seasonally), firepit.

6

Bed

6

Bath

12

Sleeps

$2441.44

/ Nightly

Private Vacation Home

Fantastic Waterfront Private Beach & Dock on West Chop

Tisbury, Massachusetts, United States

Enjoy everything you love about the Vineyard staying in this updated 4 bedroom house on the outer Vineyard Haven harbor. The great room has plenty of seating for everyone with spectacular views. The screen porch stretches across where you can relax watching the ferry and boats float by and dine alfresco, too. Walk down the beach stairs to sit on the sand or walk out on the dock and take a dip. You can tie up a boat along side the dock plus a mooring for anyone who has a larger boat.brThe chefs kitchen has everything you need to turn your groceries from the island farm markets & fish stores into yummy feasts. brA primary bedroom with en-suite bath has a king bed & water views. There are 3 other bedrooms: 1 king bed, 1 queen bed, and 1 full bed where guests will find comfort and space to unwind. If you need to connect into your work while you're staying there is an office, too. brThe house is set well back from the road with manicured landscaping creating a lovely private setting on both sides of the house. There are 2 outdoor showers, one outside the primary bedroom, the other off the screen porch to wash off when you come up from the beach. brLocated up the Main St. not far from downtown where there are shops and restaurants or stroll up to the West Chop lighthouse.

4

Bed

4

Bath

8

Sleeps

$2071.88

/ Nightly

Private Vacation Home

Main Street - Walk to Downtown Vineyard Haven!

Tisbury, Massachusetts, United States

Step off the ferry in the charming coastal town of Vineyard Haven, and minutes later you can be relaxing on a wraparound porch enjoying the ocean breeze. This newly constructed, six-bedroom, three-storey home offers unparalleled comfort and convenience. brbrProperty Highlights:br- Newly built with modern amenities and tasteful decorbr- Spacious layout spanning three floors — perfect for large families or groupbrgetawaysbr- Six well-appointed bedrooms offering ample accommodation br- Convenient main floor bedroom with full bath for easy accessibilitybr- Expansive wraparound porch br- Solar poweredbr- Proximity to walking trails and the iconic West Chop lighthousebrbrbrFeatures:br- Fully equipped kitchen br- Comfortable main floor living area with second-floor TV room br- Dining area with seating for all guests, ideal for enjoying home-cookedbrmeals togetherbr- 4 full bathrooms; one main floor powder roombr- High-speed Wi-Fi and cable TV for entertainment and connectivitybr- Main floor washer and dryer for added convenience during your staybr- BBQbr- Parking available on-site for guests with vehicles; exterior electrical outlet available for EVsbrbr*Mini-splits in each room allow occupants to adjust heating/cooling for comfort

Bed

Bath

Sleeps

$886.9

/ Nightly

Private Vacation Home

Classic Downtown Property

Tisbury, Massachusetts, United States

The home has been tailored for modern tastes and conveniences. Ideally located on a private lane, just a short distance to Main Street, this lot offers peace and tranquility rarely found in downtown proper. The first level includes an updated kitchen, dining room and living room area as well as a field stone fireplace. There is also a half bath/laundry room. The large Master Suite (with a queen bed) is complete with a private bathroom, a wet bar, and a sleeping loft, accessible via a pull down ladder (with another queen bed in the sleep loft). French doors open to a beautiful and private flagstone patio. brbrThe second level offers two bedrooms (one with a king bed, and one with two twins) and a full bathroom. The grounds are attractively landscaped with multiple gardens and patios, and include an outdoor shower. The entire property is fenced with two separate gated entrances. The Belgian Block driveway easily accommodates three cars.

Bed

Bath

Sleeps

$550.09

/ Nightly

Private Vacation Home

FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C

Tisbury, Massachusetts, United States

***IMPORTANT--PLEASE MESSAGE HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON CONTACT HOST (you will find 'CONTACT HOST on the bottom of the listing on the mobile app and on the full website CONTACT HOST' will be located just under where it says request to book ) THEN SEND MESSAGE ) ****brbr***BEACHFRONT--your own PRIVATE BEACH!!! **Pets Welcome!!! AIR CONDITIONING IN ALL FOUR BEDROOMS AND open LIVING/DINING/KITCHEN area.This is a reverse style OCEANFRONT/BEACHFRONT home with a staircase to your private beach!!!!** The home has a wrap- around deck (built-in bench seating, gas grill, 2 NEW dining tables and chairs (on each deck), & chaise loungers) with fabulous ocean views!!! There is also a private deck located at the front of the home (off of the master queen bedroom)--with a NEW dining table and bench seating, with ocean and wooded view . **ALL ROOMS, including bedrooms have OCEAN VIEWS , AIR CONDITIONING & ceiling fans! The top floor has: a master queen bedroom with A/C, private 1/2 bath, private deck with dining table, ceiling fan, cathedral ceiling and ocean view. Top floor also has an open floor plan--living room, dining & kitchen (new granite counters), A/C, all hardwood floors, cathedral ceilings and walls of windows (gorgeous panoramic ocean views!) with sliding doors to the large wrap-around deck. The deck has stairs down to the large grassy back yard with four adirondack chairs, a bench, hammock and gas grill.To the side is the staircase to your private beach. There is plenty of privacy and parking. The 1st floor- all NEW tile flooring- has 3 bedrooms- all with ceiling fans & AIR CONDITIONING, also a full bath & laundry room. There are sliding doors to the backyard and beach. All new furniture, all new beds and plush mattresses! Outdoor private fully enclosed hot water shower with tea lights for evening showers.In the shed for your use there are : 6 bikes ( 2 children, 2 teen , 2 adult), beach toys, cooler, & 10 beach chairs !!! 2 TVs: Living room has a NEW 50 SMART FLAT SCREEN TV, lower level queen bedroom has a flat screen TV. FIVE AIR CONDITIONING MINI-SPLITS THROUGHOUT HOME.brLocated just 7 miles off the Massachusetts coastline, the beautiful island of Martha’s Vineyard is a world apart, offering a vacation ambiance unlike any other. Explore the diversity of six island towns, take long walks along pristine shores, and step back in time to a more leisurely pace. Each season offers something different. Come and experience all the island of Martha vineyard has to offer. brWhether you seek the natural beauties of pristine beaches, clay cliffs and plentiful bird watching, historical and cultural attractions, exquisite dining and diverse outdoor activities or the many artists, handcrafts and one-of-a-kind boutiques, the vineyard provides these and so much more.

4

Bed

1

Bath

8

Sleeps

$1001.19

/ Nightly

Private Vacation Home

New 5BR Luxury Home Near Ferry – Huge Deck, Fire Pit, Sleeps 12

Tisbury, Massachusetts, United States

Legacy House is a beautifully built 2020 colonial that has been completely redesigned for the 2026 season with all new furnishings, bedding, décor, and a newly constructed oversized back deck. Offering over 4,000 square feet of living space, 5 bedrooms, and 3.5 bathrooms, this spacious Vineyard Haven home is perfect for large families, multi-generational gatherings, wedding groups, or friends vacationing together.brbrLocated on a quiet cul-de-sac just one mile from downtown Vineyard Haven and under 10 minutes to Oak Bluffs, the home offers privacy while remaining convenient to the ferry and airport. Off-street parking comfortably accommodates three or more vehicles.brbrThe outdoor space is a major highlight of Legacy House. The brand new expansive back deck features ample patio seating and space to dine and gather. The large backyard includes a fire pit, grill, corn hole, and plenty of room for lawn games and relaxation. A classic farmer’s porch welcomes you at the front of the home and offers the perfect place for morning coffee.brbrInside, the first floor is designed for comfort and connection. The living room features a brand new oversized sectional and a 55” Smart TV. The large eat-in kitchen is fully equipped with dual ovens, high-end cabinetry, elegant countertops, seating for four at the island, and a dining table that seats six. The first floor also includes a spacious primary suite with a king bed, brand new furniture, and a private en suite bathroom, ideal for guests who prefer to avoid stairs.brbrUpstairs on the second floor are four generously sized bedrooms. One bedroom features a king bed, two bedrooms feature queen beds, and the fifth bedroom includes two twin beds that can be converted into a king with the provided conversion kit. Two large bathrooms with double vanities make it easy for groups to get ready comfortably.brbrThe third floor offers an additional oversized living area that adds tremendous flexibility for larger groups. This space includes couches, a 65” Smart TV, a high-end table and chairs for games, and a daybed. It serves perfectly as a kids’ hangout space, movie room, or additional sleeping area.brbrThe home is equipped with a state-of-the-art central air conditioning system that allows each room to be individually controlled for maximum comfort. Additional amenities include high-speed WiFi, Smart TVs, washer and dryer, and modern conveniences throughout.brbrLegacy House is new to the rental market in 2026 but offered by experienced Martha’s Vineyard homeowners. All furnishings and design elements throughout the home are brand new for the season. Some photos may include light staging enhancements while the redesign is finalized, but the finished home will exceed expectations and be fully ready for guests by May 2026.brbrThis is a spacious, modern Vineyard home built for gathering, relaxing, and making lasting memories. We look forward to welcoming you to Legacy House.

5

Bed

3

Bath

12

Sleeps

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