Dukes Area Rentals
From $936 per night (USD)VRBO
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. R ...
From $936 per night (USD)VRBO
From $848 per night (USD)VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $848 per night (USD)VRBO
From $664 per night (USD)VRBO
Edgartown Vacation Home Reservations transferrable available July 27 to Aug 3
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spend your summer vacation in our relaxing home. Enjoy a quiet neighborhood on the Vineyard with all of the comforts of ...
From $664 per night (USD)VRBO
From $561 per night (USD)VRBO
Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This comfortable house provides up and downstairs amenities. The master bedroom with bath is on the ground floor; the o ...
From $561 per night (USD)VRBO
From $2898 per night (USD)VRBO
10 minutes walk to Lucy Vincent Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Location! Location! Location! Charming, and nestled away, this must see post and beam home is situated on the edge of t ...
From $2898 per night (USD)VRBO
From $626 per night (USD)Expedia
Charming Vineyard Saltbox + Ferry Tickets
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
✔Beach! ✔Downtown! ✔Restaurants/Bars! ✔Bike Path! Island Grove is the place to be, tennis and in proximity to the Islan ...
From $626 per night (USD)Expedia
From $1722 per night (USD)VRBO
Waterfront Home in Oak Bluffs - Walk to Town and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely four-bedroom shingled Cape overlooks Farm Pond, Harthaven, and Nantucket Sound. It is a vintage cottage com ...
From $1722 per night (USD)VRBO
From $1141 per night (USD)VRBO
Mill Hill - Walking Distance From Town And Ferry With Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
“Mill Hill” is a wonderful in-town historic home which comfortably sleeps 11 people. The property sits a close five-min ...
From $1141 per night (USD)VRBO
From $948 per night (USD)VRBO
Immaculate, family-friendly centrally located 3bdrm home in Edgartown. Bike path
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Professionally designed and decorated 3 bedroom home in Edgartown. Beautifully appointed for quality family time on M ...
From $948 per night (USD)VRBO
From $383 per night (USD)VRBO
Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax at this retreat in the woods when you are not spending time on Lucy Vincent Beach or enjoying the sunset down the ...
From $383 per night (USD)VRBO
From $1148 per night (USD)VRBO
Classic Vineyard Home with Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Guest Alert! We have unexpected openings in mid-September and mid-October! Our beloved Juniper house has 4 bedrooms plu ...
From $1148 per night (USD)VRBO
From $1372 per night (USD)Expedia
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy your stay in this newly renovated, 4000 sq ft. home! 25 Edgewood has many key amenities to ensure your visit to t ...
From $1372 per night (USD)Expedia
From $798 per night (USD)VRBO
In-Town Certified National Historic Oak Bluffs Property -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the ...
From $798 per night (USD)VRBO
From $972 per night (USD)VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in this beautiful Vineyard home and enjoy a relaxing vacation back in time! Within 5 minutes of stepping out the f ...
From $972 per night (USD)VRBO
From $1296 per night (USD)VRBO
Nine Acres Quiet Escape
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Happily isolated from the bustle of Oak Bluffs and Vineyard Haven, this tranquil residence a 15 minute walk from the cli ...
From $1296 per night (USD)VRBO
From $693 per night (USD)Expedia
Water View 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $693 per night (USD)Expedia
From $668 per night (USD)VRBO
Close to town, beautifully updated
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated Oak Bluffs home features 4 bedrooms and 2 full Baths. The house is located in a quiet neighborhood and one mil ...
From $668 per night (USD)VRBO
From $869 per night (USD)VRBO
Fabulous Makonikey WATER VIEW Victorian with wrap around porch -WALK TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $869 per night (USD)VRBO
From $493 per night (USD)VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Salt Box style Log Home with open floor plan built by my family with a country feel, located on a wooded lot in the down ...
From $493 per night (USD)VRBO
From $3585 per night (USD)VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
6 Bedrooms, Sleeping Porch, 3 Full Baths, 2 Half Baths, Sleeps 12+ A timeless Martha’s Vineyard escape awaits you at th ...
From $3585 per night (USD)VRBO
From $1385 per night (USD)VRBO
Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1385 per night (USD)VRBO
From $540 per night (USD)VRBO
Fabulous house in a fantastic location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunny, contemporary Katama salt box in fabulous location between Edgartown and South Beach! Fabulously bright, reverse s ...
From $540 per night (USD)VRBO
From $1045 per night (USD)VRBO
Historic Waterfront Home in Downtown VH — Bedroom AC window units
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Incredibly convenient, gracious home, perfect for large families. Spend days relaxing on the wraparound porch watching t ...
From $1045 per night (USD)VRBO
From $910 per night (USD)VRBO
Katama-Bike to town and beaches with heated private pool and central air
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Katama Beach House with Heated Pool and Central Air Welcome to our dream beach house in Katama, Martha's Vineyard! Rece ...
From $910 per night (USD)VRBO
From $1079 per night (USD)VRBO
Beautiful Katama home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This handsome home is in pristine condition and is located in the heart of the Katama, South Beach area of Edgartown. ...
From $1079 per night (USD)VRBO
From $6283 per night (USD)VRBO
Large Pool, Over 3 Acres, Incredible Location!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This 3.5-acre property has more than just an incredible home. Witchwood Lane is within walking distance to downtown, ju ...
From $6283 per night (USD)VRBO
From $638 per night (USD)VRBO
Best Deal in Chilmark Spring Fling: Book May or June for 10% off. 4-day minimum.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
"Chilmark is quiet, laid back and much less congested than down-island counterparts. If you want to spread out and relax ...
From $638 per night (USD)VRBO
From $2023 per night (USD)Expedia
Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spectacular light large home with beautiful water views towards the Vineyard Sound and Naushon Island. The light open ki ...
From $2023 per night (USD)Expedia
From $548 per night (USD)VRBO
Chappaquiddick - Hidden Gem on Chappy
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 5
Seas the Day, lovely well maintained 2 bedroom, 2 bath beach home. Nestled in a private wooded area of Chappy. It is app ...
From $548 per night (USD)VRBO
From $622 per night (USD)VRBO
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Vineyard Haven Retreat, Walk to Downtown & Beaches: Experience a relaxing getaway in this charming two-bedroom ...
From $622 per night (USD)VRBO
From $1540 per night (USD)VRBO
Exclusive Oyster Pond Retreat With Private Beach, New Kitchen and Boat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This immaculate vacation rental is situated in the exclusive Oyster Pond enclave with boat access to its private beach. ...
From $1540 per night (USD)VRBO
From $680 per night (USD)VRBO
Charming Lambert’s Cove Escape, Walk to Exclusive Pristine Beach and Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
21 Duck Pond Road is a tastefully appointed up-island home located within walking distance of beautiful Lambert's Cove B ...
From $680 per night (USD)VRBO
From $2123 per night (USD)VRBO
Ideal for extended Families, with Pool, Tennis/Pickleball Court, and Guest House
- Bedrooms:
- 7
- Bathrooms:
- 11
- Sleeps:
- 20
Charming Vineyard home with guest house easily accommodates large families vacationing together, with many spacious bedr ...
From $2123 per night (USD)VRBO
From $1204 per night (USD)VRBO
Completely renovated, air conditioned cottage close to the beach. Dog friendly.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This property has something for the whole family to enjoy. A large wrap-around porch, screened in dining area on side po ...
From $1204 per night (USD)VRBO
From $538 per night (USD)VRBO
Location, Charm, & Steps to Town/Beach -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
(Note: for 2025, we are renovating the upstairs bath and creating a more spa-like shower. New Photos by late March, rou ...
From $538 per night (USD)VRBO
From $1011 per night (USD)VRBO
Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind at this beautiful custom built home. Located in one of Martha's Vineyard's most peaceful and scenic areas, its j ...
From $1011 per night (USD)VRBO
From $498 per night (USD)VRBO
Chappy relaxation and fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Are you looking for a calming refuge to enjoy the Vineyard but also want to be close to the island's best restaurants an ...
From $498 per night (USD)VRBO
From $652 per night (USD)Expedia
Menemsha Home Fully Renovated w/ Amazing Waterview's of Vineyard Sound
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The "Grapevine" is located on a private road in Menemsha, It was completely rebuilt not to long ago. originally it was ...
From $652 per night (USD)Expedia
From $693 per night (USD)VRBO
Tucked Away on Tea Lane, Chilmark
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
A hidden gem tucked in the woods of the desirable Tea Lane neighborhood. A freshly painted interior, brand new second fl ...
From $693 per night (USD)VRBO
From $747 per night (USD)VRBO
Pristine with central air and outdoor shower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A 15 minute walk from Main Street and Vineyard Haven Ferry Terminal (as well as playground near by), makes this new cons ...
From $747 per night (USD)VRBO
From $504 per night (USD)VRBO
Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living /dining rm 2 car prkng
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Lovely private first floor of raised ranch house. Sleeps Four in 2 bedrooms (queen and two singles). One and a half bat ...
From $504 per night (USD)VRBO
From $1170 per night (USD)VRBO
Vineyard Haven Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up surrounded by amazing water views in our sunny, airy beach house! The open floor plan gives you great views from ...
From $1170 per night (USD)VRBO
From $647 per night (USD)VRBO
GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***IMPORTANT--PLEASE "MESSAGE "HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you wi ...
From $647 per night (USD)VRBO
From $1160 per night (USD)VRBO
5 minute walk to downtown Edgartown, very close ride to State Beach/South Beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This comfortable and charming home is located within a 5 minute walk to downtown Edgartown with great shopping, movie th ...
From $1160 per night (USD)VRBO
From $727 per night (USD)VRBO
WALK to Cape Pogue Bay, Blackbird Café & enjoy our private, spacious property.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, spacious beach house on three acres. Amenities include air conditioning, large screened porch, reliable high-spe ...
From $727 per night (USD)VRBO
From $1068 per night (USD)VRBO
Location, Location, Location- Updated East Chop Year Round Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oak Bluffs: Located in East Chop! Beautiful year round home steps to Oak Bluffs Harbor, East Chop Beach Club, Jetty Beac ...
From $1068 per night (USD)VRBO
From $700 per night (USD)VRBO
New Rates! Ocean Views! Lovely Secluded Home, Short Walk To Spectacular Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to this delightful summer haven just a short walk from Philbin Beach, Martha’s Vineyard's most beautiful. The spe ...
From $700 per night (USD)VRBO
From $594 per night (USD)VRBO
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Small beachfront cottage; back deck is right on the water and the front door is on Beach Rd. where you can flag down a b ...
From $594 per night (USD)VRBO
From $863 per night (USD)VRBO
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience the magic of the Vineyard in our island home. This charming residence is clean, cozy and boasts modern f ...
From $863 per night (USD)VRBO
From $1476 per night (USD)VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $1476 per night (USD)VRBO
From $494 per night (USD)VRBO
Perfect Adorable Cottage Retreat Among Award-Winning Gardens
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy this lovely well appointed cottage just a short stroll to downtown Edgartown. This designer's own cottage is set a ...
From $494 per night (USD)VRBO
From $995 per night (USD)VRBO
Spectacular Newly Renovated Home in Menemsha
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This spectacular newly renovated home in Menemsha on Martha's Vineyard, was originally designed by a Frank Lloyd Wright ...
From $995 per night (USD)VRBO
From $1254 per night (USD)VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious ~2,200 sq. ft. home featuring 4 bedrooms and 3.5 bathrooms. Three bedrooms on the second floor include en-suite ...
From $1254 per night (USD)VRBO
From $810 per night (USD)VRBO
Katama Bay - South Beach home - walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Let your vacation begin! A 3 bedroom, 2 1/2 bath home that could sleep up to 8 comfortably on a quiet cul-de-sac off of ...
From $810 per night (USD)VRBO
From $1047 per night (USD)VRBO
Immaculate Katama 4BR with home theater, huge yard, and steps from bike path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a bright, spacious retreat in the heart of Katama. Perfect for multiple families, our home features 4 bedrooms, in ...
From $1047 per night (USD)VRBO
From $909 per night (USD)VRBO
OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappa ...
From $909 per night (USD)VRBO
From $808 per night (USD)VRBO
Charming Chilmark beach house with private Abel's Hill beach access
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely house at the top of Abel's Hill with access to private Abels' Hill Beach a half mile away. The house is wonderful ...
From $808 per night (USD)VRBO
From $2128 per night (USD)VRBO
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
GAME ROOM!!! We have converted the room in the garage as a place where our guests can go should you have a rainy day or ...
From $2128 per night (USD)VRBO
From $1332 per night (USD)VRBO
Home has undergone a major renovation - Everything new! Short distance to town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
SPECIAL NOTE: Rental is Tax Exempt with a stay over 32 days! We hope that you would find it most appealing as our prio ...
From $1332 per night (USD)VRBO
From $502 per night (USD)Expedia
Newly Renovated Martha's Vineyard Vacation Rental!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hop on the bike path for a short jaunt to popular South Beach or walk to historic Edgartown from this conveniently locat ...
From $502 per night (USD)Expedia
From $2182 per night (USD)VRBO
Two Beach Houses - 1 mile to town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Sandy Feet Description This impeccable air-conditioned contemporary residence spans over 4400 square feet, featuring ...
From $2182 per night (USD)VRBO
From $1005 per night (USD)VRBO
Walk to Beach Beautiful Ocean Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Private setting on 5 acres, wonderful for family retreats, weddings. Natural fabrics and wood floors, can have cook and ...
From $1005 per night (USD)VRBO
From $2098 per night (USD)VRBO
Beautiful antique home in downtown Edgartown.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Morse & Fuller Street is a coveted location in downtown Edgartown. A quiet location just a few blocks from Main Street, ...
From $2098 per night (USD)VRBO
From $1472 per night (USD)VRBO
EDGARTOWN PRIVACY WITH A HEATED POOL AND CENTRAL AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 36 Hamblen Way - Your Edgartown Retreat. Our mission is simple, to provide you and your family with an unforg ...
From $1472 per night (USD)VRBO
From $1210 per night (USD)VRBO
Sleeps 10+ New reno in 2022 - beautiful patio - 8 Min walk to downtown Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Well appointed house in a secluded Edgartown neighborhood. Eight minute walk to downtown Main Street shops and harbor. ...
From $1210 per night (USD)VRBO
From $1148 per night (USD)VRBO
Private Setting with Two Private Beaches and Select Ferry Tickets
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The house sits within the Mink Meadows Golf community (near Vineyard Haven) on a wooded 2-acre lot where a short 6 minut ...
From $1148 per night (USD)VRBO
From $538 per night (USD)VRBO
Inquire about spring 2027 special extended stay pricing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This listing is for the three bedroom, two bath Main House at the Meadowsweet Compound. It is available only in the sho ...
From $538 per night (USD)VRBO
From $3067 per night (USD)VRBO
Private Edgartown Estate
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Spacious elegant home on 7 quiet acres. Heated pool, BBQ, half basketball court and several outdoor seating areas inclu ...
From $3067 per night (USD)VRBO
From $542 per night (USD)VRBO
Well-Appointed 3 bedrm 4 bathrm with AC and 50+ 5-star reviews!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 5
WE JUST HAD A CANCELLATION FOR A 32 NIGHT STAY IN AUGUST. IF INTERESTED IN A STAY OF 3 WEEKS OR LONGER PLEASE SEND AN IN ...
From $542 per night (USD)VRBO
From $488 per night (USD)VRBO
Light & Airy West Tisbury home on 3 private acres,/amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Custom-designed Saltbox contemporary, ideal for a family vacation... or a restful retreat. There is a relaxing and airy ...
From $488 per night (USD)VRBO
From $688 per night (USD)VRBO
Perfect Home For A Family Vacation With All The Amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
This professionally designed & decorated vacation home is great for a quiet get away for one or two couples/families or ...
From $688 per night (USD)VRBO
From $548 per night (USD)VRBO
Pet-Friendly Historic Chilmark Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Renovated historic barn (1870). Lofts converted to open bedrooms, private main bedroom, roomy living room/dining/kitchen ...
From $548 per night (USD)VRBO
From $785 per night (USD)VRBO
Spacious family house, short walk to the Lagoon & close to Oak Bluffs center
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The 'Anchor Inn' on Carole Avenue is the perfect spot for your family to relax and enjoy the Vineyard! The home is a 4 ...
From $785 per night (USD)VRBO
From $366 per night (USD)VRBO
In-Town-WALK TO EVERYTHING! PETS OK! Screened Porch, 3 A/C units, Outdoor Shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $366 per night (USD)VRBO
From $498 per night (USD)VRBO
Edgartown House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming Cape house is located at the end of private way in the desirable Katama area. Just two miles from South B ...
From $498 per night (USD)VRBO
From $691 per night (USD)VRBO
Edgartown Cottage, Short walk to town, AC/Heat, Fire Pit, Outdoor shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sneak in through the back kitchen door of this, simple yet luxurious, light filled cottage. Soup to nuts, almost everyth ...
From $691 per night (USD)VRBO
From $1834 per night (USD)VRBO
Beautiful Aquinnah Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
MUDDROOM: Large Closet, Air Conditioner, Stocked with Beach towel's. KITCHEN: Granite counter top's, Dishwasher, Gas Vi ...
From $1834 per night (USD)VRBO
From $753 per night (USD)VRBO
Renovated 4 bedroom home in Vineyard Haven
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Renovated contemporary 4-bedroom/3-bath home is tastefully furnished and equipped with new appliances and all the amenit ...
From $753 per night (USD)VRBO
From $1315 per night (USD)VRBO
Luminous rural retreat with spectacular ocean views.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Tucked into the woods, this elegant house offers a panoramic view of the full sweep of the Vineyard Sound from Woods Ho ...
From $1315 per night (USD)VRBO
From $757 per night (USD)VRBO
Historic Home in East Chop
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1872 by my great, great grandfather, the house has ...
From $757 per night (USD)VRBO
From $541 per night (USD)VRBO
Updated Beautiful Cottage in Edgartown w/ Central AC & Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A true island charmer. Light, airy and central-air-conditioned, well-designed home offers all the comforts of modern liv ...
From $541 per night (USD)VRBO
From $1404 per night (USD)Expedia
MV Beach Escape - Spacious Katama Beach House. Booking 2027
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Enjoy the Katama lifestyle and summer breezes in this Wonderful 4 BR/4-BA family home on a quiet side street. Walk to S ...
From $1404 per night (USD)Expedia
From $1572 per night (USD)VRBO
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 b ...
From $1572 per night (USD)VRBO
From $483 per night (USD)VRBO
Charming and cozy Chappy cottage -- best of indoor and outdoor beach living!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Chappaquiddick Island -- Martha's Vineyard: Amazing single level cottage, lovingly renovated and tastefully decorated t ...
From $483 per night (USD)VRBO
From $798 per night (USD)VRBO
Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful restored 130 year old Sea Captain's House on historic Music Street in the heart of West Tisbury. The home was ...
From $798 per night (USD)VRBO
From $500 per night (USD)VRBO
W Tisbury Home, Peaceful, Affordable, Near Bike Path Available for Sept & Oct
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We have an updated bathroom, newer flooring, updated bedding, freshly painted, new dining table and chairs, new kitchen ...
From $500 per night (USD)VRBO
From $480 per night (USD)VRBO
Peaceful, rural Martha's Vineyard on the Bike Path
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
If you are a bike or nature enthusiast you will love this rustic cape. It is 10 mins from the Vineyard Haven ferry and n ...
From $480 per night (USD)VRBO
From $2792 per night (USD)VRBO
Edgartown close to beach and town 6BD with Pool and Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Relax with family and friends at this fully renovated pristine 1850’s Sea Captain’s home. Situated on a quiet tree lined ...
From $2792 per night (USD)VRBO
From $545 per night (USD)VRBO
Oak Bluffs - Quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Less than a mile from downtown, harbor and beach. Located in a quiet neighborhood, guests are sure to enjoy a memorable ...
From $545 per night (USD)VRBO
From $884 per night (USD)VRBO
As featured in Vineyard Style
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
As featured in the Summer 2023 issue of Vineyard Style Magazine, this fabulous beach house is ideally located in the hig ...
From $884 per night (USD)VRBO
From $3704 per night (USD)VRBO
Maison Calme/Peaceful Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This luxury enclave, complete with 4 bedrooms and 3.5 bathrooms, is located in a private community that is centrally loc ...
From $3704 per night (USD)VRBO
From $724 per night (USD)VRBO
Private Chappaquiddick Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to the quiet beauty of Chappaquiddick in this contemporary retreat set on three private acres. Designed for gathe ...
From $724 per night (USD)VRBO
From $686 per night (USD)VRBO
A BRILLANT WAY Central Location To Beach/Shops/Restaurants/Arcade/Family Bowling
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A Brillant Way is a Brilliant Condo located in the heart of Oak Bluffs. Second level has 2 bedrooms - Queen size bed in ...
From $686 per night (USD)VRBO
From $571 per night (USD)VRBO
Oak Bluffs Cutie Near Beach + Town Center! Ferry tix available for some dates!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy both worlds - a peaceful atmosphere with many comfortable places to escape to read, nap or chat, near the heart of ...
From $571 per night (USD)VRBO
From $712 per night (USD)VRBO
Edgartown - Vacation Home In A Great Location!!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Beautiful 3 BR, 2.5 bath plus outdoor shower home on a private dead-end street in a quiet residential area, sleeps 11. C ...
From $712 per night (USD)VRBO
From $904 per night (USD)VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $904 per night (USD)VRBO
From $534 per night (USD)VRBO
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated 2 bedroom house is a stone's throw from the ferry terminal, main street, restaurants & beaches in V ...
From $534 per night (USD)VRBO
From $468 per night (USD)VRBO
Martha’s Vineyard Condo w/ Pool minutes from Ferry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy 1 bedroom, 1 full bath, Condo located minutes from Vineyard Haven Harbor on Martha’s Vineyard. Nice landscaped surr ...
From $468 per night (USD)VRBO
From $1382 per night (USD)VRBO
Spacious Beach house.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Windows and French doors abound in this impeccable air-conditioned 4400 plus square foot contemporary. Located 1.2 m ...
From $1382 per night (USD)VRBO
From $829 per night (USD)VRBO
Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A recently renovated country home located in the Vineyard's most idyllic town of Chilmark, close to the West Tisbury lin ...
From $829 per night (USD)VRBO