Dukes Area Rentals
- From $390 per night (USD)
VRBO
Home Away From Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently renovated Cape is warm and inviting with beautiful hardwood floors and a open floor plan. The home is cent ...
From $390 per night (USD)VRBO
- From $1250 per night (USD)
Expedia
5 Bedroom 3 Bath in the village of Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Summer 2024 booking! Sunday Turnover In season weeks still open: 2-9 June ...
From $1250 per night (USD)Expedia
- From $1214 per night (USD)
VRBO
House in Chilmark\/Menemsha, Martha's Vineyard w\/ Private Beach, Sunset View.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best view of sunset on island. Fully equipped modern house; air conditioning, large deck, barbecue, outdoor shower, line ...
From $1214 per night (USD)VRBO
- From $1286 per night (USD)
Expedia
Luxurious Home, Heated,18x40 SaltWater Pool, Walk to Beach. Ferry Tix Available
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
AVAILABLE WEEKS FOR SUMMER 2024 JULY 13 - 20 JULY 27 - AUG 3 AUG 24 - AUG 31 TRANSFERABLE FERRY TICKETS AVAILABLE FOR ...
From $1286 per night (USD)Expedia
- From $707 per night (USD)
VRBO
🚲Vineyard Haven Home🌼
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Bring your comfy slippers for this clean, comfortable, open, nicely decorated living space. 1/21: The 2 queen beds an ...
From $707 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
New Custom Built Home With A Pool In Edgartown
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This is a lovely 5 bedroom custom built home with an in ground 16 x 32 foot heated salt water pool with a blue stoned pa ...
From $1400 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Remaining Weeks Discounted - AC, Walk to Town-Beach-Ferry
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Located two blocks from the Town beach at Owen Little Way, our 4 bedroom/2.5 bath home is fully equipped for a relaxing ...
From $519 per night (USD)VRBO
- Click For Pricing
VRBO
Stylish Katama Delight of Martha's Vineyard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Lovely custom-built house, pleasant walk (.8 mile) across the Katama Plains to South Beach and a bike ride to historic E ...
Click For PricingVRBO
- From $685 per night (USD)
VRBO
Newly built house, Central A\/C, Walk to ferry, beach, and town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completed in 2020. This modern 3 bedroom, 2 bath well appointed house is located within walking distance from downtown ...
From $685 per night (USD)VRBO
- From $1214 per night (USD)
VRBO
Walk to Beach and Town. Large Family House.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
-Seven air conditioned bedrooms -Four bathrooms -One living room and two small sitting rooms -large bluestone patio wit ...
From $1214 per night (USD)VRBO
- From $898 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 $898 per night (USD)VRBO
- From $400 per night (USD)
VRBO
**WALK TO BEACHES,HARBOR,EVERYTHING!! *IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
***PLEASE “ MESSAGE” MANAGER/OWNER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & ...
From $400 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Edgartown Vacation Home
- 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 $388 per night (USD)VRBO
- From $1715 per night (USD)
VRBO
SIX BEDROOM COMPOUND W\/CENTRAL AIR IN IDYLLIC SETTING
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Home built 5 years ago with spacious living and open space made just right for family get gatherings. Nine high top ch ...
From $1715 per night (USD)VRBO
- From $2643 per night (USD)
VRBO
Close to Edgartown Village and Beaches New Custom Dutch Colonial with Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This newly completed 5 bedroom gambrel custom designed home has everything. The location allows a short walk to histori ...
From $2643 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Menemsha Village - Davis Cottage - SSA boat reserv. available for some weeks.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Menemsha Village. This quaint cottage is located a stones throw from the Menemsha Harbor. It is the smallest ...
From $300 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mid-century rustic cottage charm tucked on 3 acres 1 mi to Oak Bluffs and Vineyard Haven center's. Acquired in 1950 by L ...
From $447 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Walk to Historic Edgartown.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This exceptional property is situated in a small, exclusive community, on 3/4 acre of professionally manicured lawns and ...
From $1500 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Conveniently located near Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This comfortable home has all the amenities of home in an idyllic setting, easy access to town, beach and gorgeous East ...
From $325 per night (USD)VRBO
- From $1150 per night (USD)
VRBO
Fields & Pond Views - Minutes To Long Point Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Deep Bottom Pond rental with lots of space and pond view. House sits in a lovely setting on a cul de sac. Beautiful open ...
From $1150 per night (USD)VRBO
- Click For Pricing
VRBO
Oak Bluffs, Martha's Vineyard rental by the week for July and August 2022
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom ranch with garage, breezeway, deck, outside shower and farmer 's porch. Master bedroom has queen bed with bath ...
Click For PricingVRBO
- From $775 per night (USD)
Expedia
Sunny open house. Lrg Deck. Lndscpd 1 acre lot w stone patio.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This bright and spacious beach house is located on a private landscaped lot nearly an acre in size. Large deck and well ...
From $775 per night (USD)Expedia
- From $850 per night (USD)
VRBO
Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Mid-Century modern glass house, in Menemsha, on Marthas Vineyard. Designed by a Frank Lloyd Wright apprentice, this all ...
From $850 per night (USD)VRBO
- From $5000 per night (USD)
VRBO
Spectacular Site Overlooking Vineyard Sound
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Martha’s Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinn ...
From $5000 per night (USD)VRBO
- From $1195 per night (USD)
VRBO
Spectacular Ocean View Home w\/ Private Beach & tennis, Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the kids and dogs for a fun relaxing stay in the secluded Aquinnah end of Martha's Vineyard. Our home is rustic an ...
From $1195 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Ideal Contemporary Home, Walk to Town, Central AC, 100% Renewable Electric.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This immaculate two bedroom/two bath home with central AC is nestled on a quiet wooded lot within the 'Edgartown Triangl ...
From $384 per night (USD)VRBO
- From $615 per night (USD)
VRBO
Private 6 Acres, Walk to Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This unique 4.5 bedroom house is located on six private acres in Upper Makonikey. Tenants will enjoy short walks to two ...
From $615 per night (USD)VRBO
- From $690 per night (USD)
Expedia
Beautiful Edgartown Home--3 BR\/2.5BA, Hot Tub, Gourmet Kitchen, Screened Porch
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in a secluded neighborhood yet a short ten minute ride to town, this privately situated custom-built house is pe ...
From $690 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Peaceful Wooded Retreat, Short Car Ride to Everything. Week is Friday to Friday
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable home, providing wonderfully peaceful and refreshing quiet, set on a white oak wooded lot, with 2 fireplaces ...
From $525 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Nautical Oasis 10-min Walk to Downtown Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The house is perfectly located to get to the best beaches (Katama Beach, Long Pond, Lambert’s Cove, etc.) on the Island ...
From $600 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Delightful Vineyard Home in Katama
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Perfectly situated just off the bike path, this bright and airy Vineyard home is just a mile from the beach and a mile f ...
From $700 per night (USD)VRBO
- From $400 per night (USD)
Expedia
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
quaint quite modern but rustic guest house ideal for couple far from crowds but close to all located in oak bluffs 4 mi ...
From $400 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Lovely, peaceful house in downtown Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
A charming Cape Cod house in a quiet residential neighborhood only three blocks from Main Street Edgartown and the Harbo ...
From $292 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- 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 $475 per night (USD)VRBO
- From $895 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 $895 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Water View Oasis 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $531 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Classic Vineyard Home with Private Beach Access
- Bedrooms:
- 3
- 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 $650 per night (USD)VRBO
- From $936 per night (USD)
Expedia
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
- Bedrooms:
- 4
- 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 $936 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Mill Hill - Walking Distance From Town And Ferry With Ocean View
- Bedrooms:
- 5
- 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 $800 per night (USD)VRBO
- From $705 per night (USD)
VRBO
Immaculate, family-friendly centrally located 3bdrm home in Edgartown. Bike path
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Professionally designed and decorated new 3 bedroom home in Edgartown. Beautifully appointed for quality family time ...
From $705 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Edgartown Cottage is a short stroll to Edgartown Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Split rail fence surrounds the one third acre yard with shade trees and flowering gardens. All living on one level. The ...
From $600 per night (USD)VRBO
- From $469 per night (USD)
VRBO
Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
- Bedrooms:
- 2
- 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 $469 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This beautifully landscaped, professionally decorated 1998 contemporary offers affordable luxury. Stately French doors, ...
From $325 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
- Bedrooms:
- 3
- 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 $550 per night (USD)VRBO
- From $1100 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 $1100 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Historic Edgartown in-Town Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Classic historic Federal style home in the heart of downtown Edgartown on Martha's Vineyard. This beautiful 4 bedroom h ...
From $750 per night (USD)VRBO
- From $3572 per night (USD)
VRBO
COMPLETELY RENOVATED HOME WITH ACCESS TO KATAMA BAY + POOL FOR 2022
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located on a beautiful private street. This home was gut renovated in 2020. The home sits approximately 1.5 miles to tow ...
From $3572 per night (USD)VRBO
- From $695 per night (USD)
VRBO
Down Harbor Contemporary With Private Association Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
** SUMMER SPECIAL: 5/4 - 6/22 BOOK 2 WEEKS SAVE 20%, 3 WEEKS SAVE 30% | NEW RATES IN CALL TO BOOK** Point B Exclusive - ...
From $695 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
Beautiful Aquinnah Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
MUDDROOM: Large Closet, Air Conditioner, Stocked with Beach towel's. KITCHEN: Granite counter top's, Dishwasher, Gas Vi ...
From $1400 per night (USD)VRBO
- From $952 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 $952 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Charming Saltbox near Town\/Beach - AC and Linens View calendar
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
✔Beach! ✔Downtown! ✔Restaurants/Bars! ✔Bike Path! Island Grove is the place to be, tennis and in proximity to the Islan ...
From $1200 per night (USD)VRBO
- From $444 per night (USD)
VRBO
Delilah & Joseph Pierce House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Travel and Enjoy! Built by international artist, curator, educator, advocate, and diplomat Delilah W. Pierce, and her fa ...
From $444 per night (USD)VRBO
- From $224 per night (USD)
VRBO
In the Woods\/Walk to Town: Shared house w\/ 1 other guest room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a shared home with the owner on site in a private suite on the third floor, fully vaccinated for Covid19. There ...
From $224 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Authentic Martha's Vineyard Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to your relaxing vacation rental in West Tisbury on the picturesque island of Martha's Vineyard! Our charming an ...
From $385 per night (USD)VRBO
- From $562 per night (USD)
Expedia
Dog-friendly home with fenced yard- walking distance to beach, ferry & town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Wayland Victorian Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $562 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Close to town, beautifully updated- booking summer 2024 and offseason
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated Oak Bluffs home features 4 bedrooms and 2 full Baths. The house is located in a quiet neighborhood and o ...
From $550 per night (USD)VRBO
- From $400 per night (USD)
VRBO
*Fabulous Makonikey WATER VIEW Victorian with wrap around porch *WALK TO BEACH!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $400 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $1886 per night (USD)
VRBO
Chic In-Town Retreat With Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**STAY, PLAY, SAVE 5-DAY SPECIAL 20% OFF REGULAR RATES: 6/24 - 6/28; 7/15 - 7/19; 7/29 - 8/2; 8/19 - 8/23 | CALL TO BOOK ...
From $1886 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 3
- 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 $3000 per night (USD)VRBO
- From $1300 per night (USD)
VRBO
Modern 4 bed\/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1300 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Location, Location, Location! Newly renovated charming cottage style home located in the sought after East Chop area of ...
From $900 per night (USD)VRBO
- From $547 per night (USD)
VRBO
Location & Charm -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home is perfectly located - a short walk to Inkwell Beach, downtown Oak Bluffs, and the OB Ferry. One side of the ...
From $547 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Best deal in Chilmark (Open Memorial Day weekend-Nov. 15)
- Bedrooms:
- 3
- 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 $315 per night (USD)VRBO
- From $1700 per night (USD)
VRBO
Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spectacular light large home with beautiful water views towards the Vineyard Sound and Naushon Island. The light open ki ...
From $1700 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Chappaquiddick - Hidden Gem on Chappy
- Bedrooms:
- 2
- 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 $358 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Recently Renovated, New Furnishings, Central A\/C, WiFi, Privacy, Bike to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This bright, airy Vineyard saltbox underwent a complete renovation in 2009. Everything inside is new, including the furn ...
From $500 per night (USD)VRBO
- From $543 per night (USD)
VRBO
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a relaxing vacation in a charming vineyard two bedroom two bathroom home. Located a short walk to downtown Vineyar ...
From $543 per night (USD)VRBO
- From $876 per night (USD)
VRBO
Exclusive Oyster Pond Enclave w\/ Private Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This immaculate vacation rental is situated in the exclusive Oyster Pond enclave. Its seven acres afford a serene privac ...
From $876 per night (USD)VRBO
- From $3940 per night (USD)
VRBO
NEW LISTING - LUXURY - DOWNTOWN EDGARTOWN - WALK TO HARBOR - CLOSE TO BEACH
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury surrounds in every detail of this 5-bedroom home - extravagant furnishings and artwork and cutting edge technolog ...
From $3940 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Charming Lambert’s Cove Escape, Walk to Exclusive Pristine Beach and Pond
- Bedrooms:
- 3
- 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 $455 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Quiet\/ Wooded\/ Walk to town: Shared home w\/ 1 other guest room.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a shared home. The owner lives on the 3rd floor in a separate suite. There is another guest room on the main l ...
From $243 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Newly renovated, air conditioned cottage close to the beach and town. dogs ok
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This property has something for the whole family to enjoy. A large wrap-around porch, screened in dining area on porch, ...
From $600 per night (USD)VRBO
- From $928 per night (USD)
VRBO
Tucked Away on Tea Lane, Chilmark
- Bedrooms:
- 3
- 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 $928 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Lovely, Bright 2 Bedroom Apartment. Great location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A great easy location to get to and travel from around the island! 2 1/2 miles from the lovely town of Vineyard Haven an ...
From $295 per night (USD)VRBO
- From $746 per night (USD)
VRBO
Charming In-town Greek Revival- Captain William West House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Well furnished and equipped, In-town antique home which has undergone a complete renovation yet maintains the traditiona ...
From $746 per night (USD)VRBO
- From $750 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 $750 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Chappy relaxation and fun!
- Bedrooms:
- 3
- 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 $330 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Menemsha Home Fully Renovated w\/ Amazing Waterview's of Vineyard Sound
- Bedrooms:
- 4
- 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 a ...
From $950 per night (USD)VRBO
- From $1050 per night (USD)
VRBO
Private West Tisbury Retreat Near Long Point Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Abundant space and privacy await your family and friends in this centrally located West Tisbury home on Martha's Vineyar ...
From $1050 per night (USD)VRBO
- From $4302 per night (USD)
VRBO
Large Pool, Over 3 Acres, Incredible Location!
- Bedrooms:
- 6
- 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 $4302 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Tranquility and Beauty inside and out.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous!! Great Location!! Recently renovated with beautiful maple floors, cherry cabinetry and granite counter tops ...
From $350 per night (USD)VRBO
- From $1196 per night (USD)
VRBO
Martha's Vineyard Big Family Fun
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy a slice of heaven in Martha's Vineyard on your very own mini family compound located in Katama. This relaxing vaca ...
From $1196 per night (USD)VRBO
- From $776 per night (USD)
VRBO
Historic Waterfront Home in Downtown Vineyard Haven
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Incredibly convenient, gracious home, perfect for large families. Spend days relaxing on the wraparound porch watching t ...
From $776 per night (USD)VRBO
- Click For Pricing
VRBO
Convenient In-Town (Oak Bluffs) Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great Vineyard location on Vineyard Avenue in Oak Bluffs. Built in 1920 and thoughtfully restored in 1999, this house is ...
Click For PricingVRBO
- From $1300 per night (USD)
VRBO
1 August week left! August 17th-24th still available. Katama with Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Renovated in 2021 and again in 2023 to include brand new windows and Kitchen- Katama beach house with a large 1/2 acre ...
From $1300 per night (USD)VRBO
- From $667 per night (USD)
VRBO
Quiet, Pet Friendly, Close to Edgartown and Oak Bluffs Beaches - FIVE STARS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This home was completed in 2019 specifically for the vacation rental business. This was new construction and is fully eq ...
From $667 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $505 per night (USD)
VRBO
A Private, Peaceful Escape In Close Proximity To All Of The Action.
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 9
Off the beating path, this home truly captures the essence of the Vineyard -- a sweet and tranquil escape, offering the ...
From $505 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living \/dining rm 2 car prkng
- Bedrooms:
- 2
- 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 $350 per night (USD)VRBO
- From $764 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 $764 per night (USD)VRBO
- From $375 per night (USD)
VRBO
*GREAT PRICE! *BEAUTIFUL NEWER HOME* *PETS WELCOME!, 2 Decks, Porch,linens inc.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $375 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Family Friendly Island Home In Quiet Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come and enjoy a cedar shingled two story 4 bedroom cape that is minutes to island beaches. The master bedroom has a qu ...
From $550 per night (USD)VRBO
- From $532 per night (USD)
VRBO
Classic Cape In Edgartown Estates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Point B Exclusive - This Classic Cape is tucked away in the popular Edgartown Estates neighborhood in Katama. The house ...
From $532 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $900 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
It's all about Location!!! This cape style home is located on a quiet road very close to the Lagoon in Oak Bluffs and is ...
From $645 per night (USD)VRBO
- From $621 per night (USD)
VRBO
Beautiful, serene main house and carriage house walk to beach and ponds
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Our sweet, spacious, completely renovated cottage and guest house is a unique compound, secluded yet accessible. Tucked ...
From $621 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Secluded Waterfront Rental with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
This well-furnished and architecturally unique two-to-three bedroom house is located on 2.5 secluded acres in Aquinnah. ...
From $850 per night (USD)VRBO