Dukes Area Rentals
From $1687 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 $1687 per night (USD)VRBO
From $6258 per night (USD)Expedia
LG Home, 18x40 Pool,Walk to Beach 7\/5-7\/12 Ferry Tixs, 8\/23-8\/30 Ferry Tixs
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Ferry Tickets for some weeks available: for 7/5-7/12 Ferry Tixs, 8/23-8/30 Ferry Tixs 8/30-8/6 This large a ...
From $6258 per night (USD)Expedia
From $793 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. Limit 4 guests. 1/21: The ...
From $793 per night (USD)VRBO
From $1731 per night (USD)Expedia
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 $1731 per night (USD)Expedia
From $1323 per night (USD)VRBO
5 Bedroom 3 Bath in the village of Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Summer 2025 booking up! Few weeks left! 15-22 June* 22-29June* 24-31Aug* 31Aug-7Sep * * Comes with 1 free ferry ti ...
From $1323 per night (USD)VRBO
From $718 per night (USD)Expedia
Charming, AC, Family friendly, 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 $718 per night (USD)Expedia
From $313 per night (USD)VRBO
Menemsha Village - Davis Cottage - last minute July Opening
- 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 $313 per night (USD)VRBO
From $585 per night (USD)Expedia
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $585 per night (USD)Expedia
From $1810 per night (USD)VRBO
Walk to Historic Edgartown.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
This exceptional property is situated in a small, exclusive community, on 3/4 acre of professionally manicured lawns and ...
From $1810 per night (USD)VRBO
From $1376 per night (USD)Expedia
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 $1376 per night (USD)Expedia
From $946 per night (USD)VRBO
Striking 5BR\/4BA Chilmark Contemporary with Views of the Sound
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. R ...
From $946 per night (USD)VRBO
From $319 per night (USD)Expedia
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $319 per night (USD)Expedia
From $515 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 $515 per night (USD)VRBO
From $1800 per night (USD)Expedia
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 $1800 per night (USD)Expedia
From $2182 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 $2182 per night (USD)VRBO
From $423 per night (USD)Expedia
Conveniently located near Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This comfortable home has all the amenities of home in an idyllic setting, easy access to town, beach and gorgeous East ...
From $423 per night (USD)Expedia
From $866 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 $866 per night (USD)VRBO
From $726 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 $726 per night (USD)Expedia
From $1035 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 $1035 per night (USD)VRBO
From $5665 per night (USD)Expedia
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 $5665 per night (USD)Expedia
From $1355 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 $1355 per night (USD)VRBO
From $500 per night (USD)Expedia
Ideal Contemporary, Walk to Town, Central AC, 100% Renewable Energy
- 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 $500 per night (USD)Expedia
From $452 per night (USD)VRBO
Beautiful Edgartown Home--3 BR\/2.5BA, Hot Tub, Gourmet Kitchen, Dogs OK!
- 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 $452 per night (USD)VRBO
From $822 per night (USD)Expedia
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 $822 per night (USD)Expedia
From $479 per night (USD)VRBO
,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 $479 per night (USD)VRBO
From $345 per night (USD)Expedia
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 $345 per night (USD)Expedia
From $483 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 $483 per night (USD)VRBO
From $538 per night (USD)Expedia
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $538 per night (USD)Expedia
From $1182 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 $1182 per night (USD)VRBO
From $832 per night (USD)Expedia
Water View Oasis 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $832 per night (USD)Expedia
From $4273 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 $4273 per night (USD)VRBO
From $587 per night (USD)VRBO
Down Harbor Contemporary With Private Association Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
POINT B EXCLUSIVE - This contemporary home sits tucked away in the desirable and quiet Down Harbor enclave in Katama, an ...
From $587 per night (USD)VRBO
From $866 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 $866 per night (USD)VRBO
From $1117 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 $1117 per night (USD)Expedia
From $446 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 $446 per night (USD)VRBO
From $1173 per night (USD)Expedia
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 $1173 per night (USD)Expedia
From $938 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 $938 per night (USD)VRBO
From $702 per night (USD)Expedia
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 $702 per night (USD)Expedia
From $394 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 $394 per night (USD)VRBO
From $585 per night (USD)Expedia
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 $585 per night (USD)Expedia
From $1285 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 $1285 per night (USD)VRBO
From $836 per night (USD)Expedia
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 $836 per night (USD)Expedia
From $678 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 $678 per night (USD)VRBO
From $1005 per night (USD)Expedia
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 $1005 per night (USD)Expedia
From $492 per night (USD)VRBO
Delilah & Joseph Pierce House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Travel and Enjoy! Built by international artist, curator, educator, advocate, and diplomat Delilah W. Pierce, and her fa ...
From $492 per night (USD)VRBO
From $212 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. There is one other guest room on th ...
From $212 per night (USD)VRBO
From $460 per night (USD)VRBO
Vineyard Hearth - Where Coastal Calm Meets Countryside Comfort.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to Vineyard Hearth—a charming 3-bedroom, 2 bathroom retreat nestled in the pastoral heart of Martha’s Vineyard. ...
From $460 per night (USD)VRBO
From $966 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 $966 per night (USD)Expedia
From $766 per night (USD)VRBO
Close to town, beautifully updated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*** For stays between 9/1/2024 and 6/14/2025, Please inquire about a discounted cleaning rate***. Renovated Oak Blu ...
From $766 per night (USD)VRBO
From $878 per night (USD)Expedia
Fabulous Makonikey WATER VIEW Victorian with wrap around porch -WALK TO BEACH!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $878 per night (USD)Expedia
From $454 per night (USD)VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $454 per night (USD)VRBO
From $1424 per night (USD)Expedia
Chic In-Town Retreat With Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
POINT B EXCLUSIVE - This Barn-Inspired Contemporary has been renovated recently throughout with new furniture, paint, ap ...
From $1424 per night (USD)Expedia
From $4319 per night (USD)VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 3
- Bathrooms:
- 7
- 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 $4319 per night (USD)VRBO
From $1362 per night (USD)Expedia
Modern 4 bed\/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1362 per night (USD)Expedia
From $2469 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 $2469 per night (USD)VRBO
From $218 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 $218 per night (USD)VRBO
From $737 per night (USD)VRBO
Completely renovated, air conditioned cottage close to the beach. Dog friendly.
- 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 side po ...
From $737 per night (USD)VRBO
From $623 per night (USD)Expedia
Location, Charm, & Steps to Town\/Beach -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $623 per night (USD)Expedia
From $596 per night (USD)VRBO
Best deal in Chilmark\/May 15-Nov. 15
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
"Chilmark is quiet, laid back and much less congested than down-island counterparts. If you want to spread out and relax ...
From $596 per night (USD)VRBO
From $1903 per night (USD)Expedia
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 $1903 per night (USD)Expedia
From $436 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 $436 per night (USD)VRBO
From $523 per night (USD)Expedia
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 $523 per night (USD)Expedia
From $693 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 $693 per night (USD)VRBO
From $595 per night (USD)Expedia
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 $595 per night (USD)Expedia
From $1987 per night (USD)VRBO
Private Beach at Exclusive Oyster Pond Retreat with July\/Aug Ferry Reservations
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This immaculate vacation rental is situated in the exclusive Oyster Pond enclave with boat access to its private beach. ...
From $1987 per night (USD)VRBO
From $4420 per night (USD)Expedia
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 $4420 per night (USD)Expedia
From $1113 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 $1113 per night (USD)VRBO
From $686 per night (USD)Expedia
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 $686 per night (USD)Expedia
From $398 per night (USD)VRBO
Chappy relaxation and fun!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $398 per night (USD)VRBO
From $1327 per night (USD)Expedia
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! Reno ...
From $1327 per night (USD)Expedia
From $721 per night (USD)VRBO
Quiet, Pet Friendly, Close to Edgartown and Oak Bluffs Beaches - FIVE STARS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home was built in 2019 specifically for the vacation rental business. 2025 improvements including a finished baseme ...
From $721 per night (USD)VRBO
From $1150 per night (USD)Expedia
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 $1150 per night (USD)Expedia
From $4800 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 $4800 per night (USD)VRBO
From $447 per night (USD)Expedia
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 $447 per night (USD)Expedia
From $924 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 $924 per night (USD)VRBO
From $643 per night (USD)Expedia
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 ...
From $643 per night (USD)Expedia
From $598 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 $598 per night (USD)VRBO
From $620 per night (USD)Expedia
A Private, Peaceful Escape In Close Proximity To All Of The Action.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
Heated POOL in MV. Off the beating path, this home truly captures the essence of the Vineyard -- a sweet and tranquil e ...
From $620 per night (USD)Expedia
From $533 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 $533 per night (USD)VRBO
From $997 per night (USD)Expedia
Vineyard Haven Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $997 per night (USD)Expedia
From $400 per night (USD)VRBO
GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A\/C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
***IMPORTANT--PLEASE "MESSAGE "HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you wi ...
From $400 per night (USD)VRBO
From $961 per night (USD)Expedia
Comfortable home near center of Edgartown.\n
- Bedrooms:
- 3
- 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 $961 per night (USD)Expedia
From $694 per night (USD)VRBO
WALK to Cape Pogue Bay, Blackbird Café & enjoy our private, spacious property.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, spacious beach house on three acres. 6/28- 7/5 and 8/23- 8/30 rates include a transferrable SSA ferry ticket for ...
From $694 per night (USD)VRBO
From $750 per night (USD)Expedia
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 $750 per night (USD)Expedia
From $768 per night (USD)VRBO
New Rates! Ocean Views! Lovely Secluded Home, Short Walk To Spectacular Beach!
- Bedrooms:
- 3
- 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 $768 per night (USD)VRBO
From $451 per night (USD)Expedia
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
- Bedrooms:
- 2
- 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 $451 per night (USD)Expedia
From $747 per night (USD)VRBO
Fun, multi level home, close to bike trail, town, and beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy our fun, contemporary home on a privately situated lot close to the bike path and on a private road about a m ...
From $747 per night (USD)VRBO
From $753 per night (USD)Expedia
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 3
- 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 $753 per night (USD)Expedia
From $1001 per night (USD)VRBO
Spectacular Newly Renovated Home in Menemsha
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This spectacular newly renovated home in Menemsha on Martha's Vineyard, was originally designed by a Frank Lloyd Wright ...
From $1001 per night (USD)VRBO
From $967 per night (USD)Expedia
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is approximate 2200sf and has 4 bedrooms including 3 bedrooms with en-suite bathrooms (all on second floor) an ...
From $967 per night (USD)Expedia
From $1220 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 $1220 per night (USD)VRBO
From $1252 per night (USD)Expedia
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 $1252 per night (USD)Expedia
From $748 per night (USD)VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $748 per night (USD)VRBO
From $476 per night (USD)Expedia
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 $476 per night (USD)Expedia
From $989 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 $989 per night (USD)VRBO
From $495 per night (USD)Expedia
Explore Pristine Chappy! Inquire about May and June 2025
- 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 $495 per night (USD)Expedia
From $3542 per night (USD)VRBO
Private Edgartown Estate
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Spacious elegant home on 7 quiet acres. Heated pool, BBQ, half basketball court and several outdoor seating areas inclu ...
From $3542 per night (USD)VRBO
From $606 per night (USD)Expedia
Well-Appointed 3 bedrm 4 bathrm with AC and 50+ 5-star reviews!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
*** IF INTERESTED IN BOOKING, PLEASE SEND AN INQUIRY (click on ’contact host’) PRIOR TO SENDING A BOOKING REQUEST. BOOK ...
From $606 per night (USD)Expedia
From $436 per night (USD)VRBO
Light & Airy West Tisbury home on 3 private acres,\/amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Custom-designed Saltbox contemporary, ideal for a family vacation... or a restful retreat. There is a relaxing and airy ...
From $436 per night (USD)VRBO
From $698 per night (USD)Expedia
Katama Bay - South Beach home - walk to beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
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 $698 per night (USD)Expedia