Dukes Area Rentals
From $958 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 $958 per night (USD)VRBO
From $1532 per night (USD)Expedia
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 $1532 per night (USD)Expedia
From $1343 per night (USD)VRBO
EDGARTOWN PRIVACY WITH A HEATED POOL AND CENTRAL AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Transferable Ferry Tickets Available: Secure your spot on the island with transferable ferry reservations available for ...
From $1343 per night (USD)VRBO
From $1069 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 $1069 per night (USD)VRBO
From $693 per night (USD)VRBO
Ocean Views from East Chop
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Easy access to Oak Bluffs or Vineyard Haven, quiet street overlooking Crystal Lake and the Vineyard Sound. House has fi ...
From $693 per night (USD)VRBO
From $914 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 $914 per night (USD)VRBO
From $499 per night (USD)VRBO
Secluded yet Minutes to Beaches & Downtown EDG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
With cathedral ceilings, an open floor plan and lots of windows, you can feel the outdoors within. The primary bedroom ...
From $499 per night (USD)VRBO
Click For PricingExpedia
Swim And Sunsets At The Lagoon! Conveniently Located 2 Miles From Town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cape-style 3 bedroom home with 3 bedrooms and 2 full baths, plus an outdoor shower. Open style floor plan downstairs wi ...
Click For PricingExpedia
From $495 per night (USD)VRBO
Explore Pristine Chappy! Inquire about May and June 2026
- 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)VRBO
From $2583 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 $2583 per night (USD)VRBO
From $590 per night (USD)VRBO
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 $590 per night (USD)VRBO
From $437 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 $437 per night (USD)VRBO
From $726 per night (USD)VRBO
Waterfront Getaway With Beautiful Views Of Senge Pond.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This fully air-conditioned 3 bedroom cottage sits directly on Sengekontacket Pond in the town of Edgartown. You will be ...
From $726 per night (USD)VRBO
From $997 per night (USD)Expedia
AMENITIES GALORE IN OAK BLUFFS PRIVATE COMMUNITY, DOCK, TENNIS, CENTRAL AC
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Our wonderful vacation home has been renovated adding central AC, new carpeting, new quartz countertops in both kitchens ...
From $997 per night (USD)Expedia
From $925 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 $925 per night (USD)VRBO
From $950 per night (USD)VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 3
- 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 $950 per night (USD)VRBO
From $623 per night (USD)VRBO
Charming Family Home in the Heart of Martha's Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is located on a private wooded lot and has 3BR/2.5B. On the first floor you will have an eat-in kitchen with a ...
From $623 per night (USD)VRBO
From $718 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 $718 per night (USD)VRBO
From $1053 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 $1053 per night (USD)VRBO
From $748 per night (USD)VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 2
- 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 $748 per night (USD)VRBO
From $459 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 $459 per night (USD)VRBO
From $969 per night (USD)VRBO
Secluded Waterfront Rental with Private Beach
- Bedrooms:
- 2
- 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 $969 per night (USD)VRBO
From $471 per night (USD)VRBO
Katama Edgartown... bike to South Beach, bike to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Open and airy contemporary with cathedral ceilinged living room. Central A/C with individual room temperature controls. ...
From $471 per night (USD)VRBO
From $949 per night (USD)VRBO
SPECIAL OFFER!\nLast minute cancellation, July 20-26. Price reduced. Walk to town
- 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 $949 per night (USD)VRBO
From $628 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 $628 per night (USD)VRBO
From $773 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 $773 per night (USD)VRBO
From $774 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 $774 per night (USD)VRBO
From $439 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 $439 per night (USD)VRBO
From $729 per night (USD)VRBO
Fun, multi level home, close to bike trail, town, and beach
- Bedrooms:
- 1
- 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 $729 per night (USD)VRBO
From $610 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 $610 per night (USD)VRBO
From $756 per night (USD)VRBO
Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This home is in a great location (just off Katama Rd, close to bike path & The Field Club), has a large heated pool w/ b ...
From $756 per night (USD)VRBO
From $400 per night (USD)Expedia
Family-Friendly Tisbury Escape - Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $400 per night (USD)Expedia
From $542 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 $542 per night (USD)VRBO
From $932 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 $932 per night (USD)VRBO
From $4532 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 $4532 per night (USD)VRBO
From $439 per night (USD)VRBO
Tranquility and Beauty inside and out.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous!! Great Location!! Recently renovated with beautiful maple floors, cherry cabinetry and granite counter tops ...
From $439 per night (USD)VRBO
From $550 per night (USD)VRBO
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With more than Fifty, 5-STAR REVIEWS, you can book with confidence. This beautifully appointed home features luxe furni ...
From $550 per night (USD)VRBO
From $578 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 $578 per night (USD)VRBO
From $620 per night (USD)VRBO
A Private, Peaceful Escape In Close Proximity To All Of The Action.
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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)VRBO
From $456 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 $456 per night (USD)VRBO
From $949 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 $949 per night (USD)VRBO
From $906 per night (USD)Expedia
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to "Eventide." Your historic vacation home is nestled at 63 Temahigan Ave. in Oak Bluffs- Martha's Vineyard. Con ...
From $906 per night (USD)Expedia
From $934 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! Reno ...
From $934 per night (USD)VRBO
From $455 per night (USD)VRBO
Quiet, Pet Friendly, Close to Edgartown and Oak Bluffs Beaches - FIVE STARS
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This home was built in 2019 specifically for the vacation rental business. 2025 improvements including a finished baseme ...
From $455 per night (USD)VRBO
From $1075 per night (USD)VRBO
Historic Waterfront Home in Downtown Vineyard Haven
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Incredibly convenient, gracious home, perfect for large families. Spend days relaxing on the wraparound porch watching t ...
From $1075 per night (USD)VRBO
From $643 per night (USD)VRBO
Convenient In-Town (Oak Bluffs) Location
- Bedrooms:
- 1
- 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)VRBO
From $1277 per night (USD)VRBO
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated in 2022, The Panola House is tucked away on a private lot with its own roundabout driveway. Walk to the cente ...
From $1277 per night (USD)VRBO
From $1023 per night (USD)Expedia
BRAND NEW KITCHEN! CLOSE TO DOWNTOWN EDGARTOWN AND THE BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
NEW TO VRBO. BEAUTIFUL HOME IN GREAT LOCATION. HOUSE HAS BEEN RECENTLY UPDATED. BRAND NEW (2024) GORGEOUS KITCHEN! LARG ...
From $1023 per night (USD)Expedia
From $730 per night (USD)VRBO
Airy, Quiet Vacation Rental Home, pool, tennis, FERRY TIX on MV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Families and children feel right at home in this clean, comfortable, contemporary house with large living/dining area, f ...
From $730 per night (USD)VRBO
From $931 per night (USD)Expedia
Walk to Edgartown Wharf - Upgraded Vineyard Home with A/C and Outdoor Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Minutes from downtown Edgartown's shops & restaurants, this cape style home features open concept living, air conditioni ...
From $931 per night (USD)Expedia
From $334 per night (USD)VRBO
Historic Oak Bluffs home, short walk to town, beach, and harbor.
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned and kept charming 19th century home in Oak Bluffs highlands near Baptist Temple park. This house is about ...
From $334 per night (USD)VRBO
From $644 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 $644 per night (USD)VRBO
From $791 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 $791 per night (USD)VRBO
From $401 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 $401 per night (USD)VRBO
From $758 per night (USD)VRBO
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 $758 per night (USD)VRBO
From $621 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 $621 per night (USD)VRBO
From $965 per night (USD)VRBO
Private Chappaquiddick Retreat with Large Screened in Porch. Minutes from Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedroom, 2 full bathroom home with an outdoor shower set on 5 acres. The house features a beautiful, large screened in ...
From $965 per night (USD)VRBO
From $960 per night (USD)Expedia
Exclusive Oyster Pond Retreat With Private Beach Access and New Gourmet Kitchen
- 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 $960 per night (USD)Expedia
From $3837 per night (USD)VRBO
NEW LISTING - LUXURY - DOWNTOWN EDGARTOWN - WALK TO HARBOR - CLOSE TO BEACH
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury surrounds in every detail of this 5-bedroom home - extravagant furnishings and artwork and cutting edge technolog ...
From $3837 per night (USD)VRBO
Click For PricingExpedia
Cute 4-BR House within walking distance of Circuit Avenue
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
It is all about location! Leave the car at the house, and walk right into town. This 4 bedroom, 2 bath home features a l ...
Click For PricingExpedia
From $584 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 $584 per night (USD)VRBO
From $1972 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 $1972 per night (USD)VRBO
From $718 per night (USD)VRBO
Completely renovated, air conditioned cottage close to the beach. Dog friendly.
- Bedrooms:
- 2
- 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 $718 per night (USD)VRBO
From $519 per night (USD)Expedia
Split-Level, Family-Friendly Home w/ a Rear Deck, Gas Grill, Free WiFi, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summer Daze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $519 per night (USD)Expedia
From $567 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 $567 per night (USD)VRBO
From $1499 per night (USD)Expedia
Lovely Vineyard home w/4 master suites & heated pool - 5 min from the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
As one of the most accommodating houses in Edgartown, you will surely want to extend your stay! Situated in Katama, the ...
From $1499 per night (USD)Expedia
From $590 per night (USD)VRBO
July Special. $2,800/week, Flexible Dates. Extra night for free. (July 12-26 )
- 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 $590 per night (USD)VRBO
From $1914 per night (USD)VRBO
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 $1914 per night (USD)VRBO
From $436 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 $436 per night (USD)VRBO
From $462 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 $462 per night (USD)VRBO
From $679 per night (USD)VRBO
Beautiful Lambert’s Cove Home with panoramic water views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Custom built in 1997, this beautiful Vineyard home offers panoramic views of the Elizabeth Islands and Vineyard Sound an ...
From $679 per night (USD)VRBO
From $4032 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 $4032 per night (USD)VRBO
From $1229 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 $1229 per night (USD)VRBO
From $639 per night (USD)Expedia
A Vineyard Home Perfect For Family Gatherings
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
"A beautiful and private spot for your family vacation, reunion of friends, or just a space to be alone and create. This ...
From $639 per night (USD)Expedia
From $489 per night (USD)VRBO
Close to town, beautifully updated
- Bedrooms:
- 2
- 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 $489 per night (USD)VRBO
From $475 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 $475 per night (USD)VRBO
From $454 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 $454 per night (USD)VRBO
From $881 per night (USD)VRBO
Chic In-Town Retreat With Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
POINT B EXCLUSIVE - This Barn-Inspired Contemporary has been renovated recently throughout with new furniture, paint, ap ...
From $881 per night (USD)VRBO
From $420 per night (USD)VRBO
Cottage w/ water views from front yard, central ac & fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $420 per night (USD)VRBO
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Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Boasting one of the most optimal locations on the island, this 3-bedroom, 2.5-bath vacation rental home sits within a qu ...
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From $332 per night (USD)VRBO
Chappy Summer Cabin!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your summer and fall on the pristine island of Chappaquiddick. Located close to beaches ,trails and conservation ...
From $332 per night (USD)VRBO
From $525 per night (USD)Expedia
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Best of both worlds! Quietly situated among beautiful trees with few neighbors plus it is walking distance to swim and O ...
From $525 per night (USD)Expedia
From $492 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 $492 per night (USD)VRBO
From $598 per night (USD)Expedia
Vineyard Hearth - Where Coastal Calm Meets Countryside Comfort.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Vineyard Hearth—a charming 3-bedroom, 2 bathroom retreat nestled in the pastoral heart of Martha’s Vineyard. ...
From $598 per night (USD)Expedia
From $767 per night (USD)VRBO
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 $767 per night (USD)VRBO
From $1602 per night (USD)Expedia
Historic Home with Gorgeous Antiques & Mondern Conveniences
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Samoset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $1602 per night (USD)Expedia
From $460 per night (USD)VRBO
Charming Saltbox near Town/Beach - AC and Linens View calendar
- Bedrooms:
- 1
- 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 $460 per night (USD)VRBO
From $1117 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 $1117 per night (USD)VRBO
From $458 per night (USD)VRBO
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation ...
From $458 per night (USD)VRBO
From $1950 per night (USD)VRBO
COMPLETELY RENOVATED HOME WITH HEATED POOL & SPA + ACCESS TO KATAMA BAY
- 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 $1950 per night (USD)VRBO
From $307 per night (USD)VRBO
Cozy cottage 3/4 mile from Oak Bluffs harbor
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned/charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly more to the town harbor, wh ...
From $307 per night (USD)VRBO
From $547 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 $547 per night (USD)VRBO
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 $901 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 $901 per night (USD)VRBO
From $903 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 $903 per night (USD)VRBO
From $798 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 new 3 bedroom home in Edgartown. Beautifully appointed for quality family time ...
From $798 per night (USD)VRBO
From $702 per night (USD)VRBO
Edgartown Cottage is a short stroll to Edgartown Harbor
- Bedrooms:
- 1
- 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)VRBO
From $391 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 $391 per night (USD)VRBO
From $320 per night (USD)VRBO
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Lemonade Stand Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $320 per night (USD)VRBO
From $449 per night (USD)Expedia
Lakefront Cottage with a Deck, Free WiFi, Gas Grill - Close to Ferries & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset Meadows Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $449 per night (USD)Expedia