Dukes Area, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Dukes Area, Massachusetts on RentalSaver.com!

Dukes Area Rentals

From $224 per night (USD)
VRBO
Bright condo w Pool, walking distance to town!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio condo in a small association walking distance to Vineyard Haven. Communal pool on site. Ten minute walk to ferri ...
From $224 per night (USD)
VRBO
From $909 per night (USD)
VRBO
Quintessential Chilmark Retreat - Marthas Vineyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Everything you think of when you dream of Chilmark... pastural rolling 2+ acres with water views and stone walls. Ideal ...
From $909 per night (USD)
VRBO
From $1066 per night (USD)
VRBO
Secluded waterfront oasis w/private beach and mooring, dock, patio - 1 dog OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1066 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Private cottage nestled in center of the Vineyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Vincent Cottage is nestled in the woods of West Tisbury, set in the heart of Martha's Vineyard on a private drive just o ...
From $363 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Cozy & private cottage w/ a large yard - perfect for families
Bedrooms:
1
Bathrooms:
4
Sleeps:
4
Chappy Waters Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $892 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Family-friendly 4 Bedroom House on Chappy - Book Now for Summer 2024
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Four bedroom house located on Chappaquiddick. A great place for a quiet, family vacation near Chappaquiddick's secluded ...
From $419 per night (USD)
Expedia
From $894 per night (USD)
VRBO
Charming Cape Cod Style Cottage in Edgartown Village
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A lovingly maintained Cape Cod style cottage within walking distance from Edgartown center and easy access to shopping, ...
From $894 per night (USD)
VRBO
From $1017 per night (USD)
VRBO
Short stroll to Historic Edgartown Village. Bike to nearby beaches.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sunny living area opens to kitchen (winter 2020 renovation). Two bedrooms with queen bed, and one bedroom with twin beds ...
From $1017 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The guest house has a queen bed upstairs (large combination master suite/living room with This End Up couch set, vaulted ...
From $331 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This nautical themed, well lit, 2 bed/1 bath condo is 1/4 mile from the ferry terminal within the Causeway Harborview co ...
From $306 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Winthrop Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $305 per night (USD)
VRBO
From $1085 per night (USD)
Expedia
Post and Beam home with westward views of the ocean and sunsets
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the barn! This beloved home started as a post and beam barn built in 1983. 10 years later it was expanded; on ...
From $1085 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Sweet Little Post&Beam
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Very comfortable well appointed 750 sq ft home with heat and AC. Has 1 bedroom upstairs with a queen size bed and a hal ...
From $335 per night (USD)
VRBO
From $1005 per night (USD)
VRBO
New Listing ! Completely Remodeled Vineyard Home.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our home, Shelbourne House. This wonderful house was originally built in 1924 and is located in a quiet neigh ...
From $1005 per night (USD)
VRBO
Click For Pricing
VRBO
Newly renovated, 4 bedroom, central location, Immaculate, bright Family Retreat!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Newly Renovated Family Retreat! New kitchen, granite, large kitchen island, open floor plan with a large family dining r ...
Click For Pricing
VRBO
From $563 per night (USD)
VRBO
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Extra-large gingerbread cottage in historic Campgrounds in Oak Bluffs, sleeps nine. Located on a double lot in the hear ...
From $563 per night (USD)
VRBO
From $3471 per night (USD)
VRBO
Captain Morse House Luxury - In Town, Walk to Waterfront, Beach, Pets, 5 stars
Bedrooms:
7
Bathrooms:
12
Sleeps:
28
The Captain Morse House is located on the iconic North Water Street in Edgartown on Martha's Vineyard. It was built by t ...
From $3471 per night (USD)
VRBO
From $1245 per night (USD)
VRBO
Beautiful house on Chilmark Pond with water view, pool & access to private beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful, open modern house set in four acres overlooking Chilmark Pond with access to private beach by boat across the ...
From $1245 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Magical House in the Trees with Water View - Secluded Area
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our home is a simple, quaint beach house on a quiet dirt road. We are the first house on the right so no long, bumpy dir ...
From $525 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Quintessential Vineyard Vacation Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
NOTE: We rent only on a weekly basis and only from Sunday to Sunday. Abutting the State Forest, our three bedroom saltb ...
From $343 per night (USD)
Expedia
Click For Pricing
VRBO
Historic Beach Front Victorian Home
Bedrooms:
4
Bathrooms:
9
Sleeps:
20
This home is sure to bring you and your family and/or friends an unforgettable vacation. Begin the day with unobstructed ...
Click For Pricing
VRBO
From $1094 per night (USD)
Expedia
Pristine Chappy! Prime August weeks 2026!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
High atop Sampson Hill at the end of a semi-rugged trail sits this secluded 3 bedroom 2 bath house with separate 2 BR 1 ...
From $1094 per night (USD)
Expedia
From $562 per night (USD)
VRBO
NEW & FABULOUS! WALK TO LAMBERT’S COVE BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***IMPORTANT: PLEASE SEND AN INQUIRY (click on ’contact host’) PRIOR TO SENDING A BOOKING REQUEST. Booking requests sen ...
From $562 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Clean, bright apartment with AC and private yard!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Built in 2017, approximately 600 square feet, 2 room apartment. Walk in to a wide open kitchen/living room combination ...
From $252 per night (USD)
Expedia
From $1605 per night (USD)
VRBO
Family Beach House With Amazing Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our family treasure is newly renovated (2017) with an open kitchen/ living area and has 3 bedrooms...2 bathrooms... and ...
From $1605 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Fresh Pond Chateau Renovated Bright and Cozy Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind at this stunning newly renovated home with modern furnishing! The home is on a quiet, well-maintained private roa ...
From $512 per night (USD)
Expedia
From $1023 per night (USD)
VRBO
Now booking Summer 2026!! OAK BLUFFS 5 Bedroom/3 Bath/Central AC.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This is one summer school you won't want to miss! Bright, airy, elegant home is perfect combination of past and present ...
From $1023 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Just a 10 minute walk from the ferry and 5 minute walk to Lake Tashmoo
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This all wood home shows imprints of the artist who constructed the home in 2005, at nearly every turn. It's a very com ...
From $592 per night (USD)
Expedia
From $458 per night (USD)
VRBO
ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Gorgeous newly renovated and newly furnished mid-century beach cottage designed by prominent interior design firm Tersig ...
From $458 per night (USD)
VRBO
From $1233 per night (USD)
VRBO
Spectacular 3BR Waterfront Home with Private Sandy Beach &180° Commanding Views!
Bedrooms:
0
Bathrooms:
3
Sleeps:
6
Special: Exempt from Occupancy Tax when renting 32+ days You will love the natural setting of this home; the beach, th ...
From $1233 per night (USD)
VRBO
From $326 per night (USD)
VRBO
12 mins from Beach - Immaculate Intimate Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in this stylish, sun-drenched second-floor apartment nestled in a quiet, tree-lined neighborhood. This apartment ...
From $326 per night (USD)
VRBO
From $436 per night (USD)
VRBO
ARRIVE/DEPART ANY DAY Charming Lambert's Cove Home Close to Beach/Ice House Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Very private Lambert’s Cove home with three bedrooms, two baths, outdoor shower, and a greenhouse. It's tucked away on t ...
From $436 per night (USD)
VRBO
From $490 per night (USD)
VRBO
IN-TOWN-WALK To Everything! Adorable & Affordable , Front Porch & Deck/2 A/C
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $490 per night (USD)
VRBO
From $894 per night (USD)
Expedia
In-town jewel -- Vineyard Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Five blocks from the heart of downtown Vineyard Haven and the Martha's Vineyard ferry terminal... Situated in a quiet ne ...
From $894 per night (USD)
Expedia
From $638 per night (USD)
VRBO
Island Serenity: Beautiful home in quiet neighborhood close to Oak Bluffs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely 3 bedroom, 2 full bathroom home with huge deck is less than 1 mile walk to famous Circuit Avenue in Oak Bluffs an ...
From $638 per night (USD)
VRBO
From $657 per night (USD)
VRBO
Perfect Island Getaway - Updated 2024 - AC, New Deck, Outdoor Shower, Firepit
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
***UPDATED FOR 2024 - RENOVATED OUTDOOR DECK, OUTDOOR SHOWER, AIR CONDITIONING, SMOKELESS FIREPIT, NEW DISHWASHER, FURNI ...
From $657 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Unique Up-Island Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lovely 1200 sq ft house located in quiet neighborhood in West Tisbury. Away from the crowds but only a short drive to Vi ...
From $424 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Cozy getaway in a central location w/ a full kitchen & furnished deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Glen Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $276 per night (USD)
Expedia
From $1082 per night (USD)
VRBO
3 Bedroom House with Guest Cottage on 3 Acres off Middle Road
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Well located off beloved Middle Road, property embodies all of the natural beauty of Chilmark: old stone walls, perenni ...
From $1082 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Edgartown Designer Cottage between Town & Beach. Ferry Tickets Available!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Edgartown’s stylish getaway, Idle Hour Cottage, is a relaxing, cozy cottage perfectly situated between town and South Be ...
From $392 per night (USD)
Expedia
Click For Pricing
VRBO
WEST TISBURY QUIET CLOSE TO TOWN AND BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Jeff Kaye welcomes you to my Island Home. Leave stress behind for you & your family as you get on the ferry for your ma ...
Click For Pricing
VRBO
From $476 per night (USD)
Expedia
Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This rental is a 3 bedroom, 2 full bath house with a deck, where you can enjoy the fresh island air. A porch swing on t ...
From $476 per night (USD)
Expedia
From $1579 per night (USD)
VRBO
Beautiful Vacation Rental With Guest Quarters
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This house is a beautiful newly constructed home with AC, high end finishes, and lovely beach house decor- great for cou ...
From $1579 per night (USD)
VRBO
From $1155 per night (USD)
Expedia
Luxury home with private pool & foosball - near 3 towns & many beaches
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
#OB Pool House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1155 per night (USD)
Expedia
From $1457 per night (USD)
VRBO
Discount last week July Reduced Oak Bluffs walk to Circuit Ave & Inkwell Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Surround yourself with comfort and fresh furnishings! This is a beautiful five-year-old home that is stylishly furnishe ...
From $1457 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This lovely, spacious, and beautifully appointed condo is just steps from the beach and a short walk to the heart of Oak ...
Click For Pricing
Expedia
From $5003 per night (USD)
VRBO
Edgartown Retreat. Walk to Town. Heated Pool! Recently Renovated.
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
The house has gone through extensive upgrades and renovations! Peloton Bike just added! Just bring your shoes! Beauti ...
From $5003 per night (USD)
VRBO
From $1685 per night (USD)
VRBO
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $1685 per night (USD)
VRBO
From $1495 per night (USD)
VRBO
Beautiful property and home
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Great place inside and out. 6 bedroom home. Beautiful landscaped yard. Privacy trees surround back yard. Attached 2 bay ...
From $1495 per night (USD)
VRBO
From $985 per night (USD)
Expedia
Stylish In-Town Cottage- Walk to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This adorable cottage is a hop skip and a jump from the center of Main Street Vineyard Haven. It has a private driveway ...
From $985 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a relaxing stay on the Vineyard in this recently renovated house. Embrace all Martha’s Vineyard has to offer, the ...
From $499 per night (USD)
VRBO
From $574 per night (USD)
Expedia
Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy spectacular lake and ocean views, amazing sunsets and your own private beach year-round. This clean and comfortabl ...
From $574 per night (USD)
Expedia
From $814 per night (USD)
VRBO
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your idyllic retreat on Chappaquiddick, a hidden gem nestled just off the coast of Martha's Vineyard. This ch ...
From $814 per night (USD)
VRBO
From $771 per night (USD)
VRBO
Spacious colonial in great location!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Clean and spacious 2400 s.f. colonial on quiet cul de sac. 4 generous bedrooms plus one modest extra bedroom. Total f ...
From $771 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Cozy efficiency apartment/heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small, but cozy bedroom with smart TV, kitchenette with microwave, refrigerator, toaster oven and Keurig coffee maker. ...
From $391 per night (USD)
VRBO
From $1153 per night (USD)
Expedia
Quaint home w/ large backyard, outdoor shower & private grill near Katama Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Need a Bigger Boat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1153 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Stunning, light-filled architect's home on 5 wooded acres, near Long Point Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax and unwind in this gorgeous, light-filled architect's home, nestled on five private wooded acres near the Tisbury ...
From $703 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Home in Peaceful Wooded Neighborhood w/ High-Speed WiFi, Washer/Dryer, Gas Grill
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Chez Zelda in the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $522 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your comfort and security is of the utmost importance to us. Our home is thoroughly cleaned before and after your visit. ...
From $330 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Historic Landmark Colonial In Heart Of Edgartown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautifully decorated and maintained classic Edgartown home is included in the National Register of Historic Places ...
From $977 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Charming Studio Guest House in the Heart of Oak Bluffs
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This recently renovated charming studio guest house in the heart of Oak Bluffs sleeps 2 in a Queen size bed. Complete w ...
From $471 per night (USD)
VRBO
From $1711 per night (USD)
VRBO
Charming 4B island getaway with revitalized pool area, beach decor, pet-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your dream island getaway! This charming 4-bedroom, 3-bathroom saltbox house offers the perfect setting for a ...
From $1711 per night (USD)
VRBO
From $1600 per night (USD)
VRBO
New Waterfront Modern Farmhouse on Tisbury Great Pond
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
We have been visiting Martha's Vineyard for over 20 years and instantly fell in love with its rural unspoiled beauty and ...
From $1600 per night (USD)
VRBO
From $786 per night (USD)
Expedia
Luxury Chappaquiddick Getaway with Oceanviews
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Home available year-round for vacation rentals or extended stays. There’s no more beautiful place than Martha’s Vineyard ...
From $786 per night (USD)
Expedia
From $927 per night (USD)
VRBO
Hilltop House with Commanding Views and Breathtaking Sunsets, Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lamberts Cove! Our family has been on-island for generations and we invite you to our family home at the end ...
From $927 per night (USD)
VRBO
From $747 per night (USD)
VRBO
Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This private end unit townhouse has an open floor plan, high ceilings wifi, central air, and a gas grill. The upper le ...
From $747 per night (USD)
VRBO
From $851 per night (USD)
VRBO
Close to Lagoon & easy access downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming, newly built home will provide the perfect getaway for your Martha's Vineyard vacation! Centrally-located, ...
From $851 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Bright and cozy menemsha cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Little House was built in 1960 as a one room studio/cabin. Since then a gourmet kitchen wing has been added, as well ...
From $403 per night (USD)
Expedia
From $7372 per night (USD)
VRBO
Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
One of the most spectacular oceanfront rentals available on the exclusive Island of Marthas Vineyard. This unique reside ...
From $7372 per night (USD)
VRBO
From $1879 per night (USD)
VRBO
Waterfront! Luxury, 6-Bedroom Home with Private Beach & Dock
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Enjoy all that waterfront living has to offer. Full renovation completed in 2017. This Hines Point property offers a 270 ...
From $1879 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Charming Cottage Near West Chop- Vineyard Haven
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Charming, fully renovated cottage in quiet neighborhood. Completely and comfortably furnished to make you feel at home h ...
From $412 per night (USD)
VRBO
From $1188 per night (USD)
Expedia
Luxury Home in Exclusive Aquinnah
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Tucked away down a private dirt road, this spacious retreat features 5 bedrooms and 3.5 baths on more than 2 acres. The ...
From $1188 per night (USD)
Expedia
From $976 per night (USD)
VRBO
Beautiful, sunny historic home, walk from VH ferry!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Beautiful, sunny and inviting home just a five minute walk from Vineyard Haven town center and ferry terminal. Only a sh ...
From $976 per night (USD)
VRBO
From $1209 per night (USD)
VRBO
Elegant Vineyard Artisans Home, a rare opportunity for an amazing island stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Elegant and oh so comfortable are the words that are used to describe our home. We are year round folks from Martha's Vi ...
From $1209 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Woodsy Home w/Outdoor Living: Deck/Balcony/Patio. Close to Long Pt. & Lambert Cv
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*Woodsy, Quiet Home Close to Long Pt Wildlife Ocean & Pond, Lambert's Cove, Towns & Bike Paths* Lots of Outdoor Living: ...
From $500 per night (USD)
VRBO
From $657 per night (USD)
Expedia
Coastal Contemporary in Katama / South Beach/ Edgartown / Bike Paths/ Air Field
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
***** Booking Fall 2025 Now ***** Katama House Rental Photos and Description: Enjoy The Light Filled ...
From $657 per night (USD)
Expedia
From $964 per night (USD)
VRBO
Secluded retreat in Seven Gates Farm on 7 Acres, Private Beach, Tennis, Pond
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Hickory Hollow located in Seven Gates Farm is a charming and tranquil setting within a 1600 acre association on West Tis ...
From $964 per night (USD)
VRBO
From $1528 per night (USD)
VRBO
Edgartown House and guest house Waterview Peaceful Close to town and beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lovely private setting with fabulous ocean views. Located near Felix Neck wildlife sanctuary. Very peaceful with many ...
From $1528 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Casa Chica is a charming cottage, nestled in the woods. Think beach or R & R!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Casa Chica is a guest cottage. It has a first floor gueen bedroom and a full bathroom. A large loft also has gueen bed b ...
From $339 per night (USD)
VRBO
From $431 per night (USD)
VRBO
Surfside Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming Vineyard cottage features a bright open floor plan with living, dining area, hardwood floors, cathedral ce ...
From $431 per night (USD)
VRBO
From $1005 per night (USD)
VRBO
Waterfront, Privacy and Tranquility on Tisbury Great Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This gorgeous new home sits on farmland at the edge of Tisbury Great Pond. Enjoy a peaceful, rural feel with the comfort ...
From $1005 per night (USD)
VRBO
From $1396 per night (USD)
Expedia
Gracious Victorian On Chappy
Bedrooms:
3
Bathrooms:
7
Sleeps:
13
Spectacular Victorian home with a gorgeous view overlooking Katama Bay to the Ocean beyond A great combination of origin ...
From $1396 per night (USD)
Expedia
From $1552 per night (USD)
VRBO
Private Family Home, Heated Pool, Hottub, 5 BR.4.5 bath, WiFi, AC. NO PETS.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Private home 2 miles from Circuit Avenue in Oak Bluffs. 2 miles from Inkwell Beach. Across the street from the third hol ...
From $1552 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Oak Bluffs - Quiet Neighborhood - Walk to Town, Ferry, Library and more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This property is situated in a quiet neighborhood just a short walk to downtown Oak Bluffs. This location is perfect. ...
From $614 per night (USD)
Expedia
From $293 per night (USD)
VRBO
1 Bedroom Guest Cottage With Water View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute one bedroom guest cottage with water views of Sengecontacket and the ocean. It is fully equipped and is air condit ...
From $293 per night (USD)
VRBO
From $624 per night (USD)
VRBO
Chilmark Vista and Lucy Vincent Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Enter our vacation world up a 0.2 mile paved driveway through the woods to the private hilltop with only two other house ...
From $624 per night (USD)
VRBO
From $4263 per night (USD)
VRBO
DIRECT OCEAN VIEWS OF SOUTH BEACH/ KATAMA BAY!
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Take in the ocean’s rumbling and roaring energy in this spectacular four-bedroom, four-bathroom custom luxury retreat in ...
From $4263 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Modern Edgartown Condo Close to Town & Beach and Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the best of Martha's Vineyard in this light filled contemporary condominium near downtown historic Edgartown, Sout ...
From $319 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Please let us know in advance which ferry you’re on and arrival time.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fully equipped cottage behind the main house, Private, available all year round! Perfect romantic get away. Back Patio ...
From $447 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Chappy House, 1 Mile from Edgartown Harbor
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Celebrate the 50th Anniversary of filming Jaws, right on Chappaquiddick Island. This air conditioned 4-bedroom house i ...
From $390 per night (USD)
VRBO
From $965 per night (USD)
VRBO
Private 1/2 acre property, charming 4 bedroom, 21/2 bath, great Katama location.
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Newly listed, newly renovated, this bright and charming home is located in a quiet, family friendly neighborhood only 1 ...
From $965 per night (USD)
VRBO
From $1034 per night (USD)
Expedia
Inviting home near town and the beach with fast WiFi and private W/D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1034 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Brick Ranch on Cul-de-sac, with Fireplace and Central Air Conditioning !
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Three bedroom brick ranch at the end of a wooded cul-de-sac. Landscaped property located 1 mile from the town of Vineyar ...
From $459 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Cozy Apartment, Hot tub; 1 Bedroom; Sleep Sofa-Ferry Tickets maybe be available
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wonderful ground floor of our 2 story home, complete with private deck, separate entry, and everything you need! Great ...
From $296 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
THREE BEDROOM COTTAGE (Sleeps 3-6 ) MARTHA'S VINEYARD VERY REASONABLY PRICED!! GREAT LOCATION, PET FRIENDLY, FAMILY F ...
From $605 per night (USD)
VRBO
From $1715 per night (USD)
VRBO
Ferry Tkts Available! Private - Walk to Downtown Edgartown/Bike to South Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This bright and charming home is beautifully set on over an acre of meadow like property, yet only a 10 min. walk down p ...
From $1715 per night (USD)
VRBO
$FAMILY FRIENDLY VACATION HOME\n$
From $3215 per night (USD)
VRBO
FAMILY FRIENDLY VACATION HOME\n
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
This spacious 4-bedroom main house and 1-bedroom guest house has everything you need for your Martha's Vineyard Vacatio ...
From $3215 per night (USD)
VRBO
From $536 per night (USD)
VRBO
Updated and Beloved Home on Martha's Vineyard, close to beaches and town center.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to the Island next door! Our beloved home, Chappy Blue is our retreat. Our family fell in love with the beaches ...
From $536 per night (USD)
VRBO
From $563 per night (USD)
VRBO
Beachfront Aquinnah home. Beautiful views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location Location: Beachfront home on Lobsterville Beach in Aquinnah, This wonderful beach house is waiting for you! Enj ...
From $563 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Coastal Cottage on Bike Path to South Beach, Edgartown, Katama Farm & Airfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
LOWER AUGUST RATES! With beautiful vistas of Katama’s Waller Farm, steps to the bike path, and less than a mile walk/bi ...
From $493 per night (USD)
VRBO

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