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 $1508 per night (USD)
VRBO
Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Sunrises, sunsets and all-day sunlight grace this welcoming, elegant and beautifully-kept hilltop home. Its glorious wr ...
From $1508 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Beautiful Contemporary Farmhouse close to Oak Bluffs
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautifully maintained contemporary farmhouse features an open floor plan. The first floor has an open kitchen, dining, ...
From $565 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Chappaquiddick, Cozy 2 Bedroom, May, June and October Dates Available!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
CHAPPY BUTTERFLY COTTAGE is a cozy non-posh two bedroom guesthouse with an additional sleeper sofa on the private Meadow ...
From $305 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Contemporary Pet-friendly Retreat: GOOD NEWS 2 discounted summer weeks available
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Contemporary with open living/dining area, cathedral ceilings, and air conditioning throughout. Sliding and French door ...
From $481 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Superb fields-to-ocean-to-islands views from this charming guesthouse, on a historic Chilmark property. You'll enjoy a ...
From $458 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Martha's Vineyard Beachfront Condo in Oak Bluffs
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $601 per night (USD)
Expedia
From $774 per night (USD)
VRBO
Classic Downtown Property
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The home has been tailored for modern tastes and conveniences. Ideally located on a private lane, just a short distance ...
From $774 per night (USD)
VRBO
From $1503 per night (USD)
Expedia
Private home, spacious yard with easy access to everything & along the bike path
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Recently renovated and stocked with everything you need for a fun and relaxing island getaway, this 4BR, 3.5Bth is locat ...
From $1503 per night (USD)
Expedia
$Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A\/C$
From $882 per night (USD)
VRBO
Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A\/C
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
House Beautiful. Custom Home. CENTRAL AIR CONDITIONING for your comfort. This spacious, over sized luxury L-shaped Cape ...
From $882 per night (USD)
VRBO
From $1093 per night (USD)
Expedia
Secluded Escape- Central AC & Wireless Internet Access.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 270 ...
From $1093 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Sea Captain's Victorian studio bedroom apartment. Pets OK
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in an original sea captain Victorian for less than the cost of a hotel. This is a fully furnished studio apartment ...
From $230 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Need a change of scenery? This charming three bedroom, two bath contemporary sleeps 8 and is conveniently located near ...
From $491 per night (USD)
Expedia
From $989 per night (USD)
VRBO
Lovely waterfront home with private, sandy beach and mooring on Lagoon Pond
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Relax on the gorgeous wraparound deck, let the sea breeze caress your face, listen to the chirping birds, and drink in t ...
From $989 per night (USD)
VRBO
From $785 per night (USD)
Expedia
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $785 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Martha's Vineyard House - Great Rental
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our colonial style is located in the desirable Katama area of Edgartown, two miles from the beach and downtown. It offer ...
From $510 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Quiet 2-Bed, 2-Bath Condo with Spacious Sundeck & Tennis Courts
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a peaceful retreat in this cozy 2-bedroom, 2-bath condo with air conditioning, offering the perfect space to relax ...
From $380 per night (USD)
Expedia
$Fabulous Makonikey with multi-levels & multi-decks ~WALK TO PRIVATE BEACH! A\/C!$
From $670 per night (USD)
VRBO
Fabulous Makonikey with multi-levels & multi-decks ~WALK TO PRIVATE BEACH! A\/C!
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $670 per night (USD)
VRBO
From $763 per night (USD)
Expedia
'Seaglass Cottage' in Katama, near Edgartown and South Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
''Unique and charming'' island artist's home with endless amenities and extras. This is not your average rental propert ...
From $763 per night (USD)
Expedia
From $1954 per night (USD)
VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
FREE!!! A Transferable Round-trip SSA auto reservation is included for each remaining 2025 week booked in July and Aug ...
From $1954 per night (USD)
VRBO
From $1301 per night (USD)
Expedia
Martha's Vineyard waterfront with Dock
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
A delightful oasis on the water's edge. A serene retreat that will ensure relaxation! Nestled overlooking the lagoon wit ...
From $1301 per night (USD)
Expedia
$7\/6-7\/13 AVAILABLE DUE TO LAST MINUTE CANCELLATION! Walk to Beach!$
From $1851 per night (USD)
VRBO
7\/6-7\/13 AVAILABLE DUE TO LAST MINUTE CANCELLATION! Walk to Beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
LAST MINUTE CANCELLATION FOR JULY 6TH - 13TH, 2025!! This charming Vineyard home just completed a large renovation incl ...
From $1851 per night (USD)
VRBO
$CANCELLATION DISCOUNT Wk 12th July +FERRY TIX available. Fabulous house\/location$
From $476 per night (USD)
Expedia
CANCELLATION DISCOUNT Wk 12th July +FERRY TIX available. Fabulous house\/location
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunny, contemporary Katama salt box in fabulous location between Edgartown and South Beach! Fabulously bright, reverse s ...
From $476 per night (USD)
Expedia
From $1380 per night (USD)
VRBO
Glorious Water View, private beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This spectacular beach house with stunning water views is located 20 feet from the edge of a grassy cliff overlooking Vi ...
From $1380 per night (USD)
VRBO
From $577 per night (USD)
Expedia
A Charming Vineyard Cottage Just Off the Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Remember when summer vacations meant spending long perfect days near the water? This simple wooden Vineyard cottage wit ...
From $577 per night (USD)
Expedia
$Quintessential 4 BR Cape in wooded Chilmark location - Pet Friendly \n$
From $614 per night (USD)
VRBO
Quintessential 4 BR Cape in wooded Chilmark location - Pet Friendly \n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A recently renovated country home located in the Vineyard's most idyllic town of Chilmark, close to the West Tisbury lin ...
From $614 per night (USD)
VRBO
From $1061 per night (USD)
Expedia
The quintessential MV home. Now booking for 2025!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Pirate's Cove is a young, Victorian-style home, designer-decorated and nestled on a quiet lane in East Chop, located jus ...
From $1061 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Central location for your vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Centrally located from nearby Vineyard Haven, Oak Bluffs, Edgartown and West Tisbury. You are not able to get your car ...
From $362 per night (USD)
VRBO
Click For Pricing
Expedia
Family Home That Is Walking Distance To Town and Ferry
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 2 full bath home that has accommodations for 8 people is great for sitting in the sun filled dining room ...
Click For Pricing
Expedia
From $469 per night (USD)
VRBO
2024 Martha's Vineyard Vacation Home - Weekly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bordering the town forest and less than one mile from the harbor, the house is centrally located on the island and is ai ...
From $469 per night (USD)
VRBO
$WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard$
From $429 per night (USD)
Expedia
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you ...
From $429 per night (USD)
Expedia
From $2294 per night (USD)
VRBO
Private Katama Beach House. Repeat Guests Love It. Summer & Fall 2024 Available
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
See the ocean, hear the ocean, and smell the ocean from our light-filled contemporary home. The design is perfect for a ...
From $2294 per night (USD)
VRBO
$Hamletts' Haven - Spectacular Summer Getaway! Tues. 8\/27 - Sat. 9\/7 AVAILABLE!!$
From $591 per night (USD)
Expedia
Hamletts' Haven - Spectacular Summer Getaway! Tues. 8\/27 - Sat. 9\/7 AVAILABLE!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Hamletts' Haven - The Vacation Get Away! Book for two days or two weeks - the choice is yours. Enjoy!!!! ...
From $591 per night (USD)
Expedia
From $796 per night (USD)
VRBO
FAMILY VACATION- JULY14-21-SLEEP 10, PVT, LONG POINT BEACH
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Certificate #/ Ma. tax: C0221072960 Wonderful, spacious, light and airy home which sits on a private 2 acre prop ...
From $796 per night (USD)
VRBO
$FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A\/C$
From $1257 per night (USD)
Expedia
FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A\/C
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $1257 per night (USD)
Expedia
From $834 per night (USD)
VRBO
Great Martha's Vineyard House: Everything You Need - Nothing You Don't!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Property rents Monday to Monday. 3 bedroom/ 2 and 1/2 bathroom Contemporary Vineyard house with wraparound deck, outdoor ...
From $834 per night (USD)
VRBO
From $951 per night (USD)
Expedia
Aquinnah Beachfront, Perfect Sunsets, Private Beach
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
*NOTE* We Just opened the calendar for the month of August! These weeks will go quickly. This is a very rare opportunity ...
From $951 per night (USD)
Expedia
From $779 per night (USD)
VRBO
Beautiful Katama House - Discounted Rates and Car Ferry Tickets Available!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax and enjoy this beautifully renovated, immaculate Katama home centrally located 1 1/2 miles to South Beach and down ...
From $779 per night (USD)
VRBO
$Katama Beautifully Landscaped close to Beach\/Edgartown - Air conditioned$
From $806 per night (USD)
Expedia
Katama Beautifully Landscaped close to Beach\/Edgartown - Air conditioned
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
When you check in you will find our home super cleaned by a professional cleaning service. During the summer we normal ...
From $806 per night (USD)
Expedia
From $750 per night (USD)
VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $750 per night (USD)
VRBO
From $391 per night (USD)
Expedia
West Tisbury Country Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Custom home with many amenities. Nicely furnished. Beautiful interiors with natural woodwork, oak floors, deck, big secl ...
From $391 per night (USD)
Expedia
$Katama House w\/Guest House w\/AC South Beach heated pool. \nSummer weeks avail. \n$
From $1545 per night (USD)
VRBO
Katama House w\/Guest House w\/AC South Beach heated pool. \nSummer weeks avail. \n
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Katama Beach House with guest cottage large enough for 2 families. INGROUND HEATED POOL. Terrific Wrap Around Deck and S ...
From $1545 per night (USD)
VRBO
$Luxe 4 Bed\/4 Ensuite Bath, A\/C In-Town Vineyard Haven, Gunite Pool and Spa$
From $2363 per night (USD)
Expedia
Luxe 4 Bed\/4 Ensuite Bath, A\/C In-Town Vineyard Haven, Gunite Pool and Spa
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Luxury Home in private cul-de-sac in Vineyard Haven. Just a short two block walk to downtown restaurants, shops, harbor, ...
From $2363 per night (USD)
Expedia
From $992 per night (USD)
VRBO
Ocean & Harbor Views, Chappy Privacy yet Walk to Town or Private Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Contemporary Cape high on Chappy's Manaca Hill with views to Cape Cod (north), Edgartown Harbor (south). Major expansio ...
From $992 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Martha's Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $557 per night (USD)
Expedia
From $606 per night (USD)
VRBO
Renovated 4 bedroom home in Vineyard Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Renovated contemporary 4-bedroom/3-bath home is tastefully furnished and equipped with new appliances and all the amenit ...
From $606 per night (USD)
VRBO
From $1057 per night (USD)
Expedia
Luminous rural retreat with spectacular ocean views.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Tucked into the woods, this elegant house offers a panoramic view of the full sweep of the Vineyard Sound from Woods Ho ...
From $1057 per night (USD)
Expedia
$Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!!\n$
From $1131 per night (USD)
VRBO
Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!!\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Think resort-type elegance in a relaxed beach house vibe. 4BR, 3 bath, outdoor shower, 4-ft deep spa pool. Lots of light ...
From $1131 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Charming Oak Bluffs Cottage: Prime Location, Stylish Comfort & Serene Privacy
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>Close to sailing, windsurfing, and more, this smoke-free cottage brings it all within reach. Oak Bluffs Harbor and Oa ...
From $424 per night (USD)
Expedia
$Historic Home in East Chop - Prime Summer Week Available 7\/6 - 7\/13\/25$
From $581 per night (USD)
VRBO
Historic Home in East Chop - Prime Summer Week Available 7\/6 - 7\/13\/25
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1867 by my great, great grandfather, the house has ...
From $581 per night (USD)
VRBO
$Updated Beautiful Cottage in Edgartown w\/ Central AC$
From $868 per night (USD)
Expedia
Updated Beautiful Cottage in Edgartown w\/ Central AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A true island charmer. Light, airy and central-air-conditioned, well-designed home offers all the comforts of modern liv ...
From $868 per night (USD)
Expedia
$Edgartown FamilyDelightMV Ferry Tickets 7\/12-19 & 8\/23-30\/ 7 ductless A\/C units$
From $1132 per night (USD)
VRBO
Edgartown FamilyDelightMV Ferry Tickets 7\/12-19 & 8\/23-30\/ 7 ductless A\/C units
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Recent 2024 updates include replacing all remaining wall-to-wall carpeting with wooden floors in all bedrooms & upstairs ...
From $1132 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Walk to Edgartown ctr, Bike to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
We’ve blocked off October and November to enhance the property and address valuable guest feedback, focusing on comfort ...
From $478 per night (USD)
Expedia
$MV Beach Escape - Spacious Katama Beach House. \nOpen July 7-19 & July 27-Aug 2$
From $1305 per night (USD)
VRBO
MV Beach Escape - Spacious Katama Beach House. \nOpen July 7-19 & July 27-Aug 2
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Enjoy the Katama lifestyle and summer breezes in this Wonderful 4 BR/4-BA family home on a quiet side street. Walk to S ...
From $1305 per night (USD)
VRBO
$Modern, luxury 5-bed, 4.5-bath w\/full basement! Now booking for 2025!$
From $1305 per night (USD)
Expedia
Modern, luxury 5-bed, 4.5-bath w\/full basement! Now booking for 2025!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 b ...
From $1305 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Charming and cozy Chappy cottage -- best of indoor and outdoor beach living!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Chappaquiddick Island -- Martha's Vineyard: Amazing single level cottage, lovingly renovated and tastefully decorated t ...
From $479 per night (USD)
VRBO
From $981 per night (USD)
Expedia
Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Beautiful restored 130 year old Sea Captain's House on historic Music Street in the heart of West Tisbury. The home was ...
From $981 per night (USD)
Expedia
From $1197 per night (USD)
VRBO
Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
THE “SUMMER WIND” HOUSE - WALK TO EVERYTHING! We have completely renovated our 5-bedroom, 3-full bathroom home with cent ...
From $1197 per night (USD)
VRBO
$In-Town-WALK TO EVERYTHING! PETS WELCOME! Screened Porch, A\/C, Outdoor Shower$
From $239 per night (USD)
Expedia
In-Town-WALK TO EVERYTHING! PETS WELCOME! Screened Porch, A\/C, Outdoor Shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $239 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Lovely vacation home within walking distance to Oak Bluffs and the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your summer vacation home! This is a 3 bedroom 2 1/2 bath home located less than a mile from downtown Oak Bl ...
From $590 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Edgartown House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming Cape house is located at the end of private way in the desirable Katama area. Just two miles from South B ...
From $494 per night (USD)
Expedia
$Edgartown Cottage, Short walk to town, AC\/Heat, Fire Pit, Outdoor shower$
From $686 per night (USD)
VRBO
Edgartown Cottage, Short walk to town, AC\/Heat, Fire Pit, Outdoor shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sneak in through the back kitchen door of this, simple yet luxurious, light filled cottage. Soup to nuts, almost everyth ...
From $686 per night (USD)
VRBO
Click For Pricing
Expedia
Hidden Katama Gem with a Beautiful Backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom, 2 full bathroom ranch. This property is in a quiet area 1 mile from South Beach, right off the bike ...
Click For Pricing
Expedia
From $1944 per night (USD)
VRBO
Relax & Renew at this Luxury Villa with Heated Pool & Hot Tub, Tennis, Firepit!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This newly renovated, luxury home with pool is centrally located! 1.5 miles to downtown Oak Bluffs and less than 2 miles ...
From $1944 per night (USD)
VRBO
From $3539 per night (USD)
Expedia
WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
One of the best locations in Edgartown! Brand new, walk to village location but private, with mature trees and new prof ...
From $3539 per night (USD)
Expedia
From $351 per night (USD)
VRBO
West Tisbury Home, Peaceful, Affordable, 3 BR, Near Bike Path
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We have an updated bathroom, newer flooring, updated bedding, freshly painted, new dining table and chairs, new kitchen ...
From $351 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Peaceful, rural Martha's Vineyard on the Bike Path
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you are a bike or nature enthusiast you will love this rustic cape. It is 10 mins from the Vineyard Haven ferry and n ...
From $432 per night (USD)
Expedia
$Edgartown Village Luxury 6 BR\nHeated Pool Hot Tub!$
From $2628 per night (USD)
VRBO
Edgartown Village Luxury 6 BR\nHeated Pool Hot Tub!
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Relax with family and friends at this fully renovated pristine 1850’s Sea Captain’s home. Situated on a quiet tree lined ...
From $2628 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Lagoon Pond House with Beach Access - Kayaker Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the water view from the deck and house. This house has a private path to the head of Lagoon Pond, and a large yar ...
From $614 per night (USD)
Expedia
From $642 per night (USD)
VRBO
Oak Bluffs - Quiet neighborhood
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Less than a mile from downtown, harbor and beach. Located in a quiet neighborhood, guests are sure to enjoy a memorable ...
From $642 per night (USD)
VRBO
From $1047 per night (USD)
Expedia
Newly Renovated Cape In Edgartown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This newly renovated Cape sits back in a quiet neighborhood near the Vineyard Golf Club. It has been ...
From $1047 per night (USD)
Expedia
$Elegant Dream Home w\/ Luxurious Living Spaces, Full Kitchen, & Wraparound Porch$
From $801 per night (USD)
VRBO
Elegant Dream Home w\/ Luxurious Living Spaces, Full Kitchen, & Wraparound Porch
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Oak Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $801 per night (USD)
VRBO
From $788 per night (USD)
Expedia
Spacious, Serene 3-BR, Chef's Kitchen, Meadow Views, Central Location
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
We built our beautiful family summer home in 1984 and did a full renovation in 2007, making it a wonderfully comfortable ...
From $788 per night (USD)
Expedia
From $775 per night (USD)
VRBO
As featured in Vineyard Style
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
As featured in the Summer 2023 issue of Vineyard Style Magazine, this house is ideally located in the highlands area of ...
From $775 per night (USD)
VRBO
From $3586 per night (USD)
Expedia
The Island Collection MV: LUXURY GETAWAY AT THE PRESERVE
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This luxury enclave, complete with 4 bedrooms and 3.5 bathrooms, is located in a private community that is centrally loc ...
From $3586 per night (USD)
Expedia
From $804 per night (USD)
VRBO
Private Chappaquiddick Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Contemporary four-bedroom retreat with spacious layout and light-filled open living spaces and direct access to expansiv ...
From $804 per night (USD)
VRBO
$A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling$
From $586 per night (USD)
Expedia
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Brillant Way is a Brilliant Condo located in the heart of Oak Bluffs. Second level has 2 bedrooms - Queen size bed in ...
From $586 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Oak Bluffs Cutie Near Beach + Town Center! Ferry tix available for some dates!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy both worlds - a peaceful atmosphere with many comfortable places to escape to read, nap or chat, near the heart of ...
From $558 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Edgartown - Vacation Home In A Great Location!!!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Beautiful 3 BR, 2.5 bath plus outdoor shower home on a private dead-end street in a quiet residential area, sleeps 11. C ...
From $575 per night (USD)
Expedia
From $615 per night (USD)
VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $615 per night (USD)
VRBO
From $848 per night (USD)
Expedia
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This newly renovated 2 bedroom house is a stone's throw from the ferry terminal, main street, restaurants & beaches in V ...
From $848 per night (USD)
Expedia
From $2073 per night (USD)
VRBO
Mink Meadows Luxury Getaway With Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
POINT B EXCLUSIVE - This luxuriously renovated home is privately set in the Mink Meadows neighborhood with access to a p ...
From $2073 per night (USD)
VRBO
$Martha’s Vineyard Condo w\/ Pool minutes from Ferry$
From $206 per night (USD)
Expedia
Martha’s Vineyard Condo w\/ Pool minutes from Ferry
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Cozy 1 bedroom, 1 full bath, Condo located minutes from Vineyard Haven Harbor on Martha’s Vineyard. Nice landscaped surr ...
From $206 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Waterfront condo with scenic views of Vineyard Haven harbor and beyond
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Completely updated/renovated 1 bedroom (sleeps 4), 1bath condo with eat in kitchen. Fantastic views with private beach ...
From $389 per night (USD)
VRBO
From $1489 per night (USD)
Expedia
Spacious Beach house. Ferry Tkts July 6-13th Great times too.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
If you book July 6-13th, I have TRANSFERRABLE ferry tickets that will be transferred to your name. The time on July 6 ...
From $1489 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Secluded West Tisbury Retreat. Surrounded by Acres of Conservation Trails.
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
The Haven. Escape to a one-of-a-kind cottage in the woodlands of West Tisbury. Romantic. Inspiring. Secluded. Serene. ...
From $297 per night (USD)
VRBO
From $702 per night (USD)
Expedia
Secluded Waterfront - North Shore - Private Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Charming waterfront cottage on the North Shore of Aquinnah overlooking the Elizabeth Islands with panoramic water views. ...
From $702 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Perfect Home For A Family Vacation With All The Amenities
Bedrooms:
5
Bathrooms:
4
Sleeps:
13
This professionally designed & decorated vacation home is great for a quiet get away for one or two couples/families or ...
From $535 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Pet-Friendly Historic Chilmark Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Renovated historic barn (1870). Lofts converted to open bedrooms, private main bedroom, roomy living room/dining/kitchen ...
From $480 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Private & quaint cabin-style home with wraparound porch - small dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunset on the Vineyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $561 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Spacious family house, short walk to the Lagoon & close to Oak Bluffs center
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The 'Anchor Inn' on Carole Avenue is the perfect spot for your family to relax and enjoy the Vineyard! The home is a 4 ...
From $510 per night (USD)
Expedia
From $360 per night (USD)
VRBO
2025 NOW OPEN! Updated Oak Bluffs home! Close to everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This home was updated in 2023! Beautiful detached 2 bedroom within walking distance to the center of Oak Bluffs. The ext ...
From $360 per night (USD)
VRBO
$Humble Abode \/Charming Cottage Near Long point Beach$
From $614 per night (USD)
Expedia
Humble Abode \/Charming Cottage Near Long point Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom, 2 full bath family friendly home down our road from Long Point Beach and pond (great swimming and paddling, c ...
From $614 per night (USD)
Expedia
From $698 per night (USD)
VRBO
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)
VRBO
From $838 per night (USD)
Expedia
Immaculate Katama 4BR house with home theater and large yard
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Enjoy this spacious, sunny home on a quiet street just steps from the bike path and about 1 mile from South Beach and Ed ...
From $838 per night (USD)
Expedia
$OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.$
From $949 per night (USD)
VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappa ...
From $949 per night (USD)
VRBO
From $1266 per night (USD)
Expedia
Charming Chilmark beach house with private Abel's Hill beach access
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Lovely house at the top of Abel's Hill with access to private Abels' Hill Beach a half mile away. The house is wonderful ...
From $1266 per night (USD)
Expedia
From $1189 per night (USD)
VRBO
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
GAME ROOM!!! We have converted the room in the garage as a place where our guests can go should you have a rainy day or ...
From $1189 per night (USD)
VRBO
From $789 per night (USD)
Expedia
Home has undergone a major renovation - Everything new! Short distance to town!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
SPECIAL NOTE: Rental is Tax Exempt with a stay over 32 days! We hope that you would find it most appealing as our prio ...
From $789 per night (USD)
Expedia
From $741 per night (USD)
VRBO
Newly Renovated Martha's Vineyard Vacation Rental!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hop on the bike path for a short jaunt to popular South Beach or walk to historic Edgartown from this conveniently locat ...
From $741 per night (USD)
VRBO
$\Over South\, Family farm house in Chilmark$
From $519 per night (USD)
Expedia
\"Over South\", Family farm house in Chilmark
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated on the quiet end of the Island, yet only a 20 minute drive from Vineyard Haven, this rustic, authentic Chilmark ...
From $519 per night (USD)
Expedia

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