Dukes Area Rentals
From $1042 per night (USD)VRBO
Quintessential MV home near Oak Bluffs, beach & harbor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Pirate’s Cove is a quintessential Martha’s Vineyard vacation home tucked away on a quiet lane in East Chop, just minutes ...
From $1042 per night (USD)VRBO
From $273 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. Beaches and trails in close proxi ...
From $273 per night (USD)VRBO
From $489 per night (USD)VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A/C,Large Deck,Gazebo,Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you ...
From $489 per night (USD)VRBO
From $2629 per night (USD)VRBO
Private Katama Beach House. Repeat Guests Love It. Now Available Early Aug 2026!
- 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 $2629 per night (USD)VRBO
From $793 per night (USD)VRBO
Hamletts' Haven - Spectacular Summer Getaway!
- Bedrooms:
- 2
- 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 $793 per night (USD)VRBO
From $929 per night (USD)VRBO
FAMILY VACATION- JULY14-21-SLEEP 10, PVT, LONG POINT BEACH
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Certificate #/ Ma. tax: C0221072960 Wonderful, spacious, light and airy home which sits on a private 2 acre prop ...
From $929 per night (USD)VRBO
From $507 per night (USD)VRBO
FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $507 per night (USD)VRBO
From $1314 per night (USD)Expedia
Great Martha's Vineyard House: Everything You Need - Nothing You Don't!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Property rents Monday to Monday. 3 bedroom/ 2 and 1/2 bathroom Contemporary Vineyard house with wraparound deck, outdoor ...
From $1314 per night (USD)Expedia
From $1208 per night (USD)VRBO
Aquinnah Beachfront, Perfect Sunsets, Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $1208 per night (USD)VRBO
From $1052 per night (USD)VRBO
Beautiful Katama House between Edgartown and South Beach
- Bedrooms:
- 2
- 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 $1052 per night (USD)VRBO
From $744 per night (USD)VRBO
Katama Beautifully Landscaped close to Beach/Edgartown - Air conditioned
- Bedrooms:
- 2
- 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 $744 per night (USD)VRBO
From $1084 per night (USD)VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $1084 per night (USD)VRBO
From $319 per night (USD)VRBO
West Tisbury Country Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Custom home with many amenities. Nicely furnished. Beautiful interiors with natural woodwork, oak floors, deck, big secl ...
From $319 per night (USD)VRBO
From $1058 per night (USD)Expedia
Katama House w/Guest House w/AC South Beach heated pool. Summer weeks avail.
- Bedrooms:
- 2
- 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 $1058 per night (USD)Expedia
From $2194 per night (USD)VRBO
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 $2194 per night (USD)VRBO
From $856 per night (USD)VRBO
Gracious Prestige Landmark ~ 2 Private Beaches ~ Fabulous View
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
A storied property in Chilmark for almost 150 years, the hilltop Tower House combines current taste, comfort and eleganc ...
From $856 per night (USD)VRBO
From $712 per night (USD)VRBO
Beautiful Contemporary Farmhouse close to Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WEEK OF JUNE 27th TO JULY 4th AVAILABLE. HAVE TRANSFERABLE FERRY TICKETS AVAILABLE FOR PURCHASE. Beautifully maintaine ...
From $712 per night (USD)VRBO
From $822 per night (USD)VRBO
Fabulous Makonikey with multi-levels & multi-decks ~WALK TO PRIVATE BEACH! A/C!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $822 per night (USD)VRBO
From $824 per night (USD)VRBO
'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 $824 per night (USD)VRBO
From $3313 per night (USD)VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
3200 sq ft.waterfront, highly energy efficient, 4 bedroom plus flex room (sleeps 8-10 adults plus 3-4 children (max 12)) ...
From $3313 per night (USD)VRBO
From $1063 per night (USD)VRBO
Charming 6 Bedroom Cottage in East Chop with Water Views! Walk to Beach & Town!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This charming Vineyard home recently completed a large renovation including all new bathrooms, a new, large bunk room an ...
From $1063 per night (USD)VRBO
From $370 per night (USD)VRBO
Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary with open living/dining area, cathedral ceilings, and air conditioning throughout. Sliding and French door ...
From $370 per night (USD)VRBO
From $551 per night (USD)VRBO
Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Superb fields-to-ocean-to-islands views from this charming guesthouse, on a historic Chilmark property. You'll enjoy a ...
From $551 per night (USD)VRBO
From $651 per night (USD)VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $651 per night (USD)VRBO
From $829 per night (USD)VRBO
Classic Downtown Property
- Bedrooms:
- 2
- 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 $829 per night (USD)VRBO
From $782 per night (USD)VRBO
Private large yard, walk to downtown Edgartown&Morning Glory Farm, bike to beach
- Bedrooms:
- 3
- 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 $782 per night (USD)VRBO
From $957 per night (USD)VRBO
Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
House Beautiful. Custom Home. CENTRAL AIR CONDITIONING for your comfort. This spacious, over sized luxury L-shaped Cape ...
From $957 per night (USD)VRBO
From $1121 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 $1121 per night (USD)Expedia
From $272 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 $272 per night (USD)VRBO
From $819 per night (USD)VRBO
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $819 per night (USD)VRBO
From $498 per night (USD)VRBO
Martha's Vineyard House - Great Rental
- Bedrooms:
- 2
- 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 $498 per night (USD)VRBO
From $307 per night (USD)VRBO
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Build in 2020 ! New lovely studio apartment. Clean, bright and comfortable. 700 sq feet ! Great for couples, work trip ...
From $307 per night (USD)VRBO
From $820 per night (USD)VRBO
Sunny 3 bedroom cape with large deck, porch and kayaks. Pet friendly.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**Ferry reservations available at request for 7/3-7/10 and 7/24-7/31** Seaside serenity awai ...
From $820 per night (USD)VRBO
From $849 per night (USD)Expedia
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $849 per night (USD)Expedia
From $2218 per night (USD)VRBO
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $2218 per night (USD)VRBO
From $747 per night (USD)VRBO
Special offer 2026 Aug 28 & Sept 4 weeks take 10% off !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in woods adjacent to conservation trails, and Coveted Lambert's cove beach is just 7min drive away. Cozy home wi ...
From $747 per night (USD)VRBO
From $725 per night (USD)VRBO
Bright, cozy cottage in Martha’s Vineyard less than a mile to town and beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Bright, airy open space cottage with a large yard and outdoor space nestled in the woods in Edgartown Martha’s Vineyard, ...
From $725 per night (USD)VRBO
Click For PricingVRBO
1-Bedroom cottage, 200ft from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
1-bedroom cottage. Completely separate from the larger house. Easy access from both front and back yards. Half a block ...
Click For PricingVRBO
From $638 per night (USD)VRBO
Cozy New TimberFrame Vineyard Haven!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Modern meets Vintage in Vineyard Haven! Brand New Timberframe Custom Designed by Local Boat Builder. One of a Kind Gues ...
From $638 per night (USD)VRBO
From $447 per night (USD)VRBO
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $447 per night (USD)VRBO
From $893 per night (USD)VRBO
Centrally located home in private neighborhood of Oak Bluffs.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind in this comfortable spacious 3 bedroom 2 bath open concept home in a quiet neighborhood. Enjoy your di ...
From $893 per night (USD)VRBO
From $1052 per night (USD)VRBO
Katama Cape 5 minutes to South Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Close proximity to both South Beach and downtown Edgartown. Stroll to the Katama Airfield for a meal or a scenic plane r ...
From $1052 per night (USD)VRBO
From $1454 per night (USD)VRBO
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Perched on a grassy hill, this majestic home has sweeping views of Oak Bluffs Harbor and is just minutes from East Chop ...
From $1454 per night (USD)VRBO
From $702 per night (USD)Expedia
Chappy - Family Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our family home on Chappaquiddick. The perfect place to relax and unwind while enjoying the natural beauty of ...
From $702 per night (USD)Expedia
From $501 per night (USD)VRBO
The Vienyard Haven Hideaway Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NEWLY RENOVATED! "The Vineyard Haven Hideaway" Originally built in 1925, this home has undergone a full gut renovation w ...
From $501 per night (USD)VRBO
From $662 per night (USD)Expedia
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
LOCATION! Super cute, freshly renovated & professionally decorated 2+ bedroom Vineyard cottage w/ parking, just 2 blocks ...
From $662 per night (USD)Expedia
From $865 per night (USD)VRBO
New to the rental market! Air conditioned family home, 1 mile from Circuit Ave
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 10
New rental! Get away from it all in this Oak Bluffs secluded family friendly home offering 4 bedrooms, 2 full bathrooms, ...
From $865 per night (USD)VRBO
From $1319 per night (USD)Expedia
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled in the charming town of East Chop, this 3-bedroom vacation home offers the perfect escape for your next getaway. ...
From $1319 per night (USD)Expedia
From $472 per night (USD)VRBO
Chappy cottage with private beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
A stone's throw (approx. 200 feet) distance from the doorstep to your own private beach area on the Pocha Inlet next to ...
From $472 per night (USD)VRBO
From $1463 per night (USD)VRBO
Modern Coastal Katama Retreat - 4th Season of 5 Star Summers
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This stunning architect-designed home was completed in the fall of 2022 and is making its debut rental season in 2023. L ...
From $1463 per night (USD)VRBO
From $683 per night (USD)VRBO
Aquinnah Cliffs Retreat, Walk to Beach! PRIME AUGUST WEEK NOW AVAILABLE!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AUGUST 7th through August 16th now available because of a late cancellation!!! Experience the best of peaceful outdoor ...
From $683 per night (USD)VRBO
From $1871 per night (USD)Expedia
PRIVACY & RELAXATION ON MARTHA'S VINEYARD
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Spring and Summer will be here soon! Reserve this amazing home before it fills up. This exceptional private contemporar ...
From $1871 per night (USD)Expedia
From $664 per night (USD)VRBO
COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the beautiful Lagoon Heights neighborhood, you'll enjoy this lovely 3 Bedroom, 2 Bath cozy Cape Cod home with ...
From $664 per night (USD)VRBO
From $1053 per night (USD)Expedia
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Brand new house, renovations finished in May 2023! Ideal rental for families and friends! Two fully equipped kitchens, ...
From $1053 per night (USD)Expedia
From $1806 per night (USD)VRBO
An Oasis on Martha's Vineyard-A 4 Bedroom 4.5 Bath Home In Historical Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This newly renovated, beautifully landscaped, air conditioned, spacious 3 level Cape Cod style home is situated on a qui ...
From $1806 per night (USD)VRBO
From $522 per night (USD)Expedia
Stylish renovated apartment, 2 miles from town, private gardens & fire pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This apartment — and nearly everything inside it — has been recently renovated and is essentially brand new, featuring s ...
From $522 per night (USD)Expedia
From $874 per night (USD)VRBO
Location , Location , Location ! Walking distance to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two bedroom , two bathroom home that was comple ...
From $874 per night (USD)VRBO
From $419 per night (USD)Expedia
Modern Family Home Walkable to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our Modern Private Vineyard retreat! Nestled in a tranquil neighborhood, this spacious two-story house offers ...
From $419 per night (USD)Expedia
From $638 per night (USD)VRBO
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
!3 bedroom 2 bathroom home in heart of chappaquidick island . Off the main road close to Mytoi garden , waque and dike ...
From $638 per night (USD)VRBO
From $1965 per night (USD)Expedia
Oak Bluff's Victorian Walk to Town & Beaches
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden bedroom that sleep ...
From $1965 per night (USD)Expedia
From $1850 per night (USD)VRBO
Modern Cottage Walk To Town & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy one of Oak Bluffs’ newest accommodations perched at the peak of the Highlands boasting just a 10 minute walk to to ...
From $1850 per night (USD)VRBO
From $404 per night (USD)Expedia
Timber
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Step back in time with a stay in our classic summer cottage—your perfect home base for unwinding and savoring everything ...
From $404 per night (USD)Expedia
From $1271 per night (USD)VRBO
Walking to the beach. Bars and Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Walking distance to the beach. 5 minutes away from downtown, steamship, ice cream, and restaurants. Lovely backyard with ...
From $1271 per night (USD)VRBO
From $816 per night (USD)VRBO
Cozy vineyard cottage close to downtown with outdoor living space and amentiies.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
2 Decks, hot tub and close to everything. Has all new stainless appliances, wi-fi, cable, grill, about one mile walk t ...
From $816 per night (USD)VRBO
Click For PricingVRBO
Lagoon Waterfront 4 Bedroom Private Sandy Beach Oak Bluffs Martha's Vineyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Idyllic Lagoon Front Vacation Home – Oak Bluffs This 4 bedroom, 3.5 bath retreat is the perfect escape for a memorable ...
Click For PricingVRBO
From $1095 per night (USD)VRBO
Charming 3-bedroom house in Oak Bluffs with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Noble House, your ideal getaway on Martha’s Vineyard. Nestled in the heart of Oak Bluffs at 21 Pheasant Lane, ...
From $1095 per night (USD)VRBO
From $1591 per night (USD)VRBO
Charming 6 bdr house-Chappaquiddick near Edgartown, beaches, 20x60pool,amenities
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Consider this house your home away from home while you visit Edgartown. This welcoming property boasts 6 bedrooms, inclu ...
From $1591 per night (USD)VRBO
From $1244 per night (USD)Expedia
The Costal Corner - Martha's Vineyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This sunny house in Katama is tucked away in a quiet neighborhood about two miles from South Beach. An ideal family retr ...
From $1244 per night (USD)Expedia
From $798 per night (USD)VRBO
Charming Recently Renovated 3-Bedroom Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to our cozy home, ideally located just 1 mile from the ferry, within walking distance to the lagoon via a scenic ...
From $798 per night (USD)VRBO
From $960 per night (USD)VRBO
Classic Charming and Whimsical Martha’s Vineyard Home, with Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SEE 25% DISCOUNTED DAYS IN 2025. Nestled in Aquinnah, not far from the Gay Head lighthouse, this enchanting home in a ...
From $960 per night (USD)VRBO
From $2451 per night (USD)VRBO
Beautiful home in Edgartown Village, salt pool & possible ferry resv
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beautifully renovated, desirable Edgartown village location. Stunning four bedroom home includes a gourmet kitchen with ...
From $2451 per night (USD)VRBO
From $1074 per night (USD)Expedia
Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This Oak Bluffs home boasts 3 inviting bedrooms and a cozy loft, including 2 king beds, 2 full beds and a queen sofa bed ...
From $1074 per night (USD)Expedia
From $973 per night (USD)VRBO
Beloved 5-bedroom house with Beach Passes, AC, fenced in yard, and hot tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This 5-bedroom house in West Tisbury by is perfect for your escape to relaxation. Enjoy the convenience of a pet and chi ...
From $973 per night (USD)VRBO
From $801 per night (USD)Expedia
Breathtaking Waterviews with Private Beach - Harbour House with AC and Heat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Breathtaking views, with a short (2 minute) walk to the private beach and the most prestigious golf course on the island ...
From $801 per night (USD)Expedia
From $778 per night (USD)VRBO
Updated Vineyard Farmhouse - Walk to Town & Ferry
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This well maintained, bright and cheery Vineyard farmhouse includes 4 bedrooms and 2.5 renovated bathrooms with outdoor ...
From $778 per night (USD)VRBO
From $317 per night (USD)VRBO
Cozy and private 1-bedroom apartment in Katama / Edgartown with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay comfortably in the Katama region of Edgartown at this 1-bedroom apartment. Near the beach and nestled in the woods, ...
From $317 per night (USD)VRBO
From $1413 per night (USD)VRBO
Edgartown Village - Spacious, Light-filled Classic Vineyard Home W/Guest House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
It doesn't get any better than sitting on a porch swing in the heart of Edgartown? Welcome to our classic Vin ...
From $1413 per night (USD)VRBO
From $793 per night (USD)Expedia
South Beach | Katama | Outdoor Shower ☀️ 🏖
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Minutes from South Beach, escape to this spacious and beautifully appointed home in Edgartown, MA, where comfort meets c ...
From $793 per night (USD)Expedia
From $809 per night (USD)VRBO
Charming 3-Bedroom Home in the Heart of Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Martha’s Vineyard getaway! Nestled in the heart of Oak Bluffs, this charming 3-bedroom home offe ...
From $809 per night (USD)VRBO
From $1962 per night (USD)VRBO
Gorgeous Edgartown 5 bedroom and Walk to Town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Edgartown is waiting for you at this 5-bedroom house. This adorable and large property features 1 king bed, 4 queen beds ...
From $1962 per night (USD)VRBO
From $2352 per night (USD)VRBO
Modern 4BR Escape • w/ Jeep Wrangler • Near Town • Patio, Fire Pit & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your vacation retreat! This recently renovated single-family near downtown Vineyard Haven blends high-end fin ...
From $2352 per night (USD)VRBO
From $914 per night (USD)Expedia
Edgartown/Martha's Vineyard. 3-bedroom house in amazing Edgartown & WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Martha's Vineyard Edgartown / 7 min walk to town center This Saturday to Saturday vacation rental, by owner, home is the ...
From $914 per night (USD)Expedia
From $1474 per night (USD)VRBO
Modern Saltbox in Edgartown Village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Gorgeous, coastal chic decor provide comfort in this modern 4 bedroom home only 5 blocks to Edgartown Village and 2.5 mi ...
From $1474 per night (USD)VRBO
From $262 per night (USD)Expedia
IN TOWN! Charming 1-bedroom condo in downtown Edgartown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Ground level 1-bedroom condo right in the heart of Edgartown! Sleeps three! The space offers 1 bedroom, a fully equippe ...
From $262 per night (USD)Expedia
From $2081 per night (USD)VRBO
Soothing 4-bedroom house with a built full yard andAC in charming Tisbury
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 4-bedroom house in Tisbury is perfect for your escape. With 1 king bed, 2 queen beds, 2 twin bed, and 2 futon, ther ...
From $2081 per night (USD)VRBO
From $1326 per night (USD)Expedia
Spacious, Family-Friendly Edgartown Home – 3BR, Sleeps 14, Renovated in 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Spacious & Family-Friendly Edgartown Retreat – Fully Renovated in 2025 Welcome to your perfect Martha’s Vineyard getawa ...
From $1326 per night (USD)Expedia
From $715 per night (USD)VRBO
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Dogs Welcome w/ Fee | Beach Across Street | Postcard-Worthy Sunsets Easy island living awaits at this 3-bedroom, 1-bath ...
From $715 per night (USD)VRBO
From $627 per night (USD)Expedia
Walk to Beach & Lighthouse: Oak Bluffs Studio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Pets Welcome w/ Fee | Solo Getaway or Couple's Retreat Island charm meets laid-back comfort at this 1-bathroom studio i ...
From $627 per night (USD)Expedia
From $1266 per night (USD)VRBO
Wishing Well Oak Bluffs: 4-bedroom house with WiFi, AC - Close to Beach and Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Consider this house your home away from home while you visit Oak Bluffs. With 4 charming bedrooms including a queen bed, ...
From $1266 per night (USD)VRBO
From $801 per night (USD)Expedia
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Pet Friendly w/ Fee | BBQ Ready | Outdoor Shower Seeking a relaxing Martha’s Vineyard escape? Look no further than this ...
From $801 per night (USD)Expedia
From $650 per night (USD)VRBO
Walk to Beach Spacious Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to The Winthrop, a refined Vineyard retreat set on a serene ⅓ acre just moments from the heart of town. Thoughtfu ...
From $650 per night (USD)VRBO
From $966 per night (USD)VRBO
Peaceful Island Getaway with Pool and Exclusive Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Island Retreat on Martha's Vineyard! Nestled on a quiet dirt road in West Tisbury on nearly 2 acres, th ...
From $966 per night (USD)VRBO
From $518 per night (USD)VRBO
Charming Vineyard Classic Home, Walk to Town & Boat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a charming and comfortable stay in our Martha's Vineyard home, built in 1920 and recently updated with modern amen ...
From $518 per night (USD)VRBO
From $4388 per night (USD)VRBO
Spacious 9-bedroom house with Waterview, WiFi, AC in delightful Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 18
Get ready to relax in this 9-bedroom house in Oak Bluffs. This superb property boasts 3 king beds, 5 full beds, and 2 tw ...
From $4388 per night (USD)VRBO
From $702 per night (USD)VRBO
Short Walk to Town - Nice Comfortable -Reasonable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This property is new to VRBO, however it has been hosting guests for several years on another site with 5 star reviews. ...
From $702 per night (USD)VRBO
From $485 per night (USD)VRBO
Charming 2-bedroom townhouse in Oak Bluffs with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sengekontacket pond in Oak Bluffs is waiting for you at this quiet 2-bedroom townhouse with a private deck overlooking a ...
From $485 per night (USD)VRBO
From $686 per night (USD)VRBO
Edgartown. Convenience to beach, dining, shopping & public transportation.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Edgartown, this apartment is a dream. With a Queen sleigh bed and a futon. Fits 4 comfortably. Complete with ...
From $686 per night (USD)VRBO
From $1799 per night (USD)VRBO
Peaceful East Chop Vineyard 6-BR 4-full BA home, AC, large yard, In-law apt.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Located in exclusive East Chop area of Oak Bluffs, enjoy what this 6-bedroom house has to offer. Walk to beach, a safe, ...
From $1799 per night (USD)VRBO
From $1980 per night (USD)VRBO
6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
This NEWLY RENOVATED 6-bedroom house in Vineyard Haven is just a 10 minute walk to public beach, downtown restaurants, b ...
From $1980 per night (USD)VRBO
From $2446 per night (USD)VRBO
Luxury 4-Bedroom Property with Private Beach on Seaview Ave in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Set back off a bluff with expansive views of Nantucket Sound and beyond to Chappy is this sophisticated waterfront home ...
From $2446 per night (USD)VRBO