Dukes Area Rentals
From $1812 per night (USD)VRBO
Katama - Walk to Town & Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your Katama retreat! This sun-filled 2BR/2.5BA home is ideally located between Edgartown Village and South Be ...
From $1812 per night (USD)VRBO
From $945 per night (USD)VRBO
Oak Bluffs close to Town & Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Tucked away on a quiet cul-de-sac, this bright and spacious Oak Bluffs home is just minutes from town. With an open floo ...
From $945 per night (USD)VRBO
From $2953 per night (USD)VRBO
Heated pool & hot tub with pond views in Farm Neck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Up-island views and privacy with down-island convenience! Enjoy a relaxing stay in a charming, secluded, five-bedroom, ...
From $2953 per night (USD)VRBO
From $820 per night (USD)VRBO
Brand New 2BR Condo w/ Pool. No Pets!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautifully renovated condo is in the heart of Edgartown. 5 min walk to downtown shops, restaurants, and waterfront ...
From $820 per night (USD)VRBO
From $1427 per night (USD)VRBO
Cozy Family Home in West Tisbury
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to your perfect Martha's Vineyard getaway at this beautifully renovated family home in West Tisbury. With four be ...
From $1427 per night (USD)VRBO
From $8288 per night (USD)VRBO
Stunning Modern Home Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Exquisitely designed new contemporary coastal home, set on a private freshwater pond that connects to a south shore barr ...
From $8288 per night (USD)VRBO
From $1112 per night (USD)VRBO
East Chop Home - Walk to Town & Beach, WiFi/AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience Martha's Vineyard from this beautifully renovated 2024 gem in sought-after East Chop. Just a short stroll to ...
From $1112 per night (USD)VRBO
From $1289 per night (USD)VRBO
Newly Renovated West Tisbury Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
New renovation! Centrally located near Alley's General Store, 7a Foods, Grange Hall, and the West Tisbury Library. Enjoy ...
From $1289 per night (USD)VRBO
From $875 per night (USD)VRBO
0.8 miles to Circuit Avenue in Downtown Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Charming and comfortable 3-bedroom home in the heart of Oak Bluffs, perfect for a relaxing Vineyard escape. The home fea ...
From $875 per night (USD)VRBO
From $1289 per night (USD)VRBO
Main Street - Walk to Downtown Vineyard Haven!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Step off the ferry in the charming coastal town of Vineyard Haven, and minutes later you can be relaxing on a wraparound ...
From $1289 per night (USD)VRBO
From $891 per night (USD)VRBO
Renovated MV Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated 3-bedroom Vineyard Haven cottage tucked away on a quiet, private lane, offering a peaceful retreat just ...
From $891 per night (USD)VRBO
From $1523 per night (USD)VRBO
Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to this spacious and inviting Chilmark retreat set on three private acres in the desirable Prospect Hill communi ...
From $1523 per night (USD)VRBO
From $3257 per night (USD)VRBO
Waterfront 7 bedroom home, private beach & dock
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 11
A Once-in-a-Lifetime Oceanfront Retreat in Lambert’s Cove Tucked away on 16 sprawling acres in the coveted Lambert’s Co ...
From $3257 per night (USD)VRBO
From $2803 per night (USD)VRBO
Private Chilmark Estate on 3 Acres, Beach Access
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 15 Old Farm Road, a private and beautifully designed Chilmark retreat set on over three acres of landscaped g ...
From $2803 per night (USD)VRBO
From $1120 per night (USD)VRBO
The Perfect Family Retreat - New Home in VH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This brand new, recently built 4-bedroom, 3-bathroom home offers the perfect blend of comfort and convenience, situated ...
From $1120 per night (USD)VRBO
From $844 per night (USD)VRBO
Modern Home! Walk to Downtown! No Pets.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this stunning brand-new 4-bedroom, 2.5-bathroom home, perfect for your next getaway! Located just a short wal ...
From $844 per night (USD)VRBO
From $2887 per night (USD)VRBO
Hideaway in Vineyard Haven - Walk to Town & Beach
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our home in the heart of Tisbury, within easy walking distance to downtown Vineyard Haven and the beach. Set ...
From $2887 per night (USD)VRBO
From $658 per night (USD)VRBO
Pet Friendly Quiet Cottage; 1/2 mi to Lambert's Cove Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We’re happy to consider pets—please inquire before booking This well kept cottage takes you back to Vineyard yester-yea ...
From $658 per night (USD)VRBO
From $2120 per night (USD)VRBO
5BR Family Retreat | Pool, Fire Pit & Two Living Areas
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy a spacious five-bedroom, three-bath Edgartown retreat designed for families and multi-generational groups. The hom ...
From $2120 per night (USD)VRBO
From $5656 per night (USD)VRBO
Private beach compound. Please do not book without contacting the host
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Amazing Chilmark summer compound. On the Cliffs! 2 separate houses that can be rented together or separately. Privacy. G ...
From $5656 per night (USD)VRBO
From $2539 per night (USD)VRBO
Fully Renovated Oak Bluffs Designer Retreat
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Oak Bluffs Allure is a fully renovated custom home that features a 3-bedroom, 3.5-bath main house and a detached 1-bedro ...
From $2539 per night (USD)VRBO
From $1436 per night (USD)VRBO
Downtown Edgartown, Prime Location, Sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to your Martha's Vineyard escape in the heart of downtown. This charming home is just two blocks from the histor ...
From $1436 per night (USD)VRBO
From $925 per night (USD)VRBO
Updated cozy home, tranquil neighborhood yet close to everything in Edgartown!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Warm and cozy, tastefully decorated, post and beam three bedroom Edgartown home close to Morning Glory Farm, with a shor ...
From $925 per night (USD)VRBO
From $2305 per night (USD)VRBO
4 BDR house with CUSTOM POOL, SPA and FIRE PIT in Edgartown.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Exceptional home ideally situated between downtown Edgartown (.75 mile) and South Beach (1.8 mile) and only a few hundre ...
From $2305 per night (USD)VRBO
From $848 per night (USD)VRBO
Charming 3-bedroom cottage in Oak Bluffs with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this renovated 3-bedroom home in Oak Bluffs, across from Farm Neck Golf Club. The Beach is just a 4-minute dri ...
From $848 per night (USD)VRBO
From $2214 per night (USD)VRBO
Enjoy Fall 2026 on the Vineyard! Spacious 5 BR house in charming Edgartown
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy a peaceful stay at this 5-bedroom modern farmhouse in Edgartown. This lovely property offers all the comforts you ...
From $2214 per night (USD)VRBO
From $4542 per night (USD)VRBO
Spacious 5-Bedroom New House w/ Pool, Spa, Access to Tennis & Deep Bottom Pond
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury, new construction with pool, spa, and access to tennis and pond located in the center of Martha’s Vineyard and cl ...
From $4542 per night (USD)VRBO
From $1180 per night (USD)VRBO
Charming home with heated pool near bike path - sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This tastefully decorated home with easy access to downtown Edgartown, beaches & bike path has everything you’ll need f ...
From $1180 per night (USD)VRBO
From $4442 per night (USD)VRBO
Beautiful Estate with salt water pool & pond with kayaks
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
WELCOME TO PARADISE!!! we sanitize!!!!! We have implemented a system so you are able to check in and out without any per ...
From $4442 per night (USD)VRBO
From $1841 per night (USD)VRBO
Waterview Farm Contemporary Island Home Walk to Beach and Farm Neck Golf Club
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Six bedroom, five and a half bath contemporary island home located in Waterview Farm with direct access to the beach on ...
From $1841 per night (USD)VRBO
Click For PricingVRBO
Beautiful home, AC & modern amenities, private & peaceful, walk to beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious home sits on a picturesque two-acre property, just a short walk from Lobsterville Beach. The gourmet kitch ...
Click For PricingVRBO
From $693 per night (USD)VRBO
Quiet 2BR Cottage for Creatives & Families — 7‑min Walk to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summer Street MV - where the spirit of summer lives Light-filled 2BR, 1BA cottage in the heart of Vineyard Haven - a 7– ...
From $693 per night (USD)VRBO
From $2326 per night (USD)VRBO
Morse Ferry House – Luxury on Edgartown Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
4 Morse Ferry is right on the water in this exquisite waterfront property. Watch the action from your own private deck. ...
From $2326 per night (USD)VRBO
From $2326 per night (USD)VRBO
Morse Lighthouse – Waterfront Estate in Edgartown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
2 Morse Lighthouse is right on the water. This exquisite waterfront property. Watch the action from your own private dec ...
From $2326 per night (USD)VRBO
From $1550 per night (USD)VRBO
Brand New!!!!!Guest House in Edgartown, MA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located place. All Renovated 2 bedrooms/1 bathrooms house with a lovely kit ...
From $1550 per night (USD)VRBO
From $1407 per night (USD)VRBO
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Retreat to Martha's Vineyard in a modern ranch style vacation home with a heated pool tucked on 1.5 acres of landscaped ...
From $1407 per night (USD)VRBO
From $1206 per night (USD)VRBO
Katama - 4BR - 5 min walk to South Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This open and airy 4 bedroom, fully air conditioned, Katama contemporary recently updated and featured in Domino Magazin ...
From $1206 per night (USD)VRBO
From $712 per night (USD)VRBO
The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $712 per night (USD)VRBO
From $1515 per night (USD)VRBO
Cape Style Home in Oak Bluffs, Walk to Town, 4 Bedrooms/3 Full Baths A/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to your Oak Bluffs getaway, where classic Cape Cod charm meets relaxed Vineyard living. This beautifully appoint ...
From $1515 per night (USD)VRBO
From $1174 per night (USD)Expedia
The Seashell Cove - Martha's Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This sunny Cape in Katama is tucked away in a quiet neighborhood about two miles from South Beach. An ideal family retre ...
From $1174 per night (USD)Expedia
From $638 per night (USD)VRBO
Beautiful Post and Beam. Built in 2013. Sleeps 6-8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Built in 2013, with its dramatic architecture this home lives like a piece of artwork. The open floor plan draws your ey ...
From $638 per night (USD)VRBO
From $572 per night (USD)VRBO
Vintage 1920s House W/Beach Path & Glorious Sunset Water Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
*** Please make an inquiry before booking. *** This quintessential Up-Island 1920s summer house has panoramic water sun ...
From $572 per night (USD)VRBO
From $1289 per night (USD)VRBO
Great two house compound, inground pool, great privacy
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Delightful rustic intergenerational or multi-family compound with large pool. Main house has upstairs master BR with ki ...
From $1289 per night (USD)VRBO
From $798 per night (USD)VRBO
Marthas Vineyard Edgartown Cottage - Easy walk to village, outdoor shower, linen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Picture Perfect Edgartown Village Cottage, loaded with Vineyard Charm! This cottage is a quiet and private traditional ...
From $798 per night (USD)VRBO
From $2367 per night (USD)VRBO
Spacious Family Home in Desirable Katama - Easy Access to Beach and Town!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Discover this spacious and newly refurbished home on a quiet, charming road in Katama! Enjoy this very desirable locatio ...
From $2367 per night (USD)VRBO
From $454 per night (USD)Expedia
BIG DISCOUNT CHAPPY WEEK OCT 10-17 SPECTAC WATERWV WALK-BCH KAYAK/BIKE, FERRY TX
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled on the beautiful tip of Chappaquiddick Island near Wasque Point, this private water-view air conditioned and hea ...
From $454 per night (USD)Expedia
From $992 per night (USD)VRBO
Adorable Oak Bluffs Cottage With Ac On East Chop
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Adorable 4 bedroom cottage in the East Chop neighborhood of Oak Bluffs. You will love the beautiful back yard that has a ...
From $992 per night (USD)VRBO
From $553 per night (USD)VRBO
Custom-Built Aquinnah Escape—Walk to Menemsha Pond. Private Ocean Access. Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcoming Hillside Cottage is a delightfully comfortable, custom-built, 3 bedroom family home in a serene, private, coun ...
From $553 per night (USD)VRBO
From $716 per night (USD)VRBO
Uniquely Beautiful And Serene Martha's Vineyard Jewel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Uniquely beautiful and serene West Tisbury vacation home. A bright and sunny contemporary saltbox home overlooks acres ...
From $716 per night (USD)VRBO
From $890 per night (USD)VRBO
Beach, Town, Tennis, Pickleball - Central AC
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
We will let the photos do the talking, but note that this home has some especially attractive features for large groups, ...
From $890 per night (USD)VRBO
From $747 per night (USD)VRBO
On HGTV! New w/ Hot Tub, Bocce Court, AC, WALK to Town & Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO THE ISLAND GRACE HOUSE Take a tour through our home with HGTV's Island Life show; Season 10, Episode 2, origi ...
From $747 per night (USD)VRBO
From $861 per night (USD)VRBO
Charming Air Conditioned Katama Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, air-conditioned contemporary home with cathedral ceilings that is ideal for families and their vineyard getaway ...
From $861 per night (USD)VRBO
From $1487 per night (USD)VRBO
Elegant, spacious Home - Walk to town
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
This modern home boasts +5,000 square feet of living space w/ three beautifully decorated floors, including state of the ...
From $1487 per night (USD)VRBO
From $606 per night (USD)VRBO
Your \"Vineyard Dream\" Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A BEAUTIFUL PROPERTY CLOSE TO TOWN-GREAT PRICE! LOTS OF PRIVACY BUT CLOSE TO EVERYTHING IN OB. ONE WEEK MINIMUM FOR ALL ...
From $606 per night (USD)VRBO
From $670 per night (USD)VRBO
Quaint Martha's Vineyard Guest Cottage -Edgartown-walk to restaurants and shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hideaway Cottage is a quiet and private New England style Martha’s Vineyard cottage affording quintessential island livi ...
From $670 per night (USD)VRBO
From $600 per night (USD)Expedia
Ideal Edgartown Village Location-Walk to Town/Bike to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This well-maintained, sun filled 3 bedroom ranch has new hardwood floors, windows, trim, living room, sunroom, bedroom a ...
From $600 per night (USD)Expedia
From $861 per night (USD)VRBO
Ocean Views: Every Room - Walk to Ocean Beach, Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
The last week of August is now open after a recent cancellation. Excellent ferry reservations are available. Magnifice ...
From $861 per night (USD)VRBO
From $1249 per night (USD)Expedia
Beautiful Contemporary Family Home Near Morning Glory Farm – Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Cozy Family Retreat in Edgartown" Relax and unwind in this welcoming Edgartown home, perfect for family gatherings ...
From $1249 per night (USD)Expedia
From $454 per night (USD)VRBO
Downtown Oak Bluffs, short walk to beach & town; NOW AVAIL - 7/25-8/1. DISCOUNT!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location, location. This cozy 3 bedroom house is located steps from downtown on a family neighborhood side str ...
From $454 per night (USD)VRBO
From $850 per night (USD)VRBO
Gorgeous Edgartown Colonial with Heated Pool, Central Air, Car
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Plenty of space in this 10 room colonial situated on a lovely private acre a short distance to bike paths, Edgartown vil ...
From $850 per night (USD)VRBO
From $654 per night (USD)VRBO
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the desirable, private Meadow View Farms Estates, across from the Farm Neck Golf Club, this charmingly decora ...
From $654 per night (USD)VRBO
From $552 per night (USD)Expedia
Serene Sengekontacket Pond Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The property is set among several private townhouses in a lovely neighborhood located off of Sengekontacket Pond in Oa ...
From $552 per night (USD)Expedia
From $765 per night (USD)VRBO
Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located on historic Circuit Ave in Oak Bluffs within walking distance to town, beach, tennis courts and parks. Minutes a ...
From $765 per night (USD)VRBO
From $470 per night (USD)VRBO
Charming Rustic Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming rustic cottage located a short distance off South Rd just past Abels Hill in Chilmark. Chilmark is very rual w ...
From $470 per night (USD)VRBO
From $785 per night (USD)VRBO
Charming Farmhouse serene amongst the trees
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming home borders the fields of Ghost Island Farm and is centrally located in West Tisbury. Our friends built t ...
From $785 per night (USD)VRBO
From $658 per night (USD)VRBO
Charming Edgartown Cottage close to Town with a Pool/Hot Tub.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fabulous location! Conveniently located in the desirable Island Grove section of Edgartown, tucked behind Morning Glory ...
From $658 per night (USD)VRBO
From $642 per night (USD)VRBO
Edgartown Family Getaway! Now Booking 2026!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sophisticated and stylish, this Edgartown home is perfectly tucked away yet minutes to in-village activities, bike path, ...
From $642 per night (USD)VRBO
From $581 per night (USD)VRBO
Serene Post & Beam Construction/Pet Friendly/Near Bike Path & Sherriff's Meadow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our cozy, post and beam Vineyard home was built in 1984 by a renowned architect who designed several homes in Nat's Farm ...
From $581 per night (USD)VRBO
From $1587 per night (USD)VRBO
Oceanfront Home - Walk to Everything
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Please note that during the summer (June/July/August) we are a SATURDAY to SATURDAY rental. We are not accepting booki ...
From $1587 per night (USD)VRBO
From $1205 per night (USD)VRBO
Beautiful 4 Bedroom House with Private Pool and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom house off of Katama road in Edgartown. Complete with all of the ideal Summertime amenities: our spacious yard, ...
From $1205 per night (USD)VRBO
From $2349 per night (USD)VRBO
Exceptional Striking, Classic Colonial with Water Access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Sited beautifully on approx 3/4 acre lot in a very desirable neighborhood! This five Bedroom, five bath home is the defi ...
From $2349 per night (USD)VRBO
From $370 per night (USD)Expedia
Newly renovated charming modern island home for your relaxing getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This open concept, recently renovated summer home is on a one acre woodsy property. The bedroom has a queen size bed an ...
From $370 per night (USD)Expedia
From $1092 per night (USD)VRBO
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom home is located in a quiet area on Martha’s Vineyard by Lagoon Pond. When you walk inside, you ...
From $1092 per night (USD)VRBO
From $866 per night (USD)VRBO
Katama - just off the bike path
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely Katatma home halfway between beautiful downtown Edgartown and South Beach. The house is on a small road on the b ...
From $866 per night (USD)VRBO
From $712 per night (USD)VRBO
Irie By The Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Irie by the Lake is a spacious, well-appointed 3 bedrooms 2 baths apartment with all modern amenities, located within wa ...
From $712 per night (USD)VRBO
From $428 per night (USD)VRBO
Secluded, Charming Cape. Quiet, Yet Close To Everything.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Three Bedroom Cape located in Edgartown on Martha's Vineyard.Just off the bike path and across the street from Katama Ge ...
From $428 per night (USD)VRBO
From $578 per night (USD)VRBO
The Sweetest Suite – Beach, kayaks & Starry Nights
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your perfect island escape. Tucked beneath a canopy of soaring 70-foot trees, our charming guest suite offers ...
From $578 per night (USD)VRBO
From $424 per night (USD)VRBO
The Nest, Comfortable, Cozy and Convenient
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Nest is a private entranced guesthouse that is ideally located 2/3-1 mile walking distance to Oak Bluffs town, har ...
From $424 per night (USD)VRBO
From $3360 per night (USD)VRBO
Edgartown Whaling House and Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to our enchanting historic whaling house, nestled in the heart of downtown Edgartown on the idyllic island of Ma ...
From $3360 per night (USD)VRBO
From $1024 per night (USD)VRBO
Oceanviews, Walk to Beaches, Nature Preserves,
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and enjoy the best of both worlds: beach and nature during the day and Edgartown at night. The property is across ...
From $1024 per night (USD)VRBO
From $619 per night (USD)VRBO
Vineyard Haven, Close to town and Lake Tashmoo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home located at the end of cul de sac in a quiet residential neighborhood. Nicely furnished interior with ce ...
From $619 per night (USD)VRBO
From $1786 per night (USD)VRBO
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
***Please note: we prefer and give preference to multi-week rentals. However, sometimes single weeks become available, s ...
From $1786 per night (USD)VRBO
From $2008 per night (USD)VRBO
Spectacular Classic Waterfront Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
33 Beach captures the essence of Martha's Vineyard. Built around the turn of the century as a stop for the New York Yach ...
From $2008 per night (USD)VRBO
From $1454 per night (USD)VRBO
Amazing Gem with Guest House and Private Sandy Beach on Lagoon Pond
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled on a quiet road within walking distance to Oak Bluffs, this 3-bedroom house with a separate 1-bedroom guest hou ...
From $1454 per night (USD)VRBO
From $766 per night (USD)VRBO
3BR/2BA•Water Views•Walk-Senge Beach•AC•OD Shower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
2025 - New Washer and Dryer 2024 - Upgraded two bedrooms to king-size beds 2023 - All New Kitchen Appliances Our Edga ...
From $766 per night (USD)VRBO
From $1841 per night (USD)VRBO
New Waterfront Home, Secluded on Private Road w Pvt Beach, only 10min to town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
A new cottage build honoring the classic architecture of Martha's Vineyard. The property has been in the family for doze ...
From $1841 per night (USD)VRBO
From $3001 per night (USD)VRBO
East Wing of Captain Morse House Luxury Waterfront, Town & Beach, Pets - 5 stars
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
The Captain Morse House is located in Edgartown on Martha's Vineyard. The East Wing of the house is a totally private ho ...
From $3001 per night (USD)VRBO
From $2463 per night (USD)VRBO
West Wing of Captain Morse House Waterfront, Town & Beach - Pets OK, - 5 stars
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
The West Wing of the Captain Morse House is a private home and part of the 26-room Captain Morse House. The Wings are 10 ...
From $2463 per night (USD)VRBO
From $925 per night (USD)VRBO
Private Oak Bluffs Retreat w/AC • Fire Pit • Outdoor Living
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Central AC • Private landscaped setting • Huge deck & bluestone patio • Lynx professional grill • Fire pit • Outdoor sho ...
From $925 per night (USD)VRBO
From $1143 per night (USD)VRBO
1,500' Shore on Deep Bottom Cove, Tisbury Great Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is our year-round house, built 2015, on 5.7 acres. located on a gentle bluff 100' from the west shore of Deep Botto ...
From $1143 per night (USD)VRBO
From $499 per night (USD)VRBO
Make 'Our Place' Your Place for Summer Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
'Our Place' is your location for vacation! 3 bedroom, 2 bath private home. Wooded location, just 1 mile to town and fe ...
From $499 per night (USD)VRBO
From $781 per night (USD)VRBO
Entire house walking distance from ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Rudders Cottage, nestled within a quite neighborhood yet walking distance to downtown shops, restaurants, fer ...
From $781 per night (USD)VRBO
From $1520 per night (USD)VRBO
Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 18
The Dexter is the perfect place to stay on the Vineyard in ALL seasons. We have 9 bedrooms, 6.5 baths, an outdoor shower ...
From $1520 per night (USD)VRBO
From $1196 per night (USD)VRBO
PRIVATE WATER ACCESS! ON FARM NECK GOLF COURSE! Kayaks & Canoe & A/C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Immaculately clean, beautifully furnished three bedroom, 2 and 1/2 bath beach house in private community. Community is ...
From $1196 per night (USD)VRBO
From $813 per night (USD)VRBO
Near Beaches 4 Bedroom Contemporary on Private Cul-de-sac. Sunny Wooded Lot
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
We rent only Sat to Sat. because I buy ferry tickets for ur vehicle for each week in July and Aug. We pass the $340 fee ...
From $813 per night (USD)VRBO
From $470 per night (USD)Expedia
Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Petite Mid-century, renovated guest house is private with own driveway, yard, and easy walk to Menemsha Pond, harbor, pu ...
From $470 per night (USD)Expedia
From $552 per night (USD)VRBO
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Japanese inspired, Mid-Century Modern beach house with sweeping views of Menemsha pond, Vineyard sound, Aquinnah. Pond a ...
From $552 per night (USD)VRBO
From $579 per night (USD)VRBO
Beautiful home with pool in great location- close to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom home with 2 big full bathrooms. Walk to ferry and town center. One of the bathrooms include a jacuzzi tub and ...
From $579 per night (USD)VRBO
From $438 per night (USD)VRBO
IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $438 per night (USD)VRBO
From $608 per night (USD)VRBO
Effortless access to OB-ET-VH. Grilled lobster & ocean breezes are calling you!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
(DM me before booking!) Tucked away on 1.5 acres of wooded privacy, Ellen’s Hideaway is a beautifully renovated, sun‑fi ...
From $608 per night (USD)VRBO