Aquinnah Rentals
- From $475 per night (USD)
VRBO
Magical House in the Trees with Water View - Secluded Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is on a quiet dirt road, but we are the first house on the right. Windows everywhere looking over the treetops. ...
From $475 per night (USD)VRBO
- From $1099 per night (USD)
Expedia
Luxury Home in Exclusive Aquinnah
- Bedrooms:
- 4
- 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 $1099 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Classic Cape home with full kitchen, W\/D, firepit & gas grill - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Whistling Hill House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $369 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Modern beach house - Walking distance to Philbin Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beach house is a ten minute walk from Philbin Beach, the town beach on the surf side of Aquinnah. It is an “upsi ...
From $650 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Secluded Aquinnah Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Peaceful and private, recently updated cottage nestled on over 2 acres of land in Aquinnah. The house is bright and airy ...
From $375 per night (USD)VRBO
- From $1111 per night (USD)
VRBO
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A\/C
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
***Please note: we prefer and give preference to multi-week rentals. However, sometimes single weeks become available, s ...
From $1111 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Ocean Views: Every Room - Walk to Ocean Beach, Dog Friendly \n
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
The last week of August is now open after a recent cancellation. Excellent ferry reservations are available. Magnifice ...
From $400 per night (USD)VRBO
- From $350 per night (USD)
Expedia
1-13 JUNE BARGAIN! Charming custom home—private ocean beach&pond access+kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcoming Hillside Cottage is a delightful custom-built, 3 bedroom family home in a quiet, private, country setting. Thi ...
From $350 per night (USD)Expedia
- From $843 per night (USD)
VRBO
SECLUDED FAMILY HOUSE IN AQUINNAH OVERLOOKING THE VINEYARD SOUND
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Family home available for rent with three bedrooms plus loft with sofa. Short walk to Lobsterville Beach and near Menems ...
From $843 per night (USD)VRBO
- From $756 per night (USD)
VRBO
REDUCED RATES for July and September! Beautiful home, walk to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious home is located in a private woodland, just a short walk to Lobsterville beach. The house is welcoming, we ...
From $756 per night (USD)VRBO
- From $1327 per night (USD)
VRBO
Beautiful, Modern Beach Home in Aquinnah With A Spectacular Roof Top Deck.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Three Winds is a modern beach home on Martha's Vineyard available for rent year-round by the week. It is located in Aqui ...
From $1327 per night (USD)VRBO
- From $700 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 $700 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Martha's Vineyard Cozy Getaway near picturesque Philbin Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This rental is a 3 bedroom, 2 full bath house with a porch where you can enjoy some fresh island air. There is a porch ...
From $350 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Aquinnah condo at the cliffs, walk to the beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Walk to the beach! Featuring a wraparound porch, ocean views from every room, outdoor (and indoor) shower, grill, and o ...
From $525 per night (USD)VRBO
- From $659 per night (USD)
VRBO
Water-view Vacation Home in the Heart of Aquinnah
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A lovely 2,400 square foot, 4 bedroom, 2.5 bath (plus an outdoor shower), located on over 13 private acres of land. The ...
From $659 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Private Beach Oceanfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Private beach just over the dunes! Quintessential beach cottage nestled in the dunes on a private and gorgeous North Sh ...
From $270 per night (USD)VRBO
- From $644 per night (USD)
VRBO
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious and comfortable beach cottage on 2 secluded acres in prime Aquinnah location, dripping with quintessential MV c ...
From $644 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Glorious Water View, private beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This spectacular beach house with stunning water views is located 20 feet from the edge of a grassy cliff overlooking Vi ...
From $1200 per night (USD)VRBO
- From $865 per night (USD)
VRBO
Aquinnah Beachfront, Perfect Sunsets, Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This exquisite and secluded waterfront property on 4.5 acres is minutes from the historic Gay Head cliffs and lighthouse ...
From $865 per night (USD)VRBO
- From $1355 per night (USD)
VRBO
Beautiful Aquinnah Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
MUDDROOM: Large Closet, Air Conditioner, Stocked with Beach towel's. KITCHEN: Granite counter top's, Dishwasher, Gas Vi ...
From $1355 per night (USD)VRBO
- Click For Pricing
VRBO
Gay Head\/Aquinnah Beautiful Walk to Beach Home, Partial Oceanview
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
20 year new contemporary home off scenic Moshup trail. Very short walk to private town beach. Tastefully and meticulousl ...
Click For PricingVRBO
- From $735 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 $735 per night (USD)VRBO
- From $535 per night (USD)
VRBO
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 $535 per night (USD)VRBO
- From $808 per night (USD)
VRBO
Walk to Beach Beautiful Ocean Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Private setting on 5 acres, wonderful for family retreats, weddings. Natural fabrics and wood floors, can have cook and ...
From $808 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Secluded Waterfront Rental with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
This well-furnished and architecturally unique two-to-three bedroom house is located on 2.5 secluded acres in Aquinnah. ...
From $850 per night (USD)VRBO
- From $602 per night (USD)
VRBO
New Rates! Ocean Views! Lovely Secluded Home, Short Walk To Spectacular Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to this delightful summer haven just a short walk from Philbin Beach, Martha’s Vineyard's most beautiful. The spe ...
From $602 per night (USD)VRBO
- From $545 per night (USD)
VRBO
Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind at this beautiful custom built home. Located in one of Martha's Vineyard's most peaceful and scenic areas, its j ...
From $545 per night (USD)VRBO
- From $1007 per night (USD)
VRBO
Nine Acres Quiet Escape
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Happily isolated from the bustle of Oak Bluffs and Vineyard Haven, this tranquil residence a 15 minute walk from the cli ...
From $1007 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Spectacular Ocean View Home w\/ Private Beach & tennis, Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the kids and dogs for a fun relaxing stay in the secluded Aquinnah end of Martha's Vineyard. Our home is rustic an ...
From $995 per night (USD)VRBO
- From $5000 per night (USD)
VRBO
Spectacular Site Overlooking Vineyard Sound
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Martha’s Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinn ...
From $5000 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lobsterville Landing Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $354 per night (USD)VRBO
- From $460 per night (USD)
VRBO
Atlantic and Vineyard Sound Views - Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Only one week remaining available for 2024- July 13-20th! Experience the best of peaceful outdoor living on Martha's Vi ...
From $460 per night (USD)VRBO
- From $769 per night (USD)
VRBO
Historic, coastal home with water views, screened-in porch, large deck, & grill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Kane Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $769 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Spacious, Air-Conditioned Home Close to Beach; August ferry tickets available
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful three-story house has room to spread out for up to 10 guests. Situated on 2 acres of beetlebung groves an ...
From $800 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
Beautiful Aquinnah Home: Ocean View, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Martha's Vineyard: where days are best spent exploring nature, showering outdoors, and admiring ocean vistas. Here, you' ...
From $1083 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Up-Island Treehouse with Roofdeck and Waterviews
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to our getaway. The Up-Island Treehouse offers an open, light-filled and breezy spot on the western tip of Marth ...
From $315 per night (USD)Expedia
- From $306 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 $306 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Airey Two Bedroom Menemsha cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Built as guest house, this 800 square foot cottage has two bedrooms, gourmet kitchen, bright living dining room, and a q ...
From $600 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
Fully Appointed Water View House Ten Minutes Walk from Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This is a year-round home, built around a converted central barn, which now contains the master bedroom and bath upsta ...
From $1200 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Peaceful Chilmark Farmhouse by Menemsha Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Martha's Vineyard 'up-island' at this tucked-away 4-bedroom, 3-bath gem in Chilmark. Situated just a short wa ...
From $465 per night (USD)Expedia
- From $3214 per night (USD)
VRBO
Amazing Water Views in Chilmark, 4-BR, Waterfront, Key to Zak’s Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $3214 per night (USD)VRBO
- From $2095 per night (USD)
VRBO
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $2095 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Vintage 1920s House W\/Beach Path & Glorious Sunset Water Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*** Please make an inquiry before booking. *** This quintessential Up-Island 1920s summer house has panoramic water sun ...
From $500 per night (USD)VRBO
- From $375 per night (USD)
Expedia
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 $375 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Remaining '24 summer weeks: July 15-21st, or Aug 7-13th. Petite Guest house is private with its own driveway, yard, and ...
From $400 per night (USD)VRBO
- From $622 per night (USD)
VRBO
Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax at this retreat in the woods when you are not spending time on Lucy Vincent Beach or enjoying the sunset down the ...
From $622 per night (USD)VRBO
- From $1214 per night (USD)
VRBO
House in Chilmark\/Menemsha, Martha's Vineyard w\/ Private Beach, Sunset View.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best view of sunset on island. Fully equipped modern house; air conditioning, large deck, barbecue, outdoor shower, line ...
From $1214 per night (USD)VRBO
- From $690 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 $690 per night (USD)VRBO
- From $214 per night (USD)
VRBO
Menemsha Village - Davis Cottage - SSA boat reserv. available for some weeks.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Menemsha Village. This quaint cottage is located a stones throw from the Menemsha Harbor. It is the smallest ...
From $214 per night (USD)VRBO
- From $633 per night (USD)
VRBO
Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Mid-Century modern glass house, in Menemsha, on Marthas Vineyard. Designed by a Frank Lloyd Wright apprentice, this all ...
From $633 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Menemsha Home Fully Renovated w\/ Amazing Waterview's of Vineyard Sound
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The "Grapevine" is located on a private road in Menemsha, It was completely rebuilt not to long ago. originally it was a ...
From $950 per night (USD)VRBO
- From $746 per night (USD)
VRBO
Spectacular Newly Renovated Home in Menemsha
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This spectacular newly renovated home in Menemsha on Martha's Vineyard, was originally designed by a Frank Lloyd Wright ...
From $746 per night (USD)VRBO
- From $1715 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 $1715 per night (USD)VRBO
- From $285 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 $285 per night (USD)VRBO
- From $430 per night (USD)
VRBO
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 $430 per night (USD)VRBO
- Click For Pricing
Expedia
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Wayside Camp Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingExpedia
- From $1071 per night (USD)
VRBO
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*We secured ferry reservations for you* -June 1 and 8 -July 13 and 20 -August 24 and 31 -August 31 and September 7 Enjo ...
From $1071 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Pet-Friendly Historic Chilmark House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Renovated historic house (1870). Large living room/dining area. 4 bedrooms sleep 8 plus sofa sleepers. 3 full bathrooms. ...
From $700 per night (USD)VRBO
- Click For Pricing
Expedia
Get Cozy in the Ditty Box cottage of Menemsha Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Part of Menemsha Inn, Ditty Box is a cozy cottage with an ocean view, one bedroom with a King bed, full bath, full kitch ...
Click For PricingExpedia
- Click For Pricing
Expedia
Mainstay Suite of Menemsha Inn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mainstay is a suite located above reception with an amazing view of the properties' rolling hills and oceanfront. There ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Nestled in the woods w\/ outdoor shower, firepit, streamside trail, Vincent Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Crossroads Salt Box, built in 2020, combines Up Island charm with modern amenities. Explore the woods on our walking ...
From $250 per night (USD)VRBO
- From $3575 per night (USD)
VRBO
CHILMARK WATERFRONT WITH PRIVATE DOCK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Chilmark waterfront rental home with a dock located on Quitsa Pond with views across Quitsa and Menemsha ponds out to th ...
From $3575 per night (USD)VRBO
- Click For Pricing
VRBO
Peaceful House on Menemsha Hill - 2 min from beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A brand new listing! You are very welcome to this peaceful, quiet and private house in Menemsha village, just minutes fr ...
Click For PricingVRBO
- From $320 per night (USD)
VRBO
In Menemsha Village - Sunset House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You can enjoy the Menemsha Sunsets from your own private deck. This summer cottage was converted from an early fishing ...
From $320 per night (USD)VRBO
- From $3429 per night (USD)
VRBO
Private Home in Gated Community with Private Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 3
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $3429 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Classic Modern House on its Own Point of Land with Astounding Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Designed by a student of the famous architect Walter Gropius, our house was built in 1949. The house is open and light, ...
From $950 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Menemsha Harborside Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cancellation: A FULL refund will be given if we are able to re-rent the week cancelled. Menemsha cottage adjacent to Me ...
From $314 per night (USD)VRBO
- From $1201 per night (USD)
VRBO
Menemsha Pond waterfront cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
still Available 4-11 August 2024 Pond front cottage and attached Silo house, 4-5 bedrooms on large acreage fronting M ...
From $1201 per night (USD)VRBO