2 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Japanese inspired, Mid-Century Modern beach house with sweeping views of Menemsha pond, Vineyard sound, Aquinnah. Pond access via path. Stunningly bright, airy & renovated in '20 with open...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Spectacular light large home with beautiful water views towards the Vineyard Sound and Naushon Island. The light open kitchen/living is in the middle of the house, leading down to the 4 bedrooms +...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
The last week of August is now open after a recent cancellation. Excellent ferry reservations are available.Magnificent ocean views from every room! Privacy. Short walk to spectacular, sandy...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Chilmark, Massachusetts
Charming rustic cottage located a short distance off South Rd just past Abels Hill in Chilmark. Chilmark is very rual with rolling hills and stone walls. Water views from upper deck. Access to Lucy...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Perched on a bluff on the south shore of Chilmark, Clethra (means summer sweet) is an original 1929 Vineyard cottage with a stunning water-front location that offers unmatched 270 degree ocean...
Created Jul 20, 2026
3 Br Cottage Vacation Rental In Chilmark, Massachusetts
Renovated historic barn (1870). Lofts converted to open bedrooms, private main bedroom, roomy living room/dining/kitchen area. Private deck. Large yard with stone walls and historic picket fence...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
Our home is a simple, quaint beach house on a quiet dirt road. (NOTE The yard is regularly treated with a cedar oil fog to deter ticks.) We are the first house on the right so no long, bumpy dirt...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
SEE 25% DISCOUNTED DAYS IN 2025. Nestled in Aquinnah, not far from the Gay Head lighthouse, this enchanting home in a beautiful pastoral setting with a private beach access, was purchased in 1960...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Renovated historic house (1870). Large living room/dining area. 4 bedrooms sleep 8 plus sofa sleepers. 3 full bathrooms. Located between Lucy Vincent and Squibnocket beaches, 2 miles from Menemsha...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
This spectacular newly renovated home in Menemsha on Martha's Vineyard, was originally designed by a Frank Lloyd Wright apprentice, and features 3 bedrooms and 2 bathrooms and a large open concept...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
*** Please make an inquiry before booking. ***This quintessential Up-Island 1920s summer house has panoramic water sunsets thanks to its hillside position overlooking the Vineyard Sound. (An East...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Chilmark, Massachusetts
Small, but cozy bedroom with smart TV, kitchenette with microwave, refrigerator, toaster oven and Keurig coffee maker. Use of heated swimming pool. Outdoor shower.Weber grill and table for two...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
***Please note: we prefer and give preference to multi-week rentals. However, sometimes single weeks become available, so please ask.*** Description: #4 Skye Lane, Aquinnah, Martha's Vineyard, is a...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Round-trip Transferable Ferry Tickets Available for July 4-11 and July 11-18!Perfect for a family or group of friends who are looking for less than a 2-minute walk to the beach and kayak from the...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Headline: Waterfront, 4-bedroom/4-bath Contemporary on Menemsha Pond with Private Beach & A/CThis New to the Market, spacious 4 Bedroom is a light filled modern home with a view from every room....
Created Jul 20, 2026
2 Br Condo Vacation Rental In Aquinnah, Massachusetts
Walk to the beach!Featuring a wraparound porch, ocean views from every room, outdoor (and indoor) shower, grill, and outdoor dining space. **Please Note: Sheets and towels are not provided.**This...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
Welcoming Hillside Cottage is a delightfully comfortable, custom-built, 3 bedroom family home in a serene, private, country setting in Aquinnah. This sun-drenched house has panoramic views of the...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
Location Location: Beachfront home on Lobsterville Beach in Aquinnah, This wonderful beach house is waiting for you! Enjoy the cathedral ceilings in the living room, large kitchen, den and dining...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
MUDDROOM: Large Closet, Air Conditioner, Stocked with Beach towel's.KITCHEN: Granite counter top's, Dishwasher, Gas Viking Stove and fridgerator, Microwave, Toaster oven, Espresso/Coffee maker....
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
Welcome to our getaway. The Up-Island Treehouse offers an open, light-filled and breezy spot on the western tip of Martha's Vineyard. Here you can relax and unwind in comfort and take your time to...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
The house is a large family house in the Abels Hill community of Chilmark. The community shares use of a private south shore beach with beautiful Chilmark Pond for kayaking or canoeing, a tennis...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Summary:Hillside OakThe Space:Nestled in the serene scrub oak forest of Chilmark, this stunning 4-bedroom home offers a perfect retreat for families and friends seeking a peaceful getaway on...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts
Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts
Tucked away down a private dirt road, this spacious retreat features 5 bedrooms and 3.5 baths on more than 2 acres. The home is located approximately one mile from three private beaches, only...
Created Jul 20, 2026
3 Br Cottage Vacation Rental In Aquinnah, Massachusetts
Charming waterfront cottage on the North Shore of Aquinnah overlooking the Elizabeth Islands with panoramic water views. Completely renovated with vintage charm intact. One hundred yards to a...
Created Jul 20, 2026
