Eagles Nest, Set on a Quiet Cul-de-Sac, Large Deck, Central A/C
Lovely open concept 3 bedroom, 2 full bath home on a quiet cul de sac in popular Dodger’s Hole neighborhood, steps to bike paths, and public transportation. Dodger’s Hole is centrally...Read more
Kitts Field, Beautiful Cape Style Home, Private Landscaped Yard, Walk 15 min to Edgartown Village Center, South Beach 3 miles, State Beach 2.5 Miles.
Traditional and delightful Cape Style home features 3 bedrooms and 2.5 baths. The sunny open floor plan on the main living level consists of a kitchen, dining area, and comfortable...Read more
SWEET 3-BEDROOM, 3-BATH CHILMARK COTTAGE, SPACIOUS SCREENED PORCH AND DECK AREAS, OUTDOOR SHOWER; PRIVATE LOCATION ON 4 ACRES, 10 MINUTES TO LUCY VINCENT AND LONG POINT BEACHES
Charming updated summer home features a dining room that seats six, well-stocked kitchen, living room, plus screen porch with ceiling fan, dining table and chairs for 8, and reading/lounging nooks, leading...Read more
Location:
Chilmark
Sleeps:
6
Bedrooms:
3
Baths:
3
Price Range:
$3,300 - $4,000
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee:
$400 per week, $150 interim cleaning on multiple week rentals
Menemsha Waterfront, Magnificent Views and Private Location, WiFi
This quintessential Chilmark cottage/home has been impeccably maintained, The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap-around deck. Enjoy spectacular water views...Read more
Location:
Chilmark
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$4,000 - $4,000
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee:
$375 per week, owner will provide sheets, towels, beach towels, additional $225 per rental period
Tax: State & Local:
11.7
Owner will provide, sheets, towels & beach towels for an additional $225 per rented period.
This charming, recently renovated, waterfront home atop the lagoon bluffs, boasts spectacular sunsets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor, and Cape Cod from patios, living...Read more
North Slope Hilltop House. Private yard, Screeened Porch and Patio, 8 minute drive to Lucy Vincent Beach or Menemsha Village
Delightful, 3 bedroom, 2 bath home with AC. Private Chilmark hilltop location! This sweet home features an open kitchen, living, and dining area, and a screened porch for your summer...Read more
Classic Lovely Vineyard Cottage, Approximately 1.5 Miles to Oak Bluffs Center and Beaches. Mature Landscaped Yard, Spacious Deck
The Perfect Cozy Cottage, is pristinely maintained and situated in a quiet neighborhood just on the outskirts of Oak Bluffs. This spacious 2 bedroom, 2 bath home sleeps 4. The...Read more
Location:
Oak Bluffs
Sleeps:
4
Bedrooms:
2
Baths:
2
Price Range:
$2,700 - $4,000
June 2027
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$2,700
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$2,700
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$2,700
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$2,700
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$3,500
July 2027
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$3,500
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$3,500
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$3,500
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$3,500
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$4,000
August 2027
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$4,000
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$4,000
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$4,000
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$4,000
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$3,000
September 2027
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$3,000
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$2,700
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$2,700
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$2,700
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$2,700
Clean Fee:
$300, additional may apply multiple week rentals
Tax: State & Local:
11.7
Owner will rent off weekend dates, with a 7-night minimum, to accommodate the need for auto ticket reservations.
Sengekontacket - Waterfront Cottage, Panoramic Views and Amazing Sunrises
Charming Vintage Summer Cottage on Sengekontacket Pond
Experience the beauty of this vintage cottage perched on the shores of Sengekontacket Pond, offering stunning water views across the pond to North...Read more
Meetinghouse Middle Condo, Association Pool, Central Air
Set in quiet Meeting House Village on the outskirts of Edgartown, this lovely condominium unit features a spacious open main living level with glass sliders leading out to the deck with a...Read more
Pristine Bungalow, Peekaboo Water View of Lagoon, Private Path to the Lagoon Waterfront from the Yard, 2 Kayaks Provided
THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past...Read more
Modern, Cozy, 3 Bedroom, Multiple Living Spaces, Close to Edgartown Center and Beaches, Bike Paths 2/10 mile from house,
This lovely 3 bedroom, 2.5 bath home features open concept living, dining, and kitchen areas. The spacious living and dining area opens via glass sliders to a large and private 20 x 40 ft...Read more
Location:
Edgartown
Sleeps:
7
Bedrooms:
3
Baths:
2
Price Range:
$3,200 - $3,700
June 2027
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July 2027
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August 2027
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Clean Fee:
$350 per week
Tax: State & Local:
11.7
Rates reduced for weeks 7/25 & 8/23 - see calendar for adjusted rates
Newly updated vacation retreat, 3 minute walk to association pool, 10 min drive to Lamberts Cove Beach or South Shore Beach
This lovely West Tisbury contemporary cape features multiple living spaces both indoors and out for your vacation enjoyment. Just a 3-minute walk from the house to the association pool! This home...Read more
Modern, Light filled Home, Located at end of Quiet Street, 1.5 Miles to Oak Bluffs center, Harbor Area and one of many Public Beaches
Perfect Oak Bluffs vacation home. Located just 1.5 miles to the village center, town beach, and centrally located to the towns of Vineyard Haven, Edgartown, and multiple public beaches. This...Read more
Green Home, Private Location, AC, Screened Porch with dining for 8, Patio, Short Drive to Gorgeous West Tisbury Beaches
Contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families....Read more
