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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 - $3,300
June 2027
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Clean Fee: 
$400 per week, $150 interim cleaning on multiple week rentals
Tax: State & Local: 
11.7
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Seaview Condominium, Waterview, Walk to Town and Beach

Beachfront Condominium with breathtaking views of Nantucket Sound. Just steps to the beach.Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$4,100 - $4,100
June 2027
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September 2027
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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Sea View Condominium, Water View, Walk to Town & Beach-Across the Street

Sea View Condominium with a breathtaking view of Nantucket Sound from almost every room. Just steps from the beach.Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$4,500 - $4,500
June 2027
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July 2027
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September 2027
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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Lovely All Newly Furnished Home, Walk to Vineyard Haven Village Center

Perfectly located for those who love to walk! Vineyard Haven Yacht Club, Main St with its lovely shops, and the Vineyard Haven library are all within a 10-minute walk from...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
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: 
$500 per week
Tax: State & Local: 
11.7

Owner will provide Sheets & Towels additional $150. Guests can choose to bring their own linens, or rent linens. Please Inquire with agent for details. 

 

 

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Adorable 2 Bedroom, 1 Bath Cottage, Large Private Back Yard, Deck, Walk to Vineyard Haven Center

Adorable light-filled cottage, with modern furnishings, this lovely 2 bedroom home is situated on a large lot on a quiet street just on the outskirts of Vineyard Haven Center.  The home has a...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,900 - $5,900
June 2027
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 $4,900
July 2027
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$4,900
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$4,900
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$4,900
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$4,900
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$5,900
August 2027
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$5,900
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$5,900
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$5,900
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$4,900
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31
 $4,900
September 2027
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$4,900
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$4,900
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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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

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
2
Price Range:
$2,500 - $3,900
June 2027
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 $3,900
July 2027
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$3,900
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$3,900
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$3,900
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$3,900
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$3,900
August 2027
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$3,900
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$3,900
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$3,900
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$3,900
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 $2,600
September 2027
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$2,600
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$2,600
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$2,600
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$2,600
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 $2,600
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Picture Perfect Newly Updated Edgartown home. Heated Saltwater Pool, Gorgeous Large Yard

Note: Pool is 14 x 30', 3.5 feet to 6 feet deep. Owner offering a 10% discount off the rental rate for the weeks of 7/11, 7/18, 8/23 - 2026,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,500 - $15,500
June 2027
SuMoTuWeThFrSaWeek
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$13,500
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$13,500
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 $13,500
July 2027
SuMoTuWeThFrSaWeek
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$13,500
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$14,000
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$14,000
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$14,000
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$14,500
August 2027
SuMoTuWeThFrSaWeek
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$14,500
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$15,500
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$15,500
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$15,500
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 $15,000
September 2027
SuMoTuWeThFrSaWeek
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$15,000
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$14,000
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$13,000
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$13,000
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Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees July & August weeks included in the rental rate

 

Pool Heated to 82 degrees, June & September weeks, additional $300 propane surcharge 

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Tucked in the Heart of the Katama area of Edgartown, Charming, Spacious, Open Floor Plan Garage Apartment

Perfect Summer Getaway in Katama

Enjoy your summer escape in this spacious and immaculate apartment, ideally located in the heart of Katama—just one mile from South Beach and two miles...Read more

Location: 
Edgartown
Sleeps: 
2
Bedrooms: 
1
Baths: 
1
Price Range:
$0 - $0
June 2027
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July 2027
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September 2027
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Clean Fee: 
$180 per week
Tax: State & Local: 
11.7
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Ocean View House! Luxury Main & Guest, Waterfront on the Vineyard Sound, Association Beach, 5 Bedrooms, 3 Baths

Stunning Spring Point Vacation Retreat! This newly renovated Main & Guest House is situated in a 335 acre parcel of Chilmark with approximately 40 homes scattered throughout the acreage, and is...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$15,000 - $25,000
June 2027
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$15,000
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$15,000
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$15,000
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$15,000
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 $25,000
July 2027
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$25,000
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$25,000
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$25,000
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$25,000
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$25,000
August 2027
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$25,000
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$25,000
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$25,000
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$25,000
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 $17,000
September 2027
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$17,000
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$17,000
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$15,000
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$15,000
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 $15,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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Lovely Updated Cape Style Home, Beautifully Landscaped Yard, Deck & Patio with Multiple Seating Areas & Outdoor Dining

Nestled in a peaceful lane in Edgartown's desirable Dodger’s Hole Area, this charming Cape-style home offers a central location with easy access to Edgartown, Oak Bluffs, Vineyard Haven, and several...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,500 - $4,500
June 2027
SuMoTuWeThFrSaWeek
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3
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$3,000
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$3,000
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$3,500
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$4,000
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 $4,500
July 2027
SuMoTuWeThFrSaWeek
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$4,500
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$4,500
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$4,500
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$4,500
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$4,500
August 2027
SuMoTuWeThFrSaWeek
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$6,500
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$6,500
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$6,500
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$4,500
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30
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 $4,500
September 2027
SuMoTuWeThFrSaWeek
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$4,500
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$3,500
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$3,000
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$2,500
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29
30
 $2,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

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