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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 - $4,000
June 2027
SuMoTuWeThFrSaWeek
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$3,300
6
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$3,300
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$3,300
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$3,900
27
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29
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 $3,900
July 2027
SuMoTuWeThFrSaWeek
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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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$4,000
August 2027
SuMoTuWeThFrSaWeek
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$4,000
8
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$4,000
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$4,000
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$4,000
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30
31
 $4,000
September 2027
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$3,300
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$3,300
26
27
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29
30
 $3,300
Clean Fee: 
$400 per week, $150 interim cleaning on multiple week rentals
Tax: State & Local: 
11.7
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ST203

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Property Details
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:
$0 - $0
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: 
14.45
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ST304

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Property Details
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:
$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: 
$275 per week
Tax: State & Local: 
14.45
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STA24~

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Property Details
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:
$5,900 - $6,200
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,900
6
7
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$5,900
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$5,900
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26
$5,900
27
28
29
30
 $6,200
July 2027
SuMoTuWeThFrSaWeek
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2
3
$6,200
4
5
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10
$6,200
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$6,200
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$6,200
25
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30
31
$6,200
August 2027
SuMoTuWeThFrSaWeek
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$6,200
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$6,200
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$6,200
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$6,200
29
30
31
 
September 2027
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29
30
 
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7
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STANJ~

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Property Details
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:
$2,600 - $3,900
June 2027
SuMoTuWeThFrSaWeek
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21
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25
26
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29
30
 $3,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,900
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5
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$3,900
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$3,900
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$3,900
25
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$3,900
August 2027
SuMoTuWeThFrSaWeek
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$3,900
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$3,900
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$3,900
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28
$3,900
29
30
31
 $2,600
September 2027
SuMoTuWeThFrSaWeek
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$2,600
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$2,600
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$2,600
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$2,600
26
27
28
29
30
 $2,600
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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STEEK~

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Property Details
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. 

Welcome to Edgartown Escape, a tranquil island retreat featuring a heated saltwater pool, large landscaped yard, 4 bedrooms,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$13,000 - $15,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
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$13,500
20
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$13,500
27
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29
30
 $13,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$13,500
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$14,000
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$14,000
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$14,000
25
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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
22
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$15,500
29
30
31
 $15,000
September 2027
SuMoTuWeThFrSaWeek
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$15,000
5
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$14,000
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$13,000
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$13,000
26
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29
30
 
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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STEVK

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Property Details
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:
$1,700 - $3,100
June 2027
SuMoTuWeThFrSaWeek
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2
3
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$1,700
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29
30
 
July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSaWeek
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$3,100
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$3,100
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September 2027
SuMoTuWeThFrSa
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Clean Fee: 
$180 per week
Tax: State & Local: 
11.7
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SUDRL

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Property Details
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 - $15,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$15,000
6
7
8
9
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12
13
14
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29
30
 $25,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$25,000
4
5
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9
10
$25,000
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$25,000
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24
$25,000
25
26
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30
31
$25,000
August 2027
SuMoTuWeThFrSaWeek
1
2
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$25,000
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$25,000
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$25,000
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$25,000
29
30
31
 $17,000
September 2027
SuMoTuWeThFrSaWeek
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$17,000
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$17,000
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$15,000
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$15,000
26
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29
30
 $15,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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SWEEC~

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Property Details
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
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
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18
19
$3,500
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $4,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,000
4
5
6
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9
10
$4,000
11
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$4,000
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24
$4,000
25
26
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30
31
$4,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
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$6,500
8
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14
$6,500
15
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$6,500
22
23
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25
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27
28
$4,500
29
30
31
 $4,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,500
5
6
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8
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10
11
$3,500
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$3,000
19
20
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23
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25
$2,500
26
27
28
29
30
 $2,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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TAVAM~

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Property Details
Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

Impeccable Vacation Getaway with Updated Amenities and a Heated Saltwater Pool

Nestled within the serene community of Stonegate, this exceptional retreat offers a rejuvenating escape. Conveniently located just a brief...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$7,000 - $16,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$11,000
6
7
8
9
10
11
12
$11,000
13
14
15
16
17
18
19
$11,000
20
21
22
23
24
25
26
$11,000
27
28
29
30
 $13,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$13,000
4
5
6
7
8
9
10
$13,000
11
12
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17
$13,000
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19
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24
$13,000
25
26
27
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29
30
31
$16,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$16,000
8
9
10
11
12
13
14
$16,000
15
16
17
18
19
20
21
$16,000
22
23
24
25
26
27
28
$14,000
29
30
31
 $11,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,000
5
6
7
8
9
10
11
$8,000
12
13
14
15
16
17
18
$8,000
19
20
21
22
23
24
25
$8,000
26
27
28
29
30
 $8,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool heated to 82 July & August included in rental rate.  

Spa area in the pool is heated to the same temperature as the pool and is not available Spa jets are also not available for renter use. 

 

Pool heated to 82 June & September when weeks are available additional $300 per week propane surcharge.

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