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CLASSIC, IN-TOWN EDGARTOWN, ENGLISH-COUNTRY CHIC LUXURY HOME WITH POOL AND MANICURED GROUNDS

Exquisite home in the village of Edgartown that exudes classic taste with English-Country styling.  This in-town location makes it easy to stroll down to dinner on the harbor or walk...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
7
Baths: 
6
Price Range:
$10 - $29,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,500
8
9
10
11
12
13
14
$12,500
15
16
17
18
19
20
21
$15,000
22
23
24
25
26
27
28
$25,000
29
30
 $29,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$29,500
6
7
8
9
10
11
12
$29,500
13
14
15
16
17
18
19
$29,500
20
21
22
23
24
25
26
$29,500
27
28
29
30
31
 $29,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$29,500
3
4
5
6
7
8
9
$29,500
10
11
12
13
14
15
16
$29,500
17
18
19
20
21
22
23
$29,500
24
25
26
27
28
29
30
$29,500
31
 $12,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$10,500
28
29
30
 $10,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7
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WEI33

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Property Details
Stunning, Charming, Historic Luxury Home in Edgartown Village Center, Newly Remodeled,

This beautifully remodeled historic home is nestled in the heart of Edgartown Village and boasts 4 bedrooms and 4.5 luxurious baths, complete with an array of inviting indoor and outdoor...Read more

Location: 
Edgartown
Bedrooms: 
5
Baths: 
4
Price Range:
$10 - $19,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $19,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$19,000
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
31
 $19,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$19,000
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Rates just reduced on available weeks in July - see calendar for adjusted rates

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WEINS

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Property Details
Charming and Pristine Hilltop Restored Farm House, Water views, Spectacular Sunsets, Set on Large Private Acreage

Hilltop House is located on one of the highest points on the Island displaying broad views across the rolling hills to beautiful water views beyond. Acres of undisturbed privacy and a...Read more

Location: 
Aquinnah
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$10 - $6,800
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
$6,800
27
28
29
30
31
 $6,800
August 2025
SuMoTuWeThFrSaWeek
 1
2
$6,800
3
4
5
6
7
8
9
$6,800
10
11
12
13
14
15
16
$6,800
17
18
19
20
21
22
23
$6,800
24
25
26
27
28
29
30
$6,800
31
 $6,800
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,800
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Two-week minimum stay required!

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WEISM

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Property Details
Outstanding Tri -Level Katama Home, Pool, new 18 x 40 Heated Saltwater Pool, Bluestone Patio, Fire Pit, Walk or Bike to South Beach and 5 minute Drive to Edgartown Village Area

Beautiful tri-level contemporary home with an 18 x 40 heated saltwater pool, bluestone patio, outdoor dining area, chaise lounge chairs, and fire pit. This recently updated home includes a spacious open floor plan with vaulted ceilings, a...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$10 - $18,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$8,500
15
16
17
18
19
20
21
$12,000
22
23
24
25
26
27
28
$16,500
29
30
 $17,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$17,500
6
7
8
9
10
11
12
$17,500
13
14
15
16
17
18
19
$17,500
20
21
22
23
24
25
26
$17,500
27
28
29
30
31
 $18,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$18,000
3
4
5
6
7
8
9
$18,000
10
11
12
13
14
15
16
$18,000
17
18
19
20
21
22
23
$18,000
24
25
26
27
28
29
30
$16,990
31
 $9,800
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,800
7
8
9
10
11
12
13
$9,200
14
15
16
17
18
19
20
$7,500
21
22
23
24
25
26
27
$7,500
28
29
30
 
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

 Pool is heated to 84 degrees July & August &  included in the rental rate.

 

Pool heated to 84 degrees June & September, additional $450/week propane surcharge.

 

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WESTC

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Property Details
Summer Wind in the Heart of Oak Bluffs, Water views. 2 minute Walk to Inkwell Beach & 5 minute walk to town, All Newly Remodeled 5 Bedroom, 3 Bath Home With Deluxe Amenities

Set in the heart of Oak Bluffs center, this newly renovated home features water views, walk to Inkwell Beach and Pay Beach and walk to the town center all within...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$10 - $16,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$8,000
15
16
17
18
19
20
21
$9,000
22
23
24
25
26
27
28
$10,000
29
30
 $12,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,000
6
7
8
9
10
11
12
$12,000
13
14
15
16
17
18
19
$12,000
20
21
22
23
24
25
26
$13,000
27
28
29
30
31
 $16,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$16,000
3
4
5
6
7
8
9
$17,000
10
11
12
13
14
15
16
$17,000
17
18
19
20
21
22
23
$17,000
24
25
26
27
28
29
30
$9,000
31
 $8,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$7,000
14
15
16
17
18
19
20
$7,000
21
22
23
24
25
26
27
$7,000
28
29
30
 $6,000
Clean Fee: 
$500
Tax: State & Local: 
11.7
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WESTD

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Property Details
Deep Bottom Custom Contemporary, Heated Pool, Association Tennis Courts, Features Multiple Living Spaces on 3 Levels, A/C WiFi

Custom crafted contemporary home set on lush professionally landscaped grounds. The pool and patio area overlook the large yard with expansive views of the common meadows. There are private association...Read more

Location: 
West Tisbury
Sleeps: 
9
Bedrooms: 
6
Baths: 
4
Price Range:
$10 - $12,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,500
8
9
10
11
12
13
14
$8,500
15
16
17
18
19
20
21
$8,500
22
23
24
25
26
27
28
$11,000
29
30
 $12,100
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,100
6
7
8
9
10
11
12
$12,100
13
14
15
16
17
18
19
$12,100
20
21
22
23
24
25
26
$12,100
27
28
29
30
31
 $12,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$12,500
3
4
5
6
7
8
9
$12,500
10
11
12
13
14
15
16
$12,500
17
18
19
20
21
22
23
$12,500
24
25
26
27
28
29
30
$11,500
31
 $9,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,000
7
8
9
10
11
12
13
$9,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
$9,000
28
29
30
 $9,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Pool heated to 81 July & August included in rental rate.

Pool heated to 81 June & September additional $275 per week 

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WESTW

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Property Details
Tri Level Oak Bluffs Home, Central A/C, Set in Private Community of Sengekontacket, Multiple Living Spaces, Large Deck, Patio Area, Association Tennis

Privately situated on a hilltop in Sengekontacket, -spacious tri-level, 4000 sq ft contemporary home. Set in a wonderful, family friendly community, offering association tennis courts, and an association dock on Sengekontacket Pond...Read more

Location: 
Oak Bluffs
Sleeps: 
14
Bedrooms: 
5
Baths: 
2
Price Range:
$10 - $8,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$7,500
29
30
 $8,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$8,500
6
7
8
9
10
11
12
$9,000
13
14
15
16
17
18
19
$9,000
20
21
22
23
24
25
26
$10,000
27
28
29
30
31
 $10,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$10,000
3
4
5
6
7
8
9
$12,000
10
11
12
13
14
15
16
$12,000
17
18
19
20
21
22
23
$12,000
24
25
26
27
28
29
30
$8,500
31
 $6,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$5,000
28
29
30
 $5,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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WHARG

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Property Details
Lovely Home in a quiet Neighborhood. Walk to Town Center and Inkwell Beach, Large Private Deck, Room AC

Spacious sun-filled contemporary home located on a quiet private street, a 10-minute walk to town center, Inkwell Beach, and the harborfront.

The first level features a spacious kitchen with stainless steel...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$10 - $7,200
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,300
8
9
10
11
12
13
14
$6,300
15
16
17
18
19
20
21
$6,300
22
23
24
25
26
27
28
$6,300
29
30
 $6,400
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$6,400
6
7
8
9
10
11
12
$6,400
13
14
15
16
17
18
19
$6,400
20
21
22
23
24
25
26
$6,400
27
28
29
30
31
 $7,200
August 2025
SuMoTuWeThFrSaWeek
 1
2
$7,200
3
4
5
6
7
8
9
$7,200
10
11
12
13
14
15
16
$7,200
17
18
19
20
21
22
23
$7,200
24
25
26
27
28
29
30
$7,200
31
 $5,700
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,700
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

This home books Friday to Friday June-September

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WIL14

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Property Details

Classic updated 7 bedrooms, 5 bath West Chop Home. Nestled on a large landscaped lot on Hatch Rd in Vineyard Haven this spacious home offers the best in vacation home...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
7
Baths: 
5
Price Range:
$10 - $14,000
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$9,000
15
16
17
18
19
20
21
$9,000
22
23
24
25
26
27
28
$10,000
29
30
 $12,000
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,000
6
7
8
9
10
11
12
$10,500
13
14
15
16
17
18
19
$10,500
20
21
22
23
24
25
26
$10,500
27
28
29
30
31
 $11,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$11,000
3
4
5
6
7
8
9
$13,000
10
11
12
13
14
15
16
$13,000
17
18
19
20
21
22
23
$13,000
24
25
26
27
28
29
30
$14,000
31
 $8,400
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,400
7
8
9
10
11
12
13
$6,300
14
15
16
17
18
19
20
$6,300
21
22
23
24
25
26
27
$5,500
28
29
30
 $5,500
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7
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WILCM

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Property Details
Hidden Cove, Association Tennis Courts, 3 Bedrooms, 2.5 Baths, Screened Porch and Deck

Nestled in the charming Hidden Cove community, this adorable contemporary home resides on a tranquil street within walking distance of the association's tennis courts. Its central location places it just...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$10 - $4,500
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
$3,800
29
30
 $4,500
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,500
6
7
8
9
10
11
12
$4,500
13
14
15
16
17
18
19
$4,500
20
21
22
23
24
25
26
$4,500
27
28
29
30
31
 $5,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$5,000
3
4
5
6
7
8
9
$5,000
10
11
12
13
14
15
16
$5,000
17
18
19
20
21
22
23
$5,000
24
25
26
27
28
29
30
$4,500
31
 $3,800
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,800
7
8
9
10
11
12
13
$3,800
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7

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