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Show Rate Quote
Exquisite Estate Vacation Retreat, Main & Guest House, Affinity Pool, South Shore Waterviews, Sleeps 12 in 6 Bedrooms, Multiple Living & Entertaining Areas both indoors & out

Outstanding Chilmark Estate tucked on 9.5 private acres with sweeping views of the Atlantic Ocean and Chilmark Pond. This unique contemporary home features a heated infinity pool, screened porch, and expansive deck with...Read more

Location: 
Chilmark
Sleeps: 
12
Bedrooms: 
6
Baths: 
5
Price Range:
$30,000 - $60,000
June 2024
SuMoTuWeThFrSaWeek
 1
$35,000
2
3
4
5
6
7
8
$35,000
9
10
11
12
13
14
15
$35,000
16
17
18
19
20
21
22
$35,000
23
24
25
26
27
28
29
$40,000
30
 $55,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$55,000
7
8
9
10
11
12
13
$50,000
14
15
16
17
18
19
20
$50,000
21
22
23
24
25
26
27
$50,000
28
29
30
31
 $60,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$60,000
4
5
6
7
8
9
10
$60,000
11
12
13
14
15
16
17
$60,000
18
19
20
21
22
23
24
$55,000
25
26
27
28
29
30
31
$50,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$35,000
8
9
10
11
12
13
14
$30,000
15
16
17
18
19
20
21
$30,000
22
23
24
25
26
27
28
$30,000
29
30
 
Clean Fee: 
$2000 per week
Tax: State & Local: 
9.7

Pool heated to 82 degrees in July and August included in rental rate
Pool heated to 82 degrees June & September additional surcharge $350 per week
Pool heated to 82 degrees May & October additional surcharge $450 per week

Show Rate Quote
Wonderful Vacation Home, East Chop Area of Oak Bluffs., Private Yard, Screened Porch, 4 bedrooms, 2 baths.

New Updates for Summer 2024: The new owners have the following planned for summer 2024. The first-floor bath with shower is being completely remodeled. New cabinets, counters, and hardwood flooring in the...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $6,000
June 2024
SuMoTuWeThFrSaWeek
 1
$4,600
2
3
4
5
6
7
8
$4,600
9
10
11
12
13
14
15
$4,600
16
17
18
19
20
21
22
$4,600
23
24
25
26
27
28
29
$4,600
30
 $5,200
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,200
7
8
9
10
11
12
13
$5,200
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
$5,500
28
29
30
31
 $5,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$6,000
11
12
13
14
15
16
17
$6,500
18
19
20
21
22
23
24
$6,000
25
26
27
28
29
30
31
$6,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 $5,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Show Rate Quote
Hart Haven, Spacious Contemporary Colonial, Private Association Beach .8 mi from house, Private Association Tennis, 5 min walk from house

Located in the desirable enclave of homes known as Hart Haven just on the outskirts of Oak Bluffs Center, rental guests will surely enjoy this beautifully maintained home bordered by...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$7,000 - $10,000
June 2024
SuMoTuWeThFrSaWeek
 1
$7,350
2
3
4
5
6
7
8
$7,000
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$7,000
23
24
25
26
27
28
29
$7,000
30
 $9,000
July 2024
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
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
31
 $10,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$10,000
4
5
6
7
8
9
10
$11,000
11
12
13
14
15
16
17
$11,000
18
19
20
21
22
23
24
$11,000
25
26
27
28
29
30
31
$8,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$7,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
Show Rate Quote
Charming & Cozy 2 Bedroom, 2 Bath Home, West Chop area of Vineyard Haven, Located on a Quiet Street & Close to Town & Beach

Ideally located in the West Chop woods area of Vineyard Haven, just 1 mile to town center and the business district, and a 10 to 15-minute drive to various public...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,500 - $4,500
June 2024
SuMoTuWeThFrSaWeek
 1
$2,700
2
3
4
5
6
7
8
$3,200
9
10
11
12
13
14
15
$3,200
16
17
18
19
20
21
22
$3,200
23
24
25
26
27
28
29
$3,200
30
 $4,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,000
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
31
 $4,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$4,500
4
5
6
7
8
9
10
$4,500
11
12
13
14
15
16
17
$4,500
18
19
20
21
22
23
24
$4,500
25
26
27
28
29
30
31
$4,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,300
8
9
10
11
12
13
14
$3,200
15
16
17
18
19
20
21
$3,200
22
23
24
25
26
27
28
$3,200
29
30
 $2,700
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Show Rate Quote
Charming,, Modern, Updated 4 Bedroom Home, 2 Bath, AC, Spacious Private Deck Area

Wonderful newly updated 4 bedroom home, tucked on a culdesac in a quiet but central location to beaches and town centers. The spacious private deck provides additional living space and hosts...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
2
Price Range:
$3,200 - $5,800
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$3,200
9
10
11
12
13
14
15
$3,200
16
17
18
19
20
21
22
$3,200
23
24
25
26
27
28
29
$4,000
30
 $5,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
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
$5,600
28
29
30
31
 $5,800
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,800
4
5
6
7
8
9
10
$5,800
11
12
13
14
15
16
17
$5,800
18
19
20
21
22
23
24
$5,800
25
26
27
28
29
30
31
$5,400
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$3,200
15
16
17
18
19
20
21
$3,200
22
23
24
25
26
27
28
$3,200
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Centrally Located, Lovely Home in Dodger's Hole Area of Edgartown, 4 Bedrooms, 3 Baths, AC, Sleeps 8

New Owner, changes for 2024: The living area will have all new furniture and new seating at the breakfast bar.  The newly finished lower Level will host a family room with large screen TV,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,200 - $5,800
June 2024
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$3,200
9
10
11
12
13
14
15
$3,200
16
17
18
19
20
21
22
$3,200
23
24
25
26
27
28
29
$3,800
30
 $5,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,000
7
8
9
10
11
12
13
$5,000
14
15
16
17
18
19
20
$5,000
21
22
23
24
25
26
27
$5,000
28
29
30
31
 $5,700
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,700
4
5
6
7
8
9
10
$6,000
11
12
13
14
15
16
17
$6,000
18
19
20
21
22
23
24
$5,800
25
26
27
28
29
30
31
$5,600
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,000
8
9
10
11
12
13
14
$3,200
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $3,000
Clean Fee: 
$550 per week
Tax: State & Local: 
9.7
Show Rate Quote
Edgartown, Katama Area, Spacious Luxury with Designer Detailing, Chef's Kitchen, Multiple Living Spaces, 4 Bedrooms, 3.5 Baths

New in 2022 large addition and full renovation to this beautiful Katama home. Located within walking distance of town (1.4 miles) and biking to Katama South Beach (2.1 miles). 

The...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2024
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 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$11,000
21
22
23
24
25
26
27
$13,000
28
29
30
31
 
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
$13,000
11
12
13
14
15
16
17
$13,000
18
19
20
21
22
23
24
$13,000
25
26
27
28
29
30
31
September 2024
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: 
$500 per week
Tax: State & Local: 
9.7

Hot Tub seen in the photos is not available for renter use. 

Show Rate Quote
Katama Area Contemporary Cape, Newly Renovated 4 bedroom, Nicely Tucked on a Quiet Street, Private Deck & Spacious Yard Area

This lovely contemporary cape-style home tucked in the heart of Katama has undergone a complete gut renovation. Set on a large lot the home features a spacious back deck where families can dine...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$6,000 - $11,000
June 2024
SuMoTuWeThFrSaWeek
 1
$6,000
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$6,500
30
 $9,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$9,500
7
8
9
10
11
12
13
$9,500
14
15
16
17
18
19
20
$9,500
21
22
23
24
25
26
27
$9,500
28
29
30
31
 $9,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,500
4
5
6
7
8
9
10
$11,000
11
12
13
14
15
16
17
$11,000
18
19
20
21
22
23
24
$11,000
25
26
27
28
29
30
31
$11,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,500
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
$6,500
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Charming Oak Bluffs Home, Waterfront on the Lagoon, Patio & Deck Areas. Spectacular Views & Sunsets

Waterfront on the Lagoon! The highlight of this home is its breathtaking views across the lagoon and beautiful sunsets. Whether you're inside or outside on the deck or patio, you can...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$7,400 - $8,500
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
$5,000
16
17
18
19
20
21
22
$5,000
23
24
25
26
27
28
29
$5,000
30
 $7,400
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,400
7
8
9
10
11
12
13
$7,400
14
15
16
17
18
19
20
$7,400
21
22
23
24
25
26
27
$7,400
28
29
30
31
 $8,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,500
4
5
6
7
8
9
10
$9,500
11
12
13
14
15
16
17
$10,000
18
19
20
21
22
23
24
$8,500
25
26
27
28
29
30
31
$8,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
$5,000
15
16
17
18
19
20
21
$5,000
22
23
24
25
26
27
28
$5,000
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Show Rate Quote
Lovely, Recently Update West Chop Area Home, Spacious Deck, Opening Living Spaces, 15 Minute Walk to Town

This lovely, spacious, airy home was recently renovated, an open-concept home filled with natural light and located on a private road. Your next “home away from home” is perfectly located minutes from all...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $4,800
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$3,500
23
24
25
26
27
28
29
$3,800
30
 $4,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,800
7
8
9
10
11
12
13
$4,800
14
15
16
17
18
19
20
$4,800
21
22
23
24
25
26
27
$4,800
28
29
30
31
 
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,800
18
19
20
21
22
23
24
$4,800
25
26
27
28
29
30
31
$4,400
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500
8
9
10
11
12
13
14
$3,500
15
16
17
18
19
20
21
$3,500
22
23
24
25
26
27
28
$3,500
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner just reduced rates for available weeks in August - see calendar for adjusted rates

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