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Tashmoo Cove Condominium, Association Pool, Tennis and Beach, Central Air

Set in Tashmoo Woods, an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with...Read more

Location: 
Vineyard Haven
Sleeps: 
5
Bedrooms: 
2
Baths: 
3
Price Range:
$2,770 - $3,000
June 2026
SuMoTuWeThFrSaWeek
 1
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12
13
14
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29
30
 $2,770
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,770
5
6
7
8
9
10
11
$2,770
12
13
14
15
16
17
18
$2,770
19
20
21
22
23
24
25
$2,770
26
27
28
29
30
31
 $2,770
August 2026
SuMoTuWeThFrSaWeek
 1
$2,770
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
$3,000
23
24
25
26
27
28
29
$3,000
30
31
 
September 2026
SuMoTuWeThFrSa
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2
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10
11
12
13
14
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21
22
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29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Owner requires two week minimum in August and must be either 8/2 to 8/16 or 8/16 to 8/30 

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Perfect in Town Location. Just 1 to 2 blocks to Beach, Town Center & Harbor Area, Walk to and from the Ferry

Centrally located in the heart of Oak Bluffs, walk 1-2 blocks to the beach, public tennis courts, and town & harbor areas. This wonderful large home has a large wrap-around porch for relaxing, 7...Read more

Location: 
Oak Bluffs
Sleeps: 
14
Bedrooms: 
7
Baths: 
3
Price Range:
$8,500 - $13,500
June 2026
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
 $13,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$13,500
5
6
7
8
9
10
11
$13,500
12
13
14
15
16
17
18
$13,500
19
20
21
22
23
24
25
$13,500
26
27
28
29
30
31
 $13,500
August 2026
SuMoTuWeThFrSaWeek
 1
$13,500
2
3
4
5
6
7
8
$13,500
9
10
11
12
13
14
15
$13,500
16
17
18
19
20
21
22
$13,500
23
24
25
26
27
28
29
$13,500
30
31
 $12,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$12,500
6
7
8
9
10
11
12
$12,500
13
14
15
16
17
18
19
$12,500
20
21
22
23
24
25
26
$12,500
27
28
29
30
 $12,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Spectacular, Edgartown Village Luxury Home, Heated Pool, Pool House, Multiple Family Living Spaces

A luxurious retreat, architect-designed and renovated Colonial home featuring outstanding outdoor living space with heated Gunite pool, surrounded by a large bluestone patio, multiple areas to relax, and a pool...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
6
Baths: 
7
Price Range:
$15,000 - $32,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$20,000
7
8
9
10
11
12
13
$20,000
14
15
16
17
18
19
20
$20,000
21
22
23
24
25
26
27
$25,000
28
29
30
 $32,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$32,000
5
6
7
8
9
10
11
$32,000
12
13
14
15
16
17
18
$32,000
19
20
21
22
23
24
25
$32,000
26
27
28
29
30
31
 $32,000
August 2026
SuMoTuWeThFrSaWeek
 1
$32,000
2
3
4
5
6
7
8
$40,000
9
10
11
12
13
14
15
$40,000
16
17
18
19
20
21
22
$40,000
23
24
25
26
27
28
29
$32,000
30
31
 
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
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9
10
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12
$25,000
13
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$15,000
20
21
22
23
24
25
26
$15,000
27
28
29
30
 $15,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Pool heated To 82 in July and August
All other weeks pool heat is $400 per week

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Outstanding Edgartown Vacation Home, Spacious Coastal Decor Interior, Large Deck, Screened Porch, Just 1.5 miles to the Village Center

Chic Contemporary Farmhouse, just a short distance to Edgartown Village Center, features a quiet and private setting with all-new beach-inspired decor throughout.

The home has an open first-floor layout with the kitchen,...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$3,000 - $7,750
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,600
7
8
9
10
11
12
13
$4,600
14
15
16
17
18
19
20
$4,600
21
22
23
24
25
26
27
$5,800
28
29
30
 $7,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
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18
$6,300
19
20
21
22
23
24
25
$7,700
26
27
28
29
30
31
 $6,700
August 2026
SuMoTuWeThFrSaWeek
 1
$6,700
2
3
4
5
6
7
8
$7,750
9
10
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12
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15
$7,750
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17
18
19
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21
22
$7,750
23
24
25
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27
28
29
$5,800
30
31
 $4,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,600
6
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12
$3,400
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$3,400
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21
22
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25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Gorgeous estate home on large acreage, gorgeous water views with the ferry passing to and from the Vineyard, heated pool with patio surround, and an outdoor kitchen and patio dining...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$7,000 - $20,500
June 2026
SuMoTuWeThFrSaWeek
 1
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5
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$10,000
7
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10
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13
$10,000
14
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20
$10,000
21
22
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27
$16,500
28
29
30
 $16,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$16,750
5
6
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$16,750
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$16,750
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$18,500
26
27
28
29
30
31
 $20,500
August 2026
SuMoTuWeThFrSaWeek
 1
$20,500
2
3
4
5
6
7
8
$20,500
9
10
11
12
13
14
15
$20,500
16
17
18
19
20
21
22
$18,500
23
24
25
26
27
28
29
$16,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$8,000
13
14
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16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $7,000
Clean Fee: 
$900 per week
Tax: State & Local: 
11.7

This home books Fri to Fri.

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

 

June & September weeks heated to 81 degrees additional $300 propane surcharge per week.

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Quintessential Vineyard Haven Home, Beautifully Furnished, Surrounded by Large Mature Landscaped Yard, Porch Seating, Multiple Living Spaces Within

Classic Vineyard home set on a quiet street of similar homes. Modern interior with multiple living spaces include a large family room centered around the media area with a sectional sofa...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $8,650
June 2026
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
$6,900
28
29
30
 $7,150
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,150
5
6
7
8
9
10
11
$5,600
12
13
14
15
16
17
18
$6,100
19
20
21
22
23
24
25
$6,100
26
27
28
29
30
31
 $8,650
August 2026
SuMoTuWeThFrSaWeek
 1
$8,650
2
3
4
5
6
7
8
$8,650
9
10
11
12
13
14
15
$8,650
16
17
18
19
20
21
22
$8,650
23
24
25
26
27
28
29
$6,900
30
31
 $5,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
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12
$5,500
13
14
15
16
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19
$5,500
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Charming Post & Beam Home, Tucked on a Private Lot in the Desirable Makonikey Community of Homes, Walk to Private Association Beach, Multiple Indoor/Outdoor Living Spaces .

The essence of summer vacation living shines in this beautiful custom post-and-beam home, nestled in the private Makonikey community of Vineyard Haven, Martha’s Vineyard. Just a short quarter-mile walk to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$7,300 - $8,500
June 2026
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
 $7,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,300
5
6
7
8
9
10
11
$7,300
12
13
14
15
16
17
18
$7,300
19
20
21
22
23
24
25
$7,300
26
27
28
29
30
31
 $7,300
August 2026
SuMoTuWeThFrSaWeek
 1
$7,300
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,500
23
24
25
26
27
28
29
$8,500
30
31
 
September 2026
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: 
$575 per week
Tax: State & Local: 
11.7

 

 

 

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Distinctive Luxury Retreat Edgartown, Heated Saltwater Pool, 36 x 19', Pickle Ball Court, Sleeps 10

Luxurious Custom Crafted Edgartown Home, featuring Outstanding Outdoor Living Spaces with a Heated Saltwater Gunite Pool and Stone Patio Surround, Spa, Pickle Ball Court, Outdoor Kitchen & Grill area,  Outdoor Deck...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$20,000 - $35,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
$20,000
21
22
23
24
25
26
27
$25,000
28
29
30
 $28,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$28,000
5
6
7
8
9
10
11
$28,000
12
13
14
15
16
17
18
$28,000
19
20
21
22
23
24
25
$32,000
26
27
28
29
30
31
 $32,000
August 2026
SuMoTuWeThFrSaWeek
 1
$32,000
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
$35,000
30
31
 $32,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$32,000
6
7
8
9
10
11
12
$20,000
13
14
15
16
17
18
19
$20,000
20
21
22
23
24
25
26
$20,000
27
28
29
30
 
Clean Fee: 
$1300 per week
Tax: State & Local: 
11.7

Pool and Spa heated to 101 degrees, 4 to 8 pm daily July & August included in Rental Rate.  Four hour period can be changed upon request.

 

Pool and Spa Heated to 101 degrees, 4 to 8 pm June & Sept weeks additional $250 propane surcharge per week.  Spa in the Pool is only heated to the same temperature as the pool if no request for the Spa heat.  

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Light House is a Luxurious Harborfront Home and Part of a 2 House Compound Village Center, Walk to Light House and Fuller St Beaches

The Light House is part of a two-house luxury compound located waterfront on spectacular Edgartown Harbor with stunning views.  This unique residence was designed by one of the Island's leading architectural designers and has...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$8,000 - $25,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$20,000
14
15
16
17
18
19
20
$20,000
21
22
23
24
25
26
27
$25,000
28
29
30
 $25,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,000
5
6
7
8
9
10
11
$25,000
12
13
14
15
16
17
18
$25,000
19
20
21
22
23
24
25
$25,000
26
27
28
29
30
31
 $25,000
August 2026
SuMoTuWeThFrSaWeek
 1
$25,000
2
3
4
5
6
7
8
$25,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$25,000
23
24
25
26
27
28
29
$25,000
30
31
 $25,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$25,000
6
7
8
9
10
11
12
$20,000
13
14
15
16
17
18
19
$20,000
20
21
22
23
24
25
26
$20,000
27
28
29
30
 $15,000
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

 

 

 

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THE FERRY HOUSE IS A LUXURIOUS HARBORFRONT HOME, AND PART OF A 2 HOUSE COMPOUND, VILLAGE CENTER, WALK TO LIGHT HOUSE AND FULLER ST BEACHES

Welcome to luxury living dockside in this spectacular 3 bedroom, 3 bath restored boathouse.  The Ferry House has been featured in Architectural Digest.  Attention to detail, design, and craftsmanship are evident...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$7,500 - $25,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$20,000
21
22
23
24
25
26
27
$25,000
28
29
30
 $25,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,000
5
6
7
8
9
10
11
$25,000
12
13
14
15
16
17
18
$25,000
19
20
21
22
23
24
25
$25,000
26
27
28
29
30
31
 $25,000
August 2026
SuMoTuWeThFrSaWeek
 1
$25,000
2
3
4
5
6
7
8
$25,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$25,000
23
24
25
26
27
28
29
$25,000
30
31
 $25,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$25,000
6
7
8
9
10
11
12
$20,000
13
14
15
16
17
18
19
$20,000
20
21
22
23
24
25
26
$20,000
27
28
29
30
 $15,000
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

 

 

 

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