Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property...Read more
Location:
Chilmark
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$3,000 - $4,700
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$3,700
7
8
9
10
11
12
13
$3,700
14
15
16
17
18
19
20
$3,700
21
22
23
24
25
26
27
$3,700
28
29
30
$4,700
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$4,700
5
6
7
8
9
10
11
$4,700
12
13
14
15
16
17
18
$4,700
19
20
21
22
23
24
25
$4,700
26
27
28
29
30
31
$4,700
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$4,700
2
3
4
5
6
7
8
$4,700
9
10
11
12
13
14
15
$4,700
16
17
18
19
20
21
22
$4,700
23
24
25
26
27
28
29
$4,700
30
31
$4,700
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$4,700
6
7
8
9
10
11
12
$4,700
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
$4,000
Clean Fee:
$300 per week, owner will provide sheets, towels, beach towels, additional $225 per rental period
Tax: State & Local:
11.7
Owner will provide, sheets, towels & beach towels for an additional $225 per rented period.
Menemsha Waterfront, Magnificent Views and Private Location, WiFi
This quintessential Chilmark cottage/home has been impeccably maintained, The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap-around deck. Enjoy spectacular water views...Read more
Location:
Chilmark
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$4,000 - $8,000
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$4,500
7
8
9
10
11
12
13
$4,500
14
15
16
17
18
19
20
$6,000
21
22
23
24
25
26
27
$8,000
28
29
30
$8,000
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$8,000
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
31
$8,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$8,000
2
3
4
5
6
7
8
$8,000
9
10
11
12
13
14
15
$8,000
16
17
18
19
20
21
22
$8,000
23
24
25
26
27
28
29
$8,000
30
31
$8,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$8,000
6
7
8
9
10
11
12
$6,500
13
14
15
16
17
18
19
$6,500
20
21
22
23
24
25
26
$6,000
27
28
29
30
$4,000
Clean Fee:
$375 per week, owner will provide sheets, towels, beach towels, additional $225 per rental period
Tax: State & Local:
11.7
Owner will provide, sheets, towels & beach towels for an additional $225 per rented period.
Hidden Cove Summer Retreat, Newly Updated, Association Tennis Courts, Bike Paths at Entrance to Neighborhood, Multiple Beaches Near By
Summer Dream offers the opportunity for a relaxing vacation in a beautiful environment. This 4 bedroom, 2 ½ bath home has a beautiful new kitchen and new living room furnishings...Read more
Wintucket Cove House, Heated Pool 20 x 40, Edgartown Great Pond Frontage, Boat to Private South Shore Beach, Boat Rentals Available
MVVR Exclusive Listing: Relax in style in this large and comfortable custom post and beam family home with a 20 x 40 heated pool, expansive patio and deck overlooking the pool. Acres...Read more
Location:
Edgartown
Sleeps:
10
Bedrooms:
5
Baths:
3
Price Range:
$7,000 - $8,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$8,500
7
8
9
10
11
12
13
$8,500
14
15
16
17
18
19
20
$8,500
21
22
23
24
25
26
27
$9,900
28
29
30
$10,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$10,500
5
6
7
8
9
10
11
$12,000
12
13
14
15
16
17
18
$14,000
19
20
21
22
23
24
25
$15,500
26
27
28
29
30
31
$15,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$15,500
2
3
4
5
6
7
8
$16,000
9
10
11
12
13
14
15
$16,000
16
17
18
19
20
21
22
$16,000
23
24
25
26
27
28
29
$13,500
30
31
$7,800
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,800
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
$7,000
Clean Fee:
$650 per week
Tax: State & Local:
11.7
Ferry tickets available for purchase, 6/28 - 7/5 & 7/5 - 7/12 (mv)
RATES JUST REDUCED FOR WEEKS 6/28 & 7/5 - SEE CALENDAR FOR ADJUSTED RATES
Pool heated to 80 degrees, included in rental rate July and August weeks!
Pool heated to 80 June and September weeks additional $300 per week.
Requests for higher temp can be accommodated at additional costs.
Charming Saltbox Edgartown Home, New Updatedly , Island Grove Area, 4 Bedroom, 2 bath, Sleeps 7.
Thoughtfully updated Saltbox-style retreat tucked away in the desirable Island Grove area of Edgartown. Surrounded by a spacious lawn, mature plantings, and peaceful island charm, this inviting vacation home offers...Read more
Spectacular Chilmark Sunset Water Views, Walk to Private Associaton Waterfont on the North Shore, Association Tennis and the many Walking Trails.
This charming, updated cottage is located on Chilmark's iconic north shore with views of Vineyard Sound and the Elizabeth Islands. Take in spectacular sunset water views from the 40-foot deck...Read more
Location:
Chilmark
Sleeps:
8
Bedrooms:
4
Baths:
2
Price Range:
$5,000 - $8,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$5,500
28
29
30
$5,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$5,500
5
6
7
8
9
10
11
$8,500
12
13
14
15
16
17
18
$8,500
19
20
21
22
23
24
25
$8,500
26
27
28
29
30
31
$8,500
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$8,500
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$9,500
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$7,500
30
31
$7,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$7,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
$5,500
Clean Fee:
$475 per week
Tax: State & Local:
11.7
Owner reduced rates for week 7/31-8/7 - see calendar for adjusted rate
Ferry Tickets Available 7/3-7/10, 7/10-7/17, and 7/31-8/7 - please inquire
Luxurious Oak Bluffs Home, Multiple Living Spaces, Deck Dining Area. 3 Bedrms, Sleeps7
Welcome to this exquisite, contemporary, luxurious Oak Bluffs residence. Nestled on a tranquil street on the periphery of Oak Bluffs, this 3-bedroom, 2.5-bathroom home boasts opulent accents throughout.
Stunning Oak Bluffs Luxury Home with Heated Pool, Multiple Living Areas, Walk to Town 8/10ths mile from house.
This charming tri-level home is nestled on a peaceful street in the heart of Oak Bluffs, just a 10 to 15-minute walk from the town center, Inkwell Beach, Town Beaches,...Read more
Location:
Oak Bluffs
Sleeps:
10
Bedrooms:
5
Baths:
5
Price Range:
$0 - $0
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$13,500
7
8
9
10
11
12
13
$13,500
14
15
16
17
18
19
20
$13,500
21
22
23
24
25
26
27
$13,500
28
29
30
$13,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
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
$15,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$15,000
2
3
4
5
6
7
8
$15,000
9
10
11
12
13
14
15
$15,000
16
17
18
19
20
21
22
$15,000
23
24
25
26
27
28
29
$13,500
30
31
$13,500
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$13,500
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
Clean Fee:
$700 per week
Tax: State & Local:
11.7
Pool Heated to 82 degrees, included in the rental rate!
