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Adorable 2 Bedroom, 1 Bath Cottage, Large Private Back Yard, Deck, Walk to Vineyard Haven Center

Adorable light-filled cottage, with modern furnishings, this lovely 2 bedroom home is situated on a large lot on a quiet street just on the outskirts of Vineyard Haven Center.  The home has a...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,900 - $5,900
June 2027
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 $4,900
July 2027
SuMoTuWeThFrSaWeek
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$4,900
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$4,900
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$4,900
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$4,900
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$5,900
August 2027
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$5,900
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$5,900
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$5,900
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$4,900
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 $4,900
September 2027
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$4,900
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$4,900
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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HAZAM

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Property Details
The Retreat at Towanticut Where Coastal Elegance Meets Island Serenity, 3 Bedrooms, 2 Baths, Landscaped Yard, Deck Dining Area

Welcome to The Retreat at Towanticut— a chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,350 - $5,850
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: 
$500
Tax: State & Local: 
11.7
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PEOTA

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Property Details
Pristine Water view Home, Located in the Community of Homes known as Water View Farms, Walk to Private Association Waterfront, Great Play Beach, Launch Kayaks

This charming updated home is set in idyllic Water View Farms overlooking Sengekontacket pond.  This well-thought-out home offers a beautifully landscaped yard and cottage-style living with indoor spaces that transition...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,000 - $5,820
June 2027
SuMoTuWeThFrSaWeek
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$3,550
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$3,550
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$4,050
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$4,770
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 $5,350
July 2027
SuMoTuWeThFrSaWeek
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$5,350
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$5,350
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$5,350
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$5,350
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$5,820
August 2027
SuMoTuWeThFrSaWeek
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$5,820
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$5,820
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$5,820
22
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$4,770
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 $3,550
September 2027
SuMoTuWeThFrSaWeek
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$3,550
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$3,050
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$3,050
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$2,550
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 $2,050
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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LAIOV

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Property Details
Edgartown Village, Walk to Town Center, Large Deck and Farmers Porch for Outdoor Enjoyment

Walk to Village Area from this sweet, cape-style home that features a farmer's porch across the front and a 12 x 20 mahogany deck across the back with an enclosed outside shower. 

The...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,000 - $5,800
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: 
$300 per week
Tax: State & Local: 
11.7
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BOWKW

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Property Details
Edgartown, Lovely Coastal Cape Retreat, Luxury Decor, Chef's Kitchen, Ideal Central Location

New cape style home, glistening with attention to detail!  Not all homes have to be large to feature quality, luxury decor.  This is a custom-built cape, where the owners have...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,300 - $5,800
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
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$3,400
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7
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$3,400
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$3,600
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21
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$4,100
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 $4,100
July 2027
SuMoTuWeThFrSaWeek
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2
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$4,100
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$4,100
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$4,100
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$5,300
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$5,300
August 2027
SuMoTuWeThFrSaWeek
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$5,300
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$5,800
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$5,800
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$5,350
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 $4,100
September 2027
SuMoTuWeThFrSaWeek
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$4,100
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$4,100
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$3,400
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$3,400
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30
 
Clean Fee: 
$485
Tax: State & Local: 
11.7
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FRISE

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Property Details
Chic, Newly Updated Cottage Style Home, Spacious Deck, Centrally Located just a Short Drive to Edgartown Village Center and Beaches

A beautifully decorated, open, light-filled Cape style home featuring 3 bedrooms and 2 baths, a main living area & separate TV room, newly updated kitchen with an adjacent dining area that opens to...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $5,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
$3,800
13
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$3,900
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$4,300
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 $5,000
July 2027
SuMoTuWeThFrSaWeek
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$5,000
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$5,800
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$5,800
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$5,800
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$5,800
August 2027
SuMoTuWeThFrSaWeek
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$5,800
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$5,800
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$5,800
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$4,800
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 $4,000
September 2027
SuMoTuWeThFrSaWeek
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$4,000
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$3,800
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$3,800
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$3,800
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29
30
 $3,800
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7
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BORAR

Inquire
Property Details
Lovely, Recently Updated West Chop Area Home, Spacious Deck, Open 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 - $5,800
June 2027
SuMoTuWeThFrSaWeek
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2
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$3,500
6
7
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$3,500
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$3,500
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$3,800
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 $4,300
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$4,300
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$4,300
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$4,300
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$4,800
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$5,500
August 2027
SuMoTuWeThFrSaWeek
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$5,500
8
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$5,800
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$4,800
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$4,400
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 $3,500
September 2027
SuMoTuWeThFrSaWeek
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$3,500
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$3,500
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$3,500
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$3,500
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 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Rates reduced for available weeks in July & August - see calendar for adjusted rates

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GRADL

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Property Details
Charming, Modern, Updated 4 Bedroom Home, 2 Bath, AC, Spacious Private Deck Area

Note: New for 2026, kitchen seen in photos is being remodeled: 

Newly Updated 4-Bedroom Home in Quiet, Ideal Central Location: This beautifully updated four-bedroom home is tucked away on a...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
2
Price Range:
$3,200 - $5,800
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$4,000
6
7
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10
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12
$4,000
13
14
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$4,000
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21
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$4,000
27
28
29
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 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
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$5,500
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$5,500
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$5,600
25
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$5,800
August 2027
SuMoTuWeThFrSaWeek
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2
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$5,800
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$5,800
15
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$5,800
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$5,400
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30
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 $4,000
September 2027
SuMoTuWeThFrSaWeek
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2
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$4,000
5
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$3,200
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$3,200
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$3,200
26
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29
30
 $3,200
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
 
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FRIEM

Inquire
Property Details
Beautiful East Chop Home , Walk to Town & Beach, Outdoor Patio Area with Patio Dining

 Lovely Spacious East Chop Area home features elegant custom craftsmanship throughout, a light-filled open kitchen, living and dining areas, and a family/TV room. 3 bedrooms on the 2nd level and 2...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$5,750 - $5,750
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$5,750
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$5,750
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August 2027
SuMoTuWeThFrSaWeek
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$7,500
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$7,500
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$7,500
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$7,500
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September 2027
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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BEATM

Inquire
Property Details
South Beach Contemporary, Light Filled Interior, Screened Porch and Sunny Deck, Conveniently located to Beach and Five minute drive to Edgartown Village Center

Cute contemporary 3 bedroom, 2 bath beach house located on a quiet lane in the heart of Katama. Just a 5-minute drive to South Beach and 2.5 miles from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,800 - $5,750
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: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
 
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SHEMI

Inquire
Property Details
Ideally Located in Beautiful Major's Cove, Edgartown, Multiple Indoor & Outdoor Living Spaces, Perfect Family Vacation Home

Families and friends will feel right at home in this beautifully updated 4-bedroom, 2-bath contemporary retreat, comfortably accommodating up to 8 guests. Designed with both relaxation and gathering in mind,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $5,700
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,700
6
7
8
9
10
11
12
$4,200
13
14
15
16
17
18
19
$4,200
20
21
22
23
24
25
26
$4,700
27
28
29
30
 $5,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,000
4
5
6
7
8
9
10
$5,000
11
12
13
14
15
16
17
$5,000
18
19
20
21
22
23
24
$5,000
25
26
27
28
29
30
31
$5,200
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,200
8
9
10
11
12
13
14
$5,700
15
16
17
18
19
20
21
$5,700
22
23
24
25
26
27
28
$5,200
29
30
31
 $3,750
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,750
5
6
7
8
9
10
11
$3,500
12
13
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17
18
$3,500
19
20
21
22
23
24
25
$3,500
26
27
28
29
30
 $3,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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COWAC

Inquire
Property Details
Lovely Cape, 7 minute walk to town and harbor area, 4 bedrooms, 3 baths, sleeps 7

Lovely 4 bedroom, 3 bath home, pristinely maintained and ideally located just on the outskirts of Oak Bluffs on a quiet street. Short walk to town center and Oak Bluffs town...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
3
Price Range:
$3,000 - $5,600
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,800
27
28
29
30
 $4,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,700
4
5
6
7
8
9
10
$4,700
11
12
13
14
15
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17
$4,700
18
19
20
21
22
23
24
$4,700
25
26
27
28
29
30
31
$5,350
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,400
8
9
10
11
12
13
14
$5,600
15
16
17
18
19
20
21
$5,400
22
23
24
25
26
27
28
$4,400
29
30
31
 $3,200
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,200
5
6
7
8
9
10
11
$3,200
12
13
14
15
16
17
18
$3,000
19
20
21
22
23
24
25
$3,000
26
27
28
29
30
 $3,000
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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ADAML

Inquire
Property Details
South Beach Edgartown, Sweet Cape Style Home, 3 Bedrooms, Sleeps 6

Classic Cape-style home privately situated on a quiet end of road location in the heart of the Katama area of Edgartown.  Ideally located just 1.5 miles to Edgartown Village center...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,000 - $5,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,500
8
9
10
11
12
13
14
$5,500
15
16
17
18
19
20
21
$5,500
22
23
24
25
26
27
28
$5,500
29
30
31
 $5,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$4,800
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

Pet Friendly on a case by case basis

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NORTO

Inquire
Property Details
In-Town, Water View, Waterfront

Enjoy expansive harbor views and passing tall-masted schooners from the breezy wrap-around porch of this delightful five-bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine,...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,500 - $5,500
June 2027
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
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9
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25
26
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28
29
30
 
July 2027
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
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13
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15
16
17
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19
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25
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29
30
31
August 2027
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
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11
12
13
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September 2027
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: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
 
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CARLB

Inquire
Property Details
Upscale Designer Interior, Features 3 Living Spaces, Pool Table, Ping Pong Table, Large Deck, Central A/C, WiFi, Conveniently Located to Towns and Beaches

Beautifully renovated large cape, centrally located in the desirable community of Dodger's Hole.  This lovely 4 bedroom home features a large custom kitchen with upscale appliances and breakfast bar, an...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $5,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$5,000
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
 $5,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$5,500
11
12
13
14
15
16
17
$5,500
18
19
20
21
22
23
24
$5,500
25
26
27
28
29
30
31
$5,500
August 2027
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
31
 $5,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
 $5,000
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

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