Top Rentals on Martha's Vineyard

Welcome to the Finest Selection of Martha’s Vineyard Rentals. We offer over 450 of Martha’s Vineyard’s most spectacular homes. Our properties range from classic Victorian homes in Edgartown, to Luxury Ocean View Rentals in West Tisbury. Every home has island character and New England charm.

Discover the Best Rentals on the Vineyard

 

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Show Rate Quote
Updated East Chop Area Summer Retreat, Great Proximity to Town Center and Beaches, Cottage Styling with All the Modern Amenites, Central A/C. Covered Porch and Open Patio Areas.

Visitors will enjoy this delightful &  comfortable four bedroom, 3 bath  home in the desirable East Chop area of Oak Bluffs. 

Relax in the breeze with your morning coffee on the...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
2
Price Range:
$4,600 - $6,400
June 2022
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July 2022
SuMoTuWeThFrSaWeek
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$4,600 /wk
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$4,600 /wk
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$4,600 /wk
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 $6,400 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,400 /wk
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$6,400 /wk
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$6,400 /wk
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$6,400 /wk
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31
 
September 2022
SuMoTuWeThFrSa
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Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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Show Rate Quote
Charming and Pristine Hilltop Restored Farm House, Waterviews, 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 waterviews beyond. Acres of undisturbed privacy and a beautiful...Read more

Location: 
Aquinnah
Sleeps: 
5
Bedrooms: 
3
Bathrooms: 
2
Price Range:
$5,700 - $6,300
June 2022
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July 2022
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$5,700 /wk
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 $6,300 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,300 /wk
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$6,300 /wk
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$6,300 /wk
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$6,300 /wk
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 $6,300 /wk
September 2022
SuMoTuWeThFrSaWeek
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$6,300 /wk
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$5,700 /wk
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$5,700 /wk
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$5,700 /wk
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29
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Clean Fee: 
$350 per week
Tax: State & Local: 
9.7

2 week minimum stay required

Show Rate Quote
Lovely Newly Updated Tri-Level Cape. Multiple Living Spaces, Situated on a Quiet Lane, Sleeps 10, Beaches Nearby.

Note: Upgrades still to come for 2021 include the following, Owner will be enhancing the plantings around the house this spring,  The lower level deck will have all new outdoor...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$4,000 - $6,300
June 2022
SuMoTuWeThFrSaWeek
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$4,000 /wk
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$4,000 /wk
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$4,000 /wk
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$4,000 /wk
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 $5,500 /wk
July 2022
SuMoTuWeThFrSaWeek
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$5,500 /wk
3
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$5,800 /wk
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$5,800 /wk
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$6,000 /wk
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$6,100 /wk
31
 $6,100 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,100 /wk
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$6,300 /wk
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$6,300 /wk
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$5,900 /wk
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 $5,200 /wk
September 2022
SuMoTuWeThFrSaWeek
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$5,200 /wk
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$4,500 /wk
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$4,500 /wk
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$4,000 /wk
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 $4,000 /wk
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Show Rate Quote
Pristine Cape, Located on a Large Lot in Bold Meadow Area of Edgartown, Large Yard, Sleeps 8

Perfect vacation home sits on a large lot with a beautifully landscaped private yard bordered by Woodlands.  Bold Meadow is a lovely private enclave of homes on the outskirts of Edgartown....Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Bathrooms: 
3
Price Range:
$3,675 - $6,300
June 2022
SuMoTuWeThFrSaWeek
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 $3,675 /wk
July 2022
SuMoTuWeThFrSaWeek
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$3,675 /wk
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$5,250 /wk
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$4,725 /wk
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$4,725 /wk
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$5,250 /wk
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 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,000 /wk
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$6,300 /wk
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$6,300 /wk
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$5,250 /wk
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 $4,000 /wk
September 2022
SuMoTuWeThFrSaWeek
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$4,000 /wk
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$4,000 /wk
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29
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Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Beautiful Long View Country House, Walk to Lambert's Cove Beach, Central A/C

Extended families will enjoy this lovely 5 bedroom, 3 bath home featuring expanded living space with a first floor living room and second floor family/tv room.  Spacious modern kitchen with...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$3,200 - $6,200
June 2022
SuMoTuWeThFrSaWeek
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$5,200 /wk
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$5,200 /wk
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$5,200 /wk
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$5,200 /wk
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 $6,200 /wk
July 2022
SuMoTuWeThFrSaWeek
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$6,200 /wk
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$6,200 /wk
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$6,200 /wk
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$6,200 /wk
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$6,200 /wk
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 $6,200 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,200 /wk
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$6,200 /wk
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$6,200 /wk
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$6,200 /wk
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 $6,200 /wk
September 2022
SuMoTuWeThFrSaWeek
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$6,200 /wk
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$5,200 /wk
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$5,200 /wk
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$5,200 /wk
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 $5,200 /wk
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Show Rate Quote
Meadow View Farms House, Beautiful Tri- Level Contemporary Spacious Brick Patio Area, Private Landscaped Yard, Centrally Located

Beautiful Meadow View Farms home, bordered by expansive landscaped yard, peaceful private setting. Association tennis courts just a short distance from the house and Farm Neck Golf and Tennis is just...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$3,400 - $6,200
June 2022
SuMoTuWeThFrSaWeek
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$3,400 /wk
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$3,400 /wk
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$3,400 /wk
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$3,400 /wk
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 $5,400 /wk
July 2022
SuMoTuWeThFrSaWeek
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$5,400 /wk
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$5,800 /wk
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$5,800 /wk
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$5,800 /wk
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$6,000 /wk
31
 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,000 /wk
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$6,200 /wk
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$6,200 /wk
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$6,000 /wk
28
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31
 $5,000 /wk
September 2022
SuMoTuWeThFrSaWeek
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2
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$5,000 /wk
4
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$3,400 /wk
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$3,400 /wk
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$3,400 /wk
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 $3,400 /wk
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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Show Rate Quote
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, light filled open kitchen, living and dining areas, a family/TV room, 3 bedrooms on the 2nd level and 2...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
2
Price Range:
$6,050 - $6,050
June 2022
SuMoTuWeThFrSaWeek
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 $6,050 /wk
July 2022
SuMoTuWeThFrSaWeek
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
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 $6,050 /wk
August 2022
SuMoTuWeThFrSaWeek
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
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 $6,050 /wk
September 2022
SuMoTuWeThFrSaWeek
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$6,050 /wk
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
East Chop Area, Tri-Level Home with Distant Waterviews, Located just 1.5 Mi to Oak Bluffs Center

Beautiful summer home with distant waterviews, located in desirable East Chop neighborhood  This 4 bedroom, 3 bath home is located just 1.5 miles from Oak Bluffs Center & Beach. 

The light filled...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$5,550 - $6,050
June 2022
SuMoTuWeThFrSaWeek
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2
3
4
$5,550 /wk
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$5,550 /wk
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$5,550 /wk
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$5,550 /wk
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 $6,050 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$6,050 /wk
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$5,550 /wk
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$5,550 /wk
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$5,550 /wk
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29
30
$6,050 /wk
31
 $6,050 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
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$6,050 /wk
28
29
30
31
 $6,050 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$6,050 /wk
4
5
6
7
8
9
10
$5,550 /wk
11
12
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$5,550 /wk
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$5,550 /wk
25
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30
 $5,550 /wk
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Show Rate Quote
Classic Vineyard Home, Walk to Village, Screened Porch, Large Deck

In-town Classic Vineyard Home recently updated with central AC added in 2017.  The outdoor living spaces are to be enjoyed by all, featured area a deck on one side offering outdoor patio...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Bathrooms: 
1
Price Range:
$6,000 - $6,000
June 2022
SuMoTuWeThFrSa
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July 2022
SuMoTuWeThFrSaWeek
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$6,000 /wk
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$6,000 /wk
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 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
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$6,000 /wk
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$6,000 /wk
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$6,000 /wk
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$6,000 /wk
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29
30
31
 
September 2022
SuMoTuWeThFrSa
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Show Rate Quote
New Modern Farmhouse Design, Great Location!, Wrap Around Farmers Porch, Deck Area.

Beautiful new 4 bedroom home, 3.5 bath sleeps 8.  Ideally located just 2 miles from the center of Oak Bluffs and just minutes by car to the towns of Vineyard Haven and...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
3
Price Range:
$2,500 - $6,000
June 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,100 /wk
5
6
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10
11
$3,100 /wk
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13
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$3,100 /wk
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20
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24
25
$3,400 /wk
26
27
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29
30
 $4,800 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$4,800 /wk
3
4
5
6
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8
9
$5,700 /wk
10
11
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16
$5,700 /wk
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23
$5,700 /wk
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25
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29
30
$5,700 /wk
31
 $5,700 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,700 /wk
7
8
9
10
11
12
13
$6,000 /wk
14
15
16
17
18
19
20
$6,000 /wk
21
22
23
24
25
26
27
$5,700 /wk
28
29
30
31
 $5,000 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$5,000 /wk
4
5
6
7
8
9
10
$3,100 /wk
11
12
13
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15
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17
$3,100 /wk
18
19
20
21
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23
24
$3,100 /wk
25
26
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29
30
 $3,100 /wk
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Show Rate Quote
Perfect Retreat for Large Families, 1.5 miles Oak Bluffs Town Center & Beach, Bike Path at end of Street

Spacious and perfect for extended families, featuring multiple attractively furnished living areas and sleeping 13 comfortably. The lower level of the house features a queen bed, kitchenette, den area with...Read more

Location: 
Oak Bluffs
Sleeps: 
13
Bedrooms: 
5
Bathrooms: 
3
Price Range:
$6,000 - $6,000
June 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000 /wk
5
6
7
8
9
10
11
$6,000 /wk
12
13
14
15
16
17
18
$6,000 /wk
19
20
21
22
23
24
25
$6,000 /wk
26
27
28
29
30
 $6,000 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$6,000 /wk
3
4
5
6
7
8
9
$6,000 /wk
10
11
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15
16
$6,000 /wk
17
18
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20
21
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23
$6,000 /wk
24
25
26
27
28
29
30
$6,000 /wk
31
 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000 /wk
7
8
9
10
11
12
13
$6,000 /wk
14
15
16
17
18
19
20
$6,000 /wk
21
22
23
24
25
26
27
$6,000 /wk
28
29
30
31
 $6,000 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$6,000 /wk
4
5
6
7
8
9
10
$6,000 /wk
11
12
13
14
15
16
17
$6,000 /wk
18
19
20
21
22
23
24
$6,000 /wk
25
26
27
28
29
30
 $6,000 /wk
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Show Rate Quote
Classic Updated Gingerbread Cottage, 5 Minute Stroll Along Harbor to Beach and Town Center,

Classic Vineyard  Oak Bluffs Cottage, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. Main living level features a lovely kitchen very well stocked with...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
2
Price Range:
$3,000 - $6,000
June 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$3,500 /wk
19
20
21
22
23
24
25
$3,500 /wk
26
27
28
29
30
 $3,500 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$3,500 /wk
3
4
5
6
7
8
9
$4,500 /wk
10
11
12
13
14
15
16
$4,000 /wk
17
18
19
20
21
22
23
$4,000 /wk
24
25
26
27
28
29
30
$4,000 /wk
31
 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000 /wk
7
8
9
10
11
12
13
$6,000 /wk
14
15
16
17
18
19
20
$6,000 /wk
21
22
23
24
25
26
27
$4,500 /wk
28
29
30
31
 $4,500 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$4,500 /wk
4
5
6
7
8
9
10
$4,000 /wk
11
12
13
14
15
16
17
$3,000 /wk
18
19
20
21
22
23
24
$3,000 /wk
25
26
27
28
29
30
 $3,000 /wk
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
Show Rate Quote
Beautiful Contemprary Home, Designer Details Throughout.

Gorgeous light filled vacation home, tucked away in a private community centrally located  just minutes from Oak Bluffs, Edgartown and several beautiful beaches. Privately situated this home features multiple living...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Bathrooms: 
3
Price Range:
$5,000 - $6,000
June 2022
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
$5,000 /wk
26
27
28
29
30
 $5,000 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$5,000 /wk
3
4
5
6
7
8
9
$5,500 /wk
10
11
12
13
14
15
16
$5,500 /wk
17
18
19
20
21
22
23
$5,500 /wk
24
25
26
27
28
29
30
$5,700 /wk
31
 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000 /wk
7
8
9
10
11
12
13
$6,000 /wk
14
15
16
17
18
19
20
$6,000 /wk
21
22
23
24
25
26
27
$5,700 /wk
28
29
30
31
 $5,500 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$5,500 /wk
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: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
A Gem in Chilmark, Impeccably Maintained Home, Multiple Decks and Patio Area all Bordered By Pristine Landscaped Yard and Gardens.

Impeccably maintained 4 bedroom, 4.5 bath home set on quiet private acreage, beautiful outdoor living spaces enhanced by the nature that surrounds this quiet retreat.  Lucy Vincent Beach, Chilmark Village...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Bathrooms: 
4
Price Range:
$4,000 - $6,000
June 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500 /wk
5
6
7
8
9
10
11
$5,500 /wk
12
13
14
15
16
17
18
$5,500 /wk
19
20
21
22
23
24
25
$5,500 /wk
26
27
28
29
30
 $6,000 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$6,000 /wk
3
4
5
6
7
8
9
$6,000 /wk
10
11
12
13
14
15
16
$6,000 /wk
17
18
19
20
21
22
23
$6,000 /wk
24
25
26
27
28
29
30
$6,000 /wk
31
 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000 /wk
7
8
9
10
11
12
13
$6,000 /wk
14
15
16
17
18
19
20
$6,000 /wk
21
22
23
24
25
26
27
$6,000 /wk
28
29
30
31
 $4,000 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$4,000 /wk
4
5
6
7
8
9
10
$4,000 /wk
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7
Show Rate Quote
Newly Renovated, Modern Cottage Luxury, Professionaly Decorated, 1 mile from Oak Bluffs Center & Beach

Stunning new stylish renovation, professionally decorated, a step above your average rental, and just 1 mile to the Harbor and the center of Oak Bluffs!

The main living level features an...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
4
Bathrooms: 
2
Price Range:
$2,700 - $6,000
June 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,000 /wk
5
6
7
8
9
10
11
$3,000 /wk
12
13
14
15
16
17
18
$3,000 /wk
19
20
21
22
23
24
25
$3,500 /wk
26
27
28
29
30
 $4,600 /wk
July 2022
SuMoTuWeThFrSaWeek
 1
2
$4,600 /wk
3
4
5
6
7
8
9
$5,500 /wk
10
11
12
13
14
15
16
$5,500 /wk
17
18
19
20
21
22
23
$5,500 /wk
24
25
26
27
28
29
30
$5,800 /wk
31
 $6,000 /wk
August 2022
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000 /wk
7
8
9
10
11
12
13
$6,000 /wk
14
15
16
17
18
19
20
$6,000 /wk
21
22
23
24
25
26
27
$6,000 /wk
28
29
30
31
 $6,000 /wk
September 2022
SuMoTuWeThFrSaWeek
 1
2
3
$6,000 /wk
4
5
6
7
8
9
10
$4,600 /wk
11
12
13
14
15
16
17
$3,500 /wk
18
19
20
21
22
23
24
$3,500 /wk
25
26
27
28
29
30
 $3,500 /wk
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

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