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Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck & Patio Areas, Luxury Interior, Media Room, Lambert's Cove Beach 1/2 mile

Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort-like outdoor amenities include a pool, stone patio surround, large deck with...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$6,600 - $9,400
June 2027
SuMoTuWeThFrSaWeek
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$7,100
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$7,100
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$7,100
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$7,900
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 $8,700
July 2027
SuMoTuWeThFrSaWeek
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$8,700
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$8,700
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$8,700
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$9,400
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$9,400
August 2027
SuMoTuWeThFrSaWeek
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$9,400
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$9,400
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$9,400
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$9,400
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30
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 $6,600
September 2027
SuMoTuWeThFrSaWeek
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$6,600
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$6,600
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$6,600
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$6,600
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29
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Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
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Newly Remodeled Contemporary Farm House, 12 x 26 Saltwater Heated Pool, Walk to Town, Bike to the Beach

Exquisite newly remodeled home with just the right touch of coastal decor and modern styling. This perfectly situated picturesque home allows guests to walk to the village area and is an easy no...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $9,400
June 2027
SuMoTuWeThFrSaWeek
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$5,450
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$6,800
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$6,800
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$9,400
27
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29
30
 $9,400
July 2027
SuMoTuWeThFrSaWeek
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2
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$9,400
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$9,700
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$10,200
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$10,200
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$10,650
August 2027
SuMoTuWeThFrSaWeek
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$10,650
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$10,650
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$10,650
22
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$7,800
29
30
31
 $6,500
September 2027
SuMoTuWeThFrSaWeek
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$6,500
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$6,000
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$4,500
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$4,500
26
27
28
29
30
 $4,200
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Pool heated to 81 in July & August included in rental rate.  Additional $250 per week in off season.

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Katama Area, Stylish Designer Luxury, Bike to South Beach and Village Areas, Spacious Bluestone Patio overlooks Private Yard Area

All newly renovated and beautifully furnished, the main level of this traditional style floor plan includes, - hardwood floors throughout, bead board accents, a living room with balcony, TV center,...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,000 - $9,000
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: 
$750 per week
Tax: State & Local: 
11.7

Owner maintains a 2 week minimum stay from mid-June to 2nd week in September.

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Lovely 3 bedroom water view home. Walk to town and Fuller St Beach,

This lovely 3 bedroom home features expansive water views, a beautifully landscaped yard, main living area with walls of glass windows providing beautiful views from within the home. Classic interior design with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$7,000 - $9,000
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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Beautiful Upscale Contemporary Home, Designer Details Throughout, 4 Bedrooms, 4.5 Baths, Muliple Living Areas

Discover this stunning tri-level vacation home nestled in a peaceful community just on the outskirts of Oak Bluffs and minutes away from Oak Bluffs center, Edgartown Village, downtown Vineyard Haven, and several...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
4
Price Range:
$8,200 - $9,000
June 2027
SuMoTuWeThFrSaWeek
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 $8,200
July 2027
SuMoTuWeThFrSaWeek
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2
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$8,200
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$8,500
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$8,500
August 2027
SuMoTuWeThFrSaWeek
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$9,000
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$9,000
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$9,000
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$8,500
29
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31
 
September 2027
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Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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Lovely Vineyard Haven Home, Heated Pool, AC, Close Proximity to Towns and Beaches , Perfect Home for Extended Families.

Spacious Vacation Home with heated pool!  This lovely home is perfect for extended families featuring 5 bedrooms, 3 baths, multiple living spaces, and 5 TVs. The pool and deck are perfect...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$4,000 - $9,000
June 2027
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
27
28
29
30
 $7,500
July 2027
SuMoTuWeThFrSaWeek
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2
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$7,500
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$7,500
11
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$7,500
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$7,500
25
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$8,000
August 2027
SuMoTuWeThFrSaWeek
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$9,000
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$9,000
15
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$9,000
22
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$7,000
29
30
31
 $5,000
September 2027
SuMoTuWeThFrSaWeek
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2
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$5,000
5
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$5,000
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$5,000
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$4,000
26
27
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29
30
 $4,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

POOL HEATED TO 80 DEGREES JULY AND AUGUST WEEKS INCLUDED IN RENTAL RATE.

POOL HEATED TO 80 DEGREES JUNE AND SEPTEMBER WEEKS ADDITIONAL $275 PER WEEK

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Beautiful Oak Bluffs home just blocks from the Center of Town, Ocean Park and Inkwell Beach.

Note: the kitchen is being completely remodeled for summer 2024 and will have all new high-end appliances, Subzero, Thermador, and new cabinets, and counters. 

Summer Joy!  Set in the heart of...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,750 - $9,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$5,750
6
7
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10
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12
$5,750
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14
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$5,750
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21
22
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24
25
26
$7,850
27
28
29
30
 $8,100
July 2027
SuMoTuWeThFrSaWeek
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2
3
$8,100
4
5
6
7
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9
10
$8,250
11
12
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$8,250
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19
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$8,250
25
26
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30
31
$8,250
August 2027
SuMoTuWeThFrSaWeek
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$9,000
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$9,000
15
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$9,000
22
23
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25
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$9,000
29
30
31
 $6,750
September 2027
SuMoTuWeThFrSaWeek
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$6,750
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$6,750
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$6,750
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$6,750
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 $5,750
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

8-minute walk from the ferry dock in Oak Bluffs and 5 minute walk to the Ink Well Beach, and Oak Bluffs Center from the house. 

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Quintessential Edgartown Village Home, Impeccably Maintained, 3 Minute Walk to Main St, 8 Minute Walk to Lighthouse Beach & the Harborfront Area

Charming Historic Home in the Heart of Edgartown Village

Built in 1780 and thoughtfully updated, this beautifully maintained historic home blends timeless character with modern comforts. Ideally located in the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,500 - $9,000
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

Owner offers a 5% discount on the Rental Rate for two weeks, and 10% for 3 weeks or longer

 

 

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Lovely Newly Renovated Waterfront Home on the Lagoon!

Tucked on Hines Point, a lovely neighborhood of lagoon front homes, this sweet 4 bedroom, 2 bath home has been completely updated and is only a 10-minute walk to Vineyard...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,800 - $8,950
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$4,100
6
7
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10
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12
$4,300
13
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$4,600
20
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$6,100
27
28
29
30
 $7,540
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$7,540
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$7,540
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$7,950
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$7,950
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$8,950
August 2027
SuMoTuWeThFrSaWeek
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$8,950
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$8,950
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$8,950
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$7,200
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 $5,200
September 2027
SuMoTuWeThFrSaWeek
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$5,200
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$5,000
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$5,000
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$5,000
26
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30
 $4,500
Clean Fee: 
$385
Tax: State & Local: 
11.7

 

 

 

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Waterfront & View on Edgartown Great Pond, Association Private Beach and Tennis, Central A/C

Waterfront Retreat on Edgartown Great Pond with Private Beach Access & Tennis

MVVR EXCLUSIVE:
Set in a peaceful waterfront location within the desirable Boldwater area, this beautiful contemporary 4-bedroom,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,200 - $8,900
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$3,200
6
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$3,600
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$3,600
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$4,200
27
28
29
30
 $5,800
July 2027
SuMoTuWeThFrSaWeek
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2
3
$5,800
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$7,500
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$7,500
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$7,500
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$8,900
August 2027
SuMoTuWeThFrSaWeek
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$8,900
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$8,900
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$8,900
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$8,900
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 $3,700
September 2027
SuMoTuWeThFrSaWeek
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$3,700
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$3,250
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$3,250
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$3,250
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 $3,250
Clean Fee: 
$625 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in July see calendar for adjust rates

 

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Meticulously Maintained Classic Summer Home! Ideally located in the Heart of Katama, Beach in one Direction and Edgartown Village Center in the opposite direction

Location Location in the heart of Katama equidistant between Edgartown Village and South Beach. This beautiful home is tucked on beautifully landscaped acreage. The reverse contemporary design boasts private upper...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
5
Baths: 
2
Price Range:
$4,400 - $8,800
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$4,700
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$4,700
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$8,200
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$8,800
27
28
29
30
 $8,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$8,800
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5
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10
$8,800
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$8,800
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$8,800
25
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$8,800
August 2027
SuMoTuWeThFrSaWeek
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$8,800
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$8,800
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$8,800
22
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$8,800
29
30
31
 $7,000
September 2027
SuMoTuWeThFrSaWeek
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3
4
$7,000
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$5,500
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$4,700
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$4,700
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29
30
 $4,700
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Two-week minimum stay required during July and August!  

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Lovely, Newly Updated Oak Bluffs Home. Multiple Indoor/Outdoor Living/Lounge Areas, Sleeps 8, 10/15 minute Walk to the Vilage Center.

Note: All photos are virtually staged photos by the owner, all new furnishings will be arriving throughout the winter months. 

Welcome to Noble House, a beautifully updated home nestled in a charming neighborhood just...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
3
Baths: 
2
Price Range:
$4,500 - $8,800
June 2027
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Clean Fee: 
$400 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 .

Rate just reduced by $700 8/1 to 8/8 week. 

Note: New for 2026. 

Two of the baths seen in current photos are being gutted and all newly updated. Walk-in glass showers in both, a...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$8,300 - $8,800
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: 
$575 per week
Tax: State & Local: 
11.7

Owner reduced rate by $700 for the 8/1 to 8/8 week.  View the calendar for the new rate! 

 

 

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Menemsha

Magical Menemsha Cottage with water views of the Elizabeth Islands and harbor. The wooded property encompasses 3 private acres and is within walking distance to the village of Menemsha and...Read more

Location: 
Chilmark
Sleeps: 
7
Bedrooms: 
3
Baths: 
1
Price Range:
$4,350 - $8,520
June 2027
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July 2027
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September 2027
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Lovely Home in a quiet Neighborhood. Walk to Town Center and Inkwell Beach, Large Private Deck, Room AC

Spacious sun-filled contemporary home located on a quiet private street, a 10-minute walk to town center, Inkwell Beach, and the harborfront.

The first level features a spacious kitchen with stainless steel...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$7,200 - $8,500
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: 
$375 per week
Tax: State & Local: 
11.7

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