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Ocean View House! Luxury Main & Guest, Waterfront on the Vineyard Sound, Association Beach, 5 Bedrooms, 3 Baths

Stunning Spring Point Vacation Retreat! This newly renovated Main & Guest House is situated in a 335 acre parcel of Chilmark with approximately 40 homes scattered throughout the acreage, and is...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$15,000 - $30,000
June 2025
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July 2025
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$25,000
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$25,000
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 $25,000
August 2025
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$25,000
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$25,000
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$25,000
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$25,000
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$25,000
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 $17,000
September 2025
SuMoTuWeThFrSaWeek
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$17,000
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$17,000
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$15,000
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$15,000
28
29
30
 $15,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7
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BELLJ

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Property Details
Gorgeous Beach Retreat, 20 x 40 Heated Pebble Tec Pool, Tennis Courts, Walk or Bike to South Beach

Ferry Tickets available 7/13-7/20  & 7/20 to 7/27.  Inquire for details! (mv)

This stunning newly updated contemporary beach home is just steps from South Beach, and even fewer steps to the bike...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$10,000 - $30,000
June 2025
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July 2025
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$25,000
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$25,000
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 $30,000
August 2025
SuMoTuWeThFrSaWeek
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$30,000
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$30,000
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$30,000
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$30,020
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$25,000
31
 $20,000
September 2025
SuMoTuWeThFrSaWeek
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$20,000
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$11,000
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$11,000
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$11,000
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 $11,000
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

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

Pool heated to 82 additional $300 per week June & September, May & October pool heated to 82 additional $400 per week

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LEEDB

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Property Details
Luxurious New Build 2024, 5 Bedroom, 5.5 Baths, 20 x 40 Heated Saltwater Pool with Spa, Expansive Deck wiith Outdoor Dining and Lounge Area, Association Tennis, Tucked in Sought After Deep Bottom Enclave of Homes

Welcome to this exquisite contemporary farmhouse nestled in the tranquil community of Deep Bottom in West Tisbury, just a short drive from the vibrant village centers of Edgartown and Oak...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$24,000 - $30,000
June 2025
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July 2025
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$28,000
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$28,000
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 $30,000
August 2025
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$30,000
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$32,000
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$32,000
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$28,000
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$28,000
31
 $26,000
September 2025
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$26,000
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$26,000
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Clean Fee: 
$800 per week
Tax: State & Local: 
11.7

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

Pool Heated to 82 June & September additional propane surcharge, Please inquire with an agent! 

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WEEKW

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Property Details
CLASSIC, IN-TOWN EDGARTOWN, ENGLISH-COUNTRY CHIC LUXURY HOME WITH POOL AND MANICURED GROUNDS

Exquisite home in the village of Edgartown that exudes classic taste with English-Country styling.  This in-town location makes it easy to stroll down to dinner on the harbor or walk...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
7
Baths: 
6
Price Range:
$10,500 - $29,500
June 2025
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July 2025
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$29,500
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$29,500
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 $29,500
August 2025
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$29,500
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 $12,500
September 2025
SuMoTuWeThFrSaWeek
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$12,500
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$10,500
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$10,500
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$10,500
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30
 $10,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7
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ANGEB

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Property Details

Tucked away on a lovely parcel in the heart of Edgartown Village, this elegant modern farmhouse retreat offers a blend of sophistication and relaxed coastal living, with distant views of Nantucket...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
6
Baths: 
4
Price Range:
$7,500 - $28,500
June 2025
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July 2025
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$20,630
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$27,500
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 $28,500
August 2025
SuMoTuWeThFrSaWeek
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$28,500
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$21,380
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$28,500
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$28,500
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$21,380
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 $25,500
September 2025
SuMoTuWeThFrSaWeek
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$25,500
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$19,500
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$18,000
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$17,500
28
29
30
 $17,500
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7
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DICKT

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Property Details
Luxurious Katama Retreat, Heated Pool, Cabana with Fireplace, Expansive Deck & Patio, Screened Porch

Impressive new luxury Katama retreat features sleek contemporary interior design, 3 lush acres of quiet privacy, a heated, eco-friendly saltwater 20 x 40 gunite pool, a separate cabana pool building with...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$21,500 - $27,500
June 2025
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July 2025
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$21,500
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$25,250
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 $26,500
August 2025
SuMoTuWeThFrSaWeek
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$26,500
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$27,500
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$27,500
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$27,500
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$25,250
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 $24,000
September 2025
SuMoTuWeThFrSaWeek
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$24,000
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$24,000
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30
 
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7
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ROSBE

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Property Details
Deluxe Family & Friends Compound, Heated Pool, 7 bedrooms 5.5 Baths

This exceptional estate is nestled in the prestigious Oyster Pond enclave, located on the outskirts of Edgartown. Set on expansive private grounds, this vacation retreat features 7 bedrooms and 5.5...Read more

Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
7
Baths: 
5
Price Range:
$14,000 - $27,500
June 2025
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July 2025
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$20,000
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$20,000
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31
 $24,000
August 2025
SuMoTuWeThFrSaWeek
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2
$24,000
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$27,500
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$27,500
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$27,500
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$22,000
31
 $18,500
September 2025
SuMoTuWeThFrSaWeek
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$18,500
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$18,500
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$18,500
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$18,500
28
29
30
 $18,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Pool is heated to 81 degrees and included in the rent July & August weeks. Off season May to October there is an additional fee for pool heat. Inquire with an agent for details

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CAS65

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Property Details
Sophisticated, Contemporary Vacation Retreat, Main & Guest House, Heated Pool, Outdoor Living Area, Pond Access for Paddle Boarding and Kayaking, Private Location

A light-filled, coastal-inspired luxury vacation home and guest house tucked in a private location featuring views of Watcha Pond, multiple living spaces, a gourmet kitchen, 4 bedrooms, 4 luxury bathrooms, and the ability to...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$15,000 - $26,000
June 2025
SuMoTuWeThFrSa
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July 2025
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$26,000
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$26,000
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 $26,000
August 2025
SuMoTuWeThFrSaWeek
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$26,000
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$26,000
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$18,000
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$18,000
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$26,000
31
 $19,000
September 2025
SuMoTuWeThFrSaWeek
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$19,000
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$19,000
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$19,000
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$19,000
28
29
30
 
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Ferry Tickets Availabe 8/16 - 8/23.  (mv) Inquire for details! 

RATE REDUCED FOR WEEKS 8/9-8/23 - see calendar for adjusted rates

 

Pool heated to 81 degrees included in rental rate July to 8/26.  Pool heated to 81 degrees June & September weeks additional $300 propane surcharge weekly.  

 

Main House only may be rented the weeks of  5/24 to 6/20, and 9/2 to 9/30 for $2000 less than the posted rate for Main and Guest House. Inquire for further details!

 

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MORS2

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Property Details
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 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
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$30,000
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$30,000
27
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31
 $30,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$30,000
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5
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9
$30,000
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11
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$30,000
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18
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$25,000
24
25
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27
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29
30
$15,000
31
 $15,000
September 2025
SuMoTuWeThFrSaWeek
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2
3
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6
$15,000
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$15,000
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$20,000
21
22
23
24
25
26
27
$20,000
28
29
30
 $12,500
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in June, July & August - see calendars for adjusted rates

 

Transferrable ferry ticket available 8/24-8/31. Please inquire for details! (mv)

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MORS4

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Property Details
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 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
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$30,000
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21
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26
$25,000
27
28
29
30
31
 $25,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$25,000
3
4
5
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9
$25,000
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$20,000
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18
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$20,000
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25
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27
28
29
30
$20,000
31
 $25,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$25,000
7
8
9
10
11
12
13
$25,000
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15
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17
18
19
20
$25,000
21
22
23
24
25
26
27
$12,500
28
29
30
 $12,500
Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7

Owner reduced rates for available weeks in July & August - see calendars for adjusted rates

 

Transferrable Ferry Tickets Available 8/17-8/24,  (mv) Please Inquire for Details! 

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CARDA

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Property Details
Essence of Chilmark Living, Tucked on High Knoll Providing Expansive Waterviews of the Atlantic, Luxurious Custom Design, Lush Gardens, 5 minute Drive to Lucy Vincent Beach

Experience the essence of Martha's Vineyard with family and friends at this exceptional home nestled on Peaked Hill in Chilmark, offering breathtaking views of the Atlantic. Set on 8 acres...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$18,000 - $25,000
June 2025
SuMoTuWeThFrSa
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July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
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8
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10
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$25,000
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21
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25
26
$25,000
27
28
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30
31
 $25,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$25,000
3
4
5
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9
$25,000
10
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15
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$25,000
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18
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$25,000
24
25
26
27
28
29
30
$25,000
31
 $25,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$25,000
7
8
9
10
11
12
13
$18,000
14
15
16
17
18
19
20
$18,000
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Transferrable Ferry Tickets some weeks. Please Inquire for Details  (mv)

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BROSP

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Property Details
Stunning 6 Bedroom, 5.5 Bath Home, Heated Pool, Multiple Indoor, Outdoor Entertainment Areas

Luxury Edgartown Retreat with Heated Pool & Expansive Grounds

This beautifully appointed vacation home offers the perfect blend of luxury, comfort, and space, ideal for extended families and friends. Featuring a...Read more

Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
6
Baths: 
5
Price Range:
$14,000 - $25,000
June 2025
SuMoTuWeThFrSa
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2
3
4
5
6
7
8
9
10
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12
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14
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20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$18,000
20
21
22
23
24
25
26
$14,000
27
28
29
30
31
 
August 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
$25,000
10
11
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16
$25,000
17
18
19
20
21
22
23
$25,000
24
25
26
27
28
29
30
$16,600
31
 $17,900
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$17,900
7
8
9
10
11
12
13
$17,900
14
15
16
17
18
19
20
$17,900
21
22
23
24
25
26
27
$17,900
28
29
30
 
Clean Fee: 
$650
Tax: State & Local: 
11.7

2 Transferrable Ferry Tickets Available 8/23 to 8/30 (mv). Please inquire for details. 

 

Owner reduced rates for available July weeks - see calendar for adjusted rates

 

Owner will also rent all remaining weeks open mid-week to mid-week. 

 

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

Pool Heated 82 degrees, July & September weeks additional $300 propane surcharge per week. 

May & October Pool Heat  inquire with Agent for details. 

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COLEB

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Property Details
Perfect Family Compound in Katama, Heated Pool, Tennis Courts. Main and Guest House., 1.5 miles to Soutn Beach and 1.5 Miles to Edgartown Village

Edgartown, Katama Area, Family Compound

Ideally located halfway between Edgartown Center and South Beach, this wooded lot strikes a balance between privacy and convenience. Take the bike path running alongside...Read more

Location: 
Katama
Sleeps: 
20
Bedrooms: 
11
Baths: 
7
Price Range:
$9,500 - $24,000
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
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21
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23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
$20,000
27
28
29
30
31
 $24,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$24,000
3
4
5
6
7
8
9
$24,000
10
11
12
13
14
15
16
$24,000
17
18
19
20
21
22
23
$18,500
24
25
26
27
28
29
30
$18,500
31
 $12,000
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,000
7
8
9
10
11
12
13
$12,000
14
15
16
17
18
19
20
$12,000
21
22
23
24
25
26
27
$12,000
28
29
30
 $11,000
Clean Fee: 
$1200 per week
Tax: State & Local: 
11.7

Rate reduced for week 7/19 - see calendar for adjusted rate

Pool Heated to 82, July & August weeks included in Rental Rate

Pool Heated to 82 May, June, Sept & October weeks additional $350 per week surcharge. 

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MANNB

(0)Inquire/Share
Property Details
Designer Home with 18 x 38 Heated Pool, Spacious Deck and Screened Porch-Outdooor Dining for 12. Perfect Location 1 mile to South Beach and 1.5 miles to Edgartown Village Area

Gorgeous contemporary luxury home with pool & patio areas nicely landscaped for privacy. Additional outdoor spaces include a deck with patio seating, screened porch with outdoor dining for 10 both of which overlook...Read more

Location: 
Katama
Sleeps: 
10
Bedrooms: 
4
Baths: 
4
Price Range:
$6,750 - $23,500
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
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12
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17
18
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20
21
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23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$19,500
20
21
22
23
24
25
26
$19,500
27
28
29
30
31
 $19,500
August 2025
SuMoTuWeThFrSaWeek
 1
2
$19,500
3
4
5
6
7
8
9
$23,500
10
11
12
13
14
15
16
$23,500
17
18
19
20
21
22
23
$23,500
24
25
26
27
28
29
30
$16,500
31
 $16,500
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$16,500
7
8
9
10
11
12
13
$10,500
14
15
16
17
18
19
20
$7,250
21
22
23
24
25
26
27
$7,250
28
29
30
 $7,250
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

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

Pool heated to 82:
6/6 - 6/20:    $400
6/20 - 6/27:  $200
9/5 - 9/12:    $200
9/12 - 9/19:  $400
9/19 - 10/24: $600

 

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MACEE

(0)Inquire/Share
Property Details
Stunning, Unique Contemporary Vacation Home, Tucked in the Heart of the Katama Area of Edgartown, Heated Pool, 12 x 25', South Beach 1 mile from House, Village Center 1.5 Miles

This exceptional vacation retreat, located in the heart of Edgartown's Katama area, is just a short distance from both South Beach and the Edgartown Village Center. State Beach on the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$23,000 - $23,000
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
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9
10
11
12
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30
 
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
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12
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14
15
16
17
18
19
$23,000
20
21
22
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24
25
26
$23,000
27
28
29
30
31
 $23,000
August 2025
SuMoTuWeThFrSaWeek
 1
2
$23,000
3
4
5
6
7
8
9
$23,000
10
11
12
13
14
15
16
$23,000
17
18
19
20
21
22
23
$23,000
24
25
26
27
28
29
30
$23,000
31
 
September 2025
SuMoTuWeThFrSa
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2
3
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5
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8
9
10
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12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

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