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1949 Chappaquiddick

Bedrooms: 5
Bathrooms: 5
Accommodates: 9
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Description

Set on an idyllic, pastural site, this stunning amenity filled farmhouse compound offers a Vineyard experience like few others. The extensively landscaped grounds with heated pool, hot tub, outdoor kitchen, multiple firepits, swing set and expansive yard complement a remarkable main house, guest cottage and barn tastefully designed by renown local architect. Located in Chappaquiddick, with the best island access to miles of drive-on beaches, and just minutes to downtown Edgartown.
The sun filled main structure with water view from all levels, offers a seamless flow with a chef's kitchen, great room, dining area and screened porch, with front and back deck spaces and integrated pool area. The main house includes multiple bedrooms, bathrooms, an upstairs office area with adjacent deck, and laundry room. Retreat to the charming guest house for an additional sleeping quarter and living space.
This home shines - exceptionally appointed with custom furnishings and finishes throughout. Designed and equipped for the outdoor enthusiast, kayaks, bikes, paddleboards, beach chairs and other necessities for the optimal leisure are all provided. The property is a short walk to Katama Bay with access to an association beach, deep water dock & mooring. Easy access to downtown Edgartown. Steps to miles of captivating hiking trails with extraordinary views of the island landscape.
Barn with game room, and gym area with Peloton, row machine, free weights, bench, and stretching machine. New for the 2025 season a cedar barrel sauna and cedar cold plunge area to outside.

Central air
Hot tub
Association beach
Pets considered please inquire
Firepit
4/10 miles to private dock and Association Beach
Cedar sauna
Cedar cold plunge

Fall pool heating fee please inquire.

Room Details

1st Floor Queen
2nd Floor King
2nd Floor Queen
2nd Floor Bunk with Twin over Double
Guest House King
Bathrooms
1st Floor Half Bath
1st Floor Full Bath - Shower
2nd Floor Full Bath - Shower
2nd Floor Full Bath Shower/Tub
2nd Floor Full Bath Shower

Beds

  • King 2
  • Queen 2
  • Bunk 1

Amenities

Entertainment

  • Cable TV
  • Games
  • High Speed Internet
  • Wireless Internet
  • TV

Kitchen

  • Full Kitchen
  • Coffee Maker
  • Microwave
  • Toaster
  • Cookware
  • Wine Glasses
  • Lobster Pot
  • Dishwasher

Outdoor

  • Deck
  • Patio
  • Gas Grill
  • Outside Shower
  • Private Pool
  • Beach
  • Hot Tub
  • Screened Porch

Indoor

  • Central Air
  • Linens
  • Washer & Dryer
  • Ironing Board
  • Towels
  • Pet Friendly
  • Iron

Rates

DatesNightlyWeekly
05/10/2025 - 05/16/2025$715$5,005
05/17/2025 - 05/23/2025$858$6,006
05/24/2025 - 05/30/2025$1,143$8,001
05/31/2025 - 06/06/2025$1,572$11,004
06/07/2025 - 06/13/2025$1,572$11,004
06/14/2025 - 06/20/2025$1,572$11,004
06/21/2025 - 06/27/2025$1,572$11,004
06/28/2025 - 07/04/2025$3,000$21,000
07/05/2025 - 07/11/2025$3,000$21,000
07/12/2025 - 07/18/2025$3,000$21,000
07/19/2025 - 07/25/2025$3,000$21,000
07/26/2025 - 08/01/2025$3,000$21,000
08/02/2025 - 08/08/2025$3,286$23,002
08/09/2025 - 08/15/2025$3,286$23,002
08/16/2025 - 08/22/2025$3,286$23,002
08/23/2025 - 08/29/2025$3,286$23,002
08/30/2025 - 09/05/2025$2,143$15,001
09/06/2025 - 09/12/2025$1,572$11,004
09/13/2025 - 09/19/2025$1,572$11,004
09/20/2025 - 09/26/2025$1,572$11,004
09/27/2025 - 10/03/2025$1,572$11,004
10/04/2025 - 10/10/2025$1,572$11,004
10/11/2025 - 10/17/2025$1,572$11,004
10/18/2025 - 10/24/2025$1,572$11,004
10/25/2025 - 10/31/2025$1,572$11,004

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
April 2025 - November 2025
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
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9
10
11
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May 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
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8
9
10
$5,005 /wk
11
12
13
14
15
16
17
$6,006 /wk
18
19
20
21
22
23
24
$8,001 /wk
25
26
27
28
29
30
31
$11,004 /wk
June 2025
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$11,004 /wk
8
9
10
11
12
13
14
$11,004 /wk
15
16
17
18
19
20
21
$11,004 /wk
22
23
24
25
26
27
28
$21,000 /wk
29
30
 $21,000 /wk
July 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$21,000 /wk
6
7
8
9
10
11
12
$21,000 /wk
13
14
15
16
17
18
19
$21,000 /wk
20
21
22
23
24
25
26
$21,000 /wk
27
28
29
30
31
 $21,000 /wk
August 2025
SuMoTuWeThFrSaWeek
 1
2
$23,002 /wk
3
4
5
6
7
8
9
$23,002 /wk
10
11
12
13
14
15
16
$23,002 /wk
17
18
19
20
21
22
23
$23,002 /wk
24
25
26
27
28
29
30
$15,001 /wk
31
 $15,001 /wk
September 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$11,004 /wk
7
8
9
10
11
12
13
$11,004 /wk
14
15
16
17
18
19
20
$11,004 /wk
21
22
23
24
25
26
27
$11,004 /wk
28
29
30
 $11,004 /wk
October 2025
SuMoTuWeThFrSaWeek
 1
2
3
4
$11,004 /wk
5
6
7
8
9
10
11
$11,004 /wk
12
13
14
15
16
17
18
$11,004 /wk
19
20
21
22
23
24
25
$11,004 /wk
26
27
28
29
30
31
 $11,004 /wk
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
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11
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30
 

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