Edgartown Downtown 66
Kitchen
Kitchen view 2
Dining area
Edgartown Downtown 66 | Photo 30
Edgartown Downtown 66 | Photo 35
Front sitting room first floor
Hall bath tub/shower first floor
BR1 King en suite second floor
BR1 King en suite second floor
BR1BR1 King en suite second floorKing view 3
BR2 Queen second floor
BR3 Queen second floor
BR3 Queen view 2
BR3 Queen second floor
Shared Hall Bath with Combination Tub/Shower, second floor
BR4 King en suite third floor
BR4 King Ensuite with Small Sitting Area, Third Floor
BR4 King Ensuite with Small Sitting Area, Third Floor
BR4 Ensuite Bath with Shower
BR4 King view 2
Back Porch
Back Porch
Living Room, Lower Level
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Rating 5 (2)

Edgartown Downtown 66

$3,000.00 - $10,500.00 / week + taxes & fees
Bedroom 4 bedrooms
Bathrooms 3 Full Bath
sleeps sleeps 8
Pets Not Allowed Pets Not Allowed
No Events/Gatherings No Events/Gatherings
  • Address: 127 Upper Main Street
  • Location: Edgartown - Downtown
Location Location
Description Description

Beautifully recreated whaling captains house located on Main Street. Inside you will find a large living room and a front sitting area with a hall bathroom. The modern kitchen is open to the dining area and the back patio. The second floor has three large bedrooms that have access to a hall bathroom. The en suite third floor king bedroom loft has a sweet sitting area for those that want to be up and away from it all. The small back patio is fenced in and has outdoor seating and a gas grill. Off street parking for one vehicle.

Availability Calendar Availability Calendar
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March 2026
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22 23 24 25 26 27 $3,000 28
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April 2026
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May 2026
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          1 $3,000 2
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10 11 12 13 14 15 $4,500 16
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June 2026
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  1 2 3 4 5 $4,900 6
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14 15 16 17 18 19 $6,500 20
21 22 23 24 25 26 $10,500 27
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July 2026
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      1 2 3 $10,500 4
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August 2026
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September 2026
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    1 2 3 4 $7,000 5
6 7 8 9 10 11 $5,000 12
13 14 15 16 17 18 $5,000 19
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October 2026
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        1 2 $5,000 3
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November 2026
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13 14 15 16 17 18 $5,000 19
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Property Details Property Details
Turnover Day Saturday
Pet's Allowed No
Air Conditioning Central A/C
Check In Time 4:00PM
Check Out Time 11:00AM
Amenities Amenities
Room Beds Floor Baths Additional Information
1 King Second Hall Bath Shower Tub Combo TV: Flat Screen
2 Queen Second Hall Bath Shower Tub Combo
3 Queen Second Hall Bath Shower Tub Combo
4 King Third En Suite Shower Stall Only TV: Flat Screen
Dinner Seating: 8
Iron Yes
Ironing Board Yes
Linens & Towels: Supplied by Owner
Vacuum Yes
Washer/Dryer Yes
Blender Yes
Coffee Maker Type Drip
Dishwasher Yes
Lobster Pot Yes
Microwave Yes
Toaster Yes
Toaster Oven Yes
Cable/Satellite No
Internet Yes
Television Yes Flat Screen
Streaming Capability Yes
Outdoor Furniture Yes
Patio Slate
Outdoor Shower No No Enclosure
Grill Yes Gas

Our agents are representatives of the landlord. All information is deemed reliable but not guaranteed. We recommend that you make every effort to visit a property before signing any lease. Rental rates and availability as quoted are subject to change until final confirmation from the owner. Published rates do not include additional fees or state and local taxes. Numerous types of mold occur naturally in homes on the Vineyard; some people may be sensitive to it and have allergic reactions.

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Reviews Rating 5 (2) Reviews
Rating 5
Beautiful Home in Amazing Location
We had a fantastic week at 127 Upper Main! Our kids loved being able to walk into town for ice cream, breakfast, etc. The convenience of being in close proximity to beaches, bike rentals, and everything else Edgartown has to offer made it a truly relaxing week. Fred was very responsive and friendly and we were grateful to be able to spend a week in this home. It was cool (central AC!) and clean and the indoor and outdoor living spaces were lovely. A huge THANK YOU to Fred and to Sandpiper!
Kristin L from Pittsford, NY - Posted: 7/20/2020
Rating 5
Great home
We had a great week in Edgartown thanks to this wonderful home base. The house is very well maintained and very clean. Fred, the owner, was very helpful and made sure the house was ready for us earlier than the 3PM check in. Bed linens and towels were nice. A big private back yard made outdoor gathering easy but also plenty of indoor space when the weather didn't cooperate.
Kathy S from cotuit - Posted: 7/31/2018
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