Chilmark 2044
Front of the House
Living Area
Living Area
Living Room with TV
Living Room with TV
Dining Area
Kitchen
Kitchen
Kitchen
BR1 King En Suite, First Floor
BR1 King En Suite, First Floor
BR1 King En Suite with Shower Stall, First Floor
BR2 Queen En Suite, First Floor
BR2 Queen En Suite, First Floor
BR2 Queen En Suite with Shower Stall, First Floor
Lower Level
BR3 Queen En Suite, Lower Level
BR3 Queen En Suite, Lower Level
BR3 Queen En Suite with Shower Stall, Lower Level
BR4 Queen En Suite, Lower Level
BR4 Queen En Suite, Lower Level
BR4 Queen En Suite with Shower Stall, Lower Level
Hallway to Second Wing of the House
Second Kitchen, First Floor
Second Dining Area, First Floor
Second Dining Area, First Floor
Second Living Room, First Floor
Second Living Room, First Floor
BR5 (3) Twin Beds, Second Floor
BR5 (3) Twin Beds, Second Floor
Hall Bath with Shower Stall, Second Floor
Hall Bath with Shower Stall, Second Floor
BR6 (2) Twin Beds, Second Floor
BR6 (2) Twin Beds, Second Floor
Powder Room, First Floor
Deck with Water views
Deck with Water views
Grill
Deck with Water views
Enclosed Outdoor Shower
Back of the House
Backyard
Path to the Shallow Water Dock
Path to the Shallow Water Dock
Path to the Shallow Water Dock
Path to the Shallow Water Dock
Shallow Water Dock
First Floor
Lower Level
Second Floor
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Chilmark 2044

$10,600.00 - $19,000.00 / week + taxes & fees
Bedroom 6 bedrooms
Bathrooms 5 Full, 1 Half Bath
sleeps sleeps 13
Pets Allowed Pets Considered
  • Address: 4 Shepherd's Path Lane
  • Location: Chilmark
Location Location
Description Description

This up island Chilmark Cape Cod style house overlooks the South Shore barrier beach. Sprawling house and grounds provide plenty of room for family and friends.

The house centers around a large kitchen, living, dining area that spills onto the expansive deck facing the ocean. Listen to the waves break from the primary bedroom suite with a private deck and with one of the two outdoor showers. Original section of the house is connected and can be utilized as spillover with small kitchen, living room, dining area, two bedrooms and one bathroom and one killer view! Main house has 4 bedrooms and 5.5 bathrooms and the original house has two bedrooms and one bath. Minutes down a quiet path to a private beach. Shallow water dock available.

Availability Calendar Availability Calendar
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March 2026
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August 2026
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November 2026
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Property Details Property Details
Turnover Day Sunday
Pet's Allowed Yes
Air Conditioning Split Units
Check In Time 4:00PM
Check Out Time 10:00AM
Amenities Amenities
Room Beds Floor Baths Additional Information
1 King Main En Suite Shower Stall Only
2 Queen Main En Suite Shower Stall Only
3 Queen Lower En Suite Shower Stall Only
4 Queen Lower En Suite Shower Stall Only
5 3 Twins Second Hall Bath Shower Stall Only
6 2 Twins Second Hall Bath Shower Stall Only
Dinner Seating: 14
Fans: Ceiling and Portable
Iron Yes
Ironing Board Yes
Linens & Towels: Supplied by Owner
Vacuum Yes
Washer/Dryer Yes
Blender Yes
Coffee Maker Type Drip
Dishwasher Yes
Food Processor Yes
Lobster Pot Yes
Microwave Yes
Toaster Yes
Board Games: Yes
DVD Player Yes
Cable/Satellite Yes
Internet Yes
Television Yes HDTV
Streaming Capability No
Deck Yes
Dock Yes
Outdoor Furniture Yes
Porch Regular
Outdoor Shower Yes Enclosed
Grill Yes Charcoal and 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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