In-Town Edgartown Main House & Guest House with Enclosed Courtyard

6 Bedrooms 5.0 Baths 14 Guests No Pets House in Edgartown
In-Town Edgartown Main House & Guest House with Enclosed Courtyard - property

Property Details

This lovely yellow cottage is well appointed and close to town and a quick walk to Fuller Beach, ride the bike path out to South Beach or take a stroll into town to walk along the docks. It is beautifully furnished including a fireplace in the living room. Updated kitchen and bathrooms. This Cottage can sleep up to 10 and the guest cottage can accommodate another four.

Tucked near the heart of Edgartown, this spacious main house and guest house create a private Vineyard retreat designed for families and friends traveling together.

The home centers around a lush, enclosed courtyard that connects the two residences and gives families and pets room to enjoy the outdoors. From the main kitchen, double doors open directly onto a private patio with a large teak dining table beneath an arbor draped in mature wisteria—creating a naturally shaded setting for long lunches, family dinners, and relaxed summer evenings.

A welcoming front porch wraps around the den and dining area, extending the home’s gathering spaces outdoors. Inside, the first floor moves comfortably between the kitchen, dining room, den, living room, full bathroom, and laundry room.

The main house bedrooms are arranged together on the second floor and can be accessed by staircases on either side of the home, creating an easy, connected flow. One staircase begins beside the kitchen, just beyond the first-floor bathroom and laundry room, and leads through the living room to the spacious king bedroom.

From the king bedroom, guests continue into the large primary bathroom, which features a double vanity, an oversized stone shower, and a soaking tub positioned beneath a beautiful wall of windows. Beyond the bathroom is a second sleeping room with two twin trundle beds, accommodating up to four guests. Double doors open from this room onto a private sitting balcony. A second staircase leads back downstairs to the den and dining area, completing the home’s unique circular layout.

Across the enclosed courtyard, the separate guest house offers additional privacy and independence. It includes a king bedroom, a second bedroom with two twin beds, a full bathroom with an exceptionally spacious stone shower, its own washer and dryer, and a full kitchen.

With two kitchens, two laundry areas, separate sleeping quarters, multiple indoor and outdoor gathering spaces, and a secure courtyard connecting it all, this Edgartown property is especially well suited for extended families, multiple generations, or friends who want to vacation together while still having space of their own.

Sleeping Arrangements

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

Bedroom 4

4 Single Beds

Bedroom 5

1 Queen Bed

Bedroom 6

2 Single Beds

Amenities

Entertainment

  • Books
  • DVD
  • Outdoor Play Area
  • Satellite / Cable
  • Television
  • Toys

Features

  • Air Conditioning
  • Clothes Dryer
  • Internet - Wifi
  • Iron and Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine

Kitchen

  • Coffee Maker
  • Dining Area
  • Dining Table
  • Dishes & Utensils
  • Dishwasher
  • Microwave
  • Refrigerator
  • Stove
  • Toaster

Location

  • Downtown
  • Near Ocean
  • Town

Outdoor

  • Balcony
  • Bicycle
  • Deck/Patio
  • Gas Grill

Sports

  • Biking

Availability

Location

103 School St.
Edgartown, Massachusetts Open in Maps

Policies

Cancellation Policy

CANCELLATION POLICY: In the event of a cancellation Tenant must notify Portfolio Properties in writing. Portfolio Properties will then make every effort to re-rent this property for the lease rental period. If the property is re-rented for the full rental period at the amount specified in this lease document, a refund will be issued less 15% of the total amount of the lease to be retained by Portfolio Properties. In the event Portfolio Properties is unable to re-rent the property, the tenant agrees to be responsible for the full amount of the rental as outlined in the payment schedule. If Portfolio Properties is able to re-rent the property for less than the full rental amount, the tenant will be responsible for 15% of the original rental amount and any difference between the original rate and the new rental rate.

Deposit Policy

Initial payment (50% of the rental rate as well as associated fees) is due at booking and the remaining amount is due 60 day prior to arrival. This initial payment MUST be received no later than 48 hours from confirming your reservation, otherwise the dates will be released.