Pet-Friendly Edgartown Home | 2BR Near Trails

** Smith Hollow is back on the market for 2026. ** This is one of our best rental properties and was held off by the owner for their family. We are pleased to offer it again to our vineyard visitors. This home was built in 2019 specifically for the vacation rental business. Recent improvements, including a finished basement and sleeper sofa, are complete. This home is fully equipped with modern amenities and features an open floor plan. The property is located at the back of a 2-acre lot in the quiet and picturesque Smith Hollow neighborhood of Edgartown. It is located far from the main house with its own private yard, landscape screening, and generous parking. The house is located just steps from the town bike path, and directly on miles of hiking trails and public preserves. There is a lot of parking to the west of the house in a gravel parking area. The lawn and gardens are to the east, and this is what one would call the front door. The west door is next to the large outdoor shower and leads to the kitchen. We call this the back door. There is central air conditioning. Enjoy a large gourmet kitchen with top-of-the-line LG appliances. The large kitchen island has very comfortable seating, which is perfect for hanging out with your friends and family while you create a delicious meal. The furnishings are all new and feature carefully selected pieces. The large open first floor also has a dining area for 6, a cozy living room, and a sofa bed for extra guests. The second floor features the master bedroom and a bunk room, both of which share the full bath. Bedroom 2 has a bunk bed with a single on top and a double on the bottom, so this room can sleep 3 people total. Foosball table, Espresso Machine, Pack N Play Portable Crib Beach Chairs - located in the cellar EDGARTOWN: You are 2.9 miles from Edgartown, which is a 7-minute drive and 13 minutes by the bike path. You are also on the MVTA bus route. BEACHES: You are close to three great beaches Edgartown Beach, aka the Bend in the Road, is a 6-minute drive or a 15-minute bike ride, 3.1 miles Joseph Sylvia State Beach is an 8-minute drive and a 20-minute bike ride, 4.3 miles South Beach Edgartown 12-minute drive 28-minute bike ride 5.6 miles No permits are required for these beaches. Arrive early or late to find good parking. PARK: You are across the street from the Mass Audubon's Felix Neck Wildlife Sanctuary. Spectacular. MORE REVIEWS: See also our reviews from the previous hosting service in the photos section. ARRIVING: This Vacation Rental guest house is set all the way back of the property behind the main house. You drive up the driveway 70 yards past the main house, and the guest house is right in front of you.