96 Properties For Rent in Chilmark, Massachusetts

3 Bedroom house for rent in Chilmark, sleeps 6 starting $2500/week

Kayaking! Sunsets, Waterfront! Watch the boats float by as you bask in the sun on the deck of this 3 Bedroom house for rent in Menemsha Chilmark,...

Meticulously renovated with gourmet kitchen and gleanming wide Pine floors , sleeps 8

3 Bedroom house for rent within walking distance to a private Menemsha Pond access for kayaking, swimming, fishing.

Waterviews, lap pool, rambling shingle style home Prime August week available with car 8/6-13! No need for ferry reservations.

3 Bedroom house for rent in Menemsha, sleeps 6

5 Bedroom house for rent in Chilmark, sleeps 10

4 Bedrooms Amazing Barn living. Truly an experience.

Abel's Hill Beaches and Tennis comes with this 5 Bedroom house in Chilmark

Large antique home with upgrades

3 Bedroom house for rent in Chilmark, sleeps 6 starting $4000/week

4 Bedroom beautiful waterview home in Private Association.

Menemsha Intercoastal waterfront. The ideal cottage life with boats sailing by and stunning sunsets

Perfect getaway with attractive price! two decks overlook meadow. Outdoor shower and one Air conditioning unit.

4 Bedroom house for rent in Chilmark, sleeps 8 starting $14000/week

4 Bedroom house for rent in Chilmark, sleeps 10 starting $4000/week

5 Bedroom house for rent in Chilmark, sleeps 10

4 Bedroom house for rent in Chilmark, sleeps 10 starting $7500/week

Architect designed modern home with walking path to pond and kayaks to ocean beach. Beautiful pool and screened porch for relaxing.

3 Bedroom guest house for rent in Chilmark, sleeps 6 starting $1200/week

5 Bedroom house for rent in Chilmark, sleeps 10 starting $3900/week