Featured
These featured vacation rentals bring something uncommon to your Martha's Vineyard experience, be it the location and setting, unique amenities of the home, or the ability to accommodate a large family gathering. Contact one of our seasoned agents to assist you with the details of what these homes, or others in our inventory of over 300 homes, have to offer. Please note that most homes are booked for a two-week minimum and that we recommend “cancel for any reason” trip insurance to protect your investment.
Have a Question?
Step Into the Magic of Chip Chop
This architecturally designed waterfront home with a swimming pool sits on a ridge on 22 private acres and offers one of a kind panoramic water views of the Vineyard Sound and Elizabeth Islands.
Beautiful waterfront home overlooking the sound on sought after Plantingfield Way.
Breathtaking 270 degree views of Squibnocket Pond and the Atlantic Ocean from this new contemporary home in Squibnocket Farm, a sought after gated Chilmark community.
CHILMARK - POOL, TENNIS, BEACH KEY
Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate.
Luxurious contemporary coastal home completed in 2023. The property is beautifully landscaped and perfectly situated with views of Watcha Pond along the south shore in West Tisbury.
This beautiful, waterview home with luxurious coastal modern finishes is located in the Spring Point neighborhood of Chilmark, just a short walk to a lovely north shore beach.