Chilmark cottage rentals

Check out our 30 cottage rentals and begin organizing your trip to Chilmark. Whether you want to be in Makonikey, Lagoon Heights, Katama or another well-known neighborhood, Vrbo’s charming and cozy cottages give you more room to spread out compared to a hotel.

One of the only things that can top spending your next vacation in a comfy cottage rental in Chilmark is getting it for an amazing price. Stay on the lookout for any accommodations offering discounts to guests who stay a full week. Some properties offer even better discounts if you stay a whole month. You can also make use of Vrbo’s price filter to look for cottages that match your budget.

Follow the crowds and consider booking your cottage rental in August. With temperatures that range between 69ºF (21ºC) and 73ºF (23ºC), this is the most popular month to travel to Chilmark. For a more relaxed atmosphere, it’s worth looking at the shoulder seasons. No matter when you decide to visit this part of Martha’s Vineyard, a Vrbo cottage will guarantee your vacation is a memorable experience.

Vrbo has a range of awesome cottage rentals in Chilmark, including properties with nature views. Before and after seeing the sights, relax and gaze at scenes that are an attraction in themselves.

For a refreshing getaway, you can’t beat our lakeside cottage rentals. Try our convenient “Location” filter and then tick the box marked “Lake” to see if you can find any cozy stays that’ll place you near the water in Chilmark. Spend your days being adventurous or just enjoy the magnificent sunrises and sunsets glittering off the lake.

When you want to travel beyond the picturesque surroundings of your cottage rental, you’ll discover lots to experience in Chilmark, starting with Martha’s Vineyard Museum. Searching for more things that will keep the whole family occupied? Martha’s Vineyard Film Center and Aquinnah Cliffs are other leading attractions worth visiting.

With Vrbo you’ll never have to share your cottage rental with other guests, whether you’re looking for a rustic escape in the countryside or a swanky pad by the beach. Need more reasons to book with us? You can filter your search by nightly price, amenities and more to find a cottage rental that fits your needs and style. Also, our One Key™ rewards program lets you earn and use OneKeyCash™* on eligible bookings made through Vrbo, Hotels.com and Expedia. On top of all that, our flexible cancellation policies and excellent customer support also ensure a stress-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.