Compare Chilmark Cottage Rentals

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Featured Chilmark Cottages

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2 out of 5
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Cozy New TimberFrame Vineyard Haven!

Cozy New TimberFrame Vineyard Haven!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach

At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Cozy family-friendly cottage on beautiful Shining Sea bike trail

Cozy family-friendly cottage on beautiful Shining Sea bike trail

At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Kitchen
Washer
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chilmark

Cottages

Book a cottage in Chilmark
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chilmark. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chilmark better.

Cottage apartments in Chilmark range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chilmark
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chilmark and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chilmark cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chilmark. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chilmark Cottages essential information

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154 Cottages
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Popular accommodation
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community, Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace, Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach, Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site, Cozy New TimberFrame Vineyard Haven!, 5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views., WATERFRONT Downtown Cottage w/ Beach, Cozy family-friendly cottage on beautiful Shining Sea bike trail, Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

Cottages in Chilmark

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