Compare Chilmark Cottage Rentals

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Featured Cottages in Chilmark

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

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

Tisbury MA
$623 nightly
The price is $696 total per night
$696 total
Jun 8 - Jun 9
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Chappy Summer Cabin!

Chappy Summer Cabin!

Edgartown MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Nantucket Style Cottage Steps from Private Beach

Nantucket Style Cottage Steps from Private Beach

Mashpee MA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
The Sandbar Casita in Padanaram Village with Beach Access

The Sandbar Casita in Padanaram Village with Beach Access

Dartmouth MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach

Tisbury MA
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!

Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!

West Tisbury MA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

Tisbury MA
$605 nightly
The price is $676 total per night
$676 total
Jun 14 - Jun 15
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

Mashpee MA
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Cozy cottage in peaceful Westport perfect for a relaxing getaway

Cozy cottage in peaceful Westport perfect for a relaxing getaway

Westport MA
At this cottage, guests have access to features like laundry facilities.
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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

    Iris Hotel Cape Cod

    Iris Hotel Cape Cod

    291 Jones Rd Falmouth MA
    $130 nightly
    The price is $149 total per night from May 27 to May 28
    $149 total
    May 27 - May 28
    Total with taxes and fees
    8.6/10 Excellent! (234 reviews)
    Sea Crest Beach Resort

    Sea Crest Beach Resort

    350 Quaker Rd North Falmouth MA
    $219 nightly
    The price is $251 total per night from May 31 to Jun 1
    $251 total
    May 31 - Jun 1
    Total with taxes and fees
    8/10 Very Good! (285 reviews)
    Summercamp

    Summercamp

    70 Lake Avenue Oak Bluffs MA
    $303 nightly
    The price is $338 total per night from May 31 to Jun 1
    $338 total
    May 31 - Jun 1
    Total with taxes and fees
    9.2/10 Wonderful! (1,000 reviews)

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

Accommodation
161 Cottages
Lowest Price
$149
Highest Price
$696
Popular accommodation
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site, Chappy Summer Cabin!, Nantucket Style Cottage Steps from Private Beach, The Sandbar Casita in Padanaram Village with Beach Access, WATERFRONT Downtown Cottage w/ Beach, Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!, LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!, Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views., Cozy cottage in peaceful Westport perfect for a relaxing getaway