Compare Chilmark Cottage Rentals

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Featured Cottages in Chilmark

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.
Kitchen
Washer
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Mashpee MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
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

Mashpee MA
At this cottage, guests have access to features like laundry facilities. This golf cottage also has barbecue grills.
Kitchen
Washer
WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach

Tisbury MA
$1,285 nightly
The price is $1,435 total per night
$1,435 total
Aug 20 - Aug 21
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Renovated Cottage with nice yard and homey interior

Renovated Cottage with nice yard and homey interior

Edgartown MA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
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.
Kitchen
Washer
★The Islander | Steps From Water, Fire Pit, AC★

★The Islander | Steps From Water, Fire Pit, AC★

Mashpee MA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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

Tisbury MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.

Tisbury MA
$457 nightly
The price is $510 total per night
$510 total
Aug 23 - Aug 24
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Free WiFi
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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

    Cozy efficiency apartment/heated pool

    Cozy efficiency apartment/heated pool

    Chilmark MA
    9.6/10 Exceptional! (22 reviews)
    Iris Hotel Cape Cod

    Iris Hotel Cape Cod

    291 Jones Rd Falmouth MA
    $153 nightly
    The price is $175 total per night from Sep 2 to Sep 3
    $175 total
    Sep 2 - Sep 3
    Total with taxes and fees
    8.4/10 Very Good! (325 reviews)
    Sea Crest Beach Resort

    Sea Crest Beach Resort

    350 Quaker Rd North Falmouth MA
    $377 nightly
    The price is $431 total per night from Sep 2 to Sep 3
    $431 total
    Sep 2 - Sep 3
    Total with taxes and fees
    7.8/10 Good! (412 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
152 Cottages
Lowest Price
$175
Highest Price
$1,435
Popular accommodation
Chappy Summer Cabin!, Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced, Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace, WATERFRONT Downtown Cottage w/ Beach, Renovated Cottage with nice yard and homey interior, The Sandbar Casita in Padanaram Village with Beach Access, ★The Islander | Steps From Water, Fire Pit, AC★, Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site, Small One Bedroom Private Cottage on Large Quiet Property.