Compare Chilmark Cottage Rentals

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Featured Cottages in Chilmark

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 smoke-free cottage also has barbecue grills.
★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, a garden, and barbecue grills.
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

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

Mashpee MA
$543 nightly
The price is $621 total per night
$621 total
Mar 6 - Mar 7
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
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.
Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!

Oak Bluffs MA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

Mattapoisett MA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.

Tisbury MA
At this cottage, guests have access to a garden.
Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.

Dartmouth MA
$387 nightly
The price is $432 total per night
$432 total
Mar 11 - Mar 12
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Cozy Beach Cottage

Cozy Beach Cottage

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

    Harbor View Hotel

    Harbor View Hotel

    131 N Water Street Marthas Vineyard Edgartown MA
    $219 nightly
    The price is $244 total per night from Mar 19 to Mar 20
    $244 total
    Mar 19 - Mar 20
    Total with taxes and fees
    8.8/10 Excellent! (1,000 reviews)
    Hampton Inn by Hilton New Bedford/Fairhaven

    Hampton Inn by Hilton New Bedford/Fairhaven

    1 Hampton Way Fairhaven MA
    $116 nightly
    The price is $130 total per night from Mar 12 to Mar 13
    $130 total
    Mar 12 - Mar 13
    Total with taxes and fees
    8.8/10 Excellent! (1,005 reviews)
    Iris Hotel Cape Cod

    Iris Hotel Cape Cod

    291 Jones Rd Falmouth MA
    $131 nightly
    The price is $150 total per night from Mar 10 to Mar 11
    $150 total
    Mar 10 - Mar 11
    Total with taxes and fees
    8.6/10 Excellent! (188 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
153 Cottages
Lowest Price
$130
Highest Price
$621
Popular accommodation
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace, ★The Islander | Steps From Water, Fire Pit, AC★, Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced, Chappy Summer Cabin!, Make Lasting Memories In This Adorable Vineyard Cottage!, 3 Bedroom Cottage just steps to Private Beach! Pet Friendly!, Small One Bedroom Private Cottage on Large Quiet Property., Charming cottage overlooking the bay in Padanaram Village. , Cozy Beach Cottage