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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Chilmark

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

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Beach nearby, sun loungers, beach towels

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

9.6 out of 10, Exceptional, (64)
"Clean property, great location"
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
Property grounds

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

6.2 out of 10, (18)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
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
Terrace/patio

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

10.0 out of 10, Exceptional, (20)
"This was the perfect place for a weekend on the island. Great location and my son loved the upstairs rooms to play in. "
The price is AED 2,200
AED 2,810 total
includes taxes & fees
6 Jul - 7 Jul
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Cozy New TimberFrame Vineyard Haven!
Exterior

Cozy New TimberFrame Vineyard Haven!

10.0 out of 10, Exceptional, (20)
"We very much enjoyed our few days in MV here. The place was perfect, clean and cozy. "
Cozy New TimberFrame Vineyard Haven!
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (22)
"We had a great trip and look forward to staying there again. Location is the best part!"
The price is AED 2,200
AED 4,245 total
includes taxes & fees
12 Jul - 13 Jul
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
WATERFRONT Downtown Cottage w/ Beach
Interior

WATERFRONT Downtown Cottage w/ Beach

10.0 out of 10, Exceptional, (43)
"We couldn't have picked a better place on the island! I could write a novel of how perfect and charming this place is. The location was perfect! The hosts were amazing! All around great experience! We will certainly be back again next year! Thanks again Mike and Family! You were great hosts to your wonderful little cottage on the island!"
WATERFRONT Downtown Cottage w/ Beach
Cozy family-friendly cottage on beautiful Shining Sea bike trail
Fridge, microwave, oven, stovetop

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (3)
"Great place, great location! Easy, 10 minute walk to downtown Falmouth. The bike path connects right to the back yard which was super convenient for me because I used it every day."
Cozy family-friendly cottage on beautiful Shining Sea bike trail
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (23)
"This is our 2nd time at this property and we loved it again. The location is great. The property was super clean and inviting. Everything we needed to enjoy our stay. Just excellent across the board."
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Terrace/patio

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

10.0 out of 10, Exceptional, (48)
"We had a wonderful stay! The place was clean, cute, and very conveniently located. Would definitely return!"
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
4 Mi to Bristol Beach: Cottage w/ Pond & Deck
Fridge, microwave, oven, stovetop

4 Mi to Bristol Beach: Cottage w/ Pond & Deck

2.0 star property
4 Mi to Bristol Beach: Cottage w/ Pond & Deck
Cozy Beach Cottage
Beach nearby, sun loungers, beach towels

Cozy Beach Cottage

10.0 out of 10, Exceptional, (42)
"Really adorable place that is very well appointed for everything you need"
Cozy Beach Cottage
12 VINEYARD VIEW - FULLY RENOVATED
Property grounds

12 VINEYARD VIEW - FULLY RENOVATED

9.6 out of 10, Exceptional, (40)
"Definitely would stay again!"
12 VINEYARD VIEW - FULLY RENOVATED
Oceanside Cottage with Private Beach
Terrace/patio

Oceanside Cottage with Private Beach

9.6 out of 10, Exceptional, (4)
"If you want serenity and beautiful views, then stay here!"
Oceanside Cottage with Private Beach
★The Islander | Steps From Water, Fire Pit, AC★
Terrace/patio

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

10.0 out of 10, Exceptional, (47)
"We stayed for a sisters weekend and it was just perfect!"
★The Islander | Steps From Water, Fire Pit, AC★
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (17)
"Such a cute cottage and perfect for me and my Dad. We came to MV for a family wedding and the cottage was in the perfect location - central to all of the festivities. Also a very clean stay!"
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
Cozy, clean, relaxing beach cottage awaits you!!
On the beach, sun loungers, beach towels

Cozy, clean, relaxing beach cottage awaits you!!

10.0 out of 10, Exceptional, (34)
"A true feeling of being home, when away from home!!"
Cozy, clean, relaxing beach cottage awaits you!!
This Romantic Cottage is Simply a Cut Above -
Beach nearby, sun loungers, beach umbrellas, beach towels

This Romantic Cottage is Simply a Cut Above -

10.0 out of 10, Exceptional, (58)
"What a great Cottage. We would stay there again."
This Romantic Cottage is Simply a Cut Above -
Cozy Cottage 1/2 mile to Woods Hole village
Beach nearby, beach towels

Cozy Cottage 1/2 mile to Woods Hole village

9.8 out of 10, Exceptional, (8)
"It was perfect for what we needed for 2 nights on the Cape"
The price is AED 1,061
AED 1,904 total
includes taxes & fees
9 Jul - 10 Jul
Cozy Cottage 1/2 mile to Woods Hole village
Maushop Village Getaway with Ocean Views, Steps to Private Beach
Exterior

Maushop Village Getaway with Ocean Views, Steps to Private Beach

9.8 out of 10, Exceptional, (29)
"Lovely cottage just steps from the beach - if I'm in the area, would definitely go back again!"
Maushop Village Getaway with Ocean Views, Steps to Private Beach
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.
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Frequently asked questions

How much do cottages in Chilmark cost?
You can expect to pay between AED 1,061 and AED 2,200 per night for cottages in Chilmark. No matter your budget, a fantastic stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Chilmark with Expedia?
We think that vacations should be a walk in the park, so if you’re searching for cottages in Chilmark at an affordable price, Expedia can help. Keep the budget under control and pick a low-cost option far away from the city rush, or book a 5-star cottage to treat your loved ones.
How can I find cheap cottages in Chilmark?
With Expedia’s filter tool, sourcing cheap cottages in Chilmark is a snap. To find properties that’ll make your wallet smile, narrow down your search by star rating, budget and amenities.