Search Chilmark Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Chilmark cottages

Property grounds

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

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is ￥47,679
￥98,770 total
includes taxes & fees
Jun 24 - Jun 25
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Terrace/patio

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (11 reviews)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is ￥50,063
￥82,726 total
includes taxes & fees
Jun 7 - Jun 8
Charming cottage overlooking the bay in Padanaram Village.
Exterior

Edgartown Designer Cottage between Town & Beach.

Edgartown Designer Cottage between Town & Beach.
Katama
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful week in MV! The cottage had everything we needed and was a great location to bike into town or to the beach. Would love to come back and stay again!"
United States
Lauren B.
The price is ￥69,243
￥124,997 total
includes taxes & fees
Jun 2 - Jun 3
Edgartown Designer Cottage between Town & Beach.
Outdoor dining

Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (17 reviews)
"What a gorgeous location, my family and I had a wonderful time on Chappy, will definitely be back!"
United States
Clinton G.
The price is ￥127,344
￥232,923 total
includes taxes & fees
Jun 21 - Jun 22
Chappy cottage with private beach
Exterior

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

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (57 reviews)
"We loved the location and place was great!"
United States
Eileen M.
The price is ￥84,206
￥107,570 total
includes taxes & fees
Jun 14 - Jun 15
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Exterior

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
10.0 out of 10, Exceptional, (34 reviews)
"Great location and lovely cottage! Host was very helpful!"
United States
Meghan M.
The price is ￥87,390
￥110,772 total
includes taxes & fees
Jun 8 - Jun 9
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chilmark Hotel Reviews

Sea Crest Beach Resort

Sea Crest Beach Resort

6/10 Okay
"Nothing was open this weekend at the hotel and it was Memorial Day weekend. The ice cream store, pizza store, checking in took a lot of time as I did a room upgrade and checking out was worse. Computers were not working correct o got charged 4 times for room upgrade. Wouldn’t stay again!"
Donna 2-night trip
Posted 2 hours ago
Sea Crest Beach Resort

Find out more about Chilmark

Chilmark Cottages information

Number of reviews
144
Accommodation
161 Cottages
Lowest Price
￥82,726
Highest Price
￥232,923

Frequently asked questions

How much do cottages in Chilmark cost?
You can expect to pay between ￥82,726 and ￥232,923 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.
What is there to do in Chilmark near my cottage?
Whatever you're interested in, Chilmark has lots of things to keep you entertained. Menemsha Beach, Lucy Vincent Beach and The Yard are on many visitors' trip plans. Don't forget about Chilmark Chocolates, Waskosim's Rock Reservation and Fulling Mill Brook Preserve either. With Expedia's hotel deals in Chilmark, you'll be able to discover more neat attractions like these with the money you save.