A dock with boats, a small wooden structure, and a forested shoreline.

Find Hotels with Free Parking in Chilmark, MA

  • 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 availability on Chilmark Hotels with Free Parking

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Chilmark hotels with parking

1. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
United States
Jillian G.
AED 1,267
AED 1,969 total
includes taxes & fees
28 Sep - 29 Sep
Cozy efficiency apartment/heated pool

2. Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
United States
Clinton G.
AED 1,653
AED 3,738 total
includes taxes & fees
6 Sep - 7 Sep
Chappy cottage with private beach

3. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Sandrine
AED 1,736
AED 2,094 total
includes taxes & fees
22 Sep - 23 Sep
Harbor View Hotel

4. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Gayani
AED 1,818
AED 2,132 total
includes taxes & fees
29 Sep - 30 Sep
Faraway Martha's Vineyard

5. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
United States
Amanda
AED 1,524
AED 1,703 total
includes taxes & fees
1 Sep - 2 Sep
Vineyard Square Hotel & Suites

6. The Lightkeepers Inn

The Lightkeepers Inn
Edgartown
AED 1,550
AED 1,731 total
includes taxes & fees
7 Sep - 8 Sep
The Lightkeepers Inn

7. The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
Edgartown
United States
JP
AED 1,767
AED 1,973 total
includes taxes & fees
7 Sep - 8 Sep
The Sydney, The Edgartown Collection

8. The Coco, The Edgartown Collection

The Coco, The Edgartown Collection
Edgartown
United States
JARRETT
AED 1,748
AED 1,953 total
includes taxes & fees
10 Sep - 11 Sep
The Coco, The Edgartown Collection

9. The Richard, The Edgartown Collection

The Richard, The Edgartown Collection
Edgartown
United States
Paula
AED 1,633
AED 1,824 total
includes taxes & fees
22 Sep - 23 Sep
The Richard, The Edgartown Collection

10. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
United States
Eric C.
AED 2,755
AED 4,439 total
includes taxes & fees
6 Sep - 7 Sep
The Seashell Cove - Martha's Vineyard
View all properties

Top Chilmark Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"First time coming to Martha’s Vineyard and staying at Summercamp, we had an amazing time. We had a slight issue with the room but the front desk quickly helped to make everything perfect for the rest of our stay. Enjoyed sitting on the porch, reading and people watching. Can’t beat the harbor view as well. Can’t beat the location, central to everything in Oak Bluffs, ferry, cottages and circuit street. Biscuits is a three minute walk must try. Highly recommend this place."
Bety Adelina 5-night trip
Posted 9 hours ago
Summercamp
Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Really liked the location, quiet. Just a couple of blocks from downtown. Nice, clean room. Has been renovated recently with a large dining area and bar. The room rate includes a breakfast buffet."
Janet 2-night trip
Posted 1 day ago
Iris Hotel Cape Cod
Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging

10/10 Excellent
"Great stay as always"
Nicolas 2-night trip
Posted 2 days ago
Green Harbor Waterfront Lodging
The Coonamessett

The Coonamessett

8/10 Good
"Stayed in 2019 after a renovation and the property was not as pristine nor the grounds as well manicured."
Mary 8-night trip
Posted 2 days ago
The Coonamessett
Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 3 days ago
Inn on the Square
Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Bright and convenient; a well-maintained property"
Stephanie 1-night trip
Posted 3 days ago
Mansion House Inn And Spa
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 9 days ago
Faraway Martha's Vineyard

Explore a world of travel with Expedia