Search Chilmark Villa Rentals from CA $130

  • 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

Find vacation rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Chilmark

An aerial view of a residential area with houses, a river, and a parking lot.

1. The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (723 reviews)
"Very beautiful hotel, perfect for a long stay and enjoy the town"
United States
Sergio Rodrigo
The price is CA $146
CA $168 total
includes taxes & fees
Nov 30 - Dec 1
The Coonamessett
A covered porch with wicker furniture and a vase of flowers.

2. Lamberts Cove Inn

Lamberts Cove Inn
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (90 reviews)
"What a nice place, the staff and property were welcoming and such a nice slice of heaven!"
United States
Ashley
The price is CA $469
CA $524 total
includes taxes & fees
Nov 25 - Nov 26
Lamberts Cove Inn
A two-story house with a wooden exterior, a front porch with a railing, and a staircase leading to the second floor.

3. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very good, (643 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
The price is CA $254
CA $286 total
includes taxes & fees
Nov 15 - Nov 16
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

4. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,001 reviews)
"Good location, clean. Breakfast minimal and quite expensive"
United States
David
The price is CA $245
CA $295 total
includes taxes & fees
Nov 9 - Nov 10
Mansion House Inn And Spa
A covered outdoor seating area with a white sofa, two wicker rocking chairs, and a round table.

5. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,007 reviews)
"Beautiful hotel with the most perfect location!"
United States
Dylan
The price is CA $305
CA $358 total
includes taxes & fees
Dec 9 - Dec 10
Faraway Martha's Vineyard
A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

6. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.0 out of 10, Wonderful, (221 reviews)
"Staff on the phone and across the street very helpful with keys and codes and instructions. Well organized, easy access to town, good parking. A little noisy in the room from other rooms and the hallway."
United States
Mark
The price is CA $199
CA $222 total
includes taxes & fees
Nov 15 - Nov 16
The Franklin Hotel Martha's Vineyard
A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.

7. Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.4 out of 10, Very good, (440 reviews)
"Nice stay."
United States
Erin
The price is CA $168
CA $192 total
includes taxes & fees
Nov 17 - Nov 18
Iris Hotel Cape Cod
A wooden deck with picnic tables overlooking a marina with boats and a pier extending into the water.

8. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (840 reviews)
"We always have a wonderful time here,"
United States
Joseph
The price is CA $271
CA $303 total
includes taxes & fees
Nov 11 - Nov 12
Vineyard Harbor Motel - Private Beach
A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.

9. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,002 reviews)
"Close to town, restaurants, shopping and cafes"
United States
patricia
The price is CA $199
CA $263 total
includes taxes & fees
Nov 15 - Nov 16
Inn on the Square
A Hampton Inn with a covered outdoor area, a parking lot, and well-maintained landscaping.

10. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
2.5 star property
Fairhaven
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location very clean"
United States
Richard
The price is CA $131
CA $146 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn by Hilton New Bedford/Fairhaven
A spacious outdoor seating area with sofas and chairs, a central table, and a view of the landscape.

11. AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.2 out of 10, Wonderful, (418 reviews)
"Great place to stay. Loved it."
United States
John
The price is CA $147
CA $225 total
includes taxes & fees
Nov 23 - Nov 24
AutoCamp Cape Cod
A two-story house with a stone facade, a balcony, and a well-maintained garden.

12. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (332 reviews)
"Loved the property and our room!"
United States
Kathy
The price is CA $256
CA $293 total
includes taxes & fees
Nov 9 - Nov 10
Frederick William House
A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.

13. Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,000 reviews)
"Top notch hotel!"
United States
Eryn
The price is CA $388
CA $469 total
includes taxes & fees
Nov 9 - Nov 10
Harbor View Hotel
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

14. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is CA $208
CA $238 total
includes taxes & fees
Nov 9 - Nov 10
The Club at New Seabury
A balcony with two lounge chairs, a small round table, and a view of the beach and ocean.

15. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (276 reviews)
"Location was Perfect!"
United States
Anika
The price is CA $201
CA $231 total
includes taxes & fees
Dec 8 - Dec 9
Morgan Hotel
Exterior

16. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (653 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is CA $168
CA $192 total
includes taxes & fees
Nov 9 - Nov 10
Red Horse Inn
A two-story house with a balcony, a front porch, and a small garden.

17. Madison Inn

Madison Inn
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (84 reviews)
"Good location, friendly staff. More breakfast/drink options would have been good."
United States
Melissa
The price is CA $302
CA $346 total
includes taxes & fees
Nov 20 - Nov 21
Madison Inn
A hotel with a well-maintained garden, a central fire feature, and a sign reading "Sea Crest".

18. Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
7.6 out of 10, Good, (550 reviews)
"Clean Room,staff was ok"
United States
Michael
The price is CA $168
CA $273 total
includes taxes & fees
Nov 22 - Nov 23
Sea Crest Beach Resort
A large, multi-story house with a covered porch and a well-maintained lawn.

19. Shore Haven Inn

Shore Haven Inn
3.0 star property
Falmouth
9.6 out of 10, Exceptional, (272 reviews)
"Loved the beach chairs available to guests"
United States
Robert
The price is CA $251
CA $294 total
includes taxes & fees
Nov 9 - Nov 10
Shore Haven Inn
A modern building with a covered entrance and a sign reading "Bar 3".

20. Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,004 reviews)
"I liked the convenience of the location. Staff very nice."
United States
Ricky
The price is CA $138
CA $186 total
includes taxes & fees
Nov 9 - Nov 10
Falmouth Inn
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

Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colours. Hike the scenic trails at Waskosim's Rock Reservation or visit nearby Martha's Vineyard for charming shops and restaurants.

See all hotels in Chilmark
A dock with boats, a small wooden structure, and a forested shoreline.

Top reviews in Chilmark

An aerial view of a residential area with houses, a river, and a parking lot.
The Coonamessett

The Coonamessett

The Coonamessett
Falmouth

10/10 Excellent

We stayed for 2 nights in early Aug 2015. When we checked in we were told we had an upgrade due to a large group staying at the hotel. We ended up with a huge suite! It was very quiet, peaceful and relaxing. There is a great restaurant and bar right in the inn and also a fun pub next door that features live music, lots of fun! The bed and linens were excellent and the room size was very large. A bit of a "grand old dame", but well-maintained and very clean. Staff helped with taking the...
Canada
HJTours Inc
Reviewed August 6, 2015
The Coonamessett

Explore a world of travel with Expedia