We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Chilmark

Check availability
Refine search

Search within

 

Desired stay

 

Price range

 
850 AUD25,700 AUD
 

Bedrooms

Studio10+
 

Bathrooms

14+
 

Sleeps

110+
 

Traveller rating

1.05.0
 

Property type

 

Amenities

 

Suitability

 
Own a rental property?
Want more exposure for your rental? Get listed in TripAdvisor Holiday Rentals (in partnership with FlipKey).
Holiday Rental Calculator
Compare & Save »
Free Newsletter

Sign up to hear about gorgeous holiday rentals, the latest deals, exciting destinations, and more.

Rental properties provided by
Learn more
Don't see the property you rented? Tell us more about it »

Vacation Rentals in Chilmark, Martha's Vineyard

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Nearby rentals
Tip: Refine your search by price, amenities, & more (see left column).
Searching … 0% complete
155 Trusted Chilmark Rentals
List View
loading...
Showing 0 plottable rentals of 0 total
Map nearby restaurants, attractions & more
Restaurants
Things to Do

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Celebrity Owned Hilltop Watervew with Hot Tub
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 9
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
667 AUD
Week:
3,284 AUD - 4,310 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
1317 - Lovely home with Southwest décor & fireplace
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,232 AUD - 3,695 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
5 Bedroom, Gorgeous, Chilmark Home
Slideshow
4 of 5 stars 5 reviews
  • Holiday Rental House
  • 5 Bedrooms, sleeps 9
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Week:
4,618 AUD - 10,006 AUD
Minimum rental - 1 week
Check availability
Show on map
Also consider
Contemporary...
2,258 AUD - 4,618 AUD / week
3 Bedrooms, sleeps 6
2 Bathrooms
Chilmark Pond...
3,284 AUD - 3,900 AUD / week
3 Bedrooms, sleeps 6
1 Bathroom
LUNDM - Out of...
3,053 AUD - 3,566 AUD / week
3 Bedrooms, sleeps 6
2 Bathrooms
Chilmark...
3,592 AUD - 8,929 AUD / week
3 Bedrooms, sleeps 8
2 Bathrooms
Chilmark...
5,131 AUD - 7,492 AUD / week
4 Bedrooms, sleeps 10
4 Bathrooms
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Lovely Home on Quansoo (Lovely-Home-on--Quansoo--CH218)
  • Holiday Rental House
  • 3 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
3,079 AUD - 3,284 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Chilmark - Located on Prospect Hill w/Magnificent Views : dou39p
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,566 AUD - 5,644 AUD
Minimum rental - 1 week
Check availability
Show on map
746 - JUST ADDED
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
746
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
4,926 AUD - 9,750 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Charming Chilmark 3 Bedroom 3 Bath Vacation Home
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD
Week:
1,026 AUD - 2,258 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
BLUEBERRY RIDGE: SWEEPING VIEWS WITH POOL - CHIL DR20
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Week:
8,210 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Cottage studio with private beach in Chilmark
Slideshow
  • Holiday Rental House
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
128 AUD
Week:
898 AUD - 1,437 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Delightful Vineyard house for summer holiday
  • Holiday Rental House
  • 6 Bedrooms, sleeps 11
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
734 AUD
Week:
5,131 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Chilmark in the Woods (Chilmark-in-the-Woods-CH228)
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,566 AUD - 2,874 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
PERRG - Out of Town
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,001 AUD - 2,720 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
WIESL - Menemsha Pond, Private...
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
5,850 AUD - 6,363 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
1470 - 4BR classic contemporary with spectacular views
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
4,618 AUD - 6,158 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Chilmark - Waterview Cottage, Short Walk to Menemsha : webg14c
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 7
  • 1 Bathroom
  • Professional
EMAIL AGENT
Week:
2,566 AUD - 5,131 AUD
Minimum rental - 1 week
Check availability
Show on map
Massachusetts, Martha's Vineyard, Chilmark Holiday Rentals
Chilmark - Breathtaking Views, Private Beach and Tennis : the18m
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,566 AUD - 8,723 AUD
Minimum rental - 1 week
Check availability
Show on map

Chilmark Holiday Rental Advice

A reasonably-priced beachfront rental?
Posted by EdgeofExistence, 21 Jan 2012
... predict that there will be 6-10 of us in total, but are flexible in terms of how many people we end up inviting. Any ideas or recommendations of a beach-front vacation rental that is reasonably priced for a four-ish day period would be greatly appreciated. Many thanks ... more
Apt/cottage with King bed for wk rental in Aug 12?
Posted by Jerseygirl2959, 25 Oct 2011
... twins that can be pushed together) is an absolute must. We don't want to spend $300+ a night for accommodations. I have checked all the vacation rental sites but most of the places that meet that price criteria only have double or queen beds. Does anyone have any suggestions ... more
Vacation rental for 3 nights
Posted by Marwanie1, 31 May 2010
Hi I've been searching for a vacation rental for the end of August for 3 nights in MV and everywhere I go keeps states a 1 week minimum. Does anyone know anywhere which would consider renting per night? Thanks ... more
narrangaset house...iriquois cottage
Posted by laob, 18 Sep 2010
... room 9 and the penthouse/apartment and at capricorn beach house. we are thinking of coming up in a few wks and may stay at narrangaset in one of the iriquois cottage rooms w/ a porch/balcony. any thoughts would be greatly appreicated. we are also thinking of pequot hotel ... more
summer trip with toddler
Posted by BobbyC, 29 Jan 2008
... do this. Unlike renting an apartment in NYC, it's common on the island. That could actually be a cheaper option. I personally find August too crowded, one reason my sister sold the place is that from Memorial Day to Labor Day parts of that island can look like 42nd ... more
Just back from MV: 1 wk itinerary & tips (for family/no car)
Posted by marybcole, 22 Aug 2007
... we rented a small studio apartment in Vineyard ... ... got cab from Ferry to apartment. Night: Ate ... ... Up. Swam in pool at apartment. Biked on ... ... Net Result and ate at apartment MONDAY AM: Swam in pool. PM: Biked to State Forest (this was a bit disappointing for us, as it was ... more
A couple more questions...
Posted by BobbyC, 26 Jan 2007
... sure about the soccer, could check the Wharf in Edgartown, Seasons in Oak Bluffs (Only Oak Bluffs and Edgartown serve alcohol). The Fox Soccer Channel is a US cable/satellite chanel that shows the premiership games, they might get it. I get it at my apartment, it's not expensive ... more
Thanksgiving on Martha's Vineyard
Posted by Knows, 30 Oct 2008
... Either visiting family or their vacation home. The MV Times newspaper usually has a section with restaurants advertising their fare. As of todays paper, I have only seen Zephrus restaurant advertised as being open. Rest assured, many will follow, but I didn't want to leave your question unanswered. You ... more
MV or Nantucket
Posted by CapeCodCharlie, 22 Sep 2006
... s nothing for me to keep coming up with these $156. rock bottom round-trip airfares to PVD or BOS from Chicago and most years we add in a trip around Thanksgiving too since we own a vacation home now on the Cape. Yikes, that's always a tough one ... more
Posted by CapeCodCharlie, 25 Sep 2006
... there. When we bought our vacation home a few years ago we selected the beach village of Dennisport on the Cape which, while a more expensive place to live than our Chicago burbs home, was about the most affordable way to locate on the Cape for all sorts of costs ... more