Chilmark Vacation Rentals - HomeToGo base64Hash Chilmark Vacation Rentals - HomeToGo

Chilmark Vacation Rentals

Find 101 available offers from 6 partners
Chilmark
Anytime
Guests
Chilmark
Anytime
Guests

Popular Filters to find the Perfect Rental in Chilmark

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

Vacation Houses with Pools

House  Chilmark
Oct 5 - Oct 12
$1,030 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Vacation Home with Pool & Grill

Chilmark, Dukes County, Massachusetts, United States
Pool
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House  Chilmark
Sept 7 - Sept 14
-43%
$2,053
$1,180 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Vacation Home with Barbecue, Hot Tub & Garden

Chilmark, Dukes County, Massachusetts, United States
Pool
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House  Chilmark
Sept 16 - Sept 23
$1,117 per night
House ∙ 8 guests ∙ 4 bedrooms

Ample House with Pool

Chilmark, Dukes County, Massachusetts, United States
Free cancellation
Pool
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Dog-Friendly Vacation Rentals

House  Chilmark
Apr 27 - May 4
-58%
$1,287
$536 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Barbecue | Lake View

5.0
Outstanding (14 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pet-friendly
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House  Chilmark
Nov 2 - Nov 9
-62%
$858
$322 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Vacation Home with Grill | Pets Allowed

4.8
Outstanding (11 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pet-friendly
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House  Chilmark
Oct 12 - Oct 19
-45%
$1,164
$644 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Vacation Home with Barbecue | Close to the Beach | Dogs Allowed

5.0
Outstanding (14 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pet-friendly
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Apartments with a balcony or patio

House  Chilmark
Sept 21 - Sept 28
-25%
$631
$472 per night
House ∙ 4 guests ∙ 2 bedrooms

House with BBQ

5.0
Outstanding (1 rating)
Chilmark, Dukes County, Massachusetts, United States
Balcony/Patio
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House  Chilmark
Sept 7 - Sept 14
-33%
$1,287
$858 per night
House ∙ 8 guests ∙ 4 bedrooms

House with Barbecue

Chilmark, Dukes County, Massachusetts, United States
Balcony/Patio
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House  Chilmark
Nov 16 - Nov 23
-50%
$1,716
$858 per night
House ∙ 10 guests ∙ 4 bedrooms

House with BBQ & Yard

Chilmark, Dukes County, Massachusetts, United States
Balcony/Patio
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Best Vacation Home Deals in Chilmark

Save up to 58%

House Chilmark
Sept 7 - Sept 14
-19%
$858
$696 per night
House ∙ 4 guests ∙ 2 bedrooms

House with Barbeque

5.0
Outstanding (2 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Nov 2 - Nov 9
-53%
$2,053
$965 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Vacation Home with Hot Tub

5.0
Outstanding (2 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jul 25 - Aug 1
-58%
$2,466
$1,036 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Nice House with Barbecue | Close to the Beach

5.0
Outstanding (1 rating)
Chilmark, Dukes County, Massachusetts, United States
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Book the ideal vacation rental from $278 per night by searching through the 101 options available in Chilmark. All of the accommodations from the different providers are instantly compared on our website to help you save up to 48%.

Recommended Vacation Rentals in Chilmark

Find your perfect vacation rental in Chilmark: from $278 per night

House Chilmark
Oct 5 - Oct 12
$472 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House with Grill | Close to the Beach

5.0
Outstanding (2 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jul 20 - Jul 27
$858 per night
House ∙ 4 guests ∙ 2 bedrooms

House with BBQ

Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Oct 5 - Oct 12
-52%
$1,448
$697 per night
House ∙ 8 guests ∙ 3 bedrooms

Fully Equipped Nice House with BBQ | Lake View | Beach Nearby

4.9
Outstanding (11 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Sept 21 - Sept 28
-20%
$1,072
$858 per night
House ∙ 11 guests ∙ 6 bedrooms

Vacation Home with Barbeque

5.0
Outstanding (5 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Aug 31 - Sept 7
$1,019 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Barbecue

4.7
Excellent (3 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Oct 19 - Oct 26
-63%
$419
$154 per night
House ∙ 8 guests ∙ 2 bedrooms

Vacation Home with Grill

4.7
Excellent (3 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Oct 19 - Oct 26
-43%
$494
$279 per night
House ∙ 2 guests ∙ 1 bedroom

House with Barbeque

5.0
Outstanding (6 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Sept 28 - Oct 5
-39%
$1,480
$901 per night
House ∙ 12 guests ∙ 5 bedrooms

House with Grill

5.0
Outstanding (4 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
from $1,215 per night
House ∙ 11 guests ∙ 5 bedrooms

House with Patio, Barbeque & Yard | Nature View

5.0
Outstanding (23 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Budget-friendly Rentals in Chilmark

Find Fantastic yet Inexpensive Rentals

House Chilmark
Aug 30 - Sept 6
$1,147 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-Oriented House with BBQ & Patio

4.2
Very good (76 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
from $602 per night
House ∙ 8 guests ∙ 4 bedrooms

House with Patio, BBQ & Yard

4.6
Excellent (17 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
from $1,362 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Terrace

5.0
Outstanding (18 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Top-Rated Offers and Accommodations in Chilmark

Book Vacation Rentals with the Highest User Rating

House Chilmark
from $1,049 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Barbecue, Terrace & Garden | Perfect for Remote Work

4.9
Outstanding (14 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Chilmark
from $884 per night
Cottage ∙ 7 guests ∙ 3 bedrooms

Pleasant Cottage with Terrace & Yard

5.0
Outstanding (8 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jul 20 - Jul 27
$1,180 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Barbeque | Lake View

5.0
Outstanding (1 rating)
Chilmark, Dukes County, Massachusetts, United States
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Popular Rental Amenities in Chilmark

  • Pool (9)
  • WiFi (104)
  • Pet-friendly (41)
  • Kitchen (106)
  • Air conditioning (81)
  • Washing machine (95)
  • TV (93)
  • Parking (4)
  • Balcony/patio (59)
  • Dishwasher (79)
  • Grill (91)
  • Yard (66)

One-third of the vacation rentals in Chilmark are pet-friendly, which makes it a suitable vacation spot for pet owners. Most pet-friendly vacation rentals in Chilmark are cottage. Moreover, they cost, on average, $3,137. One-third of the pet-friendly rentals (36) are located less than 2 kilometres away from the city centre.

Information about vacation rentals in Chilmark

🏡 Vacation rentals available 101 rentals
💳 Possible discounts up to 48%
🌙 Nightly prices starting at $278
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 39 homes
🏊 Vacation rentals with pools 8 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Chilmark?

At the moment, there are 101 vacation homes from 5 different providers in Chilmark.

What are the most popular vacation home amenities in Chilmark?

When looking to book a vacation home in Chilmark, the most requested amenities include Pool, Internet, and Pets allowed.

Are there pet-friendly vacation rentals in Chilmark?

If you're travelling with a dog, over 39% of vacation rentals in Chilmark are pet-friendly.

What's the best month to book a vacation rental in Chilmark?

The warmest time of year in Chilmark is July and August, with the nightly price of a vacation home starting at $278.

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