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Chilmark Vacation Rentals

Find 99 available offers from 5 partners
Chilmark
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Farmhouse
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

Best Vacation Home Deals in Chilmark

Save up to 50%

House Chilmark
Jan 6 - Jan 13
-50%
$1,241
$621 per night
House ∙ 9 guests ∙ 4 bedrooms
Pleasant Vacation Home in Woods Hole with Yard & Grill + Beautiful Views
5.0
"Excellent" (69 ratings)
Chilmark, Dukes County, Massachusetts, United States
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99 wonderful accommodations from 5 partner websites, such as stayz or WeNeedaVacation, are currently available in Chilmark. All of the accommodations from the different providers are directly compared by the search engine to help you save up to 50%.

Top-Rated Offers and Accommodations in Chilmark

Book Vacation Rentals with the Highest User Rating

House Chilmark
$872 per night
House ∙ 8 guests ∙ 3 bedrooms
Modern Vacation Home in Menemsha with Grill + Close to Beach
5.0
"Excellent" (21 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Chilmark
$709 per night
Cottage ∙ 9 guests ∙ 5 bedrooms
Pleasant Cottage in Chilmark with Grill & Yard + Ocean View
5.0
"Excellent" (6 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Chilmark
$987 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Chilmark with Grill + Beach Nearby
5.0
"Excellent" (6 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Recommended Vacation Rentals in Chilmark

Find your perfect vacation rental in Chilmark: from $232 per night

House Chilmark
Jan 6 - Jan 13
$1,087 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Edgartown with Grill, Pool & Yard
5.0
"Excellent" (25 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jan 20 - Jan 27
-56%
$1,291
$566 per night
House ∙ 9 guests ∙ 4 bedrooms
Pleasant Vacation Home in Woods Hole with Yard & Grill + Beautiful Views
5.0
"Excellent" (69 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$519 per night
House ∙ 3 guests ∙ 2 bedrooms
Nice Vacation Home in Menemsha with Grill & Yard
5.0
"Excellent" (39 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Chilmark
$502 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Rustic Cottage in Menemsha with Grill & Yard + Water Views
5.0
"Excellent" (9 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$554 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Menemsha with Yard & Grill + Pond Views
5.0
"Excellent" (24 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Chilmark
$793 per night
Cottage ∙ 7 guests ∙ 3 bedrooms
Nice Cottage in Menemsha with Yard + Water Views
5.0
"Excellent" (3 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$697 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Menemsha with Grill + Beach Nearby
5.0
"Excellent" (18 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$841 per night
House ∙ 8 guests ∙ 4 bedrooms
Pleasant Vacation Home in Menemsha with Free Parking
4.6
"Outstanding" (5 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$657 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Menemsha with Grill & Yard
4.8
"Excellent" (8 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Budget-friendly Rentals in Chilmark

Find Fantastic yet Inexpensive Rentals

House Chilmark
$1,113 per night
House ∙ 6 guests ∙ 4 bedrooms
Vacation Home in Menemsha with Yard & Grill + Water Views
5.0
"Excellent" (14 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$1,115 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Menemsha + Water Views
5.0
"Excellent" (12 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
$1,111 per night
House ∙ 12 guests ∙ 4 bedrooms
Vacation Home in Chilmark with Yard & Grill
5.0
"Excellent" (45 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Chilmark and book a vacation rental with air conditioning.

Cottage Air conditioning Chilmark
$270 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Edgartown with Grill & Yard
4.9
"Excellent" (43 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Air conditioning Chilmark
$407 per night
House ∙ 8 guests ∙ 3 bedrooms
Comfortable Vacation Home in Oak Bluffs with Yard & Grill + Exceptional View
4.9
"Excellent" (85 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Air conditioning Chilmark
$245 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Oak Bluffs with Yard & Grill
4.8
"Excellent" (128 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Chilmark with their own private patios and balconies.

House Balcony Chilmark
$443 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Menemsha with Free Parking + 180-Degree View
5.0
"Excellent" (3 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Balcony Chilmark
$379 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Edgartown with Loft Balcony
4.9
"Excellent" (35 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Balcony Chilmark
$232 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Vineyard Haven with Yard & Grill
5.0
"Excellent" (69 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Vacation rentals with a fireplace

Get warm and cozy on cold winter nights in Chilmark by booking a vacation home with a fireplace.

House Fireplace Chilmark
$306 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Vineyard Haven with Grill
5.0
"Excellent" (3 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Fireplace Chilmark
$745 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Beautiful Cottage in Vineyard Haven with Yard & Grill
4.8
"Excellent" (34 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Fireplace Chilmark
$462 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Sunny Cottage in Edgartown with Grill & Yard + Water View
4.8
"Excellent" (55 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Popular Rental Amenities in Chilmark

  • Pool (8)
  • WiFi (116)
  • Pet-friendly (41)
  • Kitchen (112)
  • Air conditioning (94)
  • Washing machine (97)
  • TV (98)
  • Parking (3)
  • Balcony/patio (4)
  • Dishwasher (85)
  • Grill (102)
  • Yard (69)

Travelers who are specifically searching for a pet-friendly vacation rental will find Chilmark convenient since many rentals are pet-friendly there. If this is a top requirement for you, have a look at the cottage in Chilmark. It is the most pet-friendly type of accommodation there. One-third of the pet-friendly rentals (36) are located less than 2 kilometres away from the city centre.

The Weather in Chilmark

max.
Min.

-3°
16 days 16
max.
Min.

-4°
15 days 15
max.
Min.

-2°
15 days 15
max.
Min.
14°
13 days 13
max.
Min.
19°
13 days 13
max.
Min.
23°
13°
11 days 11
max.
Min.
27°
18°
11 days 11
max.
Min.
26°
16°
9 days 9
max.
Min.
24°
12°
9 days 9
max.
Min.
18°
13 days 13
max.
Min.
12°
10 days 10
max.
Min.

16 days 16
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Chilmark climate diagram. July is the warmest month of the year in Chilmark with temperatures reaching a maximum average of 27°. Conversely, February is the coolest month in Chilmark, with temperatures going under -4° August is the driest month.

7-Day Weather Forecast in Chilmark

Sun., 24 Sep.
18°
16°

15%

3 h

21 km/h

Mon., 25 Sep.
17°
16°

15%

3 h

24 km/h

Tue., 26 Sep.
16°
13°

15%

6 h

35 km/h

Wed., 27 Sep.
15°
14°

15%

2 h

33 km/h

Thu., 28 Sep.
16°
14°

15%

0 h

43 km/h

Fri., 29 Sep.
18°
15°

15%

0 h

19 km/h

Sat., 30 Sep.
19°
17°

15%

8 h

15 km/h

Information about vacation rentals in Chilmark

🏡 Vacation rentals available 99 homes
💳 Possible discounts up to 50%
🌙 Nightly prices starting at $232
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 33 homes
🏊 Vacation rentals with pools 6 homes

Frequently Asked Questions

What is the typical price of a vacation home in Chilmark?

Accommodation prices in Chilmark start at $232 per night.

What is the typical availability of House rental in Chilmark?

We found 99 vacation homes in Chilmark available for your next trip.

What are the most popular vacation home amenities in Chilmark?

Many travellers are searching for Pool, Internet, and Pets allowed when booking a vacation home in Chilmark.

How many House rental and Cottage can I find in Chilmark?

Chilmark has 99 House rental and Cottage available to book.

Are there pet-friendly vacation rentals in Chilmark?

Yes, there are 33 pet-friendly vacation rentals in Chilmark, with an average nightly price of $3,407.

What's the best month to visit Chilmark?

When booking accommodation in Chilmark, remember that the rainiest months are usually January and December, with August often being the sunniest.

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