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Chilmark Vacation Rentals

Find 127 available offers from 8 partners
Chilmark
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Guests
Chilmark
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Guests

Popular Filters to find the Perfect Home Rental in Chilmark

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

Enjoy blissful beaches at a Chilmark vacation home

Vacation homes in Chilmark, Massachusetts, snuggle between Providence, Boston, and internationally famous natural beauty spots such as Martha's Vineyard. With a vacation home here, you can enjoy some of the finest cultural and intellectual scenes in the country as well as the state's superlatively beautiful coastline.

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Vacation Houses With Pools

Make a splash on your next vacation! Over 7% of in Chilmark vacation rentals have a swimming pool.

House  Chilmark
Oct 5 - Oct 12
-42%
$1,186
$686 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Menemsha with Grill & Pool

Chilmark, Dukes County, Massachusetts, United States
Pool
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House  Chilmark
Sep 21 - Sep 28
-48%
$1,500
$786 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Menemsha with Yard, Jacuzzi & Grill

Chilmark, Dukes County, Massachusetts, United States
Pool
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House  Chilmark
Jun 15 - Jun 22
$929 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Chilmark with Pool & Grill + Beautiful View

5.0
Outstanding (2 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pool
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Chilmark!

House  Chilmark
Jun 18 - Jun 25
$1,214 per night
House ∙ 8 guests ∙ 4 bedrooms

Modern Vacation Home in Menemsha with Yard, Grill & Patio + Close to Beach

5.0
Outstanding (22 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pet-friendly
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House  Chilmark
Jul 6 - Jul 13
$929 per night
House ∙ 14 guests ∙ 5 bedrooms

Lovely Vacation Home in Menemsha with Grill, Yard & Patio + Distant Views

4.5
Excellent (40 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pet-friendly
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House  Chilmark
Oct 12 - Oct 19
-45%
$776
$429 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Menemsha with Grill + Next to Beach

5.0
Outstanding (13 ratings)
Chilmark, Dukes County, Massachusetts, United States
Pet-friendly
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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  Chilmark
Aug 17 - Aug 24
$1,000 per night
House ∙ 7 guests ∙ 4 bedrooms

Vacation Home in Menemsha with Grill

Chilmark, Dukes County, Massachusetts, United States
Balcony
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House  Chilmark
Oct 5 - Oct 12
-29%
$1,715
$1,215 per night
House ∙ 6 guests ∙ 3 bedrooms

Nice Vacation Home in Menemsha with Grill + Great Views

5.0
Outstanding (1 rating)
Chilmark, Dukes County, Massachusetts, United States
Balcony
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House  Chilmark
Jun 22 - Jun 29
-48%
$624
$326 per night
House ∙ 8 guests ∙ 4 bedrooms

Lovely House in Menemsha with Patio, Yard & Grill

3.9
Good (21 ratings)
Chilmark, Dukes County, Massachusetts, United States
Balcony
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Best Vacation Home Deals in Chilmark

Save up to 56%

House Chilmark
Jun 10 - Jun 17
-56%
$1,690
$750 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Menemsha with Patio, Yard & Grill

5.0
Outstanding (34 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Feb 1 - Feb 8
-20%
$541
$430 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Menemsha with Wood-Burning Fireplace + Outdoor Views

5.0
Outstanding (17 ratings)
Chilmark, Dukes County, Massachusetts, United States
Free cancellation
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House Chilmark
Jun 10 - Jun 17
-31%
$928
$642 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Menemsha with Grill, Yard & Patio

5.0
Outstanding (6 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Find the ideal vacation rental for as little as $241 per night by searching among the 127 options being offered in Chilmark. With HomeToGo, you can directly compare the prices of each available property to find the best price and save up to 42%.

Recommended Vacation Rentals in Chilmark

Find your perfect vacation rental in Chilmark: from $241 per night

House Chilmark
Jun 18 - Jun 25
-47%
$1,875
$1,000 per night
House ∙ 10 guests ∙ 5 bedrooms

Beautiful House in Menemsha with Patio, Yard & Grill

4.8
Outstanding (20 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Aug 16 - Aug 23
$1,568 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Menemsha with Yard & Patio

5.0
Outstanding (4 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jun 8 - Jun 15
$771 per night
House ∙ 8 guests ∙ 3 bedrooms

Charming House in Menemsha

4.9
Outstanding (24 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Cottage Chilmark
Jun 18 - Jun 25
$329 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Menemsha with Yard & Grill

Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jul 2 - Jul 9
$622 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Menemsha with Ample Parking

5.0
Outstanding (23 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jun 18 - Jun 25
$950 per night
House ∙ 6 guests ∙ 3 bedrooms

Pleasant House in Chilmark with Grill, Yard & Patio + Wonderful Views

5.0
Outstanding (21 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Aug 3 - Aug 10
$1,700 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Chilmark with Grill, Patio & Yard + Water Views

5.0
Outstanding (14 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jul 27 - Aug 3
$1,100 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Menemsha with Yard, Patio & Grill + Wonderful Views

5.0
Outstanding (50 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jun 1 - Jun 8
$700 per night
House ∙ 8 guests ∙ 4 bedrooms

Modern Vacation Home in Menemsha with Grill, Patio & Yard + Ceiling Views

5.0
Outstanding (51 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Budget-friendly Vacation Rentals in Chilmark

Find Fantastic yet Inexpensive Offers

House Chilmark
Jun 1 - Jun 8
$315 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful House in Chilmark with Yard, Patio & Grill

4.9
Outstanding (29 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jun 1 - Jun 8
$579 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Menemsha + Water Views

5.0
Outstanding (18 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Jul 27 - Aug 3
-45%
$578
$316 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Menemsha with Grill + Water Views

3.5
Good
Chilmark, Dukes County, Massachusetts, United States
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Top-Rated Rentals and Accommodations in Chilmark

Book Vacation Rental Offers with the Highest User Rating

House Chilmark
Jul 27 - Aug 3
$1,043 per night
House ∙ 10 guests ∙ 3 bedrooms

Entire Vacation Home in Menemsha with Patio, Grill & Yard

5.0
Outstanding (34 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Oct 31 - Nov 7
-62%
$643
$245 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Menemsha with Electric Fireplace

4.8
Outstanding (10 ratings)
Chilmark, Dukes County, Massachusetts, United States
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House Chilmark
Oct 5 - Oct 12
$258 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Menemsha with Grill & Yard

5.0
Outstanding (2 ratings)
Chilmark, Dukes County, Massachusetts, United States
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Popular Rental Amenities in Chilmark

  • Pet-friendly (51)
  • Air conditioning (93)
  • Pool (9)
  • WiFi (126)
  • TV (115)
  • Fireplace (60)
  • Grill (114)
  • Balcony/patio (58)
  • Washing machine (117)
  • Microwave (113)
  • Parking (4)
  • Kitchen (127)

Use filters to look for an offer fitting your needs among all of the rentals in Chilmark. You can easily search and find a vacation rental fitting your criteria in Chilmark if you bring your pet everywhere or you need a vacation home with air conditioning, as most accommodations provide "Pets allowed" and "Air conditioning." It is also possible to find a property in Chilmark if you need a wheelchair accessible vacation rental as 4 of the listed accommodations there offer "Wheelchair accessible."

The Weather in Chilmark

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41°
27°
16 days 16
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25°
15 days 15
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46°
28°
15 days 15
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37°
13 days 13
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66°
48°
13 days 13
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73°
55°
11 days 11
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81°
64°
11 days 11
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79°
61°
9 days 9
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75°
54°
9 days 9
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64°
46°
13 days 13
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54°
37°
10 days 10
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48°
34°
16 days 16
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out the climate diagram for Chilmark. In July maximum temperatures go higher than 81°. Conversely, February is the coolest month in Chilmark, with temperatures going under 25° The rainiest month is January while the driest month is August.

7-Day Weather Forecast in Chilmark

Sat, 25 May
62°
57°

10%

4 h

6 mi/h

Sun, 26 May
59°
57°

60%

0 h

8 mi/h

Mon, 27 May
62°
60°

10%

2 h

13 mi/h

Tue, 28 May
62°
60°

15%

1 h

12 mi/h

Wed, 29 May
62°
60°

15%

4 h

14 mi/h

Thu, 30 May
60°
59°

0%

5 h

15 mi/h

Fri, 31 May
62°
62°

0%

3 h

10 mi/h

Accommodations for your vacation in Chilmark

In Chilmark, most of the 127 accommodation types are house rental, which represent 89.92% of its listed properties. Interestingly, specific accommodation type, this specific type of property is $1,427 a night, with an average area of 180 m². Moreover, if you are going in a group of 8, house rental are the ideal property type in Chilmark, as they usually welcome this exact group size. If you would prefer to book a different accommodation type, you could consider cabin, which are the other most frequent property type in Chilmark. Cabin in Chilmark are 122 m² on average, with prices averaging $611 per night.
What are the best places to discover the arts and culture of Chilmark?

Hang out at Edgar Allen Poe’s old haunts

Providence sits at the confluence of several rivers – fitting, as it is also a confluence of culture. While Boston has Harvard, Providence is home to Brown University, another prominent Ivy League institution. Its historic streets are filled with charming lanes, galleries, and theaters where you can experience the latest outpourings from creative locals. Rhode Island School of Design is also situated here, and the Providence Athenaeum's unique architecture is not to be missed. The famously eccentric poet Edgar Allen Poe allegedly used to pursue women here!

What are the best activities for families in Chilmark?

Into the wild

Children love the animals at Nomans Land Island National Wildlife Center. Approximately 640 acres of island stretch before you, full of exciting wildlife such as raptors, songbirds, and double-crested cormorants. Wander the trails through goldenrod and American beachgrass as you take in the views. Martha's Vineyard, a charming enclave that attracts creatives, is miles away from the grip of commercialization. Menemsha Harbor, featured in the film Jaws, is ringed with fishing boats and sublime views over the sparkling water.

Where are the unique attractions in Chilmark?

Venture to Boston

Boston, just a two-and-a-half-hour drive along the coast from your vacation home, is well worth the journey. With Harvard University, the Boston Tea Party Ships & Museum, and Boston Public Library all vying for your attention, you'll be glad you came. Watch the Red Sox play at Fenway Park in the summer months, or head to MIT to see some of the world's most famous innovations. The intellectual scope of the city is matched only by its architectural elegance.

Information about vacation rentals in Chilmark

🏡 Vacation rentals available 127 rentals
💳 Possible discounts up to 42%
🌙 Nightly prices starting at $241
⭐ Popular amenities Pets allowed, Air conditioning and Pool
🐾 Pet friendly homes 51 homes
🏊 Vacation rentals with pools 9 homes

Frequently Asked Questions

What is the nightly price for a vacation home in Chilmark?

The average accommodation in Chilmark is priced at $241 per night. If you would like to stay in a house rental, the average price is $1,427 per night. A cabin Chilmark will cost $611 per night on average.

How many vacation rentals are available to book in Chilmark?

There are 127 vacation homes in Chilmark to browse and rent for your next trip.

What are the most popular amenities for vacation rentals in Chilmark?

Three most popular amenities for home rentals in Chilmark include accommodations that have: Pets allowed, Air conditioning, and Pool.

How many vacation homes with a pool are in Chilmark?

Choose from 9 vacation rentals available in Chilmark.

Are dogs allowed in vacation rentals in Chilmark?

Sure, currently there are 51 vacation rentals in Chilmark that allow dogs and the average nightly rate is $1,920.

What's the best time of year to travel to Chilmark?

July and August are the warmest months in Chilmark with temperatures around 81 °F. The coldest months in Chilmark are February and January, with 25 °F on average.

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