113+ Vacation Rentals Near Williamstown Theatre Festival |
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Villa Holiday Cyprus - Vacation Rentals in Williamstown Theatre Festival

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox in Hancock From US $406
         

9.8 (72 Reviews)
House
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
  • Air Conditioner
  • Parking
  • Pet Friendly

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Berkshire Vacation Rentals: The Brookman: Renovated 6000 SF Estate On 40 Acres in Williamstown From US $1,712
         

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10.0 (1 Review)
House
Berkshire Vacation Rentals: The Brookman: Renovated 6000 SF Estate On 40 Acres
  • Air Conditioner
  • Parking
  • View

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Vacation Rental Home in the Berkshires! in Williamstown From US $196
         

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10.0 (2 Reviews)
Apartment
Vacation Rental Home in the Berkshires!
  • Air Conditioner
  • Parking
  • TV

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Fun Filmmaker's Bungalow wPool & Pro Screening Room in Williamstown From US $303
         

10.0 (15 Reviews)
House
Fun Filmmaker's Bungalow wPool & Pro Screening Room
  • Air Conditioner
  • Parking
  • Pool

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Luxury Vacation Rental in the Berkshires! in Williamstown From US $728
         

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10.0 (1 Review)
House
Luxury Vacation Rental in the Berkshires!
  • Parking
  • Balcony/Terrace
  • Security/Safety

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Luxury Vacation Rental in the Berkshires! in Williamstown From US $604
         

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New
Cottage
Luxury Vacation Rental in the Berkshires!
  • Air Conditioner
  • Parking
  • TV

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Contemporary Berkshire Home with Views of Taconic Golf Course in Williamstown From US $1,044
         

10.0 (24 Reviews)
House
Contemporary Berkshire Home with Views of Taconic Golf Course
  • Air Conditioner
  • Parking
  • Pet Friendly

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Vacation Rental Home in the Berkshires! in Williamstown From US $268
         

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9.7 (3 Reviews)
Apartment
Vacation Rental Home in the Berkshires!
  • Parking
  • Balcony/Terrace
  • Security/Safety

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Luxury Vacation Rental in the Berkshires! in Williamstown From US $665
         

10.0 (22 Reviews)
House
Luxury Vacation Rental in the Berkshires!
  • Air Conditioner
  • Parking
  • TV

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New Studio In Town, By the Water in Williamstown From US $283
         

10.0 (18 Reviews)
Apartment
New Studio In Town, By the Water
  • Air Conditioner
  • Parking
  • TV

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Perfect Family Gateway Spot for the Berkshires, Jiminy Peak Skiing, MASS MoCA in Hancock From US $533
         

10.0 (11 Reviews)
House
Perfect Family Gateway Spot for the Berkshires, Jiminy Peak Skiing, MASS MoCA
  • Air Conditioner
  • Parking
  • Pool

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Downtown | Waterfront | Walk to Shops in Williamstown From US $296
         

10.0 (9 Reviews)
Apartment
Downtown | Waterfront | Walk to Shops
  • Air Conditioner
  • Parking
  • TV

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Immaculate Berkshires home! Close to museums, colleges, and outdoor activities. in North Adams From US $283
         

10.0 (7 Reviews)
House
Immaculate Berkshires home! Close to museums, colleges, and outdoor activities.
  • Air Conditioner
  • Parking
  • TV

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Charming Barn Home Near Jiminy Peak in Hancock From US $667
         

10.0 (5 Reviews)
House
Charming Barn Home Near Jiminy Peak
  • Air Conditioner
  • Parking
  • TV

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Elegant Mountain View Retreat By Evergreen Home in Williamstown From US $691
         

10.0 (2 Reviews)
House
Elegant Mountain View Retreat By Evergreen Home
  • Air Conditioner
  • Parking
  • TV

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Walk to Williams * Steam Sauna * Ritz-Carlton Bed in Williamstown From US $672
         

10.0 (2 Reviews)
House
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
  • Air Conditioner
  • Parking
  • TV

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Vacation Rental Home in the Berkshires! in Williamstown From US $337
         

9.8 (22 Reviews)
Apartment
Vacation Rental Home in the Berkshires!
  • Air Conditioner
  • Parking
  • TV

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Renovated, Five Bedrooms In Historic Williamstown in Williamstown From US $764
         

9.8 (21 Reviews)
House
Renovated, Five Bedrooms In Historic Williamstown
  • Air Conditioner
  • Parking
  • TV

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Mid Century Modern 4 bedroom home with sweeping mountain views in Williamstown in Williamstown From US $654
         

9.8 (13 Reviews)
House
Mid Century Modern 4 bedroom home with sweeping mountain views in Williamstown
  • Air Conditioner
  • Parking
  • TV

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3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome in Williamstown From US $353
         

9.6 (13 Reviews)
House
3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
  • Air Conditioner
  • Parking
  • TV

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Charming Berkshire Retreat-Minutes to Williamstown in Williamstown From US $422
         

9.4 (19 Reviews)
House
Charming Berkshire Retreat-Minutes to Williamstown
  • Air Conditioner
  • Parking
  • Pet Friendly

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2-Bdr Apt In Town, By the Water in Williamstown From US $296
         

9.2 (15 Reviews)
Apartment
2-Bdr Apt In Town, By the Water
  • Air Conditioner
  • Parking
  • TV

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North Getaway Cottage in Williamstown From US $474
         

8.8 (27 Reviews)
House
North Getaway Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Cottage in the Berkshires on 1.6 Acres in Williamstown From US $323
         

8.6 (8 Reviews)
House
Cozy Cottage in the Berkshires on 1.6 Acres
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Villaholidaycyprus makes it easy to compare the best listings on Villaholidaycyprus homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villaholidaycyprus homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Williamstown Theatre Festival.

Weather in Williamstown Theatre Festival

View the weather forecast for Williamstown Theatre Festival before booking your Williamstown Theatre Festival Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Williamstown Theatre Festival, MA

Villaholidaycyprus offers a large selection of top attractions around Williamstown Theatre Festival. Research things to do on your vacation before you visit Williamstown Theatre Festival.


Jiminy Peak Mountain Resort Mass MoCA Williams College Mount Greylock Pittsfield State Forest Savoy Mountain State Forest Topia Arts Center Mount Greylock State Reservation Visitor Center Sterling and Francine Clark Art Institute Grafton Lakes State Park The Clark Art Institute 62 Center for Theater and Dance North Adams Public Library Western Gateway Heritage State Park Natural Bridge State Park Pineridge Cross Country Ski Center Brodie Mountain East Hoosac Quaker Meetinghouse Williamstown Historical Museum Zema's Nursery

Williamstown Theatre Festival Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Williamstown Theatre Festival?

Currently, the total number of properties listed in 2026 is over 113 in the Williamstown Theatre Festival area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Williamstown Theatre Festival.