Holiday rentals near Williamstown Theatre Festival
We found 509 holiday rentals — enter your dates for availability
Find the perfect holiday rental that's near Williamstown Theatre Festival. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and a fireplace. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Williamstown Theatre Festival
Showing deals for:3 Oct - 10 Oct
Image gallery for Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...
1010 out of 10 rating
Exceptional
(72 reviews)
Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...
Bennington, VT
8% off
Price is AU$8,635
AU$8,635
AU$1,234 per night
includes taxes & fees
Image gallery for 3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
9.69.6 out of 10 rating
Exceptional
(10 reviews)
3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
Williamstown, MA
16% off
Price is AU$3,031
AU$3,031
AU$433 per night
includes taxes & fees
Image gallery for 6-BR Expansive Berkshires Estate w Pool
9.89.8 out of 10 rating
Exceptional
(7 reviews)
6-BR Expansive Berkshires Estate w Pool
Lanesborough, MA
8% off
Price is AU$11,127
AU$11,127
AU$1,590 per night
includes taxes & fees
Image gallery for Tutti Farmhouse - 6 bedroom 3 bath 1847 Farmhouse Upstate NY
1010 out of 10 rating
Exceptional
(6 reviews)
Tutti Farmhouse - 6 bedroom 3 bath 1847 Farmhouse Upstate NY
Cropseyville, NY
8% off
Price is AU$9,560
AU$9,560
AU$1,366 per night
includes taxes & fees
Image gallery for Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale, MA
8% off
Price is AU$2,107
AU$2,107
AU$301 per night
includes taxes & fees
Image gallery for Bear Creek Cabin
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Bear Creek Cabin
Charlemont, MA
21% off
Price is AU$4,062
AU$4,062
AU$580 per night
includes taxes & fees
Image gallery for Private Berkshire Cabin on 27acres near Jiminy Peak.
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Private Berkshire Cabin on 27acres near Jiminy Peak.
Williamstown, MA
13% off
Price is AU$3,612
AU$3,612
AU$516 per night
includes taxes & fees
Image gallery for Berkshire Rural Retreat
1010 out of 10 rating
Exceptional
(21 reviews)
Berkshire Rural Retreat
Canaan, NY
8% off
Price is AU$5,228
AU$5,228
AU$747 per night
includes taxes & fees
Image gallery for Woodland 5-BR Retreat 5-Min to Jiminy Peak
1010 out of 10 rating
Exceptional
(7 reviews)
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Pittsfield, Massachusetts
8% off
Price is AU$6,049
AU$6,049
AU$864 per night
includes taxes & fees
Image gallery for Country living close to the capital region 100 acres of nature to explore
1010 out of 10 rating
Exceptional
(5 reviews)
Country living close to the capital region 100 acres of nature to explore
Nassau, NY
8% off
Price is AU$3,623
AU$3,623
AU$518 per night
includes taxes & fees
Image gallery for Houghton Hill: Style and History in the Berkshires
1010 out of 10 rating
Exceptional
(9 reviews)
Houghton Hill: Style and History in the Berkshires
North Adams, MA
12% off
Price is AU$4,085
AU$4,085
AU$584 per night
includes taxes & fees
Image gallery for 11 acre mid-century estate, newly renovated, seasonally available pool.
1010 out of 10 rating
Exceptional
(23 reviews)
11 acre mid-century estate, newly renovated, seasonally available pool.
Williamstown, MA
8% off
Price is AU$9,364
AU$9,364
AU$1,338 per night
includes taxes & fees
Image gallery for Private home on a Beautiful lake. Large deck for entertaining
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Private home on a Beautiful lake. Large deck for entertaining
Canaan, NY
8% off
Price is AU$4,978
AU$4,978
AU$711 per night
includes taxes & fees
Image gallery for Renovated, Five Bedrooms In Historic Williamstown
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Renovated, Five Bedrooms In Historic Williamstown
Williamstown, Massachusetts
7% off
Price is AU$6,818
AU$6,818
AU$974 per night
includes taxes & fees
Image gallery for Taborton Harvest Boulder Pines Cabin in the woods
1010 out of 10 rating
Exceptional
(11 reviews)
Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake, NY
8% off
Price is AU$1,486
AU$1,486
AU$212 per night
includes taxes & fees
Image gallery for Large, family-friendly farmhouse located in the beautiful Berkshires
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Large, family-friendly farmhouse located in the beautiful Berkshires
Williamstown, MA
21% off
Price is AU$6,264
AU$6,264
AU$895 per night
includes taxes & fees
Image gallery for Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass
Pownal, VT
20% off
Price is AU$7,170
AU$7,170
AU$1,024 per night
includes taxes & fees
Image gallery for Star Gazer Farm
1010 out of 10 rating
Exceptional
(14 reviews)
Star Gazer Farm
East Nassau, NY
8% off
Price is AU$2,377
AU$2,377
AU$340 per night
includes taxes & fees
Image gallery for Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown
1010 out of 10 rating
Exceptional
(22 reviews)
Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown
Pownal, VT
8% off
Price is AU$4,661
AU$4,661
AU$666 per night
includes taxes & fees
Image gallery for A MAGIC SPOT: Booking all year Weekly, monthly discounts available
9.69.6 out of 10 rating
Exceptional
(30 reviews)
A MAGIC SPOT: Booking all year Weekly, monthly discounts available
Stephentown, NY
8% off
Price is AU$2,602
AU$2,602
AU$372 per night
includes taxes & fees
Image gallery for Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Pownal, VT
8% off
Price is AU$2,852
AU$2,852
AU$407 per night
includes taxes & fees
Image gallery for Central Haus (Group getaway on a quiet street)
1010 out of 10 rating
Exceptional
(12 reviews)
Central Haus (Group getaway on a quiet street)
North Adams, MA
11% off
Price is AU$2,842
AU$2,842
AU$406 per night
includes taxes & fees
Image gallery for Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock, MA
8% off
Price is AU$4,231
AU$4,231
AU$604 per night
includes taxes & fees
Image gallery for Chic Pittsfield Home With A View!
8.28.2 out of 10 rating
Very good
(11 reviews)
Chic Pittsfield Home With A View!
Pittsfield, Massachusetts
13% off
Price is AU$2,829
AU$2,829
AU$404 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Williamstown Theatre Festival
Showing deals for: 27 Sept - 30 Sept
Vacation Village in the Berkshires
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
1,838 reviews(1,838 reviews)
The current price is AU$610
AU$610
for 3 nights, 1 apartment
AU$203 per night
includes taxes & fees
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
The current price is AU$1,676
AU$1,676
for 3 nights, 1 home
AU$559 per night
includes taxes & fees
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
119 reviews(119 reviews)
The current price is AU$1,650
AU$1,650
for 3 nights, 1 cabin
AU$550 per night
includes taxes & fees
Charming historic cottage on scenic road to Mt. Greylock
Sleeps 5 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
The current price is AU$1,229
AU$1,229
for 3 nights, 1 cottage
AU$410 per night
includes taxes & fees
Contemporary Berkshire Home with Views of Taconic Golf Course
Sleeps 10 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is AU$4,166
AU$4,166
for 3 nights, 1 home
AU$1,389 per night
includes taxes & fees
Comfortable Berkshires retreat on mtn resort, SISO
Sleeps 12 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$1,714
AU$1,714
for 3 nights, 1 home
AU$571 per night
includes taxes & fees
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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