Holiday rentals near Colonial Theater
We found 944 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Colonial Theater that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include a hot tub and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Colonial Theater
Showing deals for:31 Oct - 7 Nov
Image gallery for Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
1010 out of 10 rating
Exceptional
(6 reviews)
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge, MA
8% off
Price is NZ$14,830
NZ$14,830
NZ$2,119 per night
includes taxes & fees
Image gallery for Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
1010 out of 10 rating
Exceptional
(26 reviews)
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Great Barrington, MA
8% off
Price is NZ$9,983
NZ$9,983
NZ$1,426 per night
includes taxes & fees
Image gallery for Waterfront Cottage 10 Min From Great Barrington
1010 out of 10 rating
Exceptional
(97 reviews)
Waterfront Cottage 10 Min From Great Barrington
Great Barrington, MA
8% off
Price is NZ$5,256
NZ$5,256
NZ$751 per night
includes taxes & fees
Image gallery for 1500 sqft private entrance with beautiful views of the Berkshire Mountains
1010 out of 10 rating
Exceptional
(44 reviews)
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Lee, MA
8% off
Price is NZ$4,217
NZ$4,217
NZ$602 per night
includes taxes & fees
Image gallery for Indoor Pool & Lofted Game Area | Sunroom w/ Sweeping Mountain Views | Wellspring
1010 out of 10 rating
Exceptional
(13 reviews)
Indoor Pool & Lofted Game Area | Sunroom w/ Sweeping Mountain Views | Wellspring
West Stockbridge, Massachusetts
17% off
Price is NZ$13,457
NZ$13,457
NZ$1,922 per night
includes taxes & fees
Image gallery for Beautiful Home in AMAZING Berkshire Location
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful Home in AMAZING Berkshire Location
Lee, MA
8% off
Price is NZ$7,456
NZ$7,456
NZ$1,065 per night
includes taxes & fees
Image gallery for Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Great Barrington, MA
6% off
Price is NZ$7,787
NZ$7,787
NZ$1,112 per night
includes taxes & fees
Image gallery for A-Frame Cabin w/ Furnished Deck in Becket!
8.68.6 out of 10 rating
Excellent
(8 reviews)
A-Frame Cabin w/ Furnished Deck in Becket!
Becket, Massachusetts
10% off
Price is NZ$2,453
NZ$2,453
NZ$350 per night
includes taxes & fees
Image gallery for Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale, MA
8% off
Price is NZ$2,304
NZ$2,304
NZ$329 per night
includes taxes & fees
Image gallery for BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
9.69.6 out of 10 rating
Exceptional
(88 reviews)
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Old Chatham, NY
8% off
Price is NZ$20,155
NZ$20,155
NZ$2,879 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 NZ$3,999
NZ$3,999
NZ$571 per night
includes taxes & fees
Image gallery for Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
1010 out of 10 rating
Exceptional
(126 reviews)
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
West Stockbridge, MA
8% off
Price is NZ$5,361
NZ$5,361
NZ$766 per night
includes taxes & fees
Image gallery for 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
9.69.6 out of 10 rating
Exceptional
(17 reviews)
3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
Lanesborough, MA
23% off
Price is NZ$6,066
NZ$6,066
NZ$867 per night
includes taxes & fees
Image gallery for Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
1010 out of 10 rating
Exceptional
(11 reviews)
Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
Lee, MA
8% off
Price is NZ$7,560
NZ$7,560
NZ$1,080 per night
includes taxes & fees
Image gallery for Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale, MA
12% off
Price is NZ$4,029
NZ$4,029
NZ$576 per night
includes taxes & fees
Image gallery for Best of the Berkshires & Hudson Valley
1010 out of 10 rating
Exceptional
(12 reviews)
Best of the Berkshires & Hudson Valley
Canaan, NY
8% off
Price is NZ$6,340
NZ$6,340
NZ$906 per night
includes taxes & fees
Image gallery for Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Lanesborough, MA
12% off
Price is NZ$5,208
NZ$5,208
NZ$744 per night
includes taxes & fees
Image gallery for Stunning Renovated Victorian
1010 out of 10 rating
Exceptional
(53 reviews)
Stunning Renovated Victorian
Great Barrington, MA
15% off
Price is NZ$13,372
NZ$13,372
NZ$1,910 per night
includes taxes & fees
Image gallery for Forget-Me-Not by AvantStay | Bold Lakefront Escape
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Forget-Me-Not by AvantStay | Bold Lakefront Escape
Monterey, Massachusetts
9% off
Price is NZ$12,064
NZ$12,064
NZ$1,723 per night
includes taxes & fees
Image gallery for Amore Estate - beautiful room with many places to explore and relax in.
9.09.0 out of 10 rating
Wonderful
(25 reviews)
Amore Estate - beautiful room with many places to explore and relax in.
Lenox, MA
8% off
Price is NZ$12,929
NZ$12,929
NZ$1,847 per night
includes taxes & fees
Image gallery for Modern Victorian Walk to Main Street
1010 out of 10 rating
Exceptional
(25 reviews)
Modern Victorian Walk to Main Street
Great Barrington, MA
15% off
Price is NZ$5,900
NZ$5,900
NZ$843 per night
includes taxes & fees
Image gallery for Little Longbow Lakefront Chalet
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Little Longbow Lakefront Chalet
Becket, MA
8% off
Price is NZ$6,056
NZ$6,056
NZ$865 per night
includes taxes & fees
Image gallery for Walk to Town/Lake – Spring ’25 Renovation!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Walk to Town/Lake – Spring ’25 Renovation!
Great Barrington, Massachusetts
14% off
Price is NZ$4,731
NZ$4,731
NZ$676 per night
includes taxes & fees
Image gallery for Quiet Cabin On Over 12 Acres Of Woods!
1010 out of 10 rating
Exceptional
(11 reviews)
Quiet Cabin On Over 12 Acres Of Woods!
Becket, Massachusetts
13% off
Price is NZ$2,691
NZ$2,691
NZ$384 per night
includes taxes & fees
Find spaces that suit your style
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Villa
Chalet
Find the best place to stay - Colonial Theater
Showing deals for: 31 Oct - 3 Nov
6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort
Sleeps 14 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
The current price is NZ$6,072
NZ$6,072
for 3 nights, 1 home
NZ$2,024 per night
includes taxes & fees
Vacation Village in the Berkshires
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
1,922 reviews(1,922 reviews)
The current price is NZ$673
NZ$673
for 3 nights, 1 apartment
NZ$224 per night
includes taxes & fees
Jiminy Peak Mountain Resort
Sleeps 8 · 3 bedrooms
8.28.2 out of 10
Very goodvery good
957 reviews(957 reviews)
The current price is NZ$844
NZ$844
for 3 nights, 1 apartment
NZ$281 per night
includes taxes & fees
Charming Berkshires Retreat – Minutes to Williamstown
Sleeps 8 · 3 bedrooms · 1 bathroom
6.06.0 out of 10
2 reviews(2 reviews)
The current price is NZ$1,774
NZ$1,774
for 3 nights, 1 home
NZ$591 per night
includes taxes & fees
Comfortable Berkshires retreat on mtn resort, SISO
Sleeps 12 · 4 bedrooms · 3 bathrooms
8.88.8 out of 10
Excellentexcellent
6 reviews(6 reviews)
The current price is NZ$1,992
NZ$1,992
for 3 nights, 1 home
NZ$664 per night
includes taxes & fees
Charming historic cottage on scenic road to Mt. Greylock
Sleeps 5 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
The current price is NZ$1,395
NZ$1,395
for 3 nights, 1 cottage
NZ$465 per night
includes taxes & fees
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