Holiday rentals near The Bookstore
We found 1,005 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near The Bookstore that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - The Bookstore
Showing deals for:18 Jul - 25 Jul
Image gallery for Superb Views -- Sunsets, Mountains, Valley

1010 out of 10 rating
Exceptional
(16 reviews)
Superb Views -- Sunsets, Mountains, Valley
Copake Falls, NY
17% off
Price is NZ$9,751
NZ$9,751
NZ$1,393 per night
includes taxes & fees
Image gallery for Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount

1010 out of 10 rating
Exceptional
(10 reviews)
Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount
Hillsdale, NY
8% off
Price is NZ$8,944
NZ$8,944
NZ$1,278 per night
includes taxes & fees
Image gallery for Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.89.8 out of 10 rating
Exceptional
(56 reviews)
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Hinsdale, MA
8% off
Price is NZ$3,007
NZ$3,007
NZ$430 per night
includes taxes & fees
Image gallery for In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

8.68.6 out of 10 rating
Excellent
(10 reviews)
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Hancock, MA
8% off
Price is NZ$3,835
NZ$3,835
NZ$548 per night
includes taxes & fees
Image gallery for Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!

1010 out of 10 rating
Exceptional
(43 reviews)
Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
Hillsdale, NY
8% off
Price is NZ$13,483
NZ$13,483
NZ$1,926 per night
includes taxes & fees
Image gallery for Wildlife Retreat in the Forest

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Wildlife Retreat in the Forest
Becket, MA
8% off
Price is NZ$8,364
NZ$8,364
NZ$1,195 per night
includes taxes & fees
Image gallery for Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

1010 out of 10 rating
Exceptional
(120 reviews)
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Hillsdale, NY
21% off
Price is NZ$4,282
NZ$4,282
NZ$612 per night
includes taxes & fees
Image gallery for Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.

1010 out of 10 rating
Exceptional
(39 reviews)
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
Hancock, MA
13% off
Price is NZ$9,157
NZ$9,157
NZ$1,308 per night
includes taxes & fees
Image gallery for Huge Beautiful House-fits 2 families-16 Acres -Low rates- 2 min from Jiminy Peak

9.89.8 out of 10 rating
Exceptional
(68 reviews)
Huge Beautiful House-fits 2 families-16 Acres -Low rates- 2 min from Jiminy Peak
Williamstown, MA
12% off
Price is NZ$5,355
NZ$5,355
NZ$765 per night
includes taxes & fees
Image gallery for The Meadows House @ Otis Ridge w/ 7-person hot tub

9.89.8 out of 10 rating
Exceptional
(28 reviews)
The Meadows House @ Otis Ridge w/ 7-person hot tub
Otis, MA
8% off
Price is NZ$3,782
NZ$3,782
NZ$540 per night
includes taxes & fees
Image gallery for Farm House Getaway on 200 acre horse farm!

1010 out of 10 rating
Exceptional
(32 reviews)
Farm House Getaway on 200 acre horse farm!
Hillsdale, NY
8% off
Price is NZ$4,996
NZ$4,996
NZ$714 per night
includes taxes & fees
Image gallery for New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge

1010 out of 10 rating
Exceptional
(6 reviews)
New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
Stockbridge, MA
8% off
Price is NZ$16,391
NZ$16,391
NZ$2,342 per night
includes taxes & fees
Image gallery for Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock, MA
8% off
Price is NZ$3,045
NZ$3,045
NZ$435 per night
includes taxes & fees
Image gallery for 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

9.89.8 out of 10 rating
Exceptional
(7 reviews)
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Hancock, Massachusetts
8% off
Price is NZ$3,035
NZ$3,035
NZ$434 per night
includes taxes & fees
Image gallery for Pristine Home In Becket Woods

1010 out of 10 rating
Exceptional
(14 reviews)
Pristine Home In Becket Woods
Becket, Massachusetts
14% off
Price is NZ$4,697
NZ$4,697
NZ$671 per night
includes taxes & fees
Image gallery for Berkshire Lake at the Pillow, and EV!

9.49.4 out of 10 rating
Exceptional
(15 reviews)
Berkshire Lake at the Pillow, and EV!
Lee, MA
8% off
Price is NZ$5,227
NZ$5,227
NZ$747 per night
includes taxes & fees
Image gallery for Berkshires Lake View, Hot Tub, Large Open Great Room, Lrg Kitchen

1010 out of 10 rating
Exceptional
(6 reviews)
Berkshires Lake View, Hot Tub, Large Open Great Room, Lrg Kitchen
Pittsfield, MA
8% off
Price is NZ$6,058
NZ$6,058
NZ$865 per night
includes taxes & fees
Image gallery for Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

1010 out of 10 rating
Exceptional
(7 reviews)
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock, Massachusetts
8% off
Price is NZ$3,045
NZ$3,045
NZ$435 per night
includes taxes & fees
Image gallery for Escape for the weekend!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Escape for the weekend!
East Nassau, NY
8% off
Price is NZ$1,736
NZ$1,736
NZ$248 per night
includes taxes & fees
Image gallery for Great Barrington Get Away

9.29.2 out of 10 rating
Wonderful
(22 reviews)
Great Barrington Get Away
Great Barrington, MA
8% off
Price is NZ$6,730
NZ$6,730
NZ$961 per night
includes taxes & fees
Image gallery for Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Austerlitz, NY
10% off
Price is NZ$14,929
NZ$14,929
NZ$2,133 per night
includes taxes & fees
Image gallery for Private Berkshire Cabin on 27acres near Jiminy Peak.

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Private Berkshire Cabin on 27acres near Jiminy Peak.
Williamstown, MA
13% off
Price is NZ$3,924
NZ$3,924
NZ$561 per night
includes taxes & fees
Image gallery for Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock, MA
8% off
Price is NZ$3,035
NZ$3,035
NZ$434 per night
includes taxes & fees
Image gallery for 2 Bedroom Deluxe Condo at Bentley Brook, Jiminy Peak Ski Mountain!!

1010 out of 10 rating
Exceptional
(5 reviews)
2 Bedroom Deluxe Condo at Bentley Brook, Jiminy Peak Ski Mountain!!
Hancock, MA
8% off
Price is NZ$9,329
NZ$9,329
NZ$1,333 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Bookstore
Laurel Lake Luxury 4BR, 4.5 Bath, Ranch on Fox Hollow Estate
Sleeps 10 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!
Sleeps 12 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Tanglewood Treasure! A Gracious Retreat in the Heart of the Berkshires
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- 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
- More for lessMore space, more privacy, more amenities — more value