
Holiday rentals near The Bookstore
We found 1,019 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:1 Aug - 8 Aug
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$8,950
NZ$8,950
NZ$1,279 per night
includes taxes & fees
Image gallery for Imagine Being Lakeside This Summer! Book Now!

1010 out of 10 rating
Exceptional
(14 reviews)
Imagine Being Lakeside This Summer! Book Now!
Lenox, Massachusetts
16% off
Price is NZ$19,110
NZ$19,110
NZ$2,730 per night
includes taxes & fees
Image gallery for Summertime at Left Bank Lodge

1010 out of 10 rating
Exceptional
(6 reviews)
Summertime at Left Bank Lodge
Hancock, MA
8% off
Price is NZ$10,415
NZ$10,415
NZ$1,488 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$13,491
NZ$13,491
NZ$1,927 per night
includes taxes & fees
Image gallery for Ashintully Cottage in spectacular setting

1010 out of 10 rating
Exceptional
(33 reviews)
Ashintully Cottage in spectacular setting
Lee, MA
17% off
Price is NZ$4,429
NZ$4,429
NZ$633 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$3,906
NZ$3,906
NZ$558 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 NZ$3,424
NZ$3,424
NZ$489 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$5,358
NZ$5,358
NZ$765 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$4,705
NZ$4,705
NZ$672 per night
includes taxes & fees
Image gallery for Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington

1010 out of 10 rating
Exceptional
(7 reviews)
Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington
South Egremont, MA
8% off
Price is NZ$4,214
NZ$4,214
NZ$602 per night
includes taxes & fees
Image gallery for Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds

9.69.6 out of 10 rating
Exceptional
(18 reviews)
Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds
Hancock, MA
5% off
Price is NZ$3,675
NZ$3,675
NZ$525 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$2,774
NZ$2,774
NZ$396 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$5,230
NZ$5,230
NZ$747 per night
includes taxes & fees
Image gallery for Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
South Egremont, MA
8% off
Price is NZ$5,195
NZ$5,195
NZ$742 per night
includes taxes & fees
Image gallery for Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled

1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
Hancock, MA
7% off
Price is NZ$4,826
NZ$4,826
NZ$689 per night
includes taxes & fees
Image gallery for Charming Cottage, New Marlborough Village Green in the Berkshires

1010 out of 10 rating
Exceptional
(62 reviews)
Charming Cottage, New Marlborough Village Green in the Berkshires
Great Barrington, MA
8% off
Price is NZ$3,118
NZ$3,118
NZ$445 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 NZ$5,773
NZ$5,773
NZ$825 per night
includes taxes & fees
Image gallery for Beautifully Restored, Secluded Farmhouse

1010 out of 10 rating
Exceptional
(23 reviews)
Beautifully Restored, Secluded Farmhouse
Hillsdale, NY
7% off
Price is NZ$6,528
NZ$6,528
NZ$933 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$2,774
NZ$2,774
NZ$396 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$9,503
NZ$9,503
NZ$1,358 per night
includes taxes & fees
Image gallery for Perfect Vacation Get Away - Historical New Marlborough

9.49.4 out of 10 rating
Exceptional
(54 reviews)
Perfect Vacation Get Away - Historical New Marlborough
Great Barrington, MA
12% off
Price is NZ$2,404
NZ$2,404
NZ$343 per night
includes taxes & fees
Image gallery for Charming cedar shingle cottage

9.89.8 out of 10 rating
Exceptional
(54 reviews)
Charming cedar shingle cottage
Otis, MA
6% off
Price is NZ$3,872
NZ$3,872
NZ$553 per night
includes taxes & fees
Image gallery for Cozy Cabin on Lake Mahkeenac

8.88.8 out of 10 rating
Excellent
(10 reviews)
Cozy Cabin on Lake Mahkeenac
West Stockbridge, MA
8% off
Price is NZ$4,151
NZ$4,151
NZ$593 per night
includes taxes & fees
Image gallery for WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

9.29.2 out of 10 rating
Wonderful
(11 reviews)
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock, Massachusetts
8% off
Price is NZ$2,774
NZ$2,774
NZ$396 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Bookstore
East Otis, MA, Waterfront Summer Cottage, Big Pond,
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
East Otis, MA, Waterfront Summer Cottage, Big Pond,
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
Sleeps 20 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
COZY LOFT w/ PRIVATE BEACH ON GORGEOUS MOUNTAIN LAKE IN THE BERKSHIRES
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
156 reviews(156 reviews)
Cozy Cottage on the Lake
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
25 reviews(25 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