Holiday Homes in The Berkshires
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In one month
In two months
In three months
Featured Holiday Homes in The Berkshires

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (259)
The price is AU$351
includes taxes & fees
28 Oct - 29 Oct

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
8.0 out of 10, Very good, (5)
The price is AU$741
includes taxes & fees
6 Oct - 7 Oct

Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
The price is AU$726
includes taxes & fees
6 Oct - 7 Oct

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
9.6 out of 10, Exceptional, (8)
The price is AU$591
includes taxes & fees
6 Oct - 7 Oct

Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (23)
The price is AU$404
includes taxes & fees
3 Nov - 4 Nov

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
The price is AU$688
includes taxes & fees
28 Oct - 29 Oct

NEW RENO Historic Creamery in Berkshires w/hot tub
NEW RENO Historic Creamery in Berkshires w/hot tub
10.0 out of 10, Exceptional, (4)
The price is AU$721
includes taxes & fees
5 Oct - 6 Oct

Great Barrington Get Away
Great Barrington Get Away
9.4 out of 10, Exceptional, (23)
The price is AU$795
includes taxes & fees
2 Nov - 3 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top The Berkshires Hotel Reviews

The Red Lion Inn
10/10 Excellent
Find out more about The Berkshires
Find out more about The Berkshires
The Berkshires Holiday Homes information
Number of reviews | |
---|---|
Accommodation | Holiday Homes |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- B&B in Alford
- Cheap Hotels in Alford
- Alford Hotels
- Villas in Alford
- Beach Hotels in Becket
- Cheap Hotels in Becket
- Hotels with Parking in Becket
- Cheap Hotels in Blandford
- Luxury Hotels in Blandford
- Ski Hotels in Blandford
- Blandford Hotels
- B&B in Chester
- Chester Hotels
- Guest Houses in Granville
- Holiday Homes in Granville
- Cheap Hotels in Granville
- Granville Hotels
- Motels in Granville
- Great Barrington Hotels
- Motels in Great Barrington
- Huntington Hotels
- Castles in Lee
- Lgbt Welcoming Hotels in Lee
- Lee Hotels
- Cottages in Lenox
- Boutique Hotels in Lenox
- Cheap Hotels in Lenox
- Lenox Hotels
- Inns in Lenox
- Caravan Parks in Mill River
- B&B in Monterey
- Condominium Resort in Monterey
- Cheap Hotels in Monterey
- Family Hotels in Monterey
- Monterey Hotels
- Resort in Monterey
- Mount Washington Hotels
- Hotels near National Shrine of the Divine Mercy
- Caravan Parks in New Marlborough
- Farmstay in New Marlborough
- Beach Hotels in New Marlborough
- Luxury Hotels in New Marlborough
- Spa Hotels in New Marlborough
- Winery Hotels in New Marlborough
- New Marlborough Hotels
- Lodges in New Marlborough
- Motels in New Marlborough
- Apartments in Otis
- Caravan Parks in Otis
- Holiday Homes in Otis
- Otis Hotels
- Lodges in Otis
- Hotels near Otis Ridge
- B&B in Russell
- Holiday Homes in Russell
- Family Hotels in Russell
- Russell Hotels
- Motels in Russell
- B&B in Sheffield
- Caravan Parks in Sheffield
- Historic Hotels in Sheffield
- Spa Hotels in Sheffield
- Sheffield Hotels
- Motels in Sheffield
- Sherwood Forest Hotels
- Hotels with Parking in South Egremont
- South Egremont Hotels
- Southfield Hotels
- Historic Hotels in Stockbridge
- Stockbridge Hotels
- Hotels near Tanglewood Music Center
- Hotels near The Mount
- Luxury Hotels in Tolland
- Tolland Hotels
- Tyringham Hotels
- Lodges in Tyringham
- B&B in Washington
- Washington Hotels
- West Stockbridge Hotels