Holiday rentals in Berkshire County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Berkshire County
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire County holiday rentals
Other great holiday rentals in Berkshire County
Guest favourite
Cabin in Cheshire
4.89 out of 5 average rating, 152 reviewsPrivate Paradise in the Berkshires
24 Nov – 1 Dec
₹12,111 per night
Guest favourite
Cottage in Great Barrington
4.98 out of 5 average rating, 126 reviewsNewly built cottage on working farm
10–17 Mar
₹9,813 per night
Guest favourite
Flat in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
28 Dec – 4 Jan
₹14,080 per night
Guest favourite
Home in Great Barrington
4.96 out of 5 average rating, 213 reviewsJaw dropping mountain & lake views
7–14 Jan
₹60,902 per night
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
6–13 Feb
₹14,263 per night
Guest favourite
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
13–20 Sep
₹10,611 per night
Guest favourite
Guest suite in Austerlitz
4.86 out of 5 average rating, 137 reviewsRustic-Modern Studio - Near Hudson, Chatham, & GB
23 Feb – 2 Mar
₹7,594 per night
Guest favourite
Flat in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
19–26 Jun
₹6,230 per night
Destinations to explore
- Flat rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Rentals with a sauna Berkshire County
- Apartment rentals Berkshire County
- Hotel rentals Berkshire County
- Rentals with a washing machine and dryer Berkshire County
- Rentals with lake access Berkshire County
- Guest house rentals Berkshire County
- Rentals with a firepit Berkshire County
- Rentals with an EV charger Berkshire County
- Cottage rentals Berkshire County
- Rentals with beach access Berkshire County
- Family-friendly rentals Berkshire County
- Boutique hotel rentals Berkshire County
- Bed and breakfasts Berkshire County
- Fitness-friendly rentals Berkshire County
- Family-friendly rentals Berkshire County
- Cabin rentals Berkshire County
- Private suite rentals Berkshire County
- Monthly Rentals Berkshire County
- Rentals with breakfast Berkshire County
- Farm stay rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Chalet rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Rentals with pools Berkshire County
- Rentals with a kayak Berkshire County
- House rentals Berkshire County
- Pet-friendly rentals Berkshire County
- Rentals with a patio Berkshire County
- Beachfront rentals Berkshire County
- Waterfront rentals Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom