Luxury rentals in The Berkshires
Find and book unique accommodation on Airbnb
Top-rated vacation rentals in The Berkshires
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 1 pages
1 of 1 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires luxury holiday rentals
Other great luxury holiday rentals in The Berkshires
Place to stay in Great Barrington
The Freeman Berkshires
7–14 Feb
€ 2,663 per night
Place to stay in Lenox
The Kemble Berkshires
10–17 May
€ 5,372 per night
Place to stay in Hyde Park
Historic Vanderbilt Estate Carriage House
1–8 Oct
€ 2,475 per night
Home in New Marlborough
Sunset Falls
26 Feb – 5 Mar
€ 3,213 per night
Destinations to explore
- Luxury rentals United States
- Luxury rentals Long Island
- Luxury rentals New York
- Beachfront rentals The Berkshires
- Family-friendly rentals The Berkshires
- Smoking-friendly rentals The Berkshires
- Wheelchair-accessible rentals The Berkshires
- Farm stay rentals The Berkshires
- Fitness-friendly rentals The Berkshires
- Aparthotel rentals The Berkshires
- Rentals with pools The Berkshires
- Rentals with an accessible-height toilet The Berkshires
- Townhouse rentals The Berkshires
- Rentals with a sauna The Berkshires
- Pet-friendly rentals The Berkshires
- Rentals with an EV charger The Berkshires
- Rentals with breakfast The Berkshires
- Private suite rentals The Berkshires
- Rentals with outdoor seating The Berkshires
- Flat rentals The Berkshires
- Boutique hotel rentals The Berkshires
- Chalet rentals The Berkshires
- Rentals with a patio The Berkshires
- Bed and breakfasts The Berkshires
- Apartment rentals The Berkshires
- Guest house rentals The Berkshires
- Waterfront rentals The Berkshires
- Rentals with a hot tub The Berkshires
- House rentals The Berkshires
- Lakehouse rentals The Berkshires
- Rentals with a washing machine and dryer The Berkshires
- Rentals with a kayak The Berkshires
- Cottage rentals The Berkshires
- Rentals with a fireplace The Berkshires
- Rentals with lake access The Berkshires
- Family-friendly rentals The Berkshires
- Hotel rentals The Berkshires
- Rentals with a cinema The Berkshires
- Cabin rentals The Berkshires
- Monthly Rentals The Berkshires
- Rentals with a firepit The Berkshires
- Rentals with beach access The Berkshires
- 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