Hotel holiday rentals in The Berkshires
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in The Berkshires
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for hotel rentals in The Berkshires
Family-friendly hotel rentals
Hotel room in Saratoga Springs
5 out of 5 average rating, 5 reviewsTriple Room 5 at Anne's Washington Inn
Hotel room in Fort Montgomery
4.76 out of 5 average rating, 116 reviewsBear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
Hotel room in Whitingham
4.94 out of 5 average rating, 170 reviewsThe Engel House Room 3: Mt Snow/Wilmington VT Area
Hotel room in Cummington
4.82 out of 5 average rating, 83 reviewsSinging Bridge Harmony Room
Hotel room in Watertown
4.84 out of 5 average rating, 31 reviewsThe Depot Square Inn - Room 525
Hotel room in South Hadley
5 out of 5 average rating, 11 reviewsDaniel Stebbins Inn: Francis Perkins Room
Hotel room in Cornwall
5 out of 5 average rating, 6 reviewsCornwall Inn - Suite w/2 bedrooms (sorry, no pets)
Hotel rentals with a pool
Private room in Stone Ridge
4.97 out of 5 average rating, 77 reviewsVlyHouse - Room 5
Hotel room in Windsor
5 out of 5 average rating, 3 reviewsRevitalized Relaxing in Studio Style
Hotel room in West Springfield
4.83 out of 5 average rating, 6 reviewsComfortable Queen Suite + free breakfast at MA
Hotel room in Enfield
4.88 out of 5 average rating, 49 reviewsNew, modern hotel in Enfield, CT RM3 2 Queens
Hotel room in Dover
5 out of 5 average rating, 7 reviewsLuxury King Suite w/balcony in Historic Inn, rm 1
Hotel room in Wilmington
5 out of 5 average rating, 6 reviewsBrook Bound Inn-Main Lodge-King Room 201-2nd Floor
Hotel room in Lee
4.91 out of 5 average rating, 22 reviewsGreat Place |2 BD|Kitchen| Pool
Hotel rentals with a patio
Hotel room in Shelburne Falls
5 out of 5 average rating, 7 reviewsShelburne Springs
Private room in Jamaica
5 out of 5 average rating, 45 reviewsCorsica 2 room Suite at the Jamaicahaus
Hotel room in Mount Tremper
4.8 out of 5 average rating, 5 reviewsFarmhouse Inn in the Heart of the Catskills (Rm 8)
Hotel room in Kingston
4.99 out of 5 average rating, 69 reviewsGrace and Favor - welcoming one bedroom suite
Destinations to explore
- Aparthotel rentals United States
- Boutique hotel rentals United States
- Hotel rentals United States
- Boutique hotel rentals New York
- Hotel rentals New York
- Hotel rentals Long Island
- Boutique hotel rentals Long Island
- Rentals with a kayak The Berkshires
- Waterfront rentals The Berkshires
- Smoking-friendly rentals The Berkshires
- Rentals with a hot tub The Berkshires
- Cabin rentals The Berkshires
- Fitness-friendly rentals The Berkshires
- Rentals with a cinema The Berkshires
- Lakehouse rentals The Berkshires
- Flat rentals The Berkshires
- Rentals with pools The Berkshires
- Rentals with an EV charger The Berkshires
- Rentals with an accessible-height toilet The Berkshires
- Farm stay rentals The Berkshires
- Holiday home rentals The Berkshires
- Pet-friendly rentals The Berkshires
- Family-friendly rentals The Berkshires
- Rentals with a sauna The Berkshires
- Rentals with a firepit The Berkshires
- Guest house rentals The Berkshires
- Ski-in/ski-out rentals The Berkshires
- Townhouse rentals The Berkshires
- Rentals with a washing machine and dryer The Berkshires
- Rentals with a patio The Berkshires
- Chalet rentals The Berkshires
- Apartment rentals The Berkshires
- Aparthotel rentals The Berkshires
- Rentals with outdoor seating The Berkshires
- Family-friendly rentals The Berkshires
- Private suite rentals The Berkshires
- Boutique hotel rentals The Berkshires
- Rentals with breakfast The Berkshires
- Rentals with beach access The Berkshires
- Monthly Rentals The Berkshires
- Rentals with a fireplace The Berkshires
- Cottage rentals The Berkshires
- Beachfront rentals The Berkshires
- Luxury rentals The Berkshires
- House rentals The Berkshires
- Bed and breakfasts The Berkshires
- Rentals with lake 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