Apartment holiday rentals in The Berkshires
Find and book unique apartments on Airbnb
Top-rated apartment rentals in The Berkshires
Guests agree: these apartments 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 The Berkshires apartment rentals
Weekly apartment rentals
Rental unit in Dummerston
4.96 out of 5 average rating, 195 reviewsHeART Barn Retreat
Rental unit in Torrington
4.98 out of 5 average rating, 151 reviewsApartment on Main St.
Rental unit in East Chatham
4.95 out of 5 average rating, 109 reviewsBennett Abode
Rental unit in Amherst
4.97 out of 5 average rating, 291 reviewsThe Bailey's Apartment
Rental unit in Northampton
4.98 out of 5 average rating, 685 reviewsTree Top Suite, cozy downtown apartment
Rental unit in Albany
4.99 out of 5 average rating, 170 reviewsBeautiful Center Square Garden-Level Unit
Rental unit in Pine Plains
4.98 out of 5 average rating, 146 reviewsNewly renovated cutie
Rental unit in Greenfield
4.96 out of 5 average rating, 360 reviewsMohawk Trail View/ private apt. no cleaning Fee
Private apartment rentals
Rental unit in Litchfield
4.96 out of 5 average rating, 200 reviewsPerfect, peaceful retreat
Rental unit in Leeds
4.98 out of 5 average rating, 136 reviewsPrivate Studio for a Sweet Getaway!
Rental unit in Pelham
4.99 out of 5 average rating, 144 reviewsPelham 2nd floor Apartment
Rental unit in Vernon
4.96 out of 5 average rating, 153 reviewsFarm land view.
Rental unit in Hudson
4.92 out of 5 average rating, 200 reviewsStudio/Guest Suite Minutes from Warren St.
Rental unit in Newfane
4.97 out of 5 average rating, 433 reviewsRock River Retreat: VT Oasis Pet Friendly
Rental unit in New Britain
4.94 out of 5 average rating, 144 reviewsSpacious Cozy Guest Suite
Rental unit in Ashford
4.97 out of 5 average rating, 237 reviewsEnjoy a Farm Stay without the Work
Apartment rentals with a hot tub
Rental unit in Philipstown
4.9 out of 5 average rating, 216 reviewsFoxglove Farm
Rental unit in Townshend
4.93 out of 5 average rating, 218 reviewsPrivate Apt. on Farm, with Hot Tub with views!
Rental unit in New Paltz
4.96 out of 5 average rating, 511 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Rental unit in Bloomington
4.99 out of 5 average rating, 202 reviewsCouples Getaway, Hot Tub, 3 acres, 5mi to Kingston
Rental unit in Acra
4.99 out of 5 average rating, 150 reviewsBurnt Knob Mountain Escape
Rental unit in Kingston
4.91 out of 5 average rating, 166 reviewsCharming Pet Friendly Getaway w Hot Tub & Fire Pit
Rental unit in Londonderry
4.96 out of 5 average rating, 568 reviewsVermont Getaway Apartment
Rental unit in Tannersville
4.88 out of 5 average rating, 308 reviewsMountain Top Hot Tub Suite Hiking & Falls 5 min
Destinations to explore
- Flat rentals United States
- Serviced apartment rentals United States
- Flat rentals New York
- Serviced apartment rentals New York
- Serviced apartment rentals Long Island
- Flat rentals Long Island
- Beachfront rentals The Berkshires
- Luxury rentals The Berkshires
- Pet-friendly rentals The Berkshires
- Waterfront rentals The Berkshires
- Rentals with pools The Berkshires
- Rentals with a cinema The Berkshires
- Farm stay rentals The Berkshires
- Holiday home rentals The Berkshires
- Rentals with a kayak The Berkshires
- Lakehouse rentals The Berkshires
- Chalet rentals The Berkshires
- Apartment rentals The Berkshires
- Rentals with an accessible-height toilet The Berkshires
- Rentals with a hot tub The Berkshires
- Family-friendly rentals The Berkshires
- Private suite rentals The Berkshires
- Rentals with beach access The Berkshires
- Rentals with a patio The Berkshires
- Cabin rentals The Berkshires
- Boutique hotel rentals The Berkshires
- Smoking-friendly rentals The Berkshires
- Bed and breakfasts The Berkshires
- Rentals with lake access The Berkshires
- Aparthotel rentals The Berkshires
- Rentals with an EV charger The Berkshires
- Hotel rentals The Berkshires
- Rentals with a washing machine and dryer The Berkshires
- Rentals with a firepit The Berkshires
- Guest house rentals The Berkshires
- Ski-in/ski-out rentals The Berkshires
- Rentals with a sauna The Berkshires
- Fitness-friendly rentals The Berkshires
- Monthly Rentals The Berkshires
- Townhouse rentals The Berkshires
- Rentals with a fireplace The Berkshires
- Rentals with breakfast The Berkshires
- House rentals The Berkshires
- Cottage rentals The Berkshires
- Rentals with outdoor seating The Berkshires
- Family-friendly rentals 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