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
Flat in Lee
4.79 out of 5 average rating, 108 reviewsCozy Berkshire Cottage Style Apartment
Flat in Northampton
4.95 out of 5 average rating, 284 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Flat in Sheffield
4.92 out of 5 average rating, 124 reviewsPrivate Berkshire Barn Apartment
Flat in Catskill
4.92 out of 5 average rating, 139 reviewsCosy Catskill Casita in the Middle of Village
Flat in Staatsburg
5.0 out of 5 average rating, 191 reviewsThrough the Woods Farm
Flat in Marlboro
4.94 out of 5 average rating, 225 reviewsShakespeare’s Folly Side Farm and AirBnB.
Flat in Kingston
4.96 out of 5 average rating, 311 reviewsDog Friendly Uptown Apt Near Stockade + Huge Yard
Flat in Northampton
4.92 out of 5 average rating, 546 reviewsSunny Peaceful Home
Private apartment rentals
Flat in Bennington
4.93 out of 5 average rating, 533 reviewsThe Octopus's Garden
Flat in Marlboro
4.97 out of 5 average rating, 313 reviewsCliff Top at Turtle Rock
Flat in New Paltz
4.96 out of 5 average rating, 350 reviewsModena Mad House
Flat in Hudson
4.91 out of 5 average rating, 170 reviewsStudio/Guest Suite Minutes from Warren St.
Flat in Coxsackie
4.95 out of 5 average rating, 97 reviewsLovely 1 bedroom suite in historical house
Flat in Bennington
4.96 out of 5 average rating, 141 reviewsCooper's Place
Flat in Niskayuna
5.0 out of 5 average rating, 110 reviewsNiskayuna One Bedroom Chalet
Flat in Bennington
4.94 out of 5 average rating, 154 reviewsNEW Escape the City- Vermont Studio
Apartment rentals with a hot tub
Flat in Philipstown
4.89 out of 5 average rating, 192 reviewsFoxglove Farm
Flat in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Flat in New Paltz
4.96 out of 5 average rating, 469 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Flat in Northampton
4.88 out of 5 average rating, 109 reviewsElm Suite in front of Smith with Private Bathroom
Flat in Newburgh
4.96 out of 5 average rating, 217 reviewsSweet Victory Suite
Flat in Tannersville
4.88 out of 5 average rating, 292 reviewsMountain Top Hot Tub Suite Hiking & Falls 5 min
Flat in Salt Point
4.91 out of 5 average rating, 116 reviewsBeautiful & Secluded Hudson Valley Rustic Getaway
Flat in Kingston
4.91 out of 5 average rating, 161 reviewsDog Friendly Hudson Valley Escape with Hot Tub
Destinations to explore
- Flat rentals United States
- Serviced apartment rentals United States
- Serviced apartment rentals Long Island
- Flat rentals Long Island
- Flat rentals New York
- Serviced apartment rentals New York
- Farm stay rentals The Berkshires
- Holiday home rentals The Berkshires
- Smoking-friendly rentals The Berkshires
- Rentals with an accessible-height toilet The Berkshires
- Fitness-friendly rentals The Berkshires
- Lakehouse rentals The Berkshires
- Waterfront rentals The Berkshires
- Rentals with an EV charger The Berkshires
- Cabin rentals The Berkshires
- Rentals with a cinema The Berkshires
- Rentals with outdoor seating The Berkshires
- Rentals with pools The Berkshires
- Hotel rentals The Berkshires
- Rentals with a hot tub The Berkshires
- Beachfront rentals The Berkshires
- Luxury rentals The Berkshires
- Rentals with a kayak The Berkshires
- Rentals with a washing machine and dryer The Berkshires
- Aparthotel rentals The Berkshires
- Rentals with a sauna The Berkshires
- Monthly Rentals The Berkshires
- Cottage rentals The Berkshires
- Townhouse rentals The Berkshires
- Pet-friendly rentals The Berkshires
- Chalet rentals The Berkshires
- Apartment rentals The Berkshires
- Wheelchair-accessible rentals The Berkshires
- House rentals The Berkshires
- Bed and breakfasts The Berkshires
- Rentals with lake access The Berkshires
- Rentals with a firepit The Berkshires
- Guest house rentals The Berkshires
- Ski-in/ski-out rentals The Berkshires
- Rentals with a patio The Berkshires
- Boutique hotel rentals The Berkshires
- Family-friendly rentals The Berkshires
- Private suite rentals The Berkshires
- Rentals with a fireplace The Berkshires
- Family-friendly rentals The Berkshires
- Rentals with breakfast 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