A river flanked by autumn-colored trees and residential areas.

Housatonic houses

We found 422 houses — enter your dates for availability

Explore Housatonic house rentals

Image of Renovated Colonial on the River! Fantastic Views

Renovated Colonial on the River! Fantastic Views

Sleeps 5 · 3 bedrooms · 2 bathrooms

Image of 8 Mi to Tanglewood & Butternut Ski: Spacious Home!

Premier Host

8 Mi to Tanglewood & Butternut Ski: Spacious Home!

Sleeps 14 · 6 bedrooms · 3+ bathrooms

Image of Sweet Cozy Victorian in Housatonic. Close to everything.

Premier Host

Sweet Cozy Victorian in Housatonic. Close to everything.

Sleeps 6 · 3 bedrooms · 1 bathroom

Image of Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay

Premier Host

Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Berkshire Summer Retreat - 3 bed/2 bath

Berkshire Summer Retreat - 3 bed/2 bath

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway

Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway

Sleeps 6 · 3 bedrooms · 2 bathrooms

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value