Discover a selection of 260 vacation rentals in West Stockbridge, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $282 per night, and houses and cabins are popular options for a stay in West Stockbridge. Either way, you'll find a rental for everyone's needs.
Destination guide

Why people love visiting charming West Stockbridge

The gardens, forests and lake are a perfect backdrop to your vacation home in West Stockbridge. Travelers to this romantic city praise the wildlife, restaurants and yoga. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in and around West Stockbridge

Are you hoping to discover things to do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes West Stockbridge a one-of-a-kind vacation spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Furnace Brook Winery at Hilltop Orchards (5.8 mi / 9.4 km)
  • Greenock Country Club (6.5 mi / 10.4 km)
  • Pleasant Valley Wilderness Sanctuary (6.6 mi / 10.6 km)
  • Kennedy Park (7.3 mi / 11.8 km)
  • Wood's Pond (7.4 mi / 12 km)
  • Bousquet Ski Area (9.3 mi / 15 km)
Natural features

Exploring the natural features in West Stockbridge

Whether you're an active traveler or just want to appreciate the scenery, West Stockbridge is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Berkshire Botanical Garden (2.4 mi / 3.9 km)
  • Lake Mansfield Park (7.3 mi / 11.8 km)
  • Kennedy Park (7.3 mi / 11.8 km)
  • Wood's Pond (7.4 mi / 12 km)
  • Beartown State Forest (7.5 mi / 12 km)
  • Tyringham Cobble (8.7 mi / 14 km)
How to get there

Transportation options to and around West Stockbridge

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 9.2 mi (14.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Hudson, NY (HCC-Columbia County), which is 16.9 mi (27.2 km) away.

How many vacation rentals are available around West Stockbridge, MA?

Our 2021 property listings offer a large selection of 260 vacation rentals around West Stockbridge. From 201 house rentals to 26 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in West Stockbridge?

Yes, of course. Vrbo has 201 Houses in West Stockbridge. Our other popular types of vacation rentals in West Stockbridge include:

  • Cabins: 26 rentals available
  • Condos/Apartments: 28 rentals available
  • Cottages: 26 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in West Stockbridge?

Yes, you can select your preferred vacation rental with pool among our 43 vacation rentals with pool available in West Stockbridge. Please use our search bar to access the selection of vacation rentals available.