Stockbridge holiday lettings
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The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History
Top rated rentals - Stockbridge
Photo gallery for Modern Cottage in the heart of the Berkshires with new exterior flex space!
Stockbridge
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
The historical city of Stockbridge awaits you
Enjoy the area's museums, history and architecture with a rental holiday home in Stockbridge. Revered for its gardens, camping and hiking, this city is both romantic and relaxing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.
Activities and attractions in and around Stockbridge
Are you looking for attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Stockbridge has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:
- Wyndhurst Golf & Club (4.7 mi / 7.6 km)
- Ski Butternut (7.2 mi / 11.6 km)
- Bousquet Ski Area (9.1 mi / 14.6 km)
- Catamount Ski Area (11.6 mi / 18.7 km)
- Jiminy Peak Mountain Resort (18.6 mi / 29.9 km)
- Kennedy Park (6.8 mi / 10.9 km)
Exploring the natural features in Stockbridge
Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Stockbridge. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:
- Naumkeag Museum (0.3 mi / 0.4 km)
- Berkshire Botanical Garden (1.2 mi / 2 km)
- The Mount (3.8 mi / 6.2 km)
- Housatonic River Walk (6.6 mi / 10.6 km)
- Goose Pond Reservation (6.8 mi / 10.9 km)
- October Mountain State Forest (8.9 mi / 14.3 km)
Transport options to and around Stockbridge
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 9.6 mi (15.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away.