Stephentown holiday rentals
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Find the best place to stay - Stephentown
Private country home minutes from the Berkshires
Top rated rentals - Stephentown
Fantastic home, we loved our visit and would definitely stay here again!
- 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, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
The charming area of Stephentown awaits your stay
Learn about the unique charm of Stephentown with a stay in a holiday home rental. This romantic city attracts visitors thanks to its skiing and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.
Activities and attractions in and around Stephentown
Are you hoping to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Stephentown a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:
- Jiminy Peak Mountain Resort (5.2 mi / 8.4 km)
- Bousquet Ski Area (11.2 mi / 18.1 km)
- Wyndhurst Golf & Club (15.9 mi / 25.7 km)
- Waubeeka Golf Links (10.6 mi / 17.1 km)
- Furnace Brook Winery at Hilltop Orchards (11 mi / 17.7 km)
- Kennedy Park (13.4 mi / 21.6 km)
Exploring the natural features in Stephentown
Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Stephentown. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:
- Pittsfield State Forest (5.9 mi / 9.4 km)
- Mount Greylock State Reservation Visitor Center (9.2 mi / 14.8 km)
- Brodie Mountain (9.5 mi / 15.3 km)
- Pleasant Valley Wilderness Sanctuary (12.2 mi / 19.6 km)
- Mount Greylock State Reservation (12.4 mi / 19.9 km)
- Mount Greylock (12.9 mi / 20.8 km)
Transport to and around Stephentown
The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 10.3 mi (16.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Hudson, NY (HCC-Columbia County), which is 24.2 mi (38.9 km) away.