Chester vacation rentals
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Find the best place to stay - Chester
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Top rated rentals - Chester
Photo gallery for Charming Vermont historic home
Perfect in Every Way
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Why people love visiting cozy Chester
The mountains and surrounding scenery provide a peaceful ambiance to your vacation home in Chester. This relaxing city is known for its hiking, skiing and coffeehouses. 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 Chester
Are you hoping to find top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Chester a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:
- Stratton Mountain Resort (19.4 mi / 31.2 km)
- Vermont Country Store (6.4 mi / 10.3 km)
- Magic Mountain Ski Resort (9.7 mi / 15.6 km)
- Viking Nordic Center (9.9 mi / 15.9 km)
- Okemo Mountain Resort (11.4 mi / 18.3 km)
- Fox Run Golf Course (11.8 mi / 19.1 km)
Exploring the natural features in Chester
Whether you're looking for fun outdoor activities or just want to take in the scenery, Chester is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:
- Jamaica State Park (13.4 mi / 21.6 km)
- Buttermilk Falls (13.8 mi / 22.1 km)
- Lake Rescue (14.1 mi / 22.7 km)
- Mount Ascutney (14.4 mi / 23.1 km)
- Mt Ascutney State Park (14.9 mi / 24 km)
- Crescent Lake (17.1 mi / 27.5 km)
Seasonal weather averages in Chester
Travelers enjoy Chester for its skiing. If you're interested in winter sports, you might consider visiting in March, January, November or February, when snowfall averages 18 inches and temperatures average 25°F.
Traveling to and around Chester
Fly into Springfield, VT (VSF-Hartness State), the closest airport, located 6.6 mi (10.7 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away.