Chester holiday rentals
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Find the best place to stay - Chester
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
- 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
Explore the waterfront setting in Chester
The island views and other outdoor surroundings create an inviting atmosphere in Chester. Renowned for its boating, cycling and seafood restaurants, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.
Activities and attractions in Chester
Are you hoping to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Chester a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:
- Queenstown Harbor Golf Club (6.5 mi / 10.5 km)
- St. Michaels Winery (13.9 mi / 22.4 km)
- Maryland Renaissance Festival (16.2 mi / 26 km)
- Paul Reed Smith Guitars (1.6 mi / 2.6 km)
- Queenstown Harbor Golf Links (6.6 mi / 10.5 km)
- U.S. Naval Academy Golf Club (9.5 mi / 15.3 km)
Exploring the natural landscape of Chester
Whether you're an active traveller or just want to take in the scenery, Chester is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:
- Chesapeake Bay Environmental Center (3.8 mi / 6.1 km)
- Eastern Neck National Wildlife Refuge (5.2 mi / 8.4 km)
- Sandy Point Beach (6.2 mi / 10 km)
- Sandy Point State Park (7 mi / 11.3 km)
- Maryland Quiet Waters Park (11.4 mi / 18.3 km)
- Fort Smallwood Park (15.9 mi / 25.5 km)
Travelling to and around Chester
Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 16.6 mi (26.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Baltimore Washington International Airport (BWI), which is 24.8 mi (39.9 km) away.