Chester holiday rentals
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Find the best place to stay - Chester
Stunning Artisan Waterfall Escape [Walk to Downtown]
Top rated rentals - Chester
Photo gallery for Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Cute cottage just a block from the beach!
- 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
Theatrical Chester will entice you
Enjoy the theatre scene and other features of Chester. One of the city's many top draws is its parks. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.
Sightseeing in and around Chester
Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that Chester has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:
- Essex Steam Train (5.3 mi / 8.5 km)
- Machimoodus State Park (6.5 mi / 10.5 km)
- Chamard Vineyards (7.7 mi / 12.4 km)
- Bishops Orchard and Winery (13.5 mi / 21.7 km)
- Dinosaur Place at Nature's Art (13.7 mi / 22 km)
- Brownstone Exploration & Discovery Park (14.6 mi / 23.5 km)
Exploring the natural features in Chester
Whether you're an active traveller or just want to appreciate the scenery, Chester is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:
- Gillette Castle State Park (3.3 mi / 5.2 km)
- Cockaponset State Forest (3.7 mi / 6 km)
- Machimoodus State Park (6.5 mi / 10.5 km)
- Goose Island (8.3 mi / 13.3 km)
- Westbrook Town Beach (8.7 mi / 14 km)
- Devil's Hopyard State Park (8.9 mi / 14.3 km)
Travelling to and around Chester
The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 23.1 mi (37.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into New London, CT (GON-Groton - New London), which is 23.1 mi (37.2 km) away.