Discover a selection of 1,000 holiday rentals in Chesterton that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 178 per night, and houses and cabins are popular options for a stay in Chesterton. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Chesterton
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Destination guide

Travel to relaxing Chesterton

The riverfront, beaches and lake display a scene truly unique to Chesterton. This relaxing city is known for its coffee shops, bird watching and shopping. 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

Activities and attractions in Chesterton

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and check out everything that Chesterton has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Washington Park Zoo (11.7 mi / 18.9 km)
  • Deep River Water Park (12.7 mi / 20.5 km)
  • Legacy Hills Golf Club (15.8 mi / 25.4 km)
Weather

Seasonal weather averages in Chesterton

If you're hoping to enjoy some warm-weather activities on your holiday, July, June, August and September are the hottest months to visit, when temperatures average 28°F.

Natural features

Exploring the natural landscape of Chesterton

Chesterton is famous for its pristine beaches and panoramic lake views. Whether you're an adventurous traveller or just want to appreciate the scenery, Chesterton is a great spot to appreciate mother nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Indiana Dunes National Lakeshore (3.4 mi / 5.4 km)
  • Indiana Dunes State Park (3.9 mi / 6.3 km)
  • Marquette Park (10.7 mi / 17.1 km)
How to get there

Transport to and around Chesterton

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 37.7 mi (60.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Chicago, IL (ORD-O'Hare Intl.), which is 50.9 mi (81.9 km) away.

Can I find a vacation rental around Chesterton?

Yes, our 2021 property listings offer a large selection of 753 vacation rentals near Chesterton. From 689 houses to 129 cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chesterton for a holiday or a weekend are on Vrbo.