53+ Private Villas and Holiday Rentals in Chesterton |
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Chesterton Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Chesterton

Discover more than 53 vacation rentals available in Chesterton. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chesterton.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chesterton, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chesterton. On average, places to stay near Chesterton offer 1271.15 ft², with nightly prices averaging GB £189.

With Casai, finding and comparing holiday rentals in Chesterton is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Chesterton

Type Count
Vacation Homes 24
Holiday Apartments 11
Cottages 7

Use these Quick Filters to Find a Holiday Rental in Chesterton

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Chesterton.

Weather in Chesterton, IN

View the weather forecast for Chesterton before booking your Chesterton Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Chesterton, IN

Casai offers a large selection of top attractions around Chesterton . Research things to do on your vacation before you visit Chesterton.


Indiana Dunes State Park
Indiana Dunes National Park
Lustron House
Waverly Beach
Coffee Creek Watershed Conservancy Preserve
Blue Chip Casino
Ameristar Casino East Chicago
Local
Valparaiso University
Deep River Water Park
Majestic Star Casino
Lighthouse Place Premium Outlets
Harrah's East Chicago Casino
New Buffalo Public Beach
Purdue University Northwest
Trail Creek
Crown Point Sports Complex
Marquette Park
Albanese Candy Factory
Oasis Splash Pad

Other Places to Stay in Chesterton, IN


Waverly Beach 95 Properties
Lustron House 64 Properties
Indiana Dunes State Park 54 Properties
Coffee Creek Watershed Conservancy Preserve 53 Properties
Porter Beach 29 Properties
Indiana Dunes National Park 24 Properties

Frequently Asked Questions About Chesterton?

What are the top holiday rentals in Chesterton?

With numerous options available in Chesterton, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Chesterton:

Which holiday homes in Chesterton are best for families?

If you're searching for a family-friendly holiday home in Chesterton, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Chesterton:

How many Casai.uk holiday rentals are available in Chesterton?

As of 2025, Casai boasts over 53 properties listed in the Chesterton area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chesterton.

Nearby Neighborhood (1) 
Neighborhood Property Count
Porter Beach Vacation Rentals in Chesterton, Indiana 29

People Also Ask

There are 53 Chesterton, IN Holiday Rentals

Recently Booked Holiday Rentals in Chesterton