51+ Luxury Vacation Rentals & Cabins in Chesterton |
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Chesterton Cabin Rentals

About Chesterton Vacation Rentals

There are more than 51 incredible getaway rentals that are available in Chesterton. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Chesterton.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Chesterton, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Chesterton. Places to stay near Chesterton are 1268.16 ft² on average, with prices averaging US $251 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Chesterton. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Chesterton

Type Count
Vacation Homes 24
Holiday Apartments 11
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Chesterton

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Chesterton with Cabinns.com.

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

Activities Chesterton Guest Reviews Local Attractions

Cabins Provides a Large Selection of Cabins and Vacation Rentals in and Near Chesterton. Discover Top Attractions For Your Next Outdoor Adventure.


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

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Lustron House 64 Properties
Indiana Dunes National Park 58 Properties
Coffee Creek Watershed Conservancy Preserve 51 Properties
Indiana Dunes State Park 47 Properties
Porter Beach 31 Properties
Waverly Beach 28 Properties

Complexes around Chesterton, IN


Hilton Garden Inn Chesterton 3 Properties
Oak 2 Properties

Frequently Asked Questions About Chesterton?

What are the top cabins, lake houses & summer homes in Chesterton?

We provide an array of great vacation destinations in Chesterton. If you are looking to stay in or around the Chesterton area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chesterton:

Which cabin rental, resort, or holiday home in Chesterton is best for families?

Searching for a family-friendly cabin in Chesterton? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Chesterton?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2026 is over 51 in the Chesterton area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Chesterton.

Nearby Neighborhood (1) 
Neighborhood Property Count
Porter Beach Rental Cabins and Private Getaways in Chesterton, Indiana 31

People Also Ask

There are 10 hotels in Chesterton and 35 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Chesterton