Compare Villas, Resorts, & Rentals in Chesterton, Indiana, USA
About Casai's Private Villas and Holiday Rentals in Chesterton
Discover more than 1027 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 951.48 ft², with nightly prices averaging CA $540.
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.
Other Places to Stay in Chesterton, IN
Frequently Asked Questions About Chesterton?
What are the top holiday rentals in Chesterton?
- Steps from the beach! Pet friendly. Awesome amenities and great location.
- Great home near the beach. Hot tub & golf cart. Summer 2026 open
- Charming Home w/Golf Cart Sleeps 13. Close to pool & amenities.
- Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
- Golf Cart 6 bedrooms plus coach house with 1 bedroom. Summer 2026 open to book
- Beachwalk Excellent Location Near Lake Michigan
- Walk to the beach! Great modern home with spring and early summer availability!
- Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
- Perfect Family Retreat-Beachwalk-AC-Free WiFi-GolfCart-Grill-Music Lovers-Bikes
- Lake Shore Beach House. Across The Alley From Our Stunning Beach
How many Casai.ca holiday rentals are available in Chesterton?
As of 2025, Casai boasts over 1027 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 |
