What are the top rated Cottage Rentals in Chesterton?

There are a lot of options in Chesterton. If you plan on staying in the Chesterton area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Chesterton: <a href="/property/cabin-53-steps-from-porter-beach-on-lake-michigan-family-pet-friendly/HA-3213558432" class="class="static-page-link"">Cabin 53 steps from Porter Beach on Lake Michigan: Family &amp; Pet-Friendly</a> <a href="/property/porter-beach-vacation-getway-lake-michigan-beachside-home-newly-remodeled/HA-3211344838" class="class="static-page-link"">Porter Beach Vacation Getway! Lake Michigan Beachside Home - Newly Remodeled</a> <a href="/property/chesterton-golf-view-estate-midwest-great-lake-beaches-trails-of-the-dunes/HA-3211950707" class="class="static-page-link"">Chesterton “Golf View Estate” Midwest Great Lake Beaches &amp; Trails Of The Dunes!</a> <a href="/property/chesterton-charmer-lower-unit/HA-3214295592" class="class="static-page-link"">Chesterton Charmer: Lower Unit</a> <a href="/property/charming-chesterton-home-w-idyllic-location/HA-1219865910" class="class="static-page-link"">Charming Chesterton Home: w/Idyllic Location!</a> <a href="/property/indiana-dunes-lake-michigan-downtown-chesterton/HA-3212836267" class="class="static-page-link"">INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON</a> <a href="/property/cozy-retreat-w-hot-tub-indiana-dunes-beaches-trails/HA-3214712851" class="class="static-page-link"">Cozy Retreat w/Hot tub Indiana dunes Beaches Trails</a> <a href="/property/that-70s-loft-peace-love-and-a-funky-stay/HA-3214214320" class="class="static-page-link"">That 70’s Loft- Peace, Love and a Funky Stay!</a> <a href="/property/chesterton-charmer-upper-unit/HA-3214295593" class="class="static-page-link"">Chesterton Charmer: Upper Unit</a> <a href="/property/3-bedroom-house-in-delightful-chesterton/HA-3214484944" class="class="static-page-link"">3-bedroom house in delightful Chesterton</a>

How much does it cost to rent a cottage in Chesterton?

The average cost for a cottage rental in Chesterton is $306 per night. Mauidreamwedding has a wide list of great cottages near Chesterton that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Chesterton that allow pets?

Yes, here are the top cottage rentals in Chesterton that allow you to bring your pet: Charming Lakefront Cottage in Indiana Dunes Charming Beach Front Cottages at Duneland Rentals. Cozy and Charming Beach Getaway on Lovely Lake Michigan Indiana Dunes 2-Bedroom Beach Rental Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly Your Midwest Dunes Vacation Tri-State Paradise! Hilton Garden Inn Chesterton Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes! <a href="/all/usa/indiana/chesterton" class="class="static-page-link"">See all pet-friendly vacation rentals in Chesterton on Mauidreamwedding</a>

Do you have any rental cottages in Chesterton that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Chesterton to find one that works for you.

Are there quality cottages in Chesterton that have indoor swimming pools?

As of 2026, the data from Mauidreamwedding shows that there are Over 6 private swimming pools or cottages with indoor pools in the Chesterton area along with other great amenities.

Chesterton Cottage Rentals By Owner

Charming Lakefront Cottage in Indiana Dunes

From US $247

9.8 (72 Reviews)

Cottage

Charming Lakefront Cottage in Indiana Dunes

Air Conditioner
Parking
TV

Chesterton Cottage Rentals & Holiday Homes

Find the best cottages in Chesterton - We found 6 exact matches

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