What are the top rated Cottage Rentals in Westchester?

There are a lot of options in Westchester. If you plan on staying in the Westchester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Westchester: <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> <a href="/property/dunes-home-3-bedroom-i-2-bhr-i-2-living-rooms-home-valpo-university-dunes/HA-3213103624" class="class="static-page-link"">Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes</a>

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

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

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

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

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

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

Westchester 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

Westchester Cottage Rentals & Holiday Homes

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

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