Chesterton Rentals By Owner

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 Vacation Rentals in Chesterton:

• ModernHome in HeartChesterton near IndianaDunes close to Chicago
• Charming Chesterton Home with Idyllic Location!
• Moody Modern Dunes Hot Tub Beach and Trails
• Moody Modern Dunes Hot Tub Beach and Trails
• Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach
• Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
• Sweet Home in Chesterton
• Serene Family Townhouse
• That 70’s Loft!- Peace, Love and A Funky Stay!
• Large Townhouse! Close to Dunes State Park: Short-Term Stays

There are many large, family-friendly vacation homes available in Chesterton; however, here are the most popular family rentals listed on our site:

• Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
• Your Midwest Dunes Vacation Tri-State Paradise!
• That 70’s Loft- Peace, Love and a Funky Stay!
• Charming Chesterton Home: w/Idyllic Location!

Yes, there are 35 self-catering vacation homes in Chesterton that have hot tubs, swimming pools, & other amenities.

There are more than 35 luxury villas and vacation homes in or near Chesterton. Filter by price to compare find the most expensive places to stay on Rentthecottages.

Yes, there are 35 pet friendly vacation homes and places to stays that are available in or near Chesterton that you may consider.