
Kid-friendly holiday rentals in Chesterton
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Chesterton
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterton family-friendly rentals
Kid-friendly house rentals

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home

Serene Retreat in Beauty Creek

National Park Nature Lover's Paradise

Pool House near the Indiana Dunes

Welcome Home

Dunefarmhouse Modern Country Escape

Newly Renovated with Finished Basement

New! Charming Retreat in the Heart of MC-King Bed
Family-friendly apartment rentals

Plant MOOD FREE Wi-fi, parking, washer & dryer!

Cute 1 bedroom apt near all MC has to offer

Private Entrance Guest Suite on the River

Miller Beach Retreat

Downtown Apartment on Lincolnway

Spectacular Pilsen Studio for 2!

Cozy Chalet by Lake MI&Dunes with Fire Pit

Tiny Retro Studio for One Person
Family-friendly apartment rentals

Modern Izakaya Studio in Wicker Park

*Luxury condo on water in St Joseph, 2 queen beds*

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Ultra clean/cozy condo, 10 mins south of Downtown!

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Modern Hyde Park Getaway | UChicago

Cabin 301 at 747 Lofts

Marina Condo near Lake Michigan
Quick stats about holiday rentals that are kid-friendly in Chesterton
Total rentals
20 properties
Nightly prices starting at
₹6,025 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
- Saugatuck Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Chicago Holiday rentals
- Cabin rentals Chesterton
- House rentals Chesterton
- Rentals with a washing machine and dryer Chesterton
- Rentals with a firepit Chesterton
- Family-friendly rentals Chesterton
- Rentals with a patio Chesterton
- Pet-friendly rentals Chesterton
- Rentals with outdoor seating Chesterton
- Family-friendly rentals Porter County
- Family-friendly rentals Indiana
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Potato Creek State Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Chicago Cultural Center