Kid-friendly vacation rentals in Chesterton

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Chesterton

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Farm stay in La Porte

4.99 out of 5 average rating, 441 reviews

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

Oct 11 – 18

R2,605 ZAR per night

Guest favorite

Guesthouse in Valparaiso

4.96 out of 5 average rating, 161 reviews

Private Cottage in Gated Nudist Community

We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental. Fresh baked muffins are available in the morning.

Apr 8 – 15

R1,193 ZAR per night

Guest favorite

Home in Michigan City

4.94 out of 5 average rating, 402 reviews

Small Clean Home Near Beach, Casino, Outlet Mall

This cozy, clean home is located 2.9 miles to Beach, Outlet Mall, and Casino. Quiet neighborhood. Well maintained property. Perfect for a couple or business traveler. It is not child proof. It is not suitable for small children. There are open stairs that cannot be blocked. We do not accept pets. I have an autoimmune disease. I am allergic to pet dander We request drivers license of each guest. Per Airbnb guidelines I am disclosing we have cameras on exterior north/east of home with audio.

Oct 7 – 14

R2,504 ZAR per night

Superhost

Camper/RV in Porter

4.79 out of 5 average rating, 610 reviews

'Pool Barn Camper' w/Hot Tub near Indiana Dunes

Pool is open! Hot tub open all year! Fully equipped RV is parked in the driveway of our Pool Barn. RV sleeps 6, has bath w/shower, stove, microwave, heat & A/C, & running water all year. We are located minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hiking in the Indiana Dunes National Park along the Little Calumet River and the historic Bailley homestead is only 1 block away. You may also use our large pool, hot tub, grill, campfire, and playground area. No cleaning fee!

Nov 6 – 13

R3,172 ZAR per night

Guest favorite

Cottage in Valparaiso

4.88 out of 5 average rating, 497 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - Pet free - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Jan 24 – 31

R2,429 ZAR per night

Guest favorite

Barn in Michigan City

4.96 out of 5 average rating, 346 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

Aug 21 – 28

R2,705 ZAR per night

Guest favorite

Guesthouse in Chesterton

4.97 out of 5 average rating, 116 reviews

Bro’s Place

Welcome if you like country life Bro’s place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

Oct 7 – 14

R1,952 ZAR per night

Guest favorite

Cottage in Gary

4.97 out of 5 average rating, 116 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

Dec 18 – 25

R2,792 ZAR per night

Guest favorite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 699 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

Jun 9 – 16

R2,501 ZAR per night

Guest favorite

Home in Chesterton

4.86 out of 5 average rating, 148 reviews

Sweet Home in Chesterton

This home is nestled in a private wooded corner of Coffee Creek and rests in the heart of a bustling downtown. Stroll a block to shops, restaurants, bars, winery, DIY art studio, European market, and see one of the many trains gliding on the close-by tracks. Enjoy the many amenities: Roku TV, WIFI, printer, loaded kitchen, 4 miles to Indiana Dunes beaches, National Park, Outlet Mall, Valparaiso University, Albanese candy, casino or train/drive 50 miles to Notre Dame & Chicago.

May 10 – 17

R2,821 ZAR per night

Guest favorite

Guesthouse in Chesterton

4.91 out of 5 average rating, 315 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall

Apr 11 – 18

R1,928 ZAR per night

Superhost

Home in Porter

4.82 out of 5 average rating, 154 reviews

Modern Indiana Beach Home Near Lake Michigan

This Porter Indiana beach house is a modern craftsman style home in the Dunes! Featuring an open floor plan, this heavily renovated home is the perfect place to spend your next getaway, whether you just want to retreat to write a book, relax with friends or family, or spend your days by the water! It is 3 beds, 2.5 baths, is completely updated and it is a quick drive, walk or bike ride to the Indiana Dunes National Lakeshore + Porter Beach!

Oct 3 – 10

R2,089 ZAR per night