Holiday rentals in New Chicago

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

Couples Getaway, Jacuzzi, Sauna, Pool is Open

Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

Newly Renovated with Finished Basement

This beautiful house is located near Lake Michigan in Northwest Indiana, less than 10 minutes from the expressway and toll road. There is a stainless steel kitchen, spa bathroom, finished basement and bar with sleeping capacity to accommodate two families. This is a smart home with Ring db, lights and thermostat controlled by your voice. We are less than an hour drive from downtown Chicago, and there are many great beaches nearby. Shopping and great dining options are also within a close drive.

Cozy Log Cabin Near Indiana Dunes & Lake Michigan!

Less than 10 minutes from Indiana Dunes National Park and Lake Michigan, our beautiful log cabin sits on 2 acres while still being in the heart of Portage! Our large front deck overlooks state land giving a beautiful, private view out of our large windows. Our cozy cabin has 3 bedrooms and 3.5 bathrooms with fun, thoughtful touches for your family including video game consoles, movies, books, a LOT of games, a pool/ping pong table, 2 fire pits, and more! Age limit: 25+ years old Sorry no pets

Creekside Getaway

Take it easy at this unique and tranquil getaway. Located in a wooded cul-de-sac, privacy and nature abound. The home is also situated on a deer path. Watch families of deer migrate to the east in the morning and return West in the early evening. Blue Heron fish in the backyard creek. The creek is also used for kayaking to Lake George in Hobart. Try your hand at fishing. Blue gill, crappy and carp have been caught from those waters. Service dogs will be charged $ 75.00 cleaning fee.

The Ashlin House.

Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

Horse farm with Miller beach parking.

Insta @rocking_horse_camping_ranch Love horses? Fishing? Mother Nature? We are the closest farm out side of Chicago. A hidden, unique property to escape the city life. We have 3 horses, 4 ponies and 5 goats all are very friendly. We have 20 acres of land you would never know is there! Bird watching? The property is located on Calumet river! Amazing fishing and ponds down the block. BEACH PARKING INCLUDED. A 10 minute drive to private parking 3 blocks from the beach. Perfect for just couples.

Cozy home

Cozy First-Level Home Handicap-Accessible. comfortable living for up to five people.Located just 10 minutes from the lake, it’s perfect for those who enjoy peaceful outdoor scenery and quick getaways or travel nurses. Conveniently situated close to the hospitals and 10 minutes from the Gary university. This home provides both comfort for everyday living. Whether for a family, retirees, or anyone seeking a cozy and accessible space, this property delivers ease, warmth, and an ideal location.

Charming Country Cottage

Take it easy at this unique and tranquil getaway. "Barn" turned into a guesthouse on 4 acres of owners residential property where you will enjoy peace and quiet, take a walk on trails through 2 acres of woods, take a short drive to Lake Michigan or the Indiana Dunes National Park or just sit inside at an electric fireplace. We are located 5.9 miles (approximately 12 minutes) from the Dunes National Park. Second STR available on same property that also sleeps 5 people if you have a group!

Lilac Lodge

Close to many sites of interest: Lake Michigan beach - 15 minutes away, downtown Chicago - 1 hour drive (or take the train), Indiana Dunes State Park/National Lake Shore - half hour drive, Valparaiso University - 30 minutes, Notre Dame - 1 hour. Calming atmosphere. Listen to the Mourning Doves after dawn and the owls at night as you sit around the fire bowl. Walk the tree covered bike trail. Grocery stores, pharmacies, shopping plazas and movie theater within 1 mile of your lodging.

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 optional . Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area after payment of grounds fees.

Quiet retreat near hiking and beach

Welcome to our funky and relaxing space in the Indiana Dunes which we lovingly call ‘the birdhouse’. Conveniently located near the bike trail, one mile from South Shore train station, lake street shops and dining and one mile from Lake Michigan. A great home base for exploring the Dunes, around the corner from the Paul H. Douglas Center for Environmental education and Miller Woods Trail. Perfect spot for artists, nature lovers, remote work, family and couples get away.