Holiday houses in New Chicago

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Top-rated holiday rentals in New Chicago

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Top Guest favourite

A private outdoor gazebo houses a spacious jacuzzi, accompanied by soft lighting and a view of the surrounding greenery. Nearby, a wooden deck features a dining area with a table and chairs, inviting relaxation in a peaceful setting.

Guesthouse in Merrillville

4.94 out of 5 average rating, 158 reviews

Romantic Spa Getaway -Private Jacuzzi, Sauna, Pool

Romantic 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.

Guest favourite

A dining room and kitchen area combine in this image, featuring a wooden table set for six with a red and white checkered tablecloth. The kitchen includes wooden cabinets, a microwave, and stove, while a ceiling fan adds comfort to the space.

Townhouse in Portage

4.89 out of 5 average rating, 131 reviews

Home near Indiana Dunes, Lake Michigan, Chicago!

Enjoy home away from home in this beautiful two bedroom, THREE beds, one bath home with plenty of living room and kitchen sunlight . Relax in a comfortable living room with recliner chairs while you enjoy a warm cup of coffee or your beverage of choice.Home has plenty of parking including a driveway for two cars and free street parking. If you enjoy the outdoors, you'll love our extra large back yard! Enjoy a short walk down the block to a beautiful trail and enjoy winter sledding and disc golf.

Top Guest favourite

The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.

Home in Gary

4.96 out of 5 average rating, 101 reviews

Steps from the beach and a mile from National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

Top Guest favourite

A welcoming living area is presented, featuring a light grey sectional sofa paired with plush armchairs. A dark coffee table sits at the center, complemented by a textured area rug. Natural light filters through the nearby window, adding warmth to the space.

Home in Portage

4.94 out of 5 average rating, 251 reviews

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.

Guest favourite

Two friendly horses are seen near a metal gate, surrounded by lush green grass and trees. The background features a gently sloping path that leads further into the natural landscape, providing a sense of tranquility and connection with nature.

Campervan/RV in Gary

4.87 out of 5 average rating, 63 reviews

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.

Guest favourite

Home in Gary

4.88 out of 5 average rating, 8 reviews

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.

Top Guest favourite

The cottage exterior showcases a single-story structure with a light grey facade and a newly roofed design. Large windows allow natural light to enter, framed by a lush green landscape. A welcoming entryway leads to the home, complemented by garden pots and a gentle pathway.

Cottage in Gary

4.95 out of 5 average rating, 216 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is a one bedroom 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.

Superhost

The exterior of Miller Cottage features a striking red facade with modern midcentury architecture. A stone chimney adds character to the entrance, partially shaded by lush greenery. A manicured lawn and a paved driveway enhance the inviting atmosphere of the home.

Cottage in Gary

4.82 out of 5 average rating, 197 reviews

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

If you're looking for a laid-back [aka not fancy] getaway, this is it. The Midcentury Miller Cottage features 3bd, 1ba, and has the perfect blend of updates and original midcentury modern details that will make you swoon. Home feels private and faces a wooded dune. Beach and restaurants are a 9-min walk away. More restaurants, beaches and hiking are a short car drive away. Take time at Miller Cottage to unwind, reconnect and explore. Located in the 61st National Park, Indiana Dunes.

Top Guest favourite

An open studio space features a black leather sofa alongside a wooden coffee table on a textured rug. Colorful wall art adds vibrancy, with a light fixture illuminating the area. A chair with a unique design offers additional seating, enhancing the contemporary aesthetic.

Guest suite in Gary

4.96 out of 5 average rating, 408 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SUITE is best for a young family or 2-3 adult friends. This artsy basement/studio includes: private entrance, kitchenette, unique art, cozy reading/sleeping nook. There is one small window with no lake view but you can see the lake from the upstairs deck. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome! Sorry no cats (allergies)

Guest favourite

A compact kitchen area displays modern appliances, including a black refrigerator and a microwave. A wooden dining table with four chairs is positioned in the center. Open shelving above the counter features decorative items and kitchen essentials, complemented by a window allowing natural light.

Apartment in Valparaiso

4.86 out of 5 average rating, 129 reviews

Cute Skylar: Valparaiso University ShortTerm

Welcome to Skylar's Relaxing Spot! This cozy one-bedroom on the second level features a queen-size bed, its own entrance, deck space, and building laundry facilities. Perfect for accessing downtown and Valpo University. Enjoy strong WiFi for remote work and relaxing movie nights on the TV. Located near Route 30 and I-49, it’s an hour from Chicago and 15 minutes from Indiana Dunes, close to malls, ice cream parlors, and great restaurants! ☺️

Top Guest favourite

The exterior of a private guest house is shown, featuring a detached two-story structure. A driveway leads to a garage with a white door, while a wooden staircase ascends to the entryway. The surrounding area includes greenery and paved walkways.

Guest suite in Crown Point

4.94 out of 5 average rating, 263 reviews

IT'S THE WRIGHT PLACE

Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.

Superhost

A bright red sofa is positioned against a light-colored wall, accompanied by a small side table that holds a decorative bowl. A colorful woven blanket is draped over the arm of the sofa. Natural light enters through a small window, enhancing the warm atmosphere.

Apartment in Gary

4.82 out of 5 average rating, 254 reviews

Miller Beach Retreat

This Airbnb experience, situated by the best place to be in Indiana, will surely fulfill any travelers desires. Guests will be surrounded by lush forest and just a 200 steps walk from the beautiful beach. Which on any given day, is bound to be completely empty. Rest at this gorgeous home, bountiful forest, and tranquil beach, and become truly at peace. Embark on the serenest place to be in Indiana, The Gary Miller Beach Retreat.