Vacation rentals in New Chicago

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Top-rated vacation rentals in New Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Several goats are resting on a sandy area surrounded by lush green grass and trees. Some goats are lying close together, while others are positioned slightly apart, each displaying varying fur patterns and colors. The serene outdoor setting offers a peaceful natural environment.
Camper/RV in Gary
4.86 out of 5 average rating, 22 reviews

Rocking Horse Camping Ranch w/Miller Beach parking

Enjoy the lovely setting of this romantic spot in nature. A hidden treasure in the “middle of America” less then a mile off the highway. A short 10 min drive to Indiana dunes and Miller beach. A 45 min drive or train ride from Chicago. You’ll have your own private camper at our John Deere station. You’ll be able to get up and personal with our horses, ponies and goats. The closest farm friendly experience you can get too Chicago. From a first time camper to an experienced camper, all is welcomed

Guest favorite
Guesthouse in Merrillville
4.92 out of 5 average rating, 192 reviews

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.

Guest favorite
An outdoor seating area features a cushioned sectional sofa and a wooden coffee table, overlooking a heated in-ground pool. Lounge chairs are positioned nearby, surrounded by trees, with a view of Lake Michigan in the background.
Guest suite in Miller
4.97 out of 5 average rating, 126 reviews

Beachfront- Lake Michigan-Hot Tub-Heated Pool

Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

Top guest favorite
A comfortably arranged living area features a large, sectional sofa complemented by a circular coffee table. The space is illuminated by soft lighting from a nearby lamp. A television is mounted on the wall, and a decorative plant adds a touch of greenery.
Home in Merrillville
4.94 out of 5 average rating, 66 reviews

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.

Superhost
Home in Gary
4.82 out of 5 average rating, 28 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.

Guest favorite
A private cottage is surrounded by lush greenery and features a wooden deck adorned with several blue planters. Steps lead up to the entrance, which is framed by large windows allowing natural light to fill the interior.
Guesthouse in Valparaiso
4.95 out of 5 average rating, 227 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 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.

Guest favorite
The entrance features a wrought iron railing adorned with lush green vines, creating a natural frame. A decorative lantern is mounted on the wall beside an inviting wooden door with intricate design, enhancing the home's welcoming appearance.
Apartment in Miller
4.94 out of 5 average rating, 51 reviews

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.

Top guest favorite
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 Miller
4.96 out of 5 average rating, 447 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID BASEMENT SUITE is best for a young family or 2-3 adult friends. This 400 sq ft 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!

Guest favorite
Guesthouse in Valparaiso
4.96 out of 5 average rating, 26 reviews

The Ambrose Suite - Guesthouse in Valparaiso

Stay at the historic Elmer Wolf House, also known as the Wolf Manor, built in 1890. This luxe suite features pristine antique furnishings with refined elegance on 4.8 peaceful acres with gardens, birdwatching, and multiple outdoor spaces. Enjoy hammocks, fire pit, and a stone picnic area. Just 6 miles to downtown Valparaiso and 15 minutes to the Dunes National Park. Private entrance, carriage house parking, full kitchen, queen bedroom, bath, and laundry.

Top guest favorite
A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.
Guest suite in Valparaiso
4.98 out of 5 average rating, 168 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Cozy up under the twinkling lights of your own geodesic dome, then soak away the day in the hot tub just steps away. This lakeside retreat is made for couples craving a slow, quiet escape: private dome, hot tub, fire pit, kayaks, and a 20 minute drive to Indiana Dunes National Park. Your private backyard opens onto Long Lake, with public access for kayaking and swimming a short walk away (the dock next door belongs to our neighbors).

Top guest favorite
Barn in Valparaiso
5 out of 5 average rating, 238 reviews

The Good Farm: Barn BnB on 44 acres near Lake Mich

Escape to BarnBnB, a charming barn apartment on 44 acres just 15 minutes from Lake Michigan beaches and Indiana Dunes National Park. 🐓🌳 Perfect for families or groups (up to 6 guests), this peaceful retreat blends modern comforts with farm life—free-range chickens, firepit evenings, and trails included. Relax in nature or explore nearby Valparaiso, Chesterton, and Michigan City for the perfect mix of adventure and tranquility.

Superhost
A sandy beach is framed by gentle dunes and sparse vegetation, leading towards the serene waters of Lake Michigan. The blue sky features wispy clouds, creating a calming atmosphere that invites relaxation.
Home in Miller
4.91 out of 5 average rating, 76 reviews

Dunes Escape

Stay at Dunes Escape! This newly renovated 3 bedroom, 1 bathroom home comfortably sleeps 6 and is professionally staged and designed for short-term rental guests. Extend your stay and enjoy your “work at home” space! We offer full access to the home and backyard, where you will find a patio, charcoal grill, and a large fire pit area for you to gather.

Popular amenities for New Chicago vacation rentals