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
4.87 out of 5 average rating, 23 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.

Superhost
A modern single-story home is set in a serene neighborhood, featuring a brick-accented façade and large windows providing ample natural light. A well-maintained lawn and a driveway lead up to the entrance, where two chairs are positioned for outdoor seating.
Home in Miller
4.84 out of 5 average rating, 86 reviews

Peaceful Getaway in Miller Beach

Retreat and have fun in this peaceful Miller Beach oasis. The home is five minutes to Miller Beach, close to the Indiana Dunes and the expressway but is quiet and peaceful. The house has been lovingly renovated and styled. Soak in the new bathrooms and modern kitchen. Enjoy the outdoors with a seating area, grill, games and fire pit or stay inside and enjoy the basement entertainment area and indoor fireplace. Wifi is included. House also includes beach accessories so you can enjoy the beach!

Top guest favorite
A cozy tiny home is situated beside vibrant organic vegetable fields, showcasing rows of leafy greens. The home features a combination of rustic wood and modern metal siding, with large windows and a welcoming porch area that includes chairs for outdoor relaxation.
Tiny home in De Motte
4.94 out of 5 average rating, 163 reviews

Tiny Home on Organic Veggie Farm

Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.

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.

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, 239 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.

Guest favorite
Home in Chesterton
4.95 out of 5 average rating, 21 reviews

The Tower Haus | Dune Trails + Hot Tub

Welcome to a stylish 3-bedroom retreat where modern design meets cozy comfort, perfect for couples, families, and small groups. Just minutes from the trails of Indiana Dunes National Park and the beaches of Lake Michigan. Unwind in the private hot tub, enjoy movie nights, fast Wi-Fi, a coffee bar, and WFH space. Located near charming Chesterton with easy access to Chicago, ideal for relaxing escapes year-round.

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