New Chicago Holiday Rentals

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Holiday Rentals in New Chicago

Cabin in Porter Beach

10.0 out of 10, Exceptional, (131)
"The view is stunning, cottage is very well maintained, and the owners are courteous and helpful!"
United States
Julie R.
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Apartment in Chesterton

8.8 out of 10, Excellent, (90)
"Great location for visiting the Dunes. Having a gas grill available was a nice perk. Was what we needed at a great value. "
United States
Brian L.
The price is NZ$197
includes taxes & fees
30 Nov - 1 Dec
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Villa in Miller Beach

9.0 out of 10, Wonderful, (37)
"Had a great time with our family for the weekend. "
United States
Caroline R.
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

Cabin in Griffith

9.8 out of 10, Exceptional, (16)
"We had a very nice stay. The cabin was quite cozy and comfortable."
United States
Jeremy & Rebecca F.
The price is NZ$181
includes taxes & fees
30 Nov - 1 Dec
Beautiful Rustic Cabin for Two!

Holiday Home in Valparaiso

10.0 out of 10, Exceptional, (2)
"Kurt was very accommodating, friendly, and communicative. The home was clean, as pictured, and gorgeous with an amazing spot on the lake. It is a great place to stay with a big group of people!"
United States
Amber B.
Stunning Luxury Estate on the Lake • Sleeps 20+

Holiday Home in Calumet Heights

9.6 out of 10, Exceptional, (13)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
United States
Marchand J.
A Home Away From Home!

Holiday Home in Miller Beach

9.2 out of 10, Wonderful, (63)
"The property was wonderful. So many amenities that our team loved! The sauna, proximity to the beach and the two kitchens were highlights. It was clean and well-maintained."
United States
Audrey H.
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

Holiday Home in Michigan City

2.0 star property
10.0 out of 10, Exceptional, (14)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our time."
United States
Anonymous traveller
The Cypress Log Cabin - Historic National Park Home on the beach

Camping in Portage

1.0 star property
7.6 out of 10, Good, (7)
"It was great "
United States
Stephen D.
On Lake Minnehaha, The Funky Turtle @ Lakeshore Camp Resort with all the Campground Amenities!

Holiday Home in Miller Beach

9.8 out of 10, Exceptional, (75)
"Fantastic house and great location, easily walkable to the beach and park. Everyone had a great time. "
United States
Joseph K.
Casa Blanca in Miller Beach!

Cottage in Miller Beach

2.0 star property
5.0 out of 10, (2)
"It is a beautiful residence. This is a relatively new residence, evidenced by all the brand new with tags furniture, lamps, appliances etc. No internet or cable, which was sort of a downer. Did not get the code until 15 minutes after check in time. No coffee or silverware. We only found one spoon. "
United States
Kaitlyn
The price is NZ$608
includes taxes & fees
2 Dec - 3 Dec
Spacious 3BR House With Firepit & Grill, Near Beach

Holiday Home in Porter

10.0 out of 10, Exceptional, (88)
"This was our second time staying at the Nook. Penny is great, the place is so conveniently located, and always has everything we need! "
United States
Kylie M.
"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room

Holiday Home in Chesterton

10.0 out of 10, Exceptional, (12)
"My husband and I met up with our son from Chicago and loved your beautiful home! It was so clean and comfortable. The house was so well stocked with anything we would need! We were very impressed!"
United States
Kim L.
The price is NZ$481
includes taxes & fees
8 Dec - 9 Dec
Cozy Retreat w/Hot tub Indiana dunes Beaches Trails

Aparthotel in Chesterton

9.0 out of 10, Wonderful, (4)
"Great Vrbo! Very nice, very clean, enough room for everyone! We loved it!"
United States
Val S.
The price is NZ$2,746
includes taxes & fees
28 Nov - 29 Nov
2 miles from Dunes National Park. A Unique Boutique Hotel.

Holiday Home in Merrillville

10.0 out of 10, Exceptional, (2)
"Great House, and everything is brand new! Loved the sheets and the towels, and the beds were all super comfy. The outdoor fire pit was a nice touch and made our night a great experience. "
United States
Jim A.
The price is NZ$4,454
includes taxes & fees
29 Nov - 30 Nov
Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions

Holiday Home in Miller Beach

8.6 out of 10, Excellent, (45)
"Great place and great location "
United States
Travis B.
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

Holiday Home in Valparaiso

9.8 out of 10, Exceptional, (80)
"Overall nice location"
United States
Kim T.
House of TarTar with year long hot tub next to adorable downtown Valparaiso

Villa in Miller Beach

9.0 out of 10, Wonderful, (50)
"Very easy access to a top notch beach. House is in good shape and has a nice kitchen. Gary is a very rough city which we knew. If you want to do something off property you need to drive a bit. "
United States
John C.
Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa

Holiday Home in Gary

8.6 out of 10, Excellent, (17)
"i had a good time here. the house was great. thank you"
United States
Alvaro C.
The price is NZ$795
includes taxes & fees
2 Dec - 3 Dec
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

Holiday Home in Chesterton

8.6 out of 10, Excellent, (7)
"Excellent spot for several people to stay and enjoy the Dunes. Clean, quiet, centrally located to lots of Dunes hotspots. Thanks for the great stay!"
United States
Nick R.
The price is NZ$527
includes taxes & fees
2 Dec - 3 Dec
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top New Chicago Hotel Reviews

Find out more about New Chicago

Everything you need to know about New Chicago holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Chicago holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Chicago holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

New Chicago holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Chicago. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Chicago holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Chicago holiday rentals we have selected for you start as low as NZ$181 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Chicago rentals

At Expedia, we put the best New Chicago holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top New Chicago rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Chicago holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Chicago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in New Chicago?

Yes, there are holiday rentals close to the most popular sights in New Chicago, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that New Chicago has to offer?

The Cypress Log Cabin - Historic National Park Home on the beach: This holiday home rental outside of New Chicago is located on the beach, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings.

What’s there to see and do in New Chicago?

Explore the area and family-friendly sights such as Albanese Candy Factory, or get out into nature at a spot like Marquette Park. In the wider area, you’ll find Ogden Dunes Beach and Westfield Southlake Mall.

What’s a holiday rental in New Chicago like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in New Chicago. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.