Naperville Holiday Rentals

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Our top choices for Naperville holiday rentals

8.0 out of 10, Very good, (20)
"Very nice place "
United States
Elliot H.
The price is NZ$417
includes taxes & fees
17 Dec - 18 Dec
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
9.2 out of 10, Wonderful, (29)
"We were in town with our rowing team for a regatta, and this was a perfect spot to stay! Amenities were perfect for our needs, the living room is super spacious for some morning yoga, and the owners were responsive to any questions we had. Will definitely be saving this location for our trip here next year?"
United States
McKenzie J.
Experience Chicago living near United Center
8.6 out of 10, Excellent, (22)
"Stay was perfect. Po"
United States
Maricar P.
Experience Chicago living near United Center
9.8 out of 10, Exceptional, (34)
"We loved it!!! Perfect space for the 3 of us area is beautiful!! "
United States
Aaliyah G.
The price is NZ$360
includes taxes & fees
21 Dec - 22 Dec
Less is more! Pet friendly Tiny Home near Chicago!
2.5 star property
The price is NZ$1,075
includes taxes & fees
16 Dec - 17 Dec
Modern 4 Bedroom Private Vacation Home
9.6 out of 10, Exceptional, (29)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
8.8 out of 10, Excellent, (25)
"Property was great.. super cute space and the neighborhood was great, felt very safe and no problems. "
United States
Nadar A.
The price is NZ$361
includes taxes & fees
17 Dec - 18 Dec
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
10.0 out of 10, Exceptional, (23)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
United States
Rich H.
Cozy 3-bedroom house in family-oriented Melrose Park.

Holiday Home in Forest Park

Updated Forest Park 3 BR Bungalow
10.0 out of 10, Exceptional, (122)
"This was perfect for our family! Comfy beds, super clean, great host."
United States
Rachel L.
Updated Forest Park 3 BR Bungalow
9.6 out of 10, Exceptional, (33)
"Everything was pretty convenient and was comfortable for our long stay in the town. "
United States
Mansoor M.
Chicago-burb -Medinah -1 King and 1 Queen beds
9.6 out of 10, Exceptional, (30)
"The place was super cute and in a great neighborhood. Denise was a great host and was really good with communication. Would recommend!"
United States
Ally W.
The price is NZ$204
includes taxes & fees
13 Jan - 14 Jan 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.8 out of 10, Exceptional, (69)
"My husband, daughter and I went to Chicago for a weekend getaway and this place was clean, cute and so close to transit. Great place for a small family to stay. "
United States
Amy A.
The price is NZ$513
includes taxes & fees
16 Dec - 17 Dec
Cozy, Comfortable and Convenient apartment. Close to everything!
7.8 out of 10, Good, (7)
"Wonderful hospitality "
United States
Kelvin T.
Spacious 5-bedroom house with movie room, game room and more!

Apartment in Oak Park

Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
Historic Oak Park Home
The price is NZ$282
includes taxes & fees
21 Dec - 22 Dec
Fully-Equipped Suite | Gym Access

Holiday Home in Clarendon Hills

Clarendon Hills Top Floor
7.4 out of 10, Good, (22)
"Very nice place to stay!"
United States
Camdyn S.
Clarendon Hills Top Floor

Apartment in Warrenville

Warrenville Rep 2
4.0 star property
10.0 out of 10, Exceptional, (1)
"This was a four bedroom townhome, fully furnished, with all linens and a full kitchen with ample supplies. It was clean and bright, and simply but pleasantly furnished. There are two large bedrooms, one mid-sized, and one smaller. The first floor is the kitchen and living room and a half bath. The second has a three bedrooms and two full baths. The third floor has another large bedroom with a balcony and a half bath (and a ping pong table!). Do note that if you are reserving through...
United States
Cheryl
Warrenville Rep 2
10.0 out of 10, Exceptional, (12)
"We were in town for a concert at Soldier Field, and overall tourism activities in Chicago. The bnb was very clean, and as advertised. "
United States
Griffin H.
1-bedroom condo next to Chicago Midway International Airport
8.6 out of 10, Excellent, (10)
"Overall it was a great VRBO. "
United States
Amy G.
8Beds, 2Queen, 3Twin, 2Sofa sleepers. Min. to O’hare & Allstate. Free parking
10.0 out of 10, Exceptional, (13)
"The home is beautiful, with expert attention to detail. The bed linens seemed chosen specifically for each room. The views were especially delightful, day and night. We were lucky to have a 3/4 moon over the Fox River, a fire in the fire pit, and morning coffee on the deck. I would recommend this home for any event. Spacious, comfortable, and near fun things to do, such as kayaking on the Fox River."
United States
Paige M.
The price is NZ$1,875
includes taxes & fees
16 Dec - 17 Dec
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
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 Naperville Hotel Reviews

Find out more about Naperville

Everything you need to know about Naperville 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 Naperville 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 Naperville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Naperville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Naperville. 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 Naperville 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 Naperville holiday rentals we have selected for you start as low as NZ$204 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Naperville rentals

At Expedia, we put the best Naperville 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 Naperville 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 Naperville 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 Naperville. 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 Naperville?

Yes, there are holiday rentals in Naperville close to Brunswick Zone, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Naperville. Leave time to check out the riverfront and festivals during your visit.

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

Modern 4 Bedroom Private Vacation Home : This holiday home rental outside of Naperville offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Naperville?

With 31 Expedia holiday rentals, you're guaranteed to find just the right place for your Naperville stay.

What’s there to see and do in Naperville?

Brunswick Zone and DuPage Children's Museum are a couple of the family-friendly sights, whereas cultural attractions include Wentz Concert Hall and Naper Settlement Museum. Centennial Beach and Moser Tower and Millennium Carillon are other places to visit while you're in town.

What’s a holiday rental in Naperville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Naperville. Holiday rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.