Naperville Vacation Rentals

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Naperville vacation rentals

Exterior
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

Vacation Home in Naperville

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
9.6 out of 10, Exceptional, (26)
"This property was very clean, spacious and a great place to stay for my family!"
United States
Vanessa P.
The price is ￥31,400
￥69,119 total
includes taxes & fees
Dec 30 - Dec 31
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Interior
Less is more! Pet friendly Tiny Home near Chicago!

Mobile Home in Burr Ridge

Less is more! Pet friendly Tiny Home near Chicago!
9.8 out of 10, Exceptional, (35)
"We loved it!!! Perfect space for the 3 of us area is beautiful!! "
United States
Aaliyah G.
The price is ￥16,205
￥32,747 total
includes taxes & fees
Dec 30 - Dec 31
Less is more! Pet friendly Tiny Home near Chicago!
Microwave, oven, stovetop
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Apartment in Northlake

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is ￥14,874
￥19,263 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Fridge, microwave, oven, stovetop
Chic Suite/Mins to L Train /Laundry/Free Parking

Condo in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (57)
"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "
United States
Travis S.
The price is ￥10,061
￥30,338 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Chic Suite/Mins to L Train /Laundry/Free Parking
Dining
Cozy, Comfortable and Convenient apartment. Close to everything!

Apartment in Oak Park

Cozy, Comfortable and Convenient apartment. Close to everything!
9.8 out of 10, Exceptional, (70)
"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 ￥25,364
￥56,997 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Cozy, Comfortable and Convenient apartment. Close to everything!
Dining
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

Apartment in Oak Park

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
2.0 star property
The price is ￥13,387
￥68,381 total
includes taxes & fees
Dec 29 - Dec 30
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Fridge, microwave, oven, stovetop
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Apartment in Oak Park

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
8.8 out of 10, Excellent, (25)
"The house was very comfortable and clean. We definitely enjoyed our stay there, and will keep it in mind next time we visit the area."
United States
Jill S.
The price is ￥11,273
￥32,623 total
includes taxes & fees
Dec 30 - Dec 31
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
Property grounds
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Apartment in Downers Grove

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is ￥9,394
￥17,423 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Smart TV, books
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Apartment in Geneva

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
9.4 out of 10, Exceptional, (32)
"We had a great stay in Geneva for the night. Our spot was very convenient to lots of places around town. I would definitely recommend staying at this location! "
United States
jennifer f.
The price is ￥13,308
￥40,323 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Private kitchen
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Vacation Home in La Grange Highlands

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
10.0 out of 10, Exceptional, (2)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
The price is ￥14,796
￥41,457 total
includes taxes & fees
Dec 30 - Dec 31
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
1 bedroom, desk, iron/ironing board, WiFi
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Apartment in Hickory Hills

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
2.0 star property
9.6 out of 10, Exceptional, (7)
"Great two nights, nice big TV with all the stations you'll need. Big living area, comfortable bed, great kitchen to cook in if you want. Nice safe neighborhood. Highly recommend. "
United States
linda t.
The price is ￥17,614
￥30,403 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
House (3 Bedrooms) | Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

Cottage in Forest Park

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
The price is ￥24,738
￥64,583 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Classic Forest Park Foursquare < 1 Mi to Blue Line
Living area
Explore Chicago! / King Bd near Train / Near Shops

Apartment in Oak Park

Explore Chicago! / King Bd near Train / Near Shops
2.0 star property
Explore Chicago! / King Bd near Train / Near Shops
Exterior
Oak Park Queen

Apartment in Oak Park

Oak Park Queen
8.2 out of 10, Very Good, (31)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
The price is ￥13,950
￥35,148 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Oak Park Queen
Smart TV
Chicago style apt/Near Hosp/ORD/MDW/DT

Apartment in Berwyn

Chicago style apt/Near Hosp/ORD/MDW/DT
8.0 out of 10, Very Good, (3)
"I stayed with my son who had a basketball tournament around the corner at the Wintrust Sports Complex. The building was nice and furnished well. It was also very homey and comfortable. It was nice having friendly people around the corner and we also enjoyed some mornings with coffee at the Pink Owl Cafe. Overall, everything about this trip was great. We felt safe, comfortable, and at home when we stayed and I look forward to using this property again next year. "
United States
Ace W.
The price is ￥13,055
￥29,041 total
includes taxes & fees
Dec 29 - Dec 30
Chicago style apt/Near Hosp/ORD/MDW/DT
Fridge, microwave, oven, stovetop
Beautiful, cozy stay in Historic Frank Lloyd Wright District

Apartment in Oak Park

Beautiful, cozy stay in Historic Frank Lloyd Wright District
9.0 out of 10, Wonderful, (2)
"This clean, cozy upper level apartment in a duplex was absolutely perfect for our family trip to visit relatives in Oak Park. The neighborhood setting and off-street parking were really convenient, and it was a comfortable (just less than a mile) walk to the downtown area. We will definitely book here for our next trip. "
United States
Kathryn W.
The price is ￥24,660
￥87,382 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Beautiful, cozy stay in Historic Frank Lloyd Wright District
Fridge, microwave, oven, stovetop
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Apartment in Joliet

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
10.0 out of 10, Exceptional, (33)
"Thanks for a great stay. Everything was as promised."
United States
Talley B.
The price is ￥18,788
￥43,991 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
Fridge, microwave, oven, stovetop
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Apartment in Geneva

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
9.6 out of 10, Exceptional, (8)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
The price is ￥19,571
￥46,792 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Interior
Near O'hare • Personal Gym and Balcony • Safe Area

Apartment in O'Hare

Near O'hare • Personal Gym and Balcony • Safe Area
2.0 star property
Near O'hare • Personal Gym and Balcony • Safe Area
1 bedroom, desk, iron/ironing board, free WiFi
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Apartment in Geneva

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
9.4 out of 10, Exceptional, (23)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
The price is ￥15,500
￥41,981 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
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

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"The staff were friendly and courteous. The room was clean and the beds were very comfortable. Also, the overall hotel was very quiet so we had a great nights rest. "
Matthew 1-night trip
Posted 1 day ago
Loews Chicago O'Hare Hotel

Find out more about Naperville

Search for holiday rentals in Naperville on Expedia! You can easily find your home rentals, villas, holiday apartments in Naperville using one of the methods below:

  • View our selection of featured holiday rentals in Naperville
  • Use the map to find apartments and other holiday homes in the Naperville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Naperville while they last

Look no further and take a look at our great range of rental properties in Naperville!

Frequently asked questions

Can I find vacation rentals in Naperville?

Yes, you can find vacation rentals in Naperville near DuPage Children's Museum, or you can choose a secluded option if you're looking for extra privacy while you relax. 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 vacation home rentals that Naperville has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This vacation home rental outside of Naperville offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Naperville?

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

What’s there to see and do in Naperville?

DuPage Children's Museum and Odyssey Fun World are a couple of 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 vacation rental in Naperville like?

Vacation rentals are private properties you can book for a long or short time in Naperville. Vacation rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.