A waterfront building with a sign reading "Water Street."

Naperville Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Naperville holiday rentals

A covered outdoor seating area with wicker furniture, a sign reading 'Our Happy Place,' and a view of trees through large windows.

1. Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
The price is HK$1,638
HK$4,329 total
includes taxes & fees
27 Oct - 28 Oct
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

2. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
9.6 out of 10, Exceptional, (5 reviews)
"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "
United States
Alicia F.
The price is HK$2,196
HK$5,436 total
includes taxes & fees
15 Nov - 16 Nov
4BR Tudor • Wooded Lot • 10 Min to Downtown
A modern kitchen with a central island, bar stools, and pendant lighting.

3. Spacious 7-bedroom house with AC in wonderful Naperville

Spacious 7-bedroom house with AC in wonderful Naperville
Naperville
8.0 out of 10, Very good, (1 review)
"Very smooth booking, checking in, and checking out process. The house was older, and it showed, but was big enough to hold my group. There were problems with the fire detectors randomly beeping, and some mold in the basement, but everything else was fine."
United States
Brett H.
The price is HK$3,670
HK$8,735 total
includes taxes & fees
26 Oct - 27 Oct
Spacious 7-bedroom house with AC in wonderful Naperville
Dining

4. 4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Naperville
6.8 out of 10, (3 reviews)
"My God the host was extremely helpful and responsive when reaching out, place was super clean, place and area was super peaceful and quiet. She over delivered guys"
United States
Marquis M.
The price is HK$4,094
HK$6,300 total
includes taxes & fees
25 Oct - 26 Oct
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

5. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is HK$657
HK$727 total
includes taxes & fees
15 Nov - 16 Nov
2 Full Beds | Non-Smoking, Kitchen
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

6. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"This property was perfect for our weekend stay in the Chicagoland area. It was conveniently located to activities, shops and restaurants. Vic is a wonderfully attentive host who responds quickly and is happy to answer any questions or concerns."
United States
Christine M.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

7. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is HK$847
HK$2,325 total
includes taxes & fees
26 Oct - 27 Oct
Cozy, Comfortable and Convenient apartment. Close to everything!
A building with a sign reading 'Hale Street Cantina' and a brick facade.

8. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is HK$1,412
HK$2,518 total
includes taxes & fees
8 Nov - 9 Nov
✽ Charming Cottage ✽ close to College/Town/Station
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and a countertop.

9. Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.6 out of 10, Exceptional, (29 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
The price is HK$983
HK$2,478 total
includes taxes & fees
9 Nov - 10 Nov
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
A covered porch with wicker furniture, a coffee table, and a potted plant.

10. - Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (48 reviews)
"We had everything we needed, the host was very responsive and we would stay there again."
United States
Mike A.
The price is HK$1,045
HK$2,354 total
includes taxes & fees
27 Oct - 28 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

11. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.6 out of 10, Exceptional, (4 reviews)
"This property fully met our needs for our weekend trip to the Chicagoland area to visit family in Westmont and explore the city. Finding an affordable, conveniently located, and pet friendly location was a major concern on this trip…finding this property relieved all of our concerns."
United States
Chad R.
The price is HK$1,333
HK$2,111 total
includes taxes & fees
9 Nov - 10 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern living room with a large white table, grey sofa, and a flat-screen TV mounted on the wall.

12. King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (10 reviews)
"Adorable place to stay, decor is done so cute. Very comfortable family room to relax"
United States
Teresa S.
The price is HK$1,037
HK$2,124 total
includes taxes & fees
26 Oct - 27 Oct
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
A modern living room with teal sofas, a coffee table, and a TV.

13. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (25 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is HK$1,176
HK$1,435 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A living room with a white sofa, a decorative vase with a plant, a small wooden figurine, and a gold decorative piece on a white coffee table.

14. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (6 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is HK$723
HK$3,737 total
includes taxes & fees
29 Oct - 30 Oct
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
A room with a sofa, armchair, and ottoman, a lamp, and large windows with a view of a garden.

15. Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Wheaton
The price is HK$2,597
HK$4,132 total
includes taxes & fees
25 Oct - 26 Oct
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Dining

16. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.2 out of 10, Wonderful, (22 reviews)
"Great little place not far from downtown. Clean apartment and a comfortable bed. Daughter slept on the couch and said it wasn't too bad. Everything worked as expected with no issues. Can hear people walking up the steps from time to time but overall pretty quiet. Took some time to find a parking spot but not the host's fault. Overall a great experience and would stay again."
United States
Garrett C.
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
A stone building with a covered entrance, benches, and potted plants.

17. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (2 reviews)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
The price is HK$1,039
HK$1,330 total
includes taxes & fees
22 Nov - 23 Nov
Fully-Equipped Suite | Gym Access
A modern living room with a sofa, armchair, coffee table, and a large painting on the wall.

18. Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Westmont
8.4 out of 10, Very good, (5 reviews)
"Great experience and great location very grateful for the stay, would highly recommend."
United States
DeMarco L.
The price is HK$847
HK$2,771 total
includes taxes & fees
28 Oct - 29 Oct
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

19. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (16 reviews)
"Excellent just what we were looking for"
United States
Sue B.
River Park Paradise w/ Fire Pit & Chef's Kitchen
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

20. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (74 reviews)
"Easy access to the Green Line."
United States
Michael
The price is HK$720
HK$1,821 total
includes taxes & fees
2 Nov - 3 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
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

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

8/10 Good
"They only tink is the restroom floor was un"
juan 4-night trip
Posted less than an hour ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

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 holiday rentals in Naperville?

Yes, there are holiday rentals in Naperville close to DuPage Children's Museum, 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?

Cozy 3-bedroom house in family-oriented Melrose Park.: This holiday home rental outside of Naperville offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Naperville?

With 27 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?

DuPage Children's Museum and Odyssey Fun World are a couple of the family-friendly sights, whereas cultural attractions include Naper Settlement Museum and Wentz Concert Hall. Centennial Beach and Arrowhead Golf Club 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.