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

Holiday Homes in Naperville

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Naperville holiday homes

A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

1. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (3 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 AU$974
includes taxes & fees
21 Oct - 22 Oct
4BR Tudor • Wooded Lot • 10 Min to Downtown
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

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

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.4 out of 10, Exceptional, (31 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
The price is AU$777
includes taxes & fees
27 Sept - 28 Sept
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

3. 5 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

5 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Naperville
5.0 out of 10, (2 reviews)
"It was a great functional atmosphere. I would definitely stay again. "
United States
colin m.
The price is AU$831
includes taxes & fees
27 Sept - 28 Sept
5 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
A building with a sign reading 'Hale Street Cantina' and a brick facade.

4. ✽ 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 AU$444
includes taxes & fees
8 Oct - 9 Oct
✽ Charming Cottage ✽ close to College/Town/Station
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

5. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.6 out of 10, Exceptional, (14 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
The price is AU$596
includes taxes & fees
27 Sept - 28 Sept
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

6. 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
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AU$306
includes taxes & fees
4 Oct - 5 Oct
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

7. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AU$433
includes taxes & fees
28 Sept - 29 Sept
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

8. 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, (15 reviews)
"Excellent just what we were looking for"
United States
Sue B.
River Park Paradise w/ Fire Pit & Chef's Kitchen
A single-story house with a front door, a small window, and a trash can.

9. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
The price is AU$537
includes taxes & fees
18 Oct - 19 Oct
Lombard 1BR & 1BH Suite Close to freeway & Mall
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, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is AU$444
includes taxes & fees
1 Oct - 2 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

11. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

12. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
The price is AU$1,007
includes taxes & fees
27 Sept - 28 Sept
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

13. Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (35 reviews)
"The property was perfect for our family! There was plenty of room, indoors and out, for us, our kids, and our grandkids. The house was spotless and the kitchen was extensively stocked with dishes, cookware, etc. We also appreciated the numerous comfy places to gather."
United States
Mila M.
The price is AU$1,546
includes taxes & fees
27 Sept - 28 Sept
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

14. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
8.8 out of 10, Excellent, (5 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AU$563
includes taxes & fees
30 Sept - 1 Oct
Entire home in Lockport, Illinois
A modern living room with a sofa, chairs, a coffee table, a rug, and a painting on the wall.

15. Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants

Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants
Lombard
The price is AU$961
includes taxes & fees
25 Sept - 26 Sept
Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants
A modern kitchen with white cabinets, a large island, stainless steel appliances, and pendant lighting.

16. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (34 reviews)
"it’s a very nicely, remodeled home in a very quiet neighborhood. Large kitchen, comfortable beds, there’s a walk-in shower in the finished basement, which was important to us. It’s also close to Geneva, which is a very nice town many restaurants and shops."
United States
Fred M.
The price is AU$726
includes taxes & fees
28 Sept - 29 Sept
Bliss in Batavia near the Fox River

17. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is AU$757
includes taxes & fees
24 Sept - 25 Sept
Theater • Game Room • Gym • Firepit • 4BR Home
A bedside table with a blue candle, a white vase with a green plant, and a bed with white bedding and a gold-framed headboard.

18. Center Lombard 5BR&2BH• Near Yorktown, Oak Brook, Airport, Downtown Chicago

Center Lombard 5BR&2BH• Near Yorktown, Oak Brook, Airport, Downtown Chicago
Lombard
10.0 out of 10, Exceptional, (1 review)
"Our stay was very comfortable, the house located in a nice quiet neighborhood. Our host, Ting was very responsive and friendly. Accommodations were as described in the listing. Would highly recommend this place, especially since there are 5 bedrooms to accommodate larger numbers of guests. Jeff"
United States
Jeffrey C.
The price is AU$1,341
includes taxes & fees
6 Oct - 7 Oct
Center Lombard 5BR&2BH• Near Yorktown, Oak Brook, Airport, Downtown Chicago
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

19. Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AU$1,008
includes taxes & fees
29 Sept - 30 Sept
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

20. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (50 reviews)
"Incredible host and property."
United States
John V.
The price is AU$353
includes taxes & fees
28 Sept - 29 Sept
Riverfront rental
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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"The only on site hotel at O’Hare."
Don 1-night trip
Posted less than an hour ago
Hilton Chicago O'Hare Airport

Find out more about Naperville

Naperville Holiday Homes information

Number of reviews
339
Accommodation
389 Holiday Homes
Lowest Price
AU$306
Highest Price
AU$1,546