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

Holiday Homes in Naperville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Naperville holiday homes

A modern kitchen with white cabinetry, a skylight, and a view of trees outside.

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

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
The price is NZ$929
includes taxes & fees
6 Oct - 7 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 NZ$1,209
includes taxes & fees
18 Oct - 19 Oct
4BR Tudor • Wooded Lot • 10 Min to Downtown
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

3. 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, (32 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
The price is NZ$865
includes taxes & fees
4 Oct - 5 Oct
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
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
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 NZ$1,052
includes taxes & fees
3 Oct - 4 Oct
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

5. 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)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is NZ$569
includes taxes & fees
4 Oct - 5 Oct
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

6. 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
9.2 out of 10, Wonderful, (15 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 NZ$590
includes taxes & fees
6 Oct - 7 Oct
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

7. 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 NZ$1,050
includes taxes & fees
5 Oct - 6 Oct
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
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 NZ$567
includes taxes & fees
7 Oct - 8 Oct
✽ Charming Cottage ✽ close to College/Town/Station
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

9. 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.
The price is NZ$1,646
includes taxes & fees
4 Oct - 5 Oct
River Park Paradise w/ Fire Pit & Chef's Kitchen
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

10. 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 NZ$2,035
includes taxes & fees
5 Oct - 6 Oct
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
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
The price is NZ$636
includes taxes & fees
6 Oct - 7 Oct
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
A staircase leading to a living area with a sofa, a coffee table, and a television.

12. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
Crest Hill
The price is NZ$631
includes taxes & fees
6 Oct - 7 Oct
Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

13. 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 NZ$384
includes taxes & fees
26 Oct - 27 Oct
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

14. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (15 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is NZ$842
includes taxes & fees
4 Oct - 5 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is NZ$567
includes taxes & fees
2 Nov - 3 Nov
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

16. 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 NZ$1,108
includes taxes & fees
5 Oct - 6 Oct
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A covered porch with wicker furniture, a coffee table, and a potted plant.

17. - 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 NZ$717
includes taxes & fees
21 Oct - 22 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
A modern living room with a sofa set, a coffee table, and a rug.

18. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (3 reviews)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

19. River Access•Game room•Backyard•King•W/D•Parking

River Access•Game room•Backyard•King•W/D•Parking
Yorkville
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."
United States
Daniela M.
The price is NZ$692
includes taxes & fees
4 Oct - 5 Oct
River Access•Game room•Backyard•King•W/D•Parking
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

20. 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 NZ$781
includes taxes & fees
4 Oct - 5 Oct
Entire home in Lockport, Illinois
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Naperville Hotel Reviews

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

10/10 Excellent
"Nice place to stay close to the airport"
Jan 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

Find out more about Naperville

Naperville Holiday Homes information

Number of reviews
303
Accommodation
389 Holiday Homes
Lowest Price
NZ$384
Highest Price
NZ$2,035