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Our top choices for Naperville holiday homes

1. 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$1,639
HK$4,694 total
includes taxes & fees
6 Dec - 7 Dec
4BR Tudor • Wooded Lot • 10 Min to Downtown

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, (33 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
The price is HK$1,480
HK$3,272 total
includes taxes & fees
10 Nov - 11 Nov
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

3. 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$4,092
HK$6,015 total
includes taxes & fees
10 Nov - 11 Nov
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

4. 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 was a perfect spot for our trip, good location, clean and quiet."
United States
Emily W.
The price is HK$1,024
HK$2,290 total
includes taxes & fees
10 Nov - 11 Nov
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

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
9.2 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 HK$1,231
HK$2,625 total
includes taxes & fees
15 Nov - 16 Nov
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

6. 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, (17 reviews)
"Excellent just what we were looking for"
United States
Sue B.
The price is HK$3,975
HK$7,162 total
includes taxes & fees
10 Nov - 11 Nov
River Park Paradise w/ Fire Pit & Chef's Kitchen

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 HK$1,558
HK$4,509 total
includes taxes & fees
10 Nov - 11 Nov
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (75 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is HK$1,411
HK$2,410 total
includes taxes & fees
11 Nov - 12 Nov
✽ Charming Cottage ✽ close to College/Town/Station

9. 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, (36 reviews)
"Everything was absolutely perfect, from the grounds to the out-buildings, to the main house... everything!The location was a little farther out from the city than some woule've liked, but it was the only place with parking enough to host our family reunion. There was enough sleeping, crashing, and camping space for everybody to be cmfortable and the kitchen was AMAZINGLY well equipped for anything we needed.Thank you, Veronica, for a wonderful stay!"
United States
Deborah K.
The price is HK$3,912
HK$8,558 total
includes taxes & fees
12 Nov - 13 Nov
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (49 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$981
HK$2,194 total
includes taxes & fees
10 Nov - 11 Nov
- Fully-Equipped Condo - King Bed - Massive yard -

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, (7 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is HK$1,333
HK$2,019 total
includes taxes & fees
12 Nov - 13 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

12. 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$5,292
HK$7,187 total
includes taxes & fees
10 Nov - 11 Nov
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

13. The Orchard House/King Bed/Privacy/Walking Trail

The Orchard House/King Bed/Privacy/Walking Trail
West Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean and tidy. The host was responsive and friendly. Our dogs and 6 year old loved the yard and the playground in the yard. 10/10 will stay again!"
United States
Jess B.
The price is HK$1,835
HK$4,129 total
includes taxes & fees
29 Nov - 30 Nov
The Orchard House/King Bed/Privacy/Walking Trail

14. 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, (6 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is HK$2,505
HK$5,339 total
includes taxes & fees
16 Nov - 17 Nov
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

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

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
7.4 out of 10, Good, (3 reviews)
"Overall good I would stay there again if I was to travel to Chicago again"
United States
Avo H.
The price is HK$1,235
HK$3,087 total
includes taxes & fees
7 Dec - 8 Dec
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

16. 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 HK$1,219
HK$3,086 total
includes taxes & fees
15 Nov - 16 Nov
Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
10.0 out of 10, Exceptional, (1 review)
"Happy with communication, comfort and location"
United States
Kelly K.
The price is HK$998
HK$2,230 total
includes taxes & fees
1 Dec - 2 Dec
Back Unit Patio, Balcony, Yard, Smart TVs, W/D

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.
The price is HK$1,787
HK$3,848 total
includes taxes & fees
10 Nov - 11 Nov
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

19. PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
6.0 out of 10, (2 reviews)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is HK$1,644
HK$3,636 total
includes taxes & fees
12 Nov - 13 Nov
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

20. 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, (16 reviews)
"Perfect spot for our group of 6! More than enough dishes/silverware etc. the house was clean and comfortable. Would definitely stay again if in the area."
United States
Kathy L.
The price is HK$1,411
HK$3,503 total
includes taxes & fees
9 Dec - 10 Dec
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
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.

Learn more about Naperville

Stroll along the scenic Riverwalk, where locals gather for outdoor concerts and to admire public art installations. History buffs shouldn't miss Naper Settlement, a living history museum that brings 19th-century Midwestern life to vibrant reality.

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

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