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

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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 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
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$1,570
HK$4,691 total
includes taxes & fees
2 Nov - 3 Nov
4BR Tudor • Wooded Lot • 10 Min to Downtown
A covered patio with a grill, outdoor seating, and a view of a house.

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

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
The price is HK$1,328
HK$3,961 total
includes taxes & fees
27 Oct - 28 Oct
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
A bedroom with a bed, bedside tables, a dresser, a mirror, and a hanging light fixture.

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$3,673
HK$8,534 total
includes taxes & fees
22 Oct - 23 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$4,097
HK$6,304 total
includes taxes & fees
22 Oct - 23 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)
"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 bedroom with a bed, a bookshelf, a framed picture, and a window with blinds.

6. 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$2,599
HK$4,160 total
includes taxes & fees
25 Oct - 26 Oct
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
A building with a sign reading 'Hale Street Cantina' and a brick facade.

7. ✽ 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$1,413
HK$2,520 total
includes taxes & fees
8 Nov - 9 Nov
✽ Charming Cottage ✽ close to College/Town/Station
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 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$2,355 total
includes taxes & fees
28 Oct - 29 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

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, (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 HK$3,916
HK$9,016 total
includes taxes & fees
25 Oct - 26 Oct
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
(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.

10. 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$2,192
HK$5,667 total
includes taxes & fees
26 Oct - 27 Oct
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

11. 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 bedroom with a bed, bedside tables, a ceiling fan, a window with blinds, a mirror, and a wardrobe.

12. 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$1,334
HK$2,113 total
includes taxes & fees
9 Nov - 10 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

13. 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, (4 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is HK$1,938
HK$4,666 total
includes taxes & fees
3 Nov - 4 Nov
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is HK$989
HK$2,362 total
includes taxes & fees
9 Nov - 10 Nov
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

15. 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)
"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$1,413
HK$3,648 total
includes taxes & fees
22 Oct - 23 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

16. 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$1,060
HK$2,870 total
includes taxes & fees
2 Nov - 3 Nov
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

17. 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$1,582
HK$3,748 total
includes taxes & fees
22 Oct - 23 Oct
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
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.
The price is HK$1,526
HK$3,705 total
includes taxes & fees
26 Oct - 27 Oct
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

19. 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 HK$1,535
HK$3,340 total
includes taxes & fees
25 Oct - 26 Oct
Entire home in Lockport, Illinois
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

20. 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 HK$1,178
HK$3,079 total
includes taxes & fees
26 Oct - 27 Oct
River Access•Game room•Backyard•King•W/D•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

10/10 Excellent
"It was good just what I needed"
Michelle 1-night trip
Posted 8 hours ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Find out more about Naperville

Naperville Vacation Homes information

Number of reviews
264
Accommodation
389 Vacation Homes
Lowest Price
HK$2,113
Highest Price
HK$9,016

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