Best Vacation Homes in Naperville
2597 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R10,216/Night
For 7 Nights R71,518
150.69 ft²
1 Guest
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
R1,107/Night
For 7 Nights R7,751
R3,102/Night
For 7 Nights R21,710
2000 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,979/Night
For 7 Nights R34,847
150.69 ft²
2 Guests
1 Bedroom
1 Bathroom
House
- Fireplace/Heating
- Balcony/Terrace
- View
R1,107/Night
For 7 Nights R7,751
2000 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,897/Night
For 7 Nights R34,273
1280 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,133/Night
For 7 Nights R28,935
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R1,667/Night
For 7 Nights R11,676
Naperville Luxury Rentals
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
R13,405/Night
For 7 Nights R93,835
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
R12,106/Night
For 7 Nights R84,737
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
R8,503/Night
For 7 Nights R59,513
14 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R7,368/Night
For 7 Nights R51,581
1646.88 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Parking
- Air Conditioner
- Internet
R6,528/Night
For 7 Nights R45,702
8 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R6,416/Night
For 7 Nights R44,914
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
R6,391/Night
For 7 Nights R44,733
1996 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,352/Night
For 7 Nights R44,471
Naperville Pet Friendly Vacation Rentals
1710 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,926/Night
For 7 Nights R27,474
150.69 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
R1,464/Night
For 7 Nights R10,247
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
R1,355/Night
For 7 Nights R9,492
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,806/Night
For 7 Nights R33,649
150.69 ft²
2 Guests
4 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
R1,218/Night
For 7 Nights R8,523
3000 ft²
16 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,002/Night
For 7 Nights R28,016
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R3,924/Night
For 7 Nights R27,474
1700 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,436/Night
For 7 Nights R38,050
Naperville Large Vacation Homes
1600 ft²
6 Guests
5 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,096/Night
For 7 Nights R21,677
R3,394/Night
For 7 Nights R23,763
3000 ft²
12 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,002/Night
For 7 Nights R28,016
14 Guests
5 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R11,643/Night
For 7 Nights R81,502
3000 ft²
14 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R9,021/Night
For 7 Nights R63,142
7000 ft²
10 Guests
5 Bedrooms
7 Bathrooms
Family Friendly
House
- Child Friendly
R16,094/Night
For 7 Nights R112,655
3000 ft²
14 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R10,369/Night
For 7 Nights R72,585
2000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,272/Night
For 7 Nights R50,908
Why Choose Rent By Owner for your Naperville Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Naperville
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, as seasonal changes in this destination influence the local events and outdoor activities available during your stay.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather perfect for outdoor activities and exploring local events. You'll find the region bustling with visitors seeking pleasant days and vibrant community gatherings.
Average Temperature Daytime: around 80°F - Nighttime: around 60°F
Fall (September to November)
Autumn is a popular time here when the foliage puts on a colorful display, attracting visitors looking to enjoy scenic walks and seasonal festivities. The region's mild climate makes it an ideal period for outdoor sightseeing.
Average Temperature Daytime: around 70°F - Nighttime: around 45°F
Off-Season Highlights
Winter (December to February)
The winter months bring colder temperatures, making it a quieter time for those who prefer less crowded surroundings. Cozying up indoors or enjoying winter scenery can be the highlights of your visit during these months.
Average Temperature Daytime: around 35°F - Nighttime: around 20°F
Early Spring (March to April)
This transitional period sees cooler weather and fewer travelers, offering a peaceful atmosphere for exploring the area's natural beauty at a slower pace. It's an excellent choice if you want to avoid peak tourist seasons.
Average Temperature Daytime: around 50°F - Nighttime: around 30°F
Weekly Weather Forecast for Naperville
How to Book Your Naperville Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Naperville
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a spacious outdoor patio or deck for relaxing and entertaining.
- Take advantage of private gardens or yard areas perfect for outdoor activities.
- Benefit from access to nearby parks and green spaces within the region.
- Make use of outdoor dining setups to savor meals al fresco during your stay.
- Relax in a screened-in porch or sunroom that offers fresh air and outdoor views.
- Use outdoor grills for barbecues, making the most of the warm season here.
- Experience clear nights with outdoor fire pits or fireplaces for cozy evenings.
Top Attractions Around Naperville
What attractions are nearby?
In this vibrant area, you can explore a variety of outdoor activities, cultural attractions, and recreational spots that make your stay in Naperville enjoyable and memorable.
Family Activities
- Naper Settlement: Explore this historic park that offers engaging exhibits and interactive experiences perfect for family fun in the region.
- DuPage Children's Museum: Discover hands-on exhibits and creative activities here, making it an ideal destination for families seeking educational entertainment.
- Centennial Beach: Relax and enjoy swimming, picnicking, or simply unwinding by the water at this popular spot in the area, especially great during warm months.
- Water Street District: Stroll through this vibrant neighborhood featuring family-friendly dining, shops, and regular events that bring the community together.
Adult Activities
- Downtown Naperville Riverwalk: Stroll along the scenic riverfront pathway, enjoying picturesque views and the vibrant local atmosphere.
- Naper Settlement: Explore this outdoor history museum that offers engaging exhibits and interactive experiences highlighting the area's heritage.
- Naperville Golf Course: Play a round of golf at this well-maintained course, perfect for relaxing and improving your swing amidst beautiful surroundings.
- Fashion Outlets of Chicago: Shop for designer brands and enjoy exclusive deals just a short drive from here, making it an ideal destination for retail therapy.
Other Places to Stay in Naperville, IL
DuPage Children's Museum
Centennial Beach
North Central College Fine & Performing Arts
University of Chicago Hospital
Saints Peter and Paul Catholic Church
Moser Tower and Millennium Carillon
Naper Settlement Museum
Naperville Convention & Visitors Bureau
Arrowhead Golf Club
Odyssey Fun World
Naperville Township
Brunswick Zone
Naperville Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the region's diverse dining options near your vacation rentals to enjoy authentic flavors and support local eateries.
- Visit Community Events: Check out community festivals or markets happening during your stay to immerse yourself in the area's culture and interact with residents.
- Plan Outdoor Activities: Make the most of parks and outdoor spaces in the area for hiking, picnicking, or relaxing to experience the region's natural beauty firsthand.
- Discover Hidden Gems: Talk to locals or consult your host about lesser-known attractions nearby to enrich your visit beyond the usual tourist spots.
Transportation Options
- Metra Commuter Rail: This regional train service provides convenient access to downtown Chicago and surrounding suburbs, making it easy for you to explore the wider area from your vacation rental.
- Bus Services: Local bus routes operated by Pace connect you to key points within the region, offering an affordable transportation option during your stay.
- Taxi and Ride-Sharing Services: Comfortable and flexible, ride-sharing platforms like Uber and Lyft are readily available here, providing quick transit around your vacation home and beyond.
- Personal Vehicles and Rental Cars: Having your own vehicle or renting one onsite allows you to explore this city and its scenic surroundings at your own pace, directly from your vacation rental.
Local Customs Options
- Downtown Naperville Traditions: You’ll find that locals take pride in their historic downtown area, where community events and festivals are celebrated with enthusiasm throughout the year.
- Local Dining Customs: Visitors often experience the region’s friendly dining atmosphere, as residents favor casual eateries that emphasize family-friendly service and local flavors.
- Seasonal Celebrations: Engaging in seasonal festivities like the Christmas Walk or summer concerts reflects how residents cherish outdoor gatherings and holiday traditions in this destination.
- Community Engagement Practices: Here, participating in neighborhood volunteer activities and local charity events showcases a welcoming spirit that defines the region’s close-knit community ethos.
Frequently Asked Questions About Naperville?
1. What are the top vacation rentals in Naperville?
There are a lot of options in Naperville. If you plan on staying in the Naperville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Naperville:
- Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat
- Walking distance to everything downtown Naperville!
- Beautifully New - Three Bedroom - Centrally-located, Naperville Retreat
- Naperville Spacious Nest - 3BDR/2.5 BTHR
- Urban Oasis in Chicago’s Best Suburb
- PROMO 22% MONTHLY DISCOUNT!nCentrally-Located Relaxed Family Home!
- Charming Downtown Naperville Farmhouse - 1 Bedroom Guest Suite - Walk to Town
- Executive Residence Corporate Corridor minutes from Naperville downtown
- True: NEW Phenomenal 5BR-2BT Spacious House with Fenced in Playground
- Extended Stay Naperville FHS Rental - Harmony Ct
2. How many vacation rentals have private pools in Naperville?
There are 4 vacation rentals with private pools near Naperville. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Naperville are best for families?
If you are looking for a family-friendly vacation home in Naperville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Naperville:
4. How many Rentbyowner vacation rentals are available in Naperville?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 113 in the Naperville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Naperville.
5. What is the cancellation policy for vacation rentals in Naperville, Illinois?
Cancellation policies vary depending on the specific listing. It’s recommended to review the cancellation terms outlined in the rental’s description or contact the property owner directly to understand the applicable rules before booking.
6. How do I securely book a vacation rental in Naperville, Illinois?
Secure booking usually involves paying through the platform's trusted payment system. For added confidence, verify the listing details and communicate with the property owner if needed, ensuring all transactions are protected and straightforward.
7. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning charges, service fees, or local taxes may apply. These details are typically listed during the booking process or can be confirmed by contacting the property owner prior to finalizing your reservation.
8. What amenities are commonly included in vacation rentals in this area?
Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. To ensure the rental meets your needs, check the detailed listing descriptions or ask the host directly about specific features.
9. How can I find out about house rules and restrictions before booking?
House rules and restrictions are generally provided in the listing details. Review these carefully and reach out to the owner if you have questions to ensure the rental aligns with your plans for a comfortable stay.
Naperville Top Rated Vacation Rentals
R1,711/Night
For 7 Nights R11,972
R1,686/Night
For 7 Nights R11,791
R2,941/Night
For 7 Nights R20,593
331.89 ft²
6 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
R2,325/Night
For 7 Nights R16,274
R1,956/Night
For 7 Nights R13,696
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
R2,263/Night
For 7 Nights R15,847
R2,462/Night
For 7 Nights R17,227
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,977/Night
For 7 Nights R13,844
