Naperville holiday lettings

We found 855 holiday rentals — enter your dates for availability

Discover a selection of 32 homes and other holiday rentals in Naperville that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Naperville

Showing deals for:9 Jan - 16 Jan

Image gallery for Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park

Living area
10 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park

Oak Park, IL

8% off
Price is £5,348
for 7 nights, 1 home
£764 per night
includes taxes & fees
Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park

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Why visit Naperville

  • Charming downtown: Discover a vibrant area filled with delightful shops and eateries, perfect for a leisurely stroll.
  • Parks and outdoor activities: Enjoy picturesque parks that cater to both relaxation and outdoor enthusiasts.
  • Rich cultural experiences: Explore historic universities and cultural attractions that reflect the area's heritage.
  • Family-friendly activities: Engage in a variety of activities suitable for visitors of all ages, ensuring fun for the whole family.
  • Diverse accommodation options: Choose from stylish apartments, cosy condos, and private homes for a memorable stay.

Popular types of accommodation in Naperville

If you're contemplating a getaway to Naperville, you'll find a delightful selection of accommodations to suit your needs. Our most sought-after options include houses, stylish apartments, and cosy condos. Whether you're searching for Naperville apartments, home rentals, or rentals in Naperville, we ensure you'll discover the perfect space for a memorable stay in this charming Illinois town.

  • Houses: The top choice for visitors to Naperville, these homes offer ample space and privacy, perfect for families or groups.
  • Apartments: A popular option for those seeking city convenience, apartments provide a comfortable and stylish stay in the heart of Naperville.
  • Condos: These modern residences are ideal for travellers looking for a blend of luxury and homely comforts.
  • Cottages: For a quaint and picturesque experience, cottages offer a charming retreat with a touch of countryside appeal.**

Top attractions in and around Naperville

Naperville is an excellent destination for family-friendly, outdoor, and urban-themed holidays. Visitors can explore a variety of attractions, including urban parks and both modern and historic universities. The points of interest in and around Naperville provide a rich cultural experience, making it ideal for those seeking a vibrant city atmosphere and family activities. Whether you're travelling solo or with loved ones, there's plenty to discover in this charming American town.

  • Riverwalk Park: A delightful urban park nestled in Naperville, Riverwalk Park boasts family-friendly spaces, scenic views, and a vibrant city atmosphere, perfect for leisurely strolls and picnics.
  • Riverwalk: This charming esplanade is ideal for families and couples alike, offering romantic spots along the water, outdoor activities, and beautiful surroundings for a relaxed day out.
  • Morton Arboretum: Located 4.3km from Naperville, this expansive arboretum features stunning landscapes and diverse plant collections, making it a wonderful destination for nature lovers and families.

Things to do recommended for couples

For a romantic getaway in Naperville, indulge in wine tasting at Fox Valley Winery or Lynfred Winery, both exuding charm and entertainment. For a delightful dining experience with a romantic touch, visit the 390 Golf Experience, perfect for couples seeking a memorable evening together.

Things to do recommended for families

During your family vacation in Naperville, enjoy a refreshing day at Centennial Beach, relax in the serene Cantigny Park, or embark on an adventure at Odyssey Fun World, where fun and excitement await both young and old.

Things to do recommended for groups

Explore the Chicago Premium Outlets for a shopping spree only 4.3km from Naperville, enjoy a cultural evening at the Paramount Theater, located 5.0km away, or unwind with a round of golf at the scenic Arrowhead Golf Club, right in Naperville.

What do I need to keep in mind when booking a vacation in 'Naperville

If you're travelling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to prioritise your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Naperville with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor areas for socialising with your group. Fortunately, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Naperville with young kids: Journeying with young children can present its own set of challenges. It’s essential to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Naperville: For many, a family holiday wouldn’t feel complete without their beloved pet by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Naperville: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Naperville

Naperville, Illinois, is a delightful destination offering a blend of family-friendly activities and urban charm. Explore the vibrant downtown with its charming shops and eateries, or unwind in picturesque parks that cater to outdoor enthusiasts. Nearby cities also provide a welcoming atmosphere, perfect for a romantic getaway or a relaxed family holiday. With a range of experiences from friendly locals to beautiful views, Naperville promises an unforgettable vacation.

  • Oak Brook: Oak Brook is a charming city located 7.5km from Naperville, known for its family-friendly atmosphere and business-centric environment. Visitors can indulge in a fantastic shopping experience at the Oakbrook Center, an upscale shopping mall featuring a variety of high-end retailers and dining options. The area is also home to local landmarks such as the Oak Brook Sports Core, which includes sports facilities and a beautiful landscape perfect for outdoor activities. With its blend of urban convenience and natural beauty, Oak Brook offers a delightful escape for all ages.
  • Willowbrook: Situated 6.8km from Naperville, Willowbrook is a vibrant city that caters to families and outdoor enthusiasts alike. The community features several shopping centres and areas where visitors can explore local boutiques and eateries. Willowbrook is close to the Willowbrook Community Park, which provides ample space for outdoor activities and family gatherings. With its welcoming atmosphere and access to recreational venues, Willowbrook is an excellent destination for those seeking a blend of city life and nature.
  • Bolingbrook: Located a mere 3.7km from Naperville, Bolingbrook is another fantastic city ideal for families and outdoor lovers. Known for its beautiful golf courses and shopping centres, Bolingbrook offers various leisure activities to suit every traveller's preference. The area boasts attractions like the Bolingbrook Golf Club and event venues for conferences and gatherings. With its convenient location and array of entertainment options, Bolingbrook is perfect for a fun-filled day trip or a relaxing weekend getaway.

Best time to go to Naperville

If you're planning a trip to Naperville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.5°F (-4.7°C)Light RainMostly CloudySlightly LowSlightly Low
February25.9°F (-3.4°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June70.0°F (21.1°C)Light RainMostly SunnySlightly HighSlightly High
July73.9°F (23.3°C)Light RainMostly SunnySlightly HighSlightly High
August72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
September66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
October53.8°F (12.1°C)Light RainMostly SunnySlightly LowAverage
November40.6°F (4.8°C)Light RainMostly SunnySlightly LowAverage
December31.3°F (-0.4°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming holiday? It’s worth considering some flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often results in substantial savings. To discover the perfect Vrbo accommodation that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to create new journeys, refine your plans, or manage your bookings. Your saved or reserved properties are now neatly organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The lively city of Naperville awaits you

Enjoy the area's live music, theatre scene and festivals with a rental holiday home in Naperville. Travellers to this walkable city praise the shopping, restaurants and riverfront. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Naperville

Are you hoping to discover things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Naperville a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Seven Bridges Golf Club (4.4 mi / 7 km)
  • Bolingbrook Golf Club (5.8 mi / 9.3 km)
  • Cantigny Golf Club (6.7 mi / 10.7 km)
  • Mistwood Golf Club (10.8 mi / 17.4 km)
  • Cog Hill Golf & Country Club (11.7 mi / 18.9 km)
  • Fox Valley Winery (12 mi / 19.3 km)

Exploring the natural landscape of Naperville

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Naperville is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Riverwalk Park (1.3 mi / 2.1 km)
  • Centennial Beach (1.4 mi / 2.2 km)
  • Morton Arboretum (7.1 mi / 11.3 km)
  • Blackwell Forest Preserve (7.2 mi / 11.6 km)
  • Ty Warner Park (10.4 mi / 16.7 km)
  • Fabyan Villa Museum & Japanese Garden (11.5 mi / 18.5 km)

Transport options to and around Naperville

Fly into Chicago, IL (DPA-Dupage), the closest airport, located 12 mi (19.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Chicago O'Hare International Airport (ORD), which is 20.2 mi (32.5 km) away.

If you'd rather travel by train, make your way to Naperville Station or Naperville Route 59 Station and explore the city from there.

Frequently asked questions

How much does it cost to rent a holiday home in Naperville?
Prices for holiday rentals in Naperville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Naperville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Naperville holiday house rentals?
You can find great discounts on house rentals in Naperville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Naperville?
In Naperville, holiday houses are the most popular type of rental, with around 30 available across the city. These homes provide a spacious environment ideal for families or groups, typically featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Many are situated in family-friendly neighbourhoods close to local parks and the scenic Riverwalk, offering easy access to outdoor activities and dining options. Additionally, there are several apartments and condos available, which cater to those seeking a more compact living arrangement, often with modern amenities such as on-site laundry and fitness facilities.
Are there any family house rentals in Naperville?
In Naperville, Illinois, there are numerous family-friendly house rentals available, with around 16 options to choose from. This charming city offers a variety of neighbourhoods superb for families, such as the historic downtown area and residential districts like Ashbury and Tall Grass. Many properties feature spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Naperville?
In Naperville, there are several holiday homes available for rent that feature pools and hot tubs. This charming city, located near the Chicago metropolitan area, offers a variety of neighbourhoods where these properties can be found, providing a tranquil setting for a getaway. Many rentals come with amenities such as private pools, hot tubs, spacious outdoor areas for relaxation, and fully equipped kitchens, making them ideal for families or groups looking to unwind.
Can I find long-stay holiday rentals in Naperville?
A long-stay holiday rental in Naperville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Naperville?
In Naperville, there are numerous pet-friendly house rentals available, with around 21 options to choose from. Many of these holiday homes come equipped with modern amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy fresh air.

The city boasts several parks that are ideal for pet owners, including the expansive Naperville Riverwalk, which features scenic walking paths along the river, great for leisurely strolls with your furry friends. Additionally, the nearby Knoch Knolls Park offers trails and open spaces for pets to roam and play.
Are there any remote work holiday rentals in Naperville?
In Naperville, Illinois, there are approximately 25 holiday rentals suitable for remote work. This charming city offers a variety of properties equipped with amenities conducive to a productive stay. Many rentals feature dedicated office spaces, desks, and comfortable desk chairs, ensuring a conducive work environment. Additionally, travellers can expect reliable Wi-Fi and safe storage options, making it easy to manage work-related tasks from the comfort of their temporary home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Naperville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Naperville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Naperville?
In Naperville, holiday rentals commonly feature a range of amenities that enhance the comfort of guests. Most properties include a fully equipped kitchen, allowing travellers to prepare their meals with ease. Additionally, many rentals offer conveniences such as microwaves and dishwashers, making dining in more manageable. Free Wi-Fi is typically available in the rooms, ensuring guests can stay connected during their stay. Coffee makers are also a standard amenity, superb for those who enjoy a morning brew.
When is the best time to visit Naperville for a holiday rental?
The best time to visit Naperville for a holiday rental is during the peak season from May to July, with July being particularly popular among travellers. This vibrant period offers a delightful blend of warm weather and a lot of outdoor activities, making it an ideal choice for families and adventure-seekers alike.

During these months, visitors can enjoy the charming Riverwalk, partake in local festivals, and explore the many parks and gardens that flourish in the summer sun. With temperatures typically in the high 20s to low 30s Celsius, it's superb for outdoor pursuits such as boating, biking, and picnicking, all while soaking in the scenic beauty of the area.

If you're looking for a more budget-friendly option, consider visiting in November. The fall season brings a unique charm to Naperville, with beautiful autumn colours lighting up the trees and a quieter atmosphere that allows for a more relaxed exploration of the town's historic sites and boutique shops.
How early should I book a Naperville holiday rental?
Book your Naperville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Naperville?
In Naperville, visitors can explore several attractions that showcase the charm of this picturesque town. The Riverwalk is a beautiful destination, featuring scenic paths along the DuPage River, where holiday rentals nearby often provide easy access to this popular outdoor space. The Riverwalk is dotted with fountains, bridges, and parks, making it great for leisurely strolls or family picnics.

The historic downtown area is home to unique shops, restaurants, and the renowned Naperville Riverwalk Art Gallery, where art enthusiasts can appreciate local artwork. Additionally, the Naper Settlement, an outdoor history museum, offers a glimpse into the town's past with its preserved buildings and engaging exhibits.

For families, the Dupage Children's Museum, located in the heart of Naperville, provides an interactive experience for younger visitors. Nearby, the Naperville Central Park features playgrounds and sports facilities, ideal for those seeking recreational activities.
Can I change or cancel my Naperville home rental booking on Vrbo?
To find Naperville holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Naperville holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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