Naperville holiday lettings

We found 834 holiday rentals — enter your dates for availability

Discover a selection of 34 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:10 Oct - 17 Oct
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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.

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.

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

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.

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)
  • Ty Warner Park (10.4 mi / 16.7 km)
  • Fabyan Villa Museum & Japanese Garden (11.5 mi / 18.5 km)
  • Centennial Park (17.7 mi / 28.5 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

What is the most popular type of holiday rental accommodation in Naperville?
Houses are the most popular style of holiday rental in Naperville, according to our data. Even if you've got a different vision in mind, Vrbo has properties in all shapes and sizes. Browse our options to find your perfect fit.
How much does it cost to rent a holiday rental in Naperville?
Property type, length of stay and time of year are some of the things that can determine the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy cabins to plush villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Naperville?
The average price for a holiday home close to the beach in Naperville depends on when you're travelling and the type and size of property you want. Find prices easily and quickly on Vrbo by entering your travel dates. Then use our filter tool to select the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday rentals in Naperville?
With two holiday rentals that welcome four-legged guests, your furry companion can also come along on your Naperville break. Use the filter tool to search our pet-friendly holiday rentals and find a stay that'll set tails wagging on Vrbo.
What are popular rental amenities in Naperville?
When it comes to rental amenities that people are searching for in Naperville, a fireplace, a garden and nearby museums rank highest. With Vrbo holiday homes, you'll enjoy choices to suit your style and taste, whether you're on a trip with your partner, your friends or even pets.
Are there large group holiday rentals in Naperville?
Take your pick of two Vrbo holiday rentals in Naperville that can host a group of five or more guests. You'll enjoy all the space and privacy you need to have fun with your nearest and dearest --- and nobody else.
Are there holiday rentals in Naperville that welcome kids?
With two family-friendly holiday rentals to pick from in Naperville, now is a fantastic time to introduce your little ones to the thrills of travel. Just check our "Properties good for families" filter box to look for stays that come with conveniences ideal for families on the move, like living rooms, outdoor spaces, bunk beds and entertainment units.
What are the top attractions for families in Naperville?
Keeping the kids occupied during your holiday in Naperville is child's play with these family-friendly attractions:

  • DuPage Childrens Museum
  • Odyssey Fun World
  • Phillips Park Family Aquatic Centre

Are there holiday rentals with WiFi in Naperville?
You'll find two holiday rentals with WiFi in Naperville. If you want to disconnect from daily life during your break, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Naperville?
You'll have a choice of two Vrbo holiday homes with air conditioning in Naperville offering that cooling breeze and extra touch of comfort. Just enter your desired travel dates and then take advantage of our filter tool to locate stays with air conditioning.
How old do you have to be to rent a holiday rental in Naperville?
The minimum required age is generally 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your chosen Naperville stay before booking your trip.
How long can I rent a holiday rental in Naperville for?
It's down to the Naperville property. To see all available options offering extended stays, simply enter your travel dates and number of people into the Vrbo search page. You can enjoy having the place to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and an outdoor space where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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