Holiday Rentals in Naperville, IL

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Naperville, IL holiday rentals
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241 Holiday rentals and Airbnb in Naperville, IL

Best family friendly Naperville, IL holiday rentals

Among the 241 accommodations in Naperville, IL, here are the 4 best family friendly rentals

Fabulous Extended Family Home In Naperville! - Naperville, IL
No reviews

Fabulous Extended Family Home In Naperville!

apartment, Naperville
This spacious five-bedroom home is located in south Naperville, close to the downtown area and the Riverwalk. The property is ideal for large groups or families looking for a comfortable and convenient base to explore the city.
The apartment has four bathrooms and can accommodate up to twelve guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and internet access.
Warrenville Resort Style Apartments Near Downtown With Pool, Free Parking, Gym, Sauna & More - Naperville, IL
No reviews

Warrenville Resort Style Apartments Near Downtown With Pool, Free Parking, Gym, Sauna & More

apartment, Warrenville
This Warrenville flat offers a suburban retreat with convenient access to Chicago, situated 35 kilometres from Chicago O'Hare International Airport and 47 kilometres from attractions such as the United Center and Guaranteed Rate Field.
This family-friendly accommodation features air conditioning, a balcony, a fully equipped kitchen with a fridge, microwave, and dishwasher, and on-site amenities including a swimming pool, sauna, fitness centre, and private parking.
Inviting, Beautiful Home In Friendly Neighborhood - Naperville, IL
9.4 40 reviews

Inviting, Beautiful Home In Friendly Neighborhood

apartment, Naperville
This apartment is situated in Naperville, just a short distance from the downtown area and its attractions, and a quick drive from the Riverwalk. It has received excellent ratings for location, cleanliness, and user experience. The property offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The apartment includes a range of amenities, such as a fully equipped kitchen, a private jacuzzi, a fireplace, and a dedicated office space, ensuring a relaxing and comfortable stay.
Resort-style 2br Gateway | Sauna, Pool, Bbq, Gym - Naperville, IL
9.8 8 reviews

Resort-style 2br Gateway | Sauna, Pool, Bbq, Gym

apartment, Warrenville
This serviced apartment in Warrenville is located 8 minutes from downtown Naperville and offers convenient access to Oakbrook Terrace, the Morton Arboretum, and downtown Chicago.
This family-friendly accommodation sleeps five and boasts resort-like amenities including a swimming pool, fitness centre, sauna, kids' playroom, and pickleball court, alongside a fully equipped kitchen, in-unit laundry, and a private balcony.

Best Naperville, IL holiday rentals with parking

Riverfront Luxury | Fire Pit & Chef's Kitchen - Naperville, IL
9.8 65 reviews

Riverfront Luxury | Fire Pit & Chef's Kitchen

apartment, Bolingbrook
This single-family home is located in a quiet cul-de-sac in Naperville/Bolingbrook, offering easy access to shopping, dining, and other attractions in the area. The house is perfect for families or groups of friends, with five bedrooms and two bathrooms, comfortably accommodating up to 10 guests.
The house has a fully equipped kitchen, a spacious den with a large-screen TV, a private garden, and parking for guests. Enjoy a short walk to the DuPage River behind the house, ideal for kayaking, biking, and enjoying nature.
4br Home Near Naperville! Parking + Pickleball - Naperville, IL
9.7 92 reviews

4br Home Near Naperville! Parking + Pickleball

apartment, Warrenville
This spacious 4-bedroom townhouse in Warrenville offers a tranquil lakeside setting, convenient for families and business travellers.
The property features a modern kitchen, a dining area, WiFi, a TV, an in-unit washer and dryer, and accommodates up to 10 guests with private parking and a patio overlooking the lake.
Perfect 4br Townhouse With Parking & Pickleball Access - Naperville, IL
No reviews

Perfect 4br Townhouse With Parking & Pickleball Access

apartment, Warrenville
This 4-bedroom townhouse in Warrenville is situated in a quiet, family-friendly community, offering convenient access to parks and shopping, with Chicago Premium Outlets just a short drive away.
This spacious accommodation sleeps up to six guests and features a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, and dedicated parking, with pickleball equipment available upon request for use at a nearby public court.
Promo 15% Monthly Discount! California King Bed, Fast Wi-fi And 75" Smart Tv - Naperville, IL
9.7 200 reviews

Promo 15% Monthly Discount! California King Bed, Fast Wi-fi And 75" Smart Tv

apartment, Aurora
This spacious apartment is situated in a quiet neighbourhood in Aurora, just 5km from Fox Valley Mall and 13.5km from Chicago Premium Outlets, offering easy access to a range of attractions and amenities. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 159 square metres and comfortably accommodates up to 10 guests with three bedrooms. Guests can enjoy a fully equipped kitchen, a private garden with outdoor games, a fireplace, and other modern amenities, making it ideal for families or groups of friends.

Frequently asked questions about holiday rentals in Naperville, IL

  • Which neighborhood in Naperville, IL should you consider for a vacation rental?

    The area around the Riverwalk is a good choice for a vacation rental. It's close to the action, with plenty of restaurants and shops nearby. The historic district is also a good option, with charming homes and a more relaxed atmosphere.
  • What are the best Airbnb and holiday rentals in Naperville, IL?

  • What are the top family-friendly attractions in Naperville, IL?

    The Naperville Park District has a lot to offer families, including the 99-acre Riverwalk, the Naperville Zoo, and the DuPage Children's Museum. The DuPage Children's Museum is a great place for kids of all ages to learn and play.
  • What are the most popular Airbnbs in Naperville, IL?

  • When is the best time to book a vacation rental in Naperville, IL?

    The best time to book a vacation rental in Naperville is during the shoulder seasons, from April to May and September to October. You'll avoid the crowds and enjoy pleasant weather.
  • What are the best holiday rentals with a pool in Naperville, IL?

  • What events or festivals should visitors check out in and around Naperville, IL?

    Naperville has a number of events and festivals throughout the year. The Naperville Ribfest in July is a popular event, with live music and food vendors. The Naperville Christkindlmarket in December is a charming holiday market with German food and crafts.
  • What are the best rentals for families and kids in Naperville, IL?

  • What are the best restaurants with local dishes in Naperville, IL?

    For a taste of local fare, try The Old Town Ale House or The Wentworth Green. Both restaurants offer classic American cuisine with a Naperville twist. You could also try The Chop House, a popular steakhouse known for its prime cuts and extensive wine list.
  • What are the best rentals or Airbnbs with a jacuzzi in Naperville, IL?

  • What are the best walking or cycling routes in Naperville, IL?

    The Riverwalk is a great place for a walk or bike ride. You can also explore the trails at the Naperville Park District. The Prairie Path is a paved trail that runs for 63 km, and it's perfect for a longer bike ride.
  • Are there pet-friendly attractions in Naperville, IL?

    Yes, there are plenty of pet-friendly attractions in Naperville. The Riverwalk is dog-friendly, and many restaurants have outdoor seating where you can bring your furry friend. The Naperville Park District also has several dog parks where your pet can run and play.
  • What are the benefits of choosing a vacation rental in Naperville, IL?

    Vacation rentals offer more space and privacy than a hotel room. They're also often more affordable, especially for families or groups. You can also find rentals with unique features, like a backyard or a kitchen.
  • What are the top sports attractions and facilities in Naperville, IL?

    Naperville has a number of sports attractions and facilities. The Naperville Sports Complex is home to a variety of fields and courts, including baseball, soccer, and basketball. The Naperville Park District also has a number of golf courses and swimming pools.

Popular destinations

Best Naperville, IL holiday rentals with a balcony

Luxe Warrenville 4br / Patio + Pickleball Court - Naperville, IL
No reviews

Luxe Warrenville 4br / Patio + Pickleball Court

apartment, Warrenville
This four-bedroom, four-bathroom flat in Warrenville offers convenient access to Chicago Premium Outlets (approximately 6 kilometres away), Oakbrook Centre Mall (approximately 12 kilometres away), the DuPage Children's Museum, and the Morton Arboretum.
This property accommodates up to 10 guests and features a fully equipped kitchen, air conditioning, a patio, and access to a pickleball court.
4br Home Near Naperville! Parking + Pickleball - Naperville, IL
8.8 6 reviews

4br Home Near Naperville! Parking + Pickleball

apartment, Warrenville
This six-bedroom, three-bathroom flat in Warrenville offers convenient access to local attractions, being a 640-metre drive from Blackwell Forest Preserve and a 480-metre drive from Nike Sports Complex.
This spacious property accommodates up to ten guests and features a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, and on-site covered parking, with a dedicated workspace also available.

Best Naperville, IL holiday rentals with air conditioning

Bolingbrook Fhs Rental - Naperville, IL
9.8 13 reviews

Bolingbrook Fhs Rental

apartment, Bolingbrook
This 2900 sq ft renovated four-bedroom, three-and-a-half-bathroom house in a residential area of Bolingbrook offers excellent access to local amenities and attractions.
This family-friendly residence provides ample entertainment with a finished basement featuring a pool table and over 50 board games, alongside a fully equipped kitchen, six LCD televisions, high-speed internet, and a backyard with a grill, comfortably accommodating up to 16 guests.
The Echo At Aurora/naperville - Naperville, IL
9.8 123 reviews

The Echo At Aurora/naperville

apartment, Aurora
This stylish house is located in Naperville, just 5 kilometres from the town centre, close to the Fox Valley Mall, walking trails, a duck pond, and the Commuter Rail Station. It has consistently received excellent ratings for location, cleanliness, and user satisfaction.
The property has two bedrooms and one bathroom, accommodating up to four guests. It boasts a well-equipped kitchen, central air conditioning, a 65-inch smart TV with high-speed internet, and easy access to Chicago via the Commuter Rail Station.
Amazing Brand New Luxury Home Downtown Naperville! - Naperville, IL
No reviews

Amazing Brand New Luxury Home Downtown Naperville!

apartment, Naperville
This brand new six-bedroom apartment is located in Naperville, within easy reach of the city's downtown area and its many attractions. The apartment is situated close to the historic Riverwalk, offering a peaceful and scenic setting.
The spacious property comfortably accommodates up to 16 guests, making it ideal for large families or groups. The apartment is fully furnished and includes modern amenities, such as air conditioning, parking, and high-speed internet access.
Cozy Comfort/ 2-bedroom Plainfield Getaway - Naperville, IL
No reviews

Cozy Comfort/ 2-bedroom Plainfield Getaway

apartment, Plainfield
This Plainfield flat offers convenient on-site parking and is located within a 10-kilometre drive of Bolingbrook Golf Club and Westfield Louis Joliet Shopping Mall.
This 3-bedroom, 2-bathroom apartment accommodates up to 5 guests and features a fully equipped kitchen with microwave and dishwasher, air conditioning, and complimentary internet access.
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