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

Re-designed, Cosmos Retreat, King Bed, Hot Tub, Wifi, Large Tvs, Spacious & Calm - Naperville, IL
9.0 11 reviews

Re-designed, Cosmos Retreat, King Bed, Hot Tub, Wifi, Large Tvs, Spacious & Calm

apartment, Bolingbrook
This family-friendly Bolingbrook residence is ideally situated within 5km of both Naperbrook Golf Course and Bolingbrook Golf Club, and 10km from Rocket Ice Arena and Promenade Bolingbrook.
The four-bedroom, four-bathroom property sleeps fourteen guests and boasts a jacuzzi, tennis court, private garden, barbecue grills, and a games room, providing ample space and entertainment options for a large family or group.
Naperville Fhs Rental - Woodview Ct - Naperville, IL
10 1 review

Naperville Fhs Rental - Woodview Ct

apartment, Naperville
This spacious four-bedroom house is located just a short drive from the centre of Naperville, a lively town with a beach and plenty of places to eat and drink.
The property offers 1,766 square feet of living space, providing ample room for families or groups. With a fully equipped kitchen, a garden, a tennis court, and a range of entertainment options including a pool table, pinball machine, and a movie theatre, there’s something for everyone.
Hot Tub, Smart Tvs, Spacious 5bedroom House In Charming Bolingbrook With Wifi,ac - Naperville, IL
9.4 6 reviews

Hot Tub, Smart Tvs, Spacious 5bedroom House In Charming Bolingbrook With Wifi,ac

apartment, Bolingbrook
This Bolingbrook holiday home is conveniently located near Bolingbrook Golf Club and Boughton Ridge Golf Course, with shopping malls such as Promenade Bolingbrook and Westfield Louis Joliet Shopping Mall also within easy driving distance.
This five-bedroom, four-bathroom property boasts 335 square metres of living space, featuring an open-plan layout, a jacuzzi, tennis court, and garden, accommodating up to 12 guests and offering themed bedrooms with various bed configurations.
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

4br Warrenville Home W/ Patio & Garage | Sleeps 10 - Naperville, IL
10 1 review

4br Warrenville Home W/ Patio & Garage | Sleeps 10

apartment, Warrenville
This four-bedroom townhouse in Warrenville offers a convenient base, located near scenic forest preserves and parks, with easy access to local dining and major highways for exploring the area.
This fully furnished property accommodates up to 10 guests and features a private patio, in-unit laundry, and a private garage, with a pickleball court available for recreation.
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.
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Naperville, IL
No reviews

Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio

apartment, Naperville
This downtown Naperville flat, covering 153 square metres, offers a king-sized bed, dedicated workspace, and a private patio, alongside free garage parking and WiFi, ideal for business travellers. Guests can enjoy a fully equipped kitchen and are within easy reach of the Riverwalk, perfect for exploring Naperville’s attractions.
Captivating Home Near Naperville - Naperville, IL
9.7 79 reviews

Captivating Home Near Naperville

house, Lisle
This three-bedroom apartment is located in Lisle, just a short walk from the town centre and the Lisle train station, offering easy access to both local amenities and onward travel. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious and comfortable, sleeping up to six guests across three bedrooms and two bathrooms. It boasts a fully furnished basement, a modern kitchen with a fridge, air conditioning, a garden, and parking, as well as being located close to Lisle Community Park, which offers a variety of outdoor activities.

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.
Furnished 4br Townhome Pickleball Court & Garage - Naperville, IL
10 3 reviews

Furnished 4br Townhome Pickleball Court & Garage

apartment, Warrenville
This four-bedroom, four-bathroom flat in Warrenville is situated within a 5-minute drive of Topgolf and a 3-minute drive of the Nike Sports Complex.
This 177 square meter residence accommodates up to ten guests and features a well-equipped kitchen, air conditioning, Wi-Fi, a pool table, and laundry facilities, with Naper Settlement Museum, Wentz Concert Hall, and the Fabyan Villa Museum & Japanese Garden all within easy reach.
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.
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.

Best Naperville, IL holiday rentals with air conditioning

5br/4ba Luxury Cosmos Retreat | Hot Tub | Wifi - Naperville, IL
9.9 38 reviews

5br/4ba Luxury Cosmos Retreat | Hot Tub | Wifi

apartment, Bolingbrook
This Bolingbrook house, perfect for large groups, offers a tranquil cosmos-themed interior and is conveniently located within Bolingbrook, its precise location unspecified but implying proximity to local amenities.
Sleeping up to 12 guests across 4 bedrooms and 3 bathrooms, this property boasts a fully equipped kitchen, a jacuzzi, a large deck with hot tub, and an entertainment area with games like ping pong and air hockey.
Beautiful Home Just 30 Minutes From Chicago! - Naperville, IL
9.0 21 reviews

Beautiful Home Just 30 Minutes From Chicago!

apartment, Bolingbrook
This Bolingbrook property offers convenient access to downtown Naperville, located just 10 kilometres away, and is a short 10-kilometre drive to the Naperville Metra station for direct travel to Chicago.
This two-bedroom, two-bathroom residence comfortably accommodates up to six guests, featuring a full kitchen, a family room, on-site parking, and is a prime base for exploring attractions such as Millennium Park and Navy Pier.
Downtown Naperville Luxury | Walk To Everything - Naperville, IL
No reviews

Downtown Naperville Luxury | Walk To Everything

apartment, Naperville
This four-bedroom, four-bathroom flat offers prime accommodation in central Naperville, mere steps from the Riverwalk and Naper Settlement, with immediate access to summer events, restaurants, shopping, and nightlife.
This property accommodates up to six guests and features a private outdoor space with a hot tub and an outdoor television, perfect for enjoying al fresco dining or watching sports.
Newly Renovated Home Near Naperville Downtown - Naperville, IL
9.9 123 reviews

Newly Renovated Home Near Naperville Downtown

house, Naperville
This townhome is situated just 1.6km from the centre of Naperville, close to amenities like a supermarket, a Costco and the Metra station. The property has received excellent ratings for its cleanliness, location and overall user experience.
The house offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a basement studio with a sofa bed and a twin bed, and access to various streaming services and free Wi-Fi.
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