Holiday Rentals in Naperville, IL

241 available vacation rental offers

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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

Riverfront Luxury W/ Fire Pit & Chef's Kitchen - Naperville, IL
10 14 reviews

Riverfront Luxury W/ Fire Pit & Chef's Kitchen

apartment, Bolingbrook
This family-friendly five-bedroom house is located on a cul-de-sac in Bolingbrook, 58 kilometres west of Chicago, with easy access to local shops, parks, restaurants and train stations.
This property offers a private patio with scenic views and a fire pit, direct access to DuPage River Park for kayaking and biking, a well-equipped chef's kitchen, and is close to attractions such as Moser Tower and Naper Settlement Museum, accommodating up to 12 guests.
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.
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.
True: *New* Spacious 5br-2bt! Fully Fenced Yard! - Naperville, IL
9.7 29 reviews

True: *New* Spacious 5br-2bt! Fully Fenced Yard!

apartment, Naperville
This spacious five-bedroom flat in Naperville offers a peaceful neighbourhood setting, a short 3-kilometre drive from the shops and restaurants of downtown Naperville and its family attractions.
This property accommodates up to 12 guests and features a fully equipped kitchen, air conditioning, Wi-Fi, parking, and a garden with a playset, making it ideal for family holidays or group stays.

Best Naperville, IL holiday rentals with parking

Quaint And Quiet - Downtown Naperville! - Naperville, IL
9.8 62 reviews

Quaint And Quiet - Downtown Naperville!

apartment, Naperville
This charming two-bedroom apartment is conveniently located in downtown Naperville, just a short walk from restaurants, shops, Centennial Beach, the Riverwalk, and the train station. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a spacious living room, dining room, kitchen, and office on the main floor, with two bedrooms and a bathroom upstairs. It can comfortably accommodate up to six guests. The apartment is equipped with modern amenities such as air conditioning, Wi-Fi, smart TVs, a washer and dryer, and a private garden with a deck.
Captivating Home Near Naperville - Naperville, IL
9.7 81 reviews

Captivating Home Near Naperville

apartment, 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.
Beautifully New In Aero Estates - Naperville, IL
10 43 reviews

Beautifully New In Aero Estates

apartment, Aurora
This property is located in Naperville, a short 10km drive from Aurora, offering easy access to the city's attractions and amenities. The surrounding area is peaceful and quiet, with a unique view of eagles, egrets, and a nearby airfield.
The house is newly renovated and features three bedrooms, two and a half bathrooms, and a fully-equipped kitchen. It can comfortably accommodate up to six guests. Amenities include high-speed internet, a large sectional sofa in the family room with a fireplace, and a two-car garage.
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.

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

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

Luxe Warrenville 4br | Patio + Pickleball Court - Naperville, IL
9.2 34 reviews

Luxe Warrenville 4br | Patio + Pickleball Court

apartment, Warrenville
This four-bedroom townhouse in Warrenville is situated just metres from a public pickleball court.
This pet-friendly accommodation offers parking, a garden, air conditioning, and a kitchen equipped with a fridge, microwave, and dishwasher, comfortably accommodating up to ten guests.
Beautiful 4 Bedroom House - Close To Everything - Naperville - Naperville, IL
9.8 156 reviews

Beautiful 4 Bedroom House - Close To Everything - Naperville

apartment, Aurora
This spacious house is located in a quiet Naperville neighbourhood, just 10 kilometres from the centre of Naperville and a short drive from Aurora. It has received excellent ratings for location, cleanliness, and overall experience.
The four-bedroom house spans 193 square metres and can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a private garden, and a two-car garage, along with modern amenities like air conditioning, internet access, and smart TVs.
Perfect Place For You - Naperville, IL
9.9 31 reviews

Perfect Place For You

apartment, Naperville
This two-bedroom townhome is situated on Naperville's west side, a short 15-minute drive from the Riverwalk and the bustling shopping district. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The townhome comfortably accommodates four guests and features a fully equipped kitchen, allowing for self-catering. Amenities include air conditioning, a garden, parking, internet access, and a modern design, making this a convenient and well-appointed choice for travellers.
Newly Updated - Close To Everything - Naperville! - Naperville, IL
9.4 89 reviews

Newly Updated - Close To Everything - Naperville!

apartment, Aurora
This spacious apartment is situated in a peaceful neighbourhood in Naperville, just 10 kilometres from the centre of Naperville and close to shops, restaurants, and entertainment venues. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The apartment is ideal for families or groups, with three bedrooms and a total floor space of 177 square metres, comfortably accommodating up to eight guests. The property offers a well-equipped kitchen, a private garden with a deck, and convenient amenities such as a washing machine, dryer, and parking.