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

Peaceful Backyard Oasis. Unique! - Naperville, IL
No reviews

Peaceful Backyard Oasis. Unique!

apartment, Bolingbrook
This spacious four-bedroom apartment is located in a secluded spot near Bolingbrook, just minutes from Naperville and 30 minutes from Chicago, offering a tranquil escape from the city bustle. The apartment provides a peaceful retreat with a wooded backdrop, creating a sense of being in the countryside.
The apartment comfortably sleeps 12 guests with two bathrooms. This property offers a range of amenities, including a swimming pool, a pool table, a fire pit, a garden, and a fitness centre.
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.
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.
Urban Oasis In Chi's Best Suburb - Naperville, IL
10 13 reviews

Urban Oasis In Chi's Best Suburb

apartment, Naperville
This three-level townhouse is located in North Naperville, just a short distance from the I-88 and within walking distance of the Route 59 BNSF Metra Station, making it easy to explore both Naperville and the surrounding Chicago area. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers ample space for families or groups, with three bedrooms and two bathrooms, accommodating up to six guests. It features a modern kitchen with stainless steel appliances, a dedicated workspace, a relaxing living area, and a quaint patio for outdoor enjoyment, making it ideal for both relaxation and productivity.

Best Naperville, IL holiday rentals with parking

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.
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.
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.
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.

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

151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Naperville, IL
No reviews

151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Naperville
Apartment rental listing for 6 guests. You will be in Naperville.
Facilities and services: a kitchen, a washing machine and an iron. This apartment also has a terrace!
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.
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

Naperville Escape, King Bed, Parking, Crib, Patio - Naperville, IL
9.5 12 reviews

Naperville Escape, King Bed, Parking, Crib, Patio

apartment, Naperville
This two-bedroom flat in Naperville offers proximity to downtown’s dining, shopping, and the Riverwalk, all within a 500-metre walk, and provides easy access to Chicago via the Metra BNSF Railway Line.
This accommodation features a fully equipped kitchen with stainless steel appliances, a dedicated workspace with high-speed WiFi, in-unit laundry, free parking including a garage, and a private patio with a BBQ, accommodating up to six guests.
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.
Elegant 2br Oasis | Free Parking, Playroom, Pool - Naperville, IL
10 1 review

Elegant 2br Oasis | Free Parking, Playroom, Pool

apartment, Warrenville
This family-friendly flat in Warrenville is situated 12.8 kilometres from downtown Naperville and offers convenient access to Oakbrook Terrace, the Morton Arboretum, and downtown Chicago.
This spacious apartment accommodates up to five guests and features resort-style amenities including a seasonal swimming pool, fitness centre, sauna, and a private playroom, alongside a dedicated workspace with a monitor and in-unit laundry.
Golden: Sleeps 8, 2.5 Baths! - Naperville, IL
10 1 review

Golden: Sleeps 8, 2.5 Baths!

house, Naperville
This three-bedroom, two-bathroom house in Naperville, Illinois, allows pets and offers internet access, a dishwasher and freezer, air conditioning, and parking.
Sleeping up to eight guests, the property boasts a kitchen and is conveniently located for exploring Naperville's attractions, although the precise distance to landmarks such as the Riverwalk or Naper Settlement requires knowing the exact address.
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