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

Luxe Home With Michelin Star Kitchen & King Beds - Naperville, IL
10 7 reviews

Luxe Home With Michelin Star Kitchen & King Beds

apartment, Bolingbrook
This five-bedroom, two-bathroom flat for twelve guests is located just minutes from Bolingbrook's shops, cafes, and cultural attractions.
This family-friendly residence offers a fully equipped kitchen with stainless steel appliances, air conditioning, a garden, and on-site laundry facilities, with complimentary parking including an EV charger.
Dog Friendly Cozy North Naperville 3 Bed/2 Ba Home - Naperville, IL
9.7 186 reviews

Dog Friendly Cozy North Naperville 3 Bed/2 Ba Home

apartment, Naperville
This three-bedroom apartment is situated in North Naperville, a short distance from the town centre and the I-88 motorway. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment can accommodate up to seven guests and features a fully-equipped kitchen, a private garden with a fire pit and barbecue, and individual TVs in each bedroom. The property is also pet-friendly, making it an ideal choice for families or groups travelling with furry friends.
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.
Fast Wi-fi/comfy Beds/free Parking/3bdr House/4tvs - Naperville, IL
8.0 5 reviews

Fast Wi-fi/comfy Beds/free Parking/3bdr House/4tvs

apartment, Aurora
This 3-bedroom, 1.5-bathroom apartment in Aurora offers a suburban retreat, located 3.5 kilometres from Waubonsie Lake Park and 4 kilometres from Fox Valley Mall, with direct Metra train access to downtown Chicago, 9.3 kilometres away.
This family-friendly property accommodates up to eight guests, featuring a well-equipped kitchen, complimentary WiFi, free parking for four cars, and is conveniently situated near global cuisine options and entertainment venues like RiverEdge Park, 9.3 kilometres away.

Best Naperville, IL holiday rentals with parking

Spacious 4br Townhouse | Garage & Pickleball Court - Naperville, IL
9.6 166 reviews

Spacious 4br Townhouse | Garage & Pickleball Court

apartment, Warrenville
This four-bedroom Warrenville apartment is conveniently located near Interstate 88, offering easy access to Naperville city centre (approximately 10 km away), Fermilab, and the Cantera shopping centre.
The spacious property sleeps up to 10 guests, features a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning, internet access, and is close to forest preserves and bike trails.
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.
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.
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.

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.
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.

Best Naperville, IL holiday rentals with air conditioning

Comforts Of Home In Downtown Naperville - Naperville, IL
9.7 197 reviews

Comforts Of Home In Downtown Naperville

apartment, Naperville
This ground-floor flat is located in the heart of Naperville, within walking distance of shops, restaurants and the train station for direct access to Chicago, less than 50km away. It consistently receives excellent ratings for location, cleanliness and user experience.
The flat has one bedroom and one bathroom, and can accommodate up to two guests. It offers a fully-equipped kitchen, air conditioning, parking and free Wi-Fi.
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.
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.
Adorable 2 Bedrooms Space With Parking On Site - Naperville, IL
8.9 7 reviews

Adorable 2 Bedrooms Space With Parking On Site

apartment, Naperville
This two-bedroom flat is situated in a family-friendly neighbourhood in Naperville, close to a variety of restaurants and bars. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is spacious and can accommodate up to three guests. It offers amenities such as a fully equipped kitchen, air conditioning, a fitness centre, and parking.
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