Holiday Rentals in Naperville, IL

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

Best family friendly Naperville, IL holiday rentals

Among the 177 accommodations in Naperville, IL, here are the 4 best family friendly rentals

Fast Wi-fi/comfy Beds/free Parking/3bdr House/4tvs - Naperville, IL
8.0 3 reviews
Naperville, IL
28/08 – 06/09
225 €/nighttotal: 2025 € (9 )

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

3 2
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.
The Orchard House/king Bed/privacy/walking Trail - Naperville, IL
Naperville, IL
02/10 – 05/10
716 €/nighttotal: 2148 € (3 )

The Orchard House/king Bed/privacy/walking Trail

3 14
apartment , West Chicago
This secluded 0.4-hectare ranch retreat in West Chicago offers a private rural setting, located approximately 1.6 kilometres from Route 59 and a short drive to Cantigny Botanical Garden and Military Museum.
This 3-bedroom, 1-bathroom holiday home accommodates up to 14 guests with a high-end kitchen, multiple living areas, and private parking for 4 vehicles, situated conveniently near shops and restaurants.
Hot Tub, Smart Tvs, Spacious 5bedroom House In Charming Bolingbrook With Wifi,ac - Naperville, IL
9.0 4 reviews
Naperville, IL
27/07 – 31/07
804 €/nighttotal: 3216 € (4 )

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

5 3
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.
2br Family Escape! Pool, Pickleball, Playroom - Naperville, IL
10 7 reviews
Naperville, IL
15/07 – 15/08
172 €/nighttotal: 5332 € (31 )

2br Family Escape! Pool, Pickleball, Playroom

1 2
apartment , Warrenville
This Warrenville apartment, situated approximately 13 kilometres from Naperville's city centre and a short drive from Oak Brook Terrace and Chicago, offers convenient access to major attractions.
The two-bedroom, two-bathroom dwelling sleeps five guests and boasts resort-style amenities including a swimming pool, fitness centre, and kids' playroom, alongside a fully equipped kitchen and in-unit laundry facilities.

Best Naperville, IL holiday rentals with parking

Spacious 4br Townhouse | Garage & Pickleball Court - Naperville, IL
9.7 137 reviews
Naperville, IL
03/08 – 03/09
359 €/nighttotal: 11129 € (31 )

Spacious 4br Townhouse | Garage & Pickleball Court

1 2
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.
164 M² House ∙ 4 Bedrooms ∙ 10 Guests - Naperville, IL
Naperville, IL
15/07 – 15/08
319 €/nighttotal: 9889 € (31 )

164 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 2
house , Naperville
House for up to 10 guests. You will be located in Naperville.
Facilities and services: free parking, a freeze and a fridge.
Amazing 6-bedroom Mansion, Naperville-aurora, Bridgerton Inspired. - Naperville, IL
Naperville, IL
28/08 – 06/09
859 €/nighttotal: 7731 € (9 )

Amazing 6-bedroom Mansion, Naperville-aurora, Bridgerton Inspired.

6 2
apartment , Aurora
This Bridgerton-inspired mansion is situated in Eola, Aurora, offering convenient access to the Aurora Regional Fire Museum and Paramount Theater, and is less than 1 kilometre from Chasers Laser Tag and Odyssey Fun World.
This six-bedroom property accommodates up to 12 guests, featuring a unique Wisteria Tree Ballroom with a High Tea space, a garden, terrace, and parking, with air conditioning and a dishwasher for your comfort.
70 M² House ∙ 3 Bedrooms ∙ 6 Guests - Naperville, IL
Naperville, IL
15/07 – 15/08
642 €/nighttotal: 19902 € (31 )

70 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Bolingbrook
House for 6 people. This accommodation is located in Bolingbrook.
Facilities and services include a dish washer, an iron and a kitchen. This house also has air conditioning!

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.

Destinations nearby

Best Naperville, IL holiday rentals with a balcony

Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Naperville, IL
Naperville, IL
28/08 – 06/09
334 €/nighttotal: 3006 € (9 )

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

2 2
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.
Spacious And Family Friendly Getaway. 8 Mins From Chicago Premium Outlet Mall. - Naperville, IL
10 32 reviews
Naperville, IL
02/10 – 05/10
749 €/nighttotal: 2247 € (3 )

Spacious And Family Friendly Getaway. 8 Mins From Chicago Premium Outlet Mall.

5 14
apartment , Aurora
This Aurora holiday home is situated within 5km of the Aurora Regional Fire Museum, Hollywood Casino Aurora, and Rush-Copley Medical Centre.
This 223 square metre property boasts five bedrooms, four bathrooms, sleeps fourteen guests, and includes a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi.
3br Townhome Near Downtown Naperville  River Trail Access + Ev Charger - Naperville, IL
Naperville, IL
01/07 – 31/07
213 €/nighttotal: 6390 € (30 )

3br Townhome Near Downtown Naperville River Trail Access + Ev Charger

3 2
apartment , Naperville
This Naperville townhome offers convenient access to Downtown Naperville, the Riverwalk, and Naper Settlement, all within a short driving distance (distances vary, check specifics).
The three-bedroom property sleeps six, features a fully equipped kitchen with modern appliances including an air fryer, in-unit laundry, and family-friendly amenities such as a play tent and children's bikes, plus a work-from-home setup with dual workstations and high-speed Wi-Fi.
Furnished 4br Townhome Pickleball Court & Garage - Naperville, IL
Naperville, IL
08/08 – 12/08
501 €/nighttotal: 2004 € (4 )

Furnished 4br Townhome Pickleball Court & Garage

4 2
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.

Best Naperville, IL holiday rentals with air conditioning

Golden: Sleeps 8, 2.5 Baths! - Naperville, IL
10 1 review
Naperville, IL
15/07 – 15/08
281 €/nighttotal: 8711 € (31 )

Golden: Sleeps 8, 2.5 Baths!

1 2
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.
Bolingbrook Fhs Rental - Naperville, IL
9.8 13 reviews
Naperville, IL
02/10 – 05/10
813 €/nighttotal: 2439 € (3 )

Bolingbrook Fhs Rental

4 14
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.
Beautiful Home Just 30 Minutes From Chicago! - Naperville, IL
9.0 21 reviews
Naperville, IL
08/08 – 12/08
215 €/nighttotal: 860 € (4 )

Beautiful Home Just 30 Minutes From Chicago!

2 2
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.
Stunning Home For 8 In Naperville! Smart Tv's - Naperville, IL
9.0 73 reviews
Naperville, IL
03/08 – 03/09
209 €/nighttotal: 6479 € (31 )

Stunning Home For 8 In Naperville! Smart Tv's

1 2
apartment , Naperville
This four-bedroom apartment is located in a peaceful Naperville neighbourhood, offering easy access to the city's attractions and a tranquil setting overlooking a small pond. The property has received excellent ratings for its location, user experience, and cleanliness.
The spacious home comfortably accommodates eight guests with two dining areas and a deck with a grill. Guests can enjoy a fully equipped kitchen, a jacuzzi, a fitness centre, a garden, and a washer and dryer, along with entertainment options like smart TVs and internet access.
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