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

Peaceful Backyard Oasis. Unique! - Naperville, IL
Naperville, IL
27/06 – 04/07
649 â‚¬/nighttotal: 4543 â‚¬ (7 )

Peaceful Backyard Oasis. Unique!

1 2
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.
Naperville-bolingbrook, Hot Tub, 10 Beds, Jacuzzi - Naperville, IL
9.9 35 reviews
Naperville, IL
08/08 – 12/08
781 â‚¬/nighttotal: 3124 â‚¬ (4 )

Naperville-bolingbrook, Hot Tub, 10 Beds, Jacuzzi

1 2
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.
Extended Stay Naperville Fhs Rental - Skylane Dr - Naperville, IL
Naperville, IL
12/07 – 30/09
218 â‚¬/nighttotal: 17440 â‚¬ (80 )

Extended Stay Naperville Fhs Rental - Skylane Dr

4 2
apartment , Naperville
This spacious four-bedroom house is located just a short 10-12 minute drive from the centre of Naperville, a lively town with a beach and a wide variety of restaurants and bars.
The house spans 186 square metres and comfortably accommodates up to 10 guests. It is fully equipped with modern amenities, including a well-stocked kitchen, a garden with a patio, a tennis court, and entertainment options such as a pool table, board games, and an arcade cabinet.
Tranquil 4br In Naper/plainfld - Naperville, IL
9.6 116 reviews
Naperville, IL
22/10 – 25/10
407 â‚¬/nighttotal: 1221 â‚¬ (3 )

Tranquil 4br In Naper/plainfld

1 4
apartment , Plainfield
This spacious apartment is located in Plainfield, just a short distance from Route 59, I-55, and I-88, making it easy to explore the town and its surrounding areas. It's rated excellent for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
This well-equipped property comfortably sleeps up to 12 guests and includes a fully renovated kitchen, multiple bedrooms, and a spacious living room. The apartment offers a range of amenities, including a garden, a fire pit, a playground, a patio set, a grill, a laundry room, and parking for four vehicles.

Best Naperville, IL holiday rentals with parking

Promo 15% Monthly Discount! California King Bed, Fast Wi-fi And 75" Smart Tv - Naperville, IL
9.7 195 reviews
Naperville, IL
03/08 – 03/09
293 â‚¬/nighttotal: 9083 â‚¬ (31 )

Promo 15% Monthly Discount! California King Bed, Fast Wi-fi And 75" Smart Tv

3 2
apartment , Aurora
This spacious apartment is situated in a quiet neighbourhood in Aurora, just 5km from Fox Valley Mall and 13.5km from Chicago Premium Outlets, offering easy access to a range of attractions and amenities. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 159 square metres and comfortably accommodates up to 10 guests with three bedrooms. Guests can enjoy a fully equipped kitchen, a private garden with outdoor games, a fireplace, and other modern amenities, making it ideal for families or groups of friends.
A Spacious, Well Stocked, Family-friendly Retreat - Naperville, IL
10 16 reviews
Naperville, IL
08/08 – 12/08
344 â‚¬/nighttotal: 1376 â‚¬ (4 )

A Spacious, Well Stocked, Family-friendly Retreat

1 2
apartment , Bolingbrook
This three-bedroom, two-bathroom flat for rent in Bolingbrook offers excellent access to major routes, placing it 72 kilometres from downtown Chicago, 3.2 kilometres from The Morton Arboretum, 1.6 kilometres from The Promenade, and 2.4 kilometres from downtown Naperville.
This family-friendly residence includes a fitness centre, garden, and parking, with a master bedroom featuring a soaking tub and a dedicated office space, alongside a natural backyard with a firepit and deck, accommodating up to ten guests.
Furnished 4br Townhome Pickleball Court & Garage - Naperville, IL
9.7 6 reviews
Naperville, IL
03/08 – 03/09
350 â‚¬/nighttotal: 10850 â‚¬ (31 )

Furnished 4br Townhome Pickleball Court & Garage

1 2
apartment , Warrenville
This four-bedroom townhouse is located in Warrenville, offering convenient access to local amenities and a public pickleball court just 500 metres away.
This pet-friendly residence accommodates up to 10 guests, featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, a private patio, and private garage parking, with a pickleball court available on-site.
Spacious 4br Townhouse | Garage & Pickleball Court - Naperville, IL
9.7 145 reviews
Naperville, IL
22/10 – 25/10
355 â‚¬/nighttotal: 1065 â‚¬ (3 )

Spacious 4br Townhouse | Garage & Pickleball Court

4 4
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.

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

70 M² House ∙ 3 Bedrooms ∙ 6 Guests - Naperville, IL
Naperville, IL
01/07 – 31/07
709 â‚¬/nighttotal: 21270 â‚¬ (30 )

70 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Bolingbrook
Holiday house for 6 people. You will be located in Bolingbrook.
Services and facilities: a freeze, free parking and a fridge. Take advantage of the terrace in this house in Bolingbrook.
The Orchard House/king Bed/privacy/walking Trail - Naperville, IL
10 1 review
Naperville, IL
02/10 – 05/10
716 â‚¬/nighttotal: 2148 â‚¬ (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.
Earthy Hobbit Jungle With Privacy & Serenity - Naperville, IL
Naperville, IL
27/06 – 25/07
297 â‚¬/nighttotal: 8316 â‚¬ (28 )

Earthy Hobbit Jungle With Privacy & Serenity

1 2
house , Wheaton
This secluded dwelling in Wheaton offers a private, earthy hobbit jungle setting, conveniently located 26 kilometres from Chicago O'Hare International Airport, 37 kilometres from the United Center and 39 kilometres from Union Station.
This detached house spans 91 square metres and accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, complimentary Wi-Fi, private parking, and a balcony, with check-out between 08:00 and 10:00.
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Naperville, IL
Naperville, IL
16/07 – 19/07
444 â‚¬/nighttotal: 1332 â‚¬ (3 )

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

2 6
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.

Best Naperville, IL holiday rentals with air conditioning

Naperville Fhs Rental - Woodview Lane - Naperville, IL
10 1 review
Naperville, IL
03/08 – 03/09
245 â‚¬/nighttotal: 7595 â‚¬ (31 )

Naperville Fhs Rental - Woodview Lane

4 2
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.
Prime Location - Cozy Naperville Homestay - Gameroom - Naperville, IL
10 2 reviews
Naperville, IL
22/10 – 25/10
299 â‚¬/nighttotal: 897 â‚¬ (3 )

Prime Location - Cozy Naperville Homestay - Gameroom

3 4
apartment , Naperville
This newly remodelled three-bedroom flat offers a peaceful residential setting in Naperville, located under 10 minutes from Downtown Naperville and the Riverwalk, and within 5 kilometres of major motorways and shopping centres.
This property accommodates up to eight guests with three bedrooms featuring queen-size beds, a sofa bed in the lower level family room, and includes a fully equipped kitchen, on-site laundry, and entertainment options like foosball and an arcade game, with parking for 3-4 cars.
Prime Location-cozy Naperville Homestay | Gameroom - Naperville, IL
10 11 reviews
Naperville, IL
22/10 – 25/10
296 â‚¬/nighttotal: 888 â‚¬ (3 )

Prime Location-cozy Naperville Homestay | Gameroom

1 4
apartment , Naperville
This newly remodelled three-bedroom flat in Naperville is located in a quiet, private neighbourhood, under 10 minutes' drive from Downtown Naperville and the Riverwalk, and less than 5 minutes from the I-355 and I-88 motorways.
This property accommodates up to eight guests and features a fully equipped kitchen, a finished lower level with a 75-inch Smart TV, foosball, and an arcade game, plus on-site laundry facilities and parking for three to four cars.
Quaint And Quiet - Downtown Naperville! - Naperville, IL
9.8 61 reviews
Naperville, IL
26/09 – 07/11
143 â‚¬/nighttotal: 6006 â‚¬ (42 )

Quaint And Quiet - Downtown Naperville!

2 3
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.
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