Vacation 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

Charming Family Home, Huge Backyard & Walkable - Naperville, IL
10 1 review
Naperville, IL
03/08 – 03/09
A$325/nighttotal: A$10075 (31 )

Charming Family Home, Huge Backyard & Walkable

1 2
apartment , Naperville
This five-bedroom, three-bathroom detached house in Downtown Naperville provides a prime location, a short walk to the Riverwalk and Rotary Hill, and offers ample space for up to ten guests, making it ideal for extended stays.
The property boasts high ceilings, an exceptional garden for children, and is equipped with internet, a kitchen, air conditioning, and parking, ensuring a comfortable family visit or temporary housing experience.
Riverfront Luxury | Fire Pit & Chef's Kitchen - Naperville, IL
9.9 60 reviews
Naperville, IL
28/08 – 06/09
A$886/nighttotal: A$7974 (9 )

Riverfront Luxury | Fire Pit & Chef's Kitchen

1 2
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.
Promo 15% Monthly Discount!\ncalifornia King Bed, Fast Wi-fi And 75" Smart Tv - Naperville, IL
9.7 193 reviews
Naperville, IL
03/08 – 03/09
A$504/nighttotal: A$15624 (31 )

Promo 15% Monthly Discount!\ncalifornia 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.
Naperville Family Fun! Pool, Pickleball, Kids Room - Naperville, IL
10 27 reviews
Naperville, IL
18/07 – 24/07
A$357/nighttotal: A$2142 (6 )

Naperville Family Fun! Pool, Pickleball, Kids Room

1 1
apartment , Warrenville
This Warrenville apartment, near Naperville (under 16km away) and Oak Brook Terrace, offers easy access to Chicago and is conveniently located near numerous restaurants and attractions including Main Event.
The two-bedroom, two-bathroom property sleeps five, boasts a fully equipped kitchen with stainless steel appliances, a stylish living room with a smart TV, in-unit laundry, free parking, and resort-style amenities including a swimming pool and fitness centre.

Best Naperville, IL holiday rentals with parking

Newly Renovated Home Near Naperville Downtown - Naperville, IL
9.9 115 reviews
Naperville, IL
28/08 – 06/09
A$421/nighttotal: A$3789 (9 )

Newly Renovated Home Near Naperville Downtown

1 2
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.
Perfect 4br Townhouse With Parking & Pickleball Access - Naperville, IL
Naperville, IL
08/07 – 12/07
A$768/nighttotal: A$3072 (4 )

Perfect 4br Townhouse With Parking & Pickleball Access

4 2
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.
150 M² House ∙ 4 Bedrooms ∙ 10 Guests - Naperville, IL
Naperville, IL
15/07 – 15/08
A$430/nighttotal: A$13330 (31 )

150 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 2
house , Naperville
House rental listing for 10 people. You will be in Naperville.
Facilities and services include free parking, a fridge and a freeze. Take advantage of the air conditioning in this house in Naperville.
Modern 4br Townhome | Pickleball | Near Naperville - Naperville, IL
9.4 57 reviews
Naperville, IL
18/07 – 24/07
A$524/nighttotal: A$3144 (6 )

Modern 4br Townhome | Pickleball | Near Naperville

1 1
apartment , Warrenville
This modern townhouse in Warrenville offers a serene lake view and private parking, situated a short drive from local amenities.
This four-bedroom property accommodates up to ten guests with five queen-size beds, featuring a fully stocked kitchen, air conditioning, a garden, and an in-unit washer and dryer for your convenience.

Frequently asked questions about holiday rentals in Naperville, IL

  • When is the best time to book a vacation rental in Naperville, IL?

    You'll want to book your vacation rental in advance, especially if you're planning to visit during peak season, which is typically from June to August. You can also find good deals during the shoulder seasons, from April to May and September to October.
  • What are the best Airbnb and holiday rentals in Naperville, IL?

  • What events or festivals should visitors check out in and around Naperville, IL?

    Naperville has a lot of great events throughout the year. The Naperville Ribfest is a popular summer event, and the Naperville Christkindlmarket is a great way to get into the holiday spirit. For something a bit different, you could check out the Naperville Art League's annual Fine Arts Festival.
  • What are the most popular Airbnbs in Naperville, IL?

  • What are the best budget-friendly activities in Naperville, IL?

    Naperville has a lot of free and low-cost activities. You can take a walk or bike ride along the Riverwalk, visit the Naperville Public Library, or check out the exhibits at the Naperville History Museum. For a bit of outdoor fun, you could visit the Naperville Park District's Rotary Hill.
  • What are the best holiday rentals with a pool in Naperville, IL?

  • What are the best restaurants with local dishes in Naperville, IL?

    For local dishes, try the Naperville Ale House, they have a great selection of craft beers and pub food. For a more upscale experience, The Sullivan's Steakhouse is a popular choice. If you're looking for something a bit more casual, The Fiddlesticks Pub is a great option.
  • What are the best rentals for families and kids in Naperville, IL?

  • What are the best walking or cycling routes in Naperville, IL?

    The Riverwalk is a popular choice for walking and cycling, and it's also a great way to see the city's historic district. For a longer ride, you could check out the Prairie Path, a 63km paved trail that runs through Naperville and other nearby towns.
  • What are the best rentals or Airbnbs with a jacuzzi in Naperville, IL?

    2 Bedroom Naperville Luxury Furnished Apartment and 2 Bedroom Furnished Designer Apartment are the best holiday rentals or Airbnb with a jacuzzi in Naperville, IL.

  • Are there pet-friendly attractions in Naperville, IL?

    Yes, there are a number of pet-friendly attractions in Naperville. The Riverwalk is a great place to take your dog for a walk, and there are also a number of parks and green spaces where you can let your furry friend run around. The Naperville Park District has a list of dog-friendly parks on their website.
  • What are the benefits of choosing a vacation rental in Naperville, IL?

    Vacation rentals offer more space and privacy than a hotel room, and they're often a more affordable option, especially for families or groups. You can also find rentals with amenities that are not typically available in hotels, like a backyard or a laundry room.
  • What are the top sports attractions and facilities in Naperville, IL?

    Naperville is home to a number of sports attractions and facilities, including the Naperville Park District's athletic fields, the Naperville North High School's stadium, and the Naperville Central High School's stadium. The city also has a number of private sports clubs and facilities, including the Naperville Tennis Club and the Naperville Golf Club.

Destinations nearby

Best Naperville, IL holiday rentals with a balcony

4br Home Near Naperville! Parking + Pickleball - Naperville, IL
9.6 4 reviews
Naperville, IL
15/07 – 15/08
A$985/nighttotal: A$30535 (31 )

4br Home Near Naperville! Parking + Pickleball

4 2
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.
2 Mi To I-88 & Hospital! Extended Naperville Stay - Naperville, IL
Naperville, IL
03/08 – 03/09
A$369/nighttotal: A$11439 (31 )

2 Mi To I-88 & Hospital! Extended Naperville Stay

3 2
house , Naperville
This Naperville dwelling offers convenient access, situated 3.2 kilometres from I-88 and the local hospital, with Chicago landmarks such as Guaranteed Rate Field and the United Centre approximately 45 kilometres away and Midway International Airport 33.8 kilometres distant.
This detached residence provides 153 square metres of living space, featuring three bedrooms, two bathrooms, and accommodation for thirteen guests, complemented by a fully equipped kitchen, private parking, and a garden.
3br Townhome Near Downtown Naperville  River Trail Access + Ev Charger - Naperville, IL
Naperville, IL
15/07 – 30/08
A$344/nighttotal: A$15824 (46 )

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

3 3
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.
151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Naperville, IL
Naperville, IL
15/07 – 30/08
A$432/nighttotal: A$19872 (46 )

151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

3 3
apartment , Naperville
Apartment rental for 6 guests. Your accommodation will be based in Naperville.
Facilities and services include a garden, a freeze and a washing machine.

Best Naperville, IL holiday rentals with air conditioning

Terrific Naper Townhouse 3beds/2.5 Baths - Naperville, IL
9.7 6 reviews
Naperville, IL
15/07 – 30/08
A$216/nighttotal: A$9936 (46 )

Terrific Naper Townhouse 3beds/2.5 Baths

1 3
house , Naperville
This Naperville townhouse, situated west of Naperville town centre and a short drive (approximately 4.8km) from the Fox Valley Mall, offers convenient access to local amenities.
Sleeping up to eight guests, this three-bedroom, two-bathroom property boasts an open-plan living area, a newly updated kitchen with dishwasher, a private courtyard, and a two-car garage; pets are welcome.
Luxury Suburbs 2br | Pickleball, Pool, Gym, Sauna - Naperville, IL
9.8 17 reviews
Naperville, IL
18/07 – 24/07
A$339/nighttotal: A$2034 (6 )

Luxury Suburbs 2br | Pickleball, Pool, Gym, Sauna

1 1
apartment , Warrenville
This Warrenville apartment is situated approximately 13 kilometres from Naperville's city centre, offering easy access to Oakbrook Terrace and the Morton Arboretum, and convenient transport links to Chicago.
The two-bedroom, two-bathroom property sleeps five guests and boasts resort-style amenities including a swimming pool, fitness centre, and BBQ grills, alongside a fully equipped kitchen and dedicated workspaces.
Downtown Naperville: Charm And Livability - Naperville, IL
10 1 review
Naperville, IL
03/08 – 03/09
A$420/nighttotal: A$13020 (31 )

Downtown Naperville: Charm And Livability

1 2
apartment , Naperville
This charming house is located in Naperville's Historic District, just a short walk from North Central College and the bustling downtown area. The house is situated in a quiet neighbourhood with a mix of families and students, making it a peaceful retreat within easy reach of the town's attractions.
The house has a spacious layout, ideal for families or groups of up to six people. It features a well-equipped kitchen, comfortable living areas, and a garden with a deck, perfect for enjoying the outdoors.
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Naperville, IL
Naperville, IL
18/07 – 24/07
A$584/nighttotal: A$3504 (6 )

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

2 1
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.
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