Vacation Rentals in Naperville, IL

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

Select Top Kid-Friendly Holiday Rentals in Naperville, IL, United States

Compare family holiday rentals in Naperville, IL, United States with space and amenities for all.

Promo 15% Monthly Discount! California King Bed, Fast Wi-fi And 75" Smart Tv - Naperville, IL
9.7 198 reviews

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

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.
Family Friendly Near Benedictine University - Naperville, IL
9.9 65 reviews

Family Friendly Near Benedictine University

apartment, Lisle
This two-bedroom apartment is situated just a short distance from the Morton Arboretum in Lisle, offering a peaceful escape from the hustle and bustle, and within easy walking distance of a park with tennis courts, basketball courts, a walking path, and a playground. The apartment consistently receives excellent ratings for its cleanliness, location and overall experience.
The apartment is ideal for families or groups of up to six, with a spacious living room featuring a queen-sized sofa bed and a guest bedroom with a full-sized convertible couch. Guests can enjoy a fully-equipped kitchen, a private balcony, a washer and dryer, assigned parking, a smart TV with Netflix and live TV, and a tranquil garden.
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.
Luxe Home With Michelin Star Kitchen & King Beds - Naperville, IL
10 4 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.

Best Naperville, IL holiday rentals with parking

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

151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Naperville
Apartment rental for 6 people. You will stay in Naperville.
Services and facilities include a fridge, free parking and air conditioning. Take advantage of the garden in this apartment!
A Spacious, Well Stocked, Family-friendly Retreat - Naperville, IL
10 22 reviews

A Spacious, Well Stocked, Family-friendly Retreat

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.
Downtown Naperville Oasis - Naperville, IL
No reviews

Downtown Naperville Oasis

apartment, Naperville
This two-bedroom flat offers a prime downtown Naperville location, a short 500-meter walk from the Naperville Train Station, facilitating easy commutes and exploration.
This professionally managed apartment includes keyless entry, a full kitchen, in-unit laundry, a private deck with a BBQ, and a designated covered parking spot, accommodating up to four guests with flexible sleeping arrangements.
2 Br Stay Mins To Aurora Premium Outlets - Naperville, IL
8.8 6 reviews

2 Br Stay Mins To Aurora Premium Outlets

apartment, Aurora
This Aurora flat is conveniently located a 3-minute drive from Chicago Premium Outlets and a 9-minute drive from Paramount Theatre.
This 2-bedroom, 1-bathroom flat accommodates up to 6 guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, and on-site parking, with laundry facilities also available.

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.

Popular destinations

Find Holiday Rentals with Balconies in Naperville, IL, United States

Relax in the open air and watch the neighborhood bustle from the elevated vantage of holiday rentals with a balcony in Naperville, IL, United States.

70 M² House ∙ 3 Bedrooms ∙ 6 Guests - Naperville, IL
No reviews

70 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Bolingbrook
Holiday house rental for up to 6 people. This accommodation is located in Bolingbrook.
Services and facilities include a dish washer, a fridge and a washing machine. You can bring your favourite pets this house!
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Naperville, IL
No reviews

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

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.
The Valley View 2 Bedroom Suite With Kit And Private Entry - Naperville, IL
No reviews

The Valley View 2 Bedroom Suite With Kit And Private Entry

apartment, Bolingbrook
This Bolingbrook flat offers convenient access, situated 38.6 kilometres from Midway International Airport and 48.3 to 49.9 kilometres from Chicago's Guaranteed Rate Field and United Center.
This one-bedroom residence spans 88 square metres, accommodates up to seven guests, and features a fully equipped kitchen, private entry, complimentary Wi-Fi, and a private balcony.

Best Naperville, IL holiday rentals with air conditioning

Executive Queen Room 4 Walk To Curtin University - Naperville, IL
No reviews

Executive Queen Room 4 Walk To Curtin University

house, Naperville
This Naperville apartment is a short walk from Curtin University and offers convenient access to Naperville Central Park and the Naperville Riverwalk.
This 47 square meter apartment accommodates up to three guests with one bedroom, one bathroom, air conditioning, and a kitchenette equipped with a fridge and microwave.
Serenity & Style With Parking - Naperville, IL
8.8 8 reviews

Serenity & Style With Parking

apartment, Lombard
This Lombard apartment, ideally located near the Rosemont Theatre and Drury Lane Theatre, offers easy access to local attractions such as Mayslake Peabody Mansion and Graue Mill and Museum, although precise distances aren't specified.
The self-catering flat features a queen bed, full-size sleeper sofa, 65" living room TV, 43" bedroom TV, Roku with streaming services, in-unit laundry, and parking; accommodating up to four guests.
Fabulous Extended Family Home In Naperville! - Naperville, IL
No reviews

Fabulous Extended Family Home In Naperville!

apartment, Naperville
This spacious five-bedroom home is located in south Naperville, close to the downtown area and the Riverwalk. The property is ideal for large groups or families looking for a comfortable and convenient base to explore the city.
The apartment has four bathrooms and can accommodate up to twelve guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and internet access.
Resort-style 2br Gateway | Sauna, Pool, Bbq, Gym - Naperville, IL
9.7 6 reviews

Resort-style 2br Gateway | Sauna, Pool, Bbq, Gym

apartment, Warrenville
This serviced apartment in Warrenville is located 8 minutes from downtown Naperville and offers convenient access to Oakbrook Terrace, the Morton Arboretum, and downtown Chicago.
This family-friendly accommodation sleeps five and boasts resort-like amenities including a swimming pool, fitness centre, sauna, kids' playroom, and pickleball court, alongside a fully equipped kitchen, in-unit laundry, and a private balcony.

Your Curated List of Premium Holiday Rentals in Naperville, IL, United States

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Naperville, IL, United States.

North Downtown Naperville Retreat/luxury/sleeps 12 - Naperville, IL
No reviews

North Downtown Naperville Retreat/luxury/sleeps 12

apartment, Naperville

Find Holiday Rentals in the CBD of Naperville, IL, United States

Walk to top historic sights, museums, and transport hubs from centrally located holiday rentals in Naperville, IL, United States.

Second Floor: Cozy, Open, Central, Historic - Naperville, IL
9.3 6 reviews

Second Floor: Cozy, Open, Central, Historic

apartment, Naperville
Cute And Cozy - Naperville - Naperville, IL
9.8 9 reviews

Cute And Cozy - Naperville

apartment, Naperville
Comforts Of Home In Downtown Naperville - Naperville, IL
9.7 195 reviews

Comforts Of Home In Downtown Naperville

apartment, Naperville
Walking Distance To Everything Downtown Naperville! - Naperville, IL
9.8 26 reviews

Walking Distance To Everything Downtown Naperville!

apartment, Naperville
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