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.

Luxury Corporate Rental | Near Downtown Naperville - Naperville, IL
No reviews

Luxury Corporate Rental | Near Downtown Naperville

apartment, Naperville
This executive detached house is located in the heart of Downtown Naperville, just steps from the Metra station providing direct service to Chicago, and within walking distance of local dining and shopping.
This spacious property offers over 370 square meters of living space spread across four levels, featuring five bedrooms and five bathrooms, a chef's kitchen, office space, entertainment areas with a wet bar, and accommodates up to 12 guests.
Modern 2br | Pool, Pickleball, Gym, Playroom! - Naperville, IL
9.8 22 reviews

Modern 2br | Pool, Pickleball, Gym, Playroom!

apartment, Warrenville
This Warrenville apartment is situated near Naperville, approximately 13 kilometres from its town centre, offering easy access to Oak Brook Terrace and 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 in-unit laundry facilities.
Second Floor: Cozy, Open, Central, Historic - Naperville, IL
9.3 6 reviews

Second Floor: Cozy, Open, Central, Historic

apartment, Naperville
This Naperville apartment enjoys an excellent location in the downtown area, within easy walking distance (less than 1km) of Central Park, the DuPage Children's Museum, and the Naperville Riverwalk.
The two-bedroom, one-bathroom flat sleeps four guests and offers amenities including a fully equipped kitchen, air conditioning, parking, and a private backyard; note that steep stairs lead to the upper floor.
Beautiful 4 Bedroom House - Close To Everything - Naperville - Naperville, IL
9.8 149 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.

Best Naperville, IL holiday rentals with parking

Naperville Escape: 3br -1.5 Bt - Naperville, IL
8.0 1 review

Naperville Escape: 3br -1.5 Bt

apartment, Naperville
This newly refurbished townhome is situated near Naperville's town centre, providing direct access to the DuPage River path and close proximity to local points of interest.
This three-bedroom, one-and-a-half-bathroom residence accommodates up to six guests and features a quiet outdoor patio, air conditioning, and a fully equipped kitchen, with pets welcome and internet provided.
Close To Naperville: 4br Home + Parking, Picklebal - Naperville, IL
9.9 219 reviews

Close To Naperville: 4br Home + Parking, Picklebal

apartment, Warrenville
This spacious Warrenville townhouse, sleeping up to 10 guests, offers four bedrooms, three bathrooms, and a private deck; precise location within Warrenville is unspecified, but proximity to amenities is implied.
The 4-bedroom property features a fully equipped kitchen, in-unit laundry, garage parking, and on-site entertainment including table tennis and giant Jenga.
4br Home Near Naperville! Parking + Pickleball - Naperville, IL
9.6 4 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.
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.

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.

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.
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.
Perfect 4br Townhouse With Parking & Pickleball Access - Naperville, IL
No reviews

Perfect 4br Townhouse With Parking & Pickleball Access

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

151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Naperville
Apartment rental listing for 6 guests. This accommodation is based in Naperville.
Facilities and services include a washing machine, air conditioning and a dish washer. Enjoy free parking with this accommodation in Naperville!

Best Naperville, IL holiday rentals with air conditioning

4br Warrenville Home W/ Patio & Garage | Sleeps 10 - Naperville, IL
No reviews

4br Warrenville Home W/ Patio & Garage | Sleeps 10

apartment, Warrenville
This four-bedroom townhouse in Warrenville offers a convenient base, located near scenic forest preserves and parks, with easy access to local dining and major highways for exploring the area.
This fully furnished property accommodates up to 10 guests and features a private patio, in-unit laundry, and a private garage, with a pickleball court available for recreation.
Naperville Historic District Walk To Downtown, Bars, Restaurants, Train, Schools - Naperville, IL
No reviews

Naperville Historic District Walk To Downtown, Bars, Restaurants, Train, Schools

apartment, Naperville
This Naperville apartment, ideally located near Naperville station, is less than 0.8km from the DuPage Children's Museum and North Central College, offering easy access to transport links and local attractions.
The two-bedroom, one-bathroom flat sleeps four guests and includes in-unit laundry facilities, a hairdryer, and is within walking distance of Wentz Concert Hall and Saints Peter and Paul Catholic Church.
Naperville Luxury 3-bedroom - Naperville, IL
No reviews

Naperville Luxury 3-bedroom

apartment, Naperville
This three-bedroom flat is located in Naperville, offering proximity to Naper Settlement Museum and Wentz Concert Hall, and within a short drive of Naperbrook Golf Course and Bolingbrook Golf Club.
This apartment accommodates up to six guests with one king and two queen beds, featuring three bathrooms, air conditioning, and internet, and is ideal for families or groups seeking a comfortable base with easy access to local attractions and recreational activities.

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.

Amazing Brand New Luxury Home Downtown Naperville! - Naperville, IL
No reviews

Amazing Brand New Luxury Home Downtown Naperville!

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.

Beautifully Rehabbed 3 Bedroom Home - All New! - Naperville, IL
9.0 2 reviews

Beautifully Rehabbed 3 Bedroom Home - All New!

apartment, Naperville
Naperville Fhs Rental - Woodview Lane - Naperville, IL
10 1 review

Naperville Fhs Rental - Woodview Lane

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

Cute And Cozy - Naperville

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

Second Floor: Cozy, Open, Central, Historic

apartment, Naperville
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