Compare Vacation Rentals & Airbnb in Naperville, IL

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Naperville, IL vacation rentals
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241 Rentals and Airbnb in Naperville, IL

Best family friendly Naperville, IL vacation rentals

Among the 241 accommodations in Naperville, IL, here are the 4 best family friendly rentals

2br Family Escape! Pool, Pickleball, Playroom - Naperville, IL
10 8 reviews

2br Family Escape! Pool, Pickleball, Playroom

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.
Naperville Rental - Skylane Dr - Naperville, IL
No reviews

Naperville Rental - Skylane Dr

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.
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.
Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious - Naperville, IL
9.6 25 reviews

Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious

apartment, Bolingbrook
This six-bedroom Bolingbrook holiday home is ideally situated, within 5km of Naperbrook Golf Course and Rocket Ice Arena, and 10km from Promenade Bolingbrook and Hidden Lakes Park.
The 335-square-metre property boasts a jacuzzi, tennis court, and barbecue facilities, comfortably accommodating up to 12 guests with four bathrooms, a fully equipped kitchen, and an on-site games room.

Best Naperville, IL vacation rentals with parking

150 M² House ∙ 4 Bedrooms ∙ 10 Guests - Naperville, IL
No reviews

150 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Naperville
Vacation rental listing for 10 people. You will be located in Naperville.
Facilities and services: a freeze, a dish washer and a kitchen. Take advantage of the Free Parking with this accommodation in Naperville!
Curated For Cozy Longer Stays - Naperville, IL
9.5 2 reviews

Curated For Cozy Longer Stays

apartment, Westmont
This Westmont apartment, situated approximately 19 kilometres from Midway International Airport and within 32-35 kilometres of Chicago attractions including the United Centre, Guaranteed Rate Field, and the Field Museum, offers a peaceful retreat.
This two-bedroom, one-bathroom property boasts 84 square metres of floor space, comfortably accommodating seven guests and including a fully equipped kitchen, private garden, parking, and in-unit laundry facilities.
Downtown Naperville 4.5 Bedroom Farmhouse - Naperville, IL
9.5 12 reviews

Downtown Naperville 4.5 Bedroom Farmhouse

apartment, Naperville
This 1890s farmhouse is located near Naperville Central High School, within walking distance of Naperville's town centre and its shops and restaurants.
This four-bedroom, two-bathroom property sleeps up to nine guests and includes a fully equipped kitchen, in-unit laundry facilities, and on-site parking for two vehicles.
Naperville Escape, King Bed, Parking, Crib, Patio - Naperville, IL
9.5 12 reviews

Naperville Escape, King Bed, Parking, Crib, Patio

apartment, Naperville
This two-bedroom flat in Naperville offers proximity to downtown’s dining, shopping, and the Riverwalk, all within a 500-metre walk, and provides easy access to Chicago via the Metra BNSF Railway Line.
This accommodation features a fully equipped kitchen with stainless steel appliances, a dedicated workspace with high-speed WiFi, in-unit laundry, free parking including a garage, and a private patio with a BBQ, accommodating up to six guests.

Frequently Asked Questions about vacation rentals in Naperville, IL

  • Which neighborhood in Naperville, IL should you consider for a vacation rental?

    The downtown area, known as the 'Naperville Historic District', is a great choice for a vacation rental. You'll be close to all the action, including restaurants, shops, and attractions. Another good option is the area around the Naperville Riverwalk, which is a lovely spot to stay with plenty of walking and cycling paths.
  • What are the best Airbnb and vacation rentals 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, in spring (April-May) or autumn (September-October), when the weather is pleasant and the crowds are smaller. You'll find good deals on rentals during these months, and you'll be able to enjoy the beautiful scenery without the summer heat or winter chill.
  • What are the most popular Airbnbs in Naperville, IL?

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

    Naperville has a lot going on throughout the year. The 'Naperville Ribfest' in July is a popular event, with live music, food, and family-friendly activities. The 'Naperville Art League' hosts an art fair in September, and the 'Naperville Christkindlmarket' in December is a festive holiday market.
  • What are the best vacation rentals with a pool in Naperville, IL?

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

    Naperville has plenty of free and low-cost activities. The 'Naperville Riverwalk' is a great place to go for a walk or bike ride, and the 'Naperville Public Library' has a variety of free programs and events. The 'Naperville Heritage Society Museum' offers free admission on the first Sunday of every month.
  • 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 cuisine, try 'Manny's Charhouse' for classic American dishes, or 'The Fife and Drum' for traditional pub fare. 'The Wentzel's', a local institution, offers a unique twist on classic German dishes. You can also find a wide variety of international cuisines in Naperville, from Italian and Mexican to Thai and Japanese.
  • 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 vacation rentals or Airbnb with a jacuzzi in Naperville, IL.

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

    The 'Naperville Riverwalk' is a great option for a leisurely stroll or bike ride. It's a paved path that runs along the DuPage River, with plenty of scenic views. You can also check out the 'Prairie Path', a 60-kilometre paved trail that runs through Naperville and other nearby towns.
  • Are there pet-friendly attractions in Naperville, IL?

    The 'Naperville Riverwalk' and many of the parks in Naperville are pet-friendly. The 'Naperville Park District' has a dog park, and there are also plenty of pet-friendly restaurants and shops in the city.
  • What are the benefits of choosing a vacation rental in Naperville, IL?

    Vacation rentals offer more space and privacy than a hotel, and they're often more affordable, especially for families or groups. You'll also have access to a kitchen, allowing you to prepare your own meals and save money on dining out. Many vacation rentals are located in residential neighbourhoods, giving you a more authentic experience of the city.
  • What are the top sports attractions and facilities in Naperville, IL?

    Naperville is home to the 'Naperville North and Naperville Central High Schools', which have excellent sports facilities. You can also check out the 'Naperville Park District', which has a number of sports fields and courts, including baseball, softball, soccer, tennis, and basketball. The 'Naperville YMCA' also offers a variety of fitness and sports programs.

Popular destinations

Best Naperville, IL vacation rentals with a balcony

Curated For Cozy Stays -2 Parking Spaces, Sleeps 4 - Naperville, IL
8.4 5 reviews

Curated For Cozy Stays -2 Parking Spaces, Sleeps 4

apartment, Westmont
This Westmont apartment, ideally located near Westmont Metra station, offers easy access to Chicago and local attractions such as the Graue Mill and Museum.
The 84 square metre property sleeps four guests comfortably in a two-bedroom, one-bathroom layout, boasting amenities including a fully equipped kitchen, two parking spaces, and a terrace; nearby recreational activities include golfing at Twin Lakes Golf Course and Oak Brook Golf Course.
Cozy Downtown Studio Walk To Metra - Naperville, IL
No reviews

Cozy Downtown Studio Walk To Metra

studio, Downers Grove
This Downers Grove flat is located 33.8 kilometres from Guaranteed Rate Field and Union Station, offering convenient access to Chicago.
This studio apartment accommodates up to three guests and features a private terrace, a fully equipped kitchen, air conditioning, and free on-site private parking, with check-out between 08:00 and 10:00.
Furnished 4br Townhome Pickleball Court & Garage - Naperville, IL
No reviews

Furnished 4br Townhome Pickleball Court & Garage

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.
Outdoor Oasis  Fire Pit  Ev Charger  Near Town - Naperville, IL
10 154 reviews

Outdoor Oasis Fire Pit Ev Charger Near Town

apartment, Geneva
This four-bedroom, two-bathroom Geneva apartment is ideally located within 3-5 km of both Geneva and St Charles town centres, offering easy access to the Fox River Trail and expansive parkland including a playground and splash park.
Sleeping eight guests, this recently renovated property boasts a king-sized bed, private office with high-speed internet, EV charger, free driveway parking, a terrace/balcony, garden, and a fully equipped kitchen including a dishwasher; enjoy the on-site fire pit for evening relaxation.

Best Naperville, IL vacation rentals with air conditioning

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.
Minutes To Naperville - Sfh Sleeps 12 - Naperville, IL
8.4 9 reviews

Minutes To Naperville - Sfh Sleeps 12

apartment, Aurora
This detached house is situated in a peaceful Aurora neighbourhood, offering convenient access to Naperville's Riverwalk, located just a few kilometres away.
This property provides ample space for up to 12 guests with three bedrooms upstairs and a further bedroom in the finished basement, featuring multiple living areas, a kitchen, air conditioning, and internet.
Executive Residence  Corporate Corridor & Downtown - Naperville, IL
9.9 27 reviews

Executive Residence Corporate Corridor & Downtown

apartment, Naperville
This property is located in Naperville, close to the Corporate Corridor and within easy reach of I-88, with a large park just a short walk away. It has consistently received excellent ratings for location, cleanliness, and user experience.
This three-bedroom house can comfortably accommodate up to six guests, making it ideal for families or groups. The property features a well-equipped kitchen, a stylish office, a separate meeting space, a peaceful garden, a fitness centre, and ample parking.
Comforts Of Home In Downtown Naperville - Naperville, IL
9.7 195 reviews

Comforts Of Home In Downtown Naperville

apartment, Naperville
This ground-floor flat is located in the heart of Naperville, within walking distance of shops, restaurants and the train station for direct access to Chicago, less than 50km away. It consistently receives excellent ratings for location, cleanliness and user experience.
The flat has one bedroom and one bathroom, and can accommodate up to two guests. It offers a fully-equipped kitchen, air conditioning, parking and free Wi-Fi.
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