Vacation Rentals in Naperville, IL

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Naperville, IL vacation rentals
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241 Vacation 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

A Spacious, Well Stocked, Family-friendly Retreat - Naperville, IL
10 22 reviews

A Spacious, Well Stocked, Family-friendly Retreat

house, 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.
Stunning Home For 8 In Naperville! Smart Tv's - Naperville, IL
9.0 73 reviews

Stunning Home For 8 In Naperville! Smart Tv's

house, Naperville
This four-bedroom apartment is located in a peaceful Naperville neighbourhood, offering easy access to the city's attractions and a tranquil setting overlooking a small pond. The property has received excellent ratings for its location, user experience, and cleanliness.
The spacious home comfortably accommodates eight guests with two dining areas and a deck with a grill. Guests can enjoy a fully equipped kitchen, a jacuzzi, a fitness centre, a garden, and a washer and dryer, along with entertainment options like smart TVs and internet access.
Urban Oasis In Chi's Best Suburb - Naperville, IL
10 13 reviews

Urban Oasis In Chi's Best Suburb

apartment, Naperville
This three-level townhouse is located in North Naperville, just a short distance from the I-88 and within walking distance of the Route 59 BNSF Metra Station, making it easy to explore both Naperville and the surrounding Chicago area. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers ample space for families or groups, with three bedrooms and two bathrooms, accommodating up to six guests. It features a modern kitchen with stainless steel appliances, a dedicated workspace, a relaxing living area, and a quaint patio for outdoor enjoyment, making it ideal for both relaxation and productivity.
Peaceful Backyard Oasis. Unique! - Naperville, IL
No reviews

Peaceful Backyard Oasis. Unique!

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.

Best Naperville, IL holiday rentals with parking

Naperville Nest - Naperville, IL
9.9 22 reviews

Naperville Nest

apartment, Naperville
The Naperville Nest, a self-catering house in suburban Naperville, is situated approximately 3.2 kilometres from Naperville's city centre, offering easy access to the Riverwalk and the train station for Chicago connections.
This four-bedroom, two-bathroom property sleeps eight guests and boasts a kitchen equipped with a fridge, microwave, and dishwasher, plus air conditioning, garden, parking, and excellent guest reviews.
Perfect Place For You - Naperville, IL
9.9 31 reviews

Perfect Place For You

apartment, Naperville
This two-bedroom townhome is situated on Naperville's west side, a short 15-minute drive from the Riverwalk and the bustling shopping district. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The townhome comfortably accommodates four guests and features a fully equipped kitchen, allowing for self-catering. Amenities include air conditioning, a garden, parking, internet access, and a modern design, making this a convenient and well-appointed choice for travellers.
Naperville, Family And Business House - Naperville, IL
No reviews

Naperville, Family And Business House

apartment, Naperville
This 6-bedroom, 2-bathroom flat is located in a peaceful district of Naperville, offering a quiet escape ideal for families or business travellers seeking a serene environment.
This spacious apartment accommodates up to 10 guests and features internet, a kitchen, air conditioning, a fitness centre, and parking, providing a comfortable base for exploring Naperville's attractions.
River Park Paradise W/ Fire Pit & Chef's Kitchen - Naperville, IL
10 14 reviews

River Park Paradise 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.

Frequently asked questions about holiday rentals in Naperville, IL

  • What are the top family-friendly attractions in Naperville, IL?

    The DuPage Children's Museum is a great place for kids of all ages, with interactive exhibits and hands-on activities. The Naperville Park District also has a lot to offer families, with playgrounds, splash pads and the popular Knoch Knolls Park.
  • 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 is during the shoulder seasons, April-May and September-October, when the weather is pleasant and the crowds are smaller. You'll get the best deals during these months.
  • What are the most popular Airbnbs in Naperville, IL?

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

    The Naperville Ribfest in July is a huge event with live music and delicious food. If you're here in September, the Naperville Wine Festival is a great way to sample local wines and enjoy live entertainment.
  • What are the best vacation rentals with a pool in Naperville, IL?

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

    A stroll along the Riverwalk is free and offers beautiful views. The Naperville Public Library is also free to visit and has a great selection of books and events. For a fun afternoon, check out the free concerts held at the Millennium Carillon.
  • 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 Naperville, try a classic Chicago-style hot dog at The Dog House. If you're looking for something more upscale, The Graceful Gourmet offers a modern take on American cuisine. Both are popular local favourites.
  • 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 Riverwalk is a great place for a leisurely walk or bike ride, with beautiful views of the DuPage River. The Prairie Path is a 60km paved trail that runs through Naperville and connects to other trails in the area.
  • Are there pet-friendly attractions in Naperville, IL?

    Many of the parks in Naperville are pet-friendly, including the popular Knoch Knolls Park. The Riverwalk is also dog-friendly, so you can bring your furry friend along for a stroll.
  • What are the benefits of choosing a vacation rental in Naperville, IL?

    Vacation rentals offer more space and privacy than hotels, and you often get access to amenities like kitchens and laundry facilities. You'll also have more flexibility with your schedule and can often find more affordable options than hotels.
  • What are the top sports attractions and facilities in Naperville, IL?

    The city has a large sports complex called the Naperville Sports Complex, which hosts various events and has facilities for different sports including baseball, soccer and tennis. The Naperville North and Naperville Central High Schools also have impressive sports facilities that are often open to the public.

Popular destinations

Best Naperville, IL holiday rentals with a balcony

Luxe Warrenville 4br / Patio + Pickleball Court - Naperville, IL
No reviews

Luxe Warrenville 4br / Patio + Pickleball Court

apartment, Warrenville
This four-bedroom, four-bathroom flat in Warrenville offers convenient access to Chicago Premium Outlets (approximately 6 kilometres away), Oakbrook Centre Mall (approximately 12 kilometres away), the DuPage Children's Museum, and the Morton Arboretum.
This property accommodates up to 10 guests and features a fully equipped kitchen, air conditioning, a patio, and access to a pickleball court.
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.
4br Home Near Naperville! Parking + Pickleball - Naperville, IL
8.8 6 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.
Warrenville Resort Style Apartments Near Downtown With Pool, Free Parking, Gym, Sauna & More - Naperville, IL
No reviews

Warrenville Resort Style Apartments Near Downtown With Pool, Free Parking, Gym, Sauna & More

apartment, Warrenville
This Warrenville flat offers a suburban retreat with convenient access to Chicago, situated 35 kilometres from Chicago O'Hare International Airport and 47 kilometres from attractions such as the United Center and Guaranteed Rate Field.
This family-friendly accommodation features air conditioning, a balcony, a fully equipped kitchen with a fridge, microwave, and dishwasher, and on-site amenities including a swimming pool, sauna, fitness centre, and private parking.

Best Naperville, IL holiday rentals with air conditioning

Luxe Warrenville 4br | Patio + Pickleball Court - Naperville, IL
9.2 34 reviews

Luxe Warrenville 4br | Patio + Pickleball Court

apartment, Warrenville
This four-bedroom townhouse in Warrenville is situated just metres from a public pickleball court.
This pet-friendly accommodation offers parking, a garden, air conditioning, and a kitchen equipped with a fridge, microwave, and dishwasher, comfortably accommodating up to ten guests.
Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious - Naperville, IL
9.8 28 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.
Downtown Naperville Luxury | Walk To Everything - Naperville, IL
No reviews

Downtown Naperville Luxury | Walk To Everything

apartment, Naperville
This four-bedroom, four-bathroom flat offers prime accommodation in central Naperville, mere steps from the Riverwalk and Naper Settlement, with immediate access to summer events, restaurants, shopping, and nightlife.
This property accommodates up to six guests and features a private outdoor space with a hot tub and an outdoor television, perfect for enjoying al fresco dining or watching sports.
Bolingbrook Fhs Rental - Naperville, IL
9.8 13 reviews

Bolingbrook Fhs Rental

apartment, Bolingbrook
This 2900 sq ft renovated four-bedroom, three-and-a-half-bathroom house in a residential area of Bolingbrook offers excellent access to local amenities and attractions.
This family-friendly residence provides ample entertainment with a finished basement featuring a pool table and over 50 board games, alongside a fully equipped kitchen, six LCD televisions, high-speed internet, and a backyard with a grill, comfortably accommodating up to 16 guests.
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