Naperville holiday rentals: compare the best deals
9.3 3 reviews
Naperville
08/03 – 09/03
HK$1639/nighttotal: HK$50809 (31 )
Updated 3br/2.5ba, 1 Car Garage, Pets Ok!
1 2
apartment , Aurora
This three-bedroom, two-bathroom house in Aurora offers convenient parking in a one-car garage and is situated near local hospitals and shopping areas, its precise distance from specific landmarks unspecified. Sleeping six guests comfortably, the property features a well-designed layout and includes amenities such as internet access, air conditioning, and pet-friendly accommodation.
10 1 review
Naperville
07/16 – 07/19
HK$5870/nighttotal: HK$17610 (3 )
Naperville Fhs Rental - Woodview Lane
4 6
apartment , Naperville
This spacious four-bedroom house is located just a short drive from the centre of Naperville, a lively town with a beach and plenty of places to eat and drink. The property offers 1,766 square feet of living space, providing ample room for families or groups. With a fully equipped kitchen, a garden, a tennis court, and a range of entertainment options including a pool table, pinball machine, and a movie theatre, there’s something for everyone.
Naperville
07/01 – 07/31
HK$6421/nighttotal: HK$192630 (30 )
70 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Bolingbrook
Vacation house for 6 guests. This accommodation is based in Bolingbrook. Facilities and services include a washing machine, free parking and a kitchen.
9.8 147 reviews
Naperville
08/08 – 08/12
HK$3211/nighttotal: HK$12844 (4 )
Beautiful 4 Bedroom House - Close To Everything - Naperville
4 2
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.
This four-bedroom Warrenville apartment is conveniently located near Interstate 88, offering easy access to Naperville city centre (approximately 10 km away), Fermilab, and the Cantera shopping centre. The spacious property sleeps up to 10 guests, features a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning, internet access, and is close to forest preserves and bike trails.
9.7 41 reviews
Naperville
07/08 – 07/12
HK$2813/nighttotal: HK$11252 (4 )
Naperville Nest!
1 2
apartment , Aurora
This southwest Naperville family home, near the border of Plainfield and Aurora, offers easy access to local amenities and is conveniently located for exploring both towns. Sleeping seven guests, this three-bedroom, two-bathroom property boasts a spacious living area, fully equipped kitchen including dishwasher, a large garden, and ample parking; nearby attractions include a pond perfect for scenic walks.
Naperville
10/02 – 10/05
HK$6483/nighttotal: HK$19449 (3 )
The Orchard House/king Bed/privacy/walking Trail
3 14
apartment , West Chicago
This secluded 0.4-hectare ranch retreat in West Chicago offers a private rural setting, located approximately 1.6 kilometres from Route 59 and a short drive to Cantigny Botanical Garden and Military Museum. This 3-bedroom, 1-bathroom holiday home accommodates up to 14 guests with a high-end kitchen, multiple living areas, and private parking for 4 vehicles, situated conveniently near shops and restaurants.
9.0 4 reviews
Naperville
07/27 – 07/31
HK$7282/nighttotal: HK$29128 (4 )
Hot Tub, Smart Tvs, Spacious 5bedroom House In Charming Bolingbrook With Wifi,ac
5 3
apartment , Bolingbrook
This Bolingbrook holiday home is conveniently located near Bolingbrook Golf Club and Boughton Ridge Golf Course, with shopping malls such as Promenade Bolingbrook and Westfield Louis Joliet Shopping Mall also within easy driving distance. This five-bedroom, four-bathroom property boasts 335 square metres of living space, featuring an open-plan layout, a jacuzzi, tennis court, and garden, accommodating up to 12 guests and offering themed bedrooms with various bed configurations.
9.7 76 reviews
Naperville
06/27 – 07/04
HK$3081/nighttotal: HK$21567 (7 )
4br Home Near Naperville! Parking + Pickleball
1 2
apartment , Warrenville
This spacious 4-bedroom townhouse in Warrenville offers a tranquil lakeside setting, convenient for families and business travellers. The property features a modern kitchen, a dining area, WiFi, a TV, an in-unit washer and dryer, and accommodates up to 10 guests with private parking and a patio overlooking the lake.
9.6 4 reviews
Naperville
07/11 – 07/25
HK$5398/nighttotal: HK$75572 (14 )
4br Home Near Naperville! Parking + Pickleball
4 5
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.
Naperville
07/27 – 07/31
HK$4217/nighttotal: HK$16868 (4 )
Naperville Luxury 3-bedroom
3 3
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.
Naperville
07/15 – 08/30
HK$1900/nighttotal: HK$87400 (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.
Best family friendly Naperville holiday rentals
Among the 177 accommodations in Naperville, here are the 4 best family friendly rentals
9.2 9 reviews
Naperville
08/08 – 08/12
HK$8324/nighttotal: HK$33296 (4 )
Re-designed, Cosmos Retreat, King Bed, Hot Tub, Wifi, Large Tvs, Spacious & Calm
5 2
apartment , Bolingbrook
This family-friendly Bolingbrook residence is ideally situated within 5km of both Naperbrook Golf Course and Bolingbrook Golf Club, and 10km from Rocket Ice Arena and Promenade Bolingbrook. The four-bedroom, four-bathroom property sleeps fourteen guests and boasts a jacuzzi, tennis court, private garden, barbecue grills, and a games room, providing ample space and entertainment options for a large family or group.
9.7 6 reviews
Naperville
07/15 – 08/30
HK$970/nighttotal: HK$44620 (46 )
Cozy 2br Getaway | Pool, Gym, Pickleball & More!
1 3
apartment , Warrenville
This two-bedroom flat in Warrenville is conveniently located less than 10 minutes by car from downtown Naperville and Oakbrook, with downtown Chicago a short drive away, and offers a resort-like experience with amenities including a swimming pool, pickleball court, fitness centre, and sauna. This family-friendly apartment accommodates up to five guests and features a fully equipped kitchen with stainless steel appliances, a dedicated workspace with monitor and high-speed Wi-Fi, in-unit laundry, spacious bedrooms with memory-foam beds, and a stylish living room with a smart TV and board games.
Naperville
07/15 – 08/30
HK$2722/nighttotal: HK$125212 (46 )
Fabulous Extended Family Home In Naperville!
1 3
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.
9.0 73 reviews
Naperville
08/03 – 09/03
HK$1891/nighttotal: HK$58621 (31 )
Stunning Home For 8 In Naperville! Smart Tv's
1 2
apartment , 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.
Best Naperville holiday rentals with parking
9.4 10 reviews
Naperville
07/27 – 07/31
HK$3160/nighttotal: HK$12640 (4 )
Luxe Warrenville 4br | Patio + Pickleball Court
4 3
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.
9.4 57 reviews
Naperville
07/15 – 08/30
HK$1992/nighttotal: HK$91632 (46 )
Modern 4br Townhome | Pickleball | Near Naperville
1 3
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.
Naperville
08/28 – 09/06
HK$3025/nighttotal: HK$27225 (9 )
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio
2 2
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.
9.9 34 reviews
Naperville
08/08 – 08/12
HK$7080/nighttotal: HK$28320 (4 )
Naperville-bolingbrook, Hot Tub, 10 Beds, Jacuzzi
1 2
apartment , Bolingbrook
This Bolingbrook house, perfect for large groups, offers a tranquil cosmos-themed interior and is conveniently located within Bolingbrook, its precise location unspecified but implying proximity to local amenities. Sleeping up to 12 guests across 4 bedrooms and 3 bathrooms, this property boasts a fully equipped kitchen, a jacuzzi, a large deck with hot tub, and an entertainment area with games like ping pong and air hockey.
Frequently asked questions about holiday rentals in Naperville
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, spring and autumn. You'll avoid the summer crowds and the prices will be more reasonable. The weather is still pleasant during these times, and there are lots of events and festivals going on.
What are the best Airbnb and vacation rentals in Naperville?
What events or festivals should visitors check out in and around Naperville, IL?
Naperville has a lot going on throughout the year, but some of the most popular events include the Naperville Ribfest, which takes place in July and features live music, food, and family-friendly activities. The Naperville Jazz Festival is another popular event, which takes place in August. The Naperville Christkindlmarket, which runs in December, is a great place to experience the magic of the holidays.
What are the best restaurants with local dishes in Naperville, IL?
Naperville has a great food scene, with lots of restaurants serving up delicious local dishes. Some of the best include The Frontier Restaurant, which serves up classic American comfort food, and The Old Town Ale House, which has a great selection of craft beers and pub grub. There's also The Little Lemon, which is a popular spot for Mediterranean food.
What are the best vacation rentals with a pool in Naperville?
What are the best walking or cycling routes in Naperville, IL?
The Riverwalk is a great place to go for a walk or bike ride. It's a 1.75 km paved path that winds along the DuPage River. You can also check out the Prairie Path, which is a 48 km paved trail that runs through Naperville and other nearby towns. There are also several other parks and trails in the area.
What are the best rentals for families and kids in Naperville?
Are there pet-friendly attractions in Naperville, IL?
Yes, Naperville is a very pet-friendly city. Many of the parks are dog-friendly, and there are a number of restaurants and shops that welcome pets. The Riverwalk is also a great place to walk your dog.
What are the best rentals or Airbnbs with a jacuzzi in Naperville?
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.
10 32 reviews
Naperville
10/02 – 10/05
HK$6788/nighttotal: HK$20364 (3 )
Spacious And Family Friendly Getaway. 8 Mins From Chicago Premium Outlet Mall.
5 14
apartment , Aurora
This Aurora holiday home is situated within 5km of the Aurora Regional Fire Museum, Hollywood Casino Aurora, and Rush-Copley Medical Centre. This 223 square metre property boasts five bedrooms, four bathrooms, sleeps fourteen guests, and includes a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi.
Naperville
07/16 – 07/19
HK$5052/nighttotal: HK$15156 (3 )
Furnished 4br Townhome Pickleball Court & Garage
4 6
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.
Naperville
08/28 – 09/06
HK$7684/nighttotal: HK$69156 (9 )
Delightful, 6-bedroom-king Beds House In Charming Naperville-aurora, 5 Tvs-wifi
6 2
apartment , Aurora
This Bridgerton-inspired mansion, located on the border of Naperville and Aurora, is situated a short distance from attractions such as Chasers Laser Tag and Topgolf, and offers convenient access to Blackwell Forest Preserve. This six-bedroom, four-bathroom property accommodates up to 12 guests and features a magnificent ballroom with a wisteria tree, three living rooms, a fully equipped kitchen, and outdoor spaces including decks and porches.
Best Naperville holiday rentals with air conditioning
9.0 2 reviews
Naperville
08/03 – 09/03
HK$1715/nighttotal: HK$53165 (31 )
Beautifully Rehabbed 3 Bedroom Home - All New!
1 2
apartment , Naperville
This Naperville apartment is situated on a quiet cul-de-sac, just 16km from the bustling centre of Naperville, offering a peaceful retreat while still being close to all the action. It boasts excellent ratings for location, cleanliness, and user experience. The apartment is spacious, with three bedrooms, two bathrooms, and a capacity for six guests. It features a well-equipped kitchen with modern appliances, a dedicated home office, and a garden with access to a walking path, providing a relaxing and convenient stay.
9.7 7 reviews
Naperville
07/15 – 08/15
HK$1451/nighttotal: HK$44981 (31 )
Luxury 2br - Pool, Gym, Mins To Naperville!
2 2
apartment , Warrenville
This two-bedroom, two-bathroom flat in Warrenville offers resort-style living with amenities such as a swimming pool, fitness centre, and pickleball court, and is situated 8 minutes from downtown Naperville and a short drive from Oakbrook Terrace and the Morton Arboretum. This family-friendly property accommodates up to five guests and features a fully equipped kitchen with stainless steel appliances, in-unit laundry, dedicated workspaces with monitors and high-speed WiFi, and a stylish living room with a smart TV and board games, ensuring a comfortable stay for travellers.
8.0 3 reviews
Naperville
08/28 – 09/06
HK$2035/nighttotal: HK$18315 (9 )
Fast Wi-fi/comfy Beds/free Parking/3bdr House/4tvs
3 2
apartment , Aurora
This 3-bedroom, 1.5-bathroom apartment in Aurora offers a suburban retreat, located 3.5 kilometres from Waubonsie Lake Park and 4 kilometres from Fox Valley Mall, with direct Metra train access to downtown Chicago, 9.3 kilometres away. This family-friendly property accommodates up to eight guests, featuring a well-equipped kitchen, complimentary WiFi, free parking for four cars, and is conveniently situated near global cuisine options and entertainment venues like RiverEdge Park, 9.3 kilometres away.
Naperville
07/27 – 07/31
HK$3619/nighttotal: HK$14476 (4 )
Naperville Fhs Rental - Skylane Dr
1 3
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.