Naperville holiday rentals: compare the best deals
8.0 7 reviews
Naperville
07/12 – 09/30
HK$4807/nighttotal: HK$384560 (80 )
Close To Naperville: 4br Home + Parking, Pickleball
4 2
apartment , Warrenville
This Warrenville apartment is conveniently located approximately 4.8km from the Nike Sports Complex and 9.6km from Odyssey Fun World. The four-bedroom, four-bathroom dwelling sleeps up to ten guests and offers amenities including Wi-Fi, a fully equipped kitchen, in-unit laundry, and air conditioning; nearby attractions include the Morton Arboretum and DuPage Children's Museum.
Naperville
07/01 – 07/31
HK$2921/nighttotal: HK$87630 (30 )
164 M² House ∙ 4 Bedrooms ∙ 10 Guests
4 2
house , Naperville
Vacation house to rent for up to 10 people. You will be located in Naperville. Services and facilities include a washing machine, free parking and a fridge. This house in Naperville also has air conditioning!
Naperville
06/27 – 07/04
HK$8292/nighttotal: HK$58044 (7 )
Downtown Naperville Luxury | Walk To Everything
1 2
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.
9.9 65 reviews
Naperville
09/26 – 11/07
HK$954/nighttotal: HK$40068 (42 )
Family Friendly Near Benedictine University
2 3
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.
10 7 reviews
Naperville
07/15 – 08/15
HK$1560/nighttotal: HK$48360 (31 )
2br Family Escape! Pool, Pickleball, Playroom
1 2
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.
9.6 39 reviews
Naperville
08/08 – 08/12
HK$6381/nighttotal: HK$25524 (4 )
Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious
4 2
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.
10 31 reviews
Naperville
09/26 – 11/07
HK$1944/nighttotal: HK$81648 (42 )
Peaceful Warrenville Home: 1 Mi To Herrick Lake!
2 3
cabin , Warrenville
This charming cabin is located in a wooded area of Warrenville, just 6.4 kilometres from downtown Naperville and 4.8 kilometres from the train station, offering a tranquil escape from the hustle and bustle. The cabin is conveniently close to amenities, and provides easy access to shopping, dining, and transportation options. This comfortable holiday home has two bedrooms, sleeping up to eight guests, and features two bathrooms and an open-plan layout. The cabin is equipped with a well-equipped kitchen, air conditioning, a garden, parking, a ping pong table, a fire pit, and step-free entry, making it perfect for families and groups.
9.0 21 reviews
Naperville
10/22 – 10/25
HK$2236/nighttotal: HK$6708 (3 )
Beautiful Home Just 30 Minutes From Chicago!
2 4
apartment , Bolingbrook
This Bolingbrook property offers convenient access to downtown Naperville, located just 10 kilometres away, and is a short 10-kilometre drive to the Naperville Metra station for direct travel to Chicago. This two-bedroom, two-bathroom residence comfortably accommodates up to six guests, featuring a full kitchen, a family room, on-site parking, and is a prime base for exploring attractions such as Millennium Park and Navy Pier.
8.9 7 reviews
Naperville
07/27 – 07/31
HK$1879/nighttotal: HK$7516 (4 )
Adorable 2 Bedrooms Space With Parking On Site
2 3
apartment , Naperville
This two-bedroom flat is situated in a family-friendly neighbourhood in Naperville, close to a variety of restaurants and bars. It has received excellent ratings for location, cleanliness, and overall experience. The apartment is spacious and can accommodate up to three guests. It offers amenities such as a fully equipped kitchen, air conditioning, a fitness centre, and parking.
Naperville
09/26 – 11/07
HK$2252/nighttotal: HK$94584 (42 )
6 Bedroom & 3.5 Bath Naperville Home W/ Garage
6 3
apartment , Naperville
This six-bedroom, three-bathroom flat in Naperville is situated within the highly-rated District 203 school zone, offering immediate access to major retail and grocery stores and connectivity to forest preserves via walking and biking trails. This residence accommodates up to eleven guests, ideal for extended stays including family relocations or corporate moves, and features air conditioning, internet, and parking, with pets allowed for an additional fee.
Naperville
07/15 – 08/15
HK$1929/nighttotal: HK$59799 (31 )
Naperville Escape: 3br -1.5 Bt
3 2
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.
9.9 79 reviews
Naperville
10/02 – 10/05
HK$17377/nighttotal: HK$52131 (3 )
Luxury Home: Heated Pool, Hot Tub (Open!), 4kings
1 14
apartment , Downers Grove
This spacious six-bedroom home is located in Downers Grove, just a short drive from the town centre and its shops and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience. This large dwelling comfortably accommodates up to 16 guests and features a fully equipped kitchen, multiple living areas, and a private outdoor space with a pool, hot tub, and fire pit. There are also various amenities, such as a fitness centre, sauna, and a four-season room for games or quiet reading.
Best family friendly Naperville holiday rentals
Among the 177 accommodations in Naperville, here are the 4 best family friendly rentals
Naperville
08/03 – 09/03
HK$1425/nighttotal: HK$44175 (31 )
Resort-style 2br Gateway | Sauna, Pool, Bbq, Gym
1 2
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.
Naperville
08/03 – 09/03
HK$1110/nighttotal: HK$34410 (31 )
Resort-style 1br Getaway | Pool, Sauna, Pickleball
1 2
apartment , Warrenville
This professionally managed flat in Warrenville offers a resort-style stay, conveniently located under 10 minutes from downtown Naperville and Oakbrook, with downtown Chicago a short drive or train ride away. This family-friendly apartment accommodates up to 4 guests and features a fully stocked kitchen with stainless steel appliances, a dedicated workspace with high-speed WiFi, in-unit laundry, and access to community amenities including a swimming pool, fitness centre, and pickleball court.
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.
10 31 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.
Best Naperville holiday rentals with parking
Naperville
08/03 – 09/03
HK$2033/nighttotal: HK$63023 (31 )
2 Mi To I-88 & Hospital! Extended Naperville Stay
3 2
house , Naperville
This Naperville dwelling offers convenient access, situated 3.2 kilometres from I-88 and the local hospital, with Chicago landmarks such as Guaranteed Rate Field and the United Centre approximately 45 kilometres away and Midway International Airport 33.8 kilometres distant. This detached residence provides 153 square metres of living space, featuring three bedrooms, two bathrooms, and accommodation for thirteen guests, complemented by a fully equipped kitchen, private parking, and a garden.
Naperville
10/22 – 10/25
HK$4493/nighttotal: HK$13479 (3 )
Naperville Luxury 3-bedroom
3 4
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.
9.9 35 reviews
Naperville
07/27 – 07/31
HK$6879/nighttotal: HK$27516 (4 )
Naperville-bolingbrook, Hot Tub, 10 Beds, Jacuzzi
1 3
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.
10 14 reviews
Naperville
07/27 – 07/31
HK$6686/nighttotal: HK$26744 (4 )
Riverfront Luxury W/ Fire Pit & Chef's Kitchen
5 3
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
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?
Hot Tub, Smart Tvs, Spacious 5bedroom House In Charming Bolingbrook With Wifi,ac
5 4
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.
Naperville
06/27 – 07/25
HK$2692/nighttotal: HK$75376 (28 )
Earthy Hobbit Jungle With Privacy & Serenity
1 2
house , Wheaton
This secluded dwelling in Wheaton offers a private, earthy hobbit jungle setting, conveniently located 26 kilometres from Chicago O'Hare International Airport, 37 kilometres from the United Center and 39 kilometres from Union Station. This detached house spans 91 square metres and accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, complimentary Wi-Fi, private parking, and a balcony, with check-out between 08:00 and 10:00.
This Bridgerton-inspired mansion is situated in Eola, Aurora, offering convenient access to the Aurora Regional Fire Museum and Paramount Theater, and is less than 1 kilometre from Chasers Laser Tag and Odyssey Fun World. This six-bedroom property accommodates up to 12 guests, featuring a unique Wisteria Tree Ballroom with a High Tea space, a garden, terrace, and parking, with air conditioning and a dishwasher for your comfort.
Naperville
08/03 – 09/03
HK$2693/nighttotal: HK$83483 (31 )
151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests
3 2
apartment , Naperville
Apartment rental for up to 6 people. You will be based in Naperville. Services and facilities include a washing machine, a freeze and a kitchen.
Best Naperville holiday rentals with air conditioning
9.8 9 reviews
Naperville
07/15 – 08/15
HK$1560/nighttotal: HK$48360 (31 )
Naperville 2br Escape | Pool, Gym, Pickleball!
1 2
apartment , Warrenville
This Warrenville apartment, situated approximately 13 kilometres from Naperville's city centre and a short drive from Oak Brook Terrace, offers easy access to both Chicago and its attractions by car or train. The two-bedroom, two-bathroom dwelling 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.
10 11 reviews
Naperville
10/22 – 10/25
HK$2685/nighttotal: HK$8055 (3 )
Prime Location-cozy Naperville Homestay | Gameroom
1 4
apartment , Naperville
This newly remodelled three-bedroom flat in Naperville is located in a quiet, private neighbourhood, under 10 minutes' drive from Downtown Naperville and the Riverwalk, and less than 5 minutes from the I-355 and I-88 motorways. This property accommodates up to eight guests and features a fully equipped kitchen, a finished lower level with a 75-inch Smart TV, foosball, and an arcade game, plus on-site laundry facilities and parking for three to four cars.
10 1 review
Naperville
10/22 – 10/25
HK$3228/nighttotal: HK$9684 (3 )
Peaceful Warrenville Home 1 Mi To Herrick Lake!
2 4
house , Warrenville
This Warrenville property, a two-bedroom house, is peacefully located approximately 1.6 kilometres from Herrick Lake, offering easy access to both the lake's recreational opportunities and Chicago's attractions. The 149-square-metre dwelling boasts three bathrooms, sleeps up to 15 guests, includes a fully equipped kitchen with dishwasher, and provides free Wi-Fi, a flat-screen TV, and private parking.
10 1 review
Naperville
08/03 – 09/03
HK$2312/nighttotal: HK$71672 (31 )
Downtown Naperville: Charm And Livability
3 2
apartment , Naperville
This charming house is located in Naperville's Historic District, just a short walk from North Central College and the bustling downtown area. The house is situated in a quiet neighbourhood with a mix of families and students, making it a peaceful retreat within easy reach of the town's attractions. The house has a spacious layout, ideal for families or groups of up to six people. It features a well-equipped kitchen, comfortable living areas, and a garden with a deck, perfect for enjoying the outdoors.