Best Holiday rentals and Airbnb offers in Naperville, IL
8.0 2 reviews
Naperville, IL
27/07 – 31/07
SG$1007/nighttotal: SG$4028 (4 )
Extended Stay Naperville Fhs Rental - Harmony Ct
1 3
apartment , Naperville
This spacious six-bedroom home is located in the suburbs of Naperville, a short drive from the downtown area with its restaurants, bars and attractions. It has received excellent user ratings, making it a popular choice for travellers. The property provides ample space for families or groups, with a floor area of 279 square metres. It offers a range of amenities including a pool table, pinball machine, and a fully equipped kitchen with a dishwasher.
Naperville, IL
16/07 – 19/07
SG$829/nighttotal: SG$2487 (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, IL
15/07 – 15/08
SG$388/nighttotal: SG$12028 (31 )
150 M² House ∙ 4 Bedrooms ∙ 10 Guests
4 2
house , Naperville
Vacation rental for 10 people. This accommodation is based in Naperville. Services and facilities: a kitchen, free parking and a washing machine. Pets are welcome in this house.
Naperville, IL
02/10 – 05/10
SG$872/nighttotal: SG$2616 (3 )
Comfortable Sfh For Families & Groups Easy Walk To Local Shops And Eateries
4 14
apartment , Downers Grove
This 4-bedroom flat in Downers Grove is conveniently located near Mayslake Peabody Mansion and Graue Mill and Museum, offering easy access to Yorktown Shopping Centre. This pet-friendly accommodation sleeps up to 10 guests, featuring air conditioning, parking, and a kitchen equipped with a fridge, microwave, and dishwasher, perfect for families exploring the Morton Arboretum or DuPage Children's Museum.
10 2 reviews
Naperville, IL
28/08 – 06/09
SG$250/nighttotal: SG$2250 (9 )
Relaxing 2 Bdrm Guest Suite W/ Kit. & Pvt. Entry
2 2
apartment , Bolingbrook
This Bolingbrook holiday home is located within 5km of Naperbrook Golf Course, Bolingbrook Golf Club, and Hidden Lakes Park, making it a great choice for those looking to explore the area. The property boasts excellent user ratings, indicating a high level of guest satisfaction. This two-bedroom house can accommodate up to four guests, offering a comfortable and spacious layout. Guests can enjoy a range of amenities including a swimming pool, spa, fitness centre, and parking, as well as a fully equipped kitchen and modern conveniences.
Naperville, IL
15/07 – 15/08
SG$442/nighttotal: SG$13702 (31 )
151 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests
3 2
apartment , Naperville
Apartment rental for up to 6 people. You will stay in Naperville. Facilities and services include free parking, a washing machine and an iron. This apartment is ideal for families.
9.5 4 reviews
Naperville, IL
16/07 – 19/07
SG$616/nighttotal: SG$1848 (3 )
Furnished 4br Townhome Pickleball Court & Garage
1 6
apartment , Warrenville
This four-bedroom townhouse is located in Warrenville, offering convenient access to local amenities and a public pickleball court just 500 metres away. This pet-friendly residence accommodates up to 10 guests, featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, a private patio, and private garage parking, with a pickleball court available on-site.
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.
9.7 195 reviews
Naperville, IL
28/08 – 06/09
SG$570/nighttotal: SG$5130 (9 )
Promo 15% Monthly Discount!\ncalifornia King Bed, Fast Wi-fi And 75" Smart Tv
1 2
apartment , Aurora
This spacious apartment is situated in a quiet neighbourhood in Aurora, just 5km from Fox Valley Mall and 13.5km from Chicago Premium Outlets, offering easy access to a range of attractions and amenities. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The apartment spans 159 square metres and comfortably accommodates up to 10 guests with three bedrooms. Guests can enjoy a fully equipped kitchen, a private garden with outdoor games, a fireplace, and other modern amenities, making it ideal for families or groups of friends.
Naperville, IL
15/07 – 15/08
SG$313/nighttotal: SG$9703 (31 )
3br Townhome Near Downtown Naperville River Trail Access + Ev Charger
3 2
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.
Naperville, IL
15/07 – 15/08
SG$326/nighttotal: SG$10106 (31 )
Home Away From Home, Month To Month Rental, Located In North Naperville
3 2
apartment , Naperville
This three-bedroom, two-bathroom apartment in the Brookdale neighbourhood of North Naperville is situated a short walk from Brookdale Park and within a few minutes' drive (approximately 1.6km) of I-88 and Route 59, providing easy access to downtown Naperville and Chicago. The recently renovated property sleeps six guests and features a fully equipped kitchen with a microwave and dishwasher, fast Wi-Fi, a smart TV, and is perfect for families or business travellers visiting Naperville.
9.4 57 reviews
Naperville, IL
08/08 – 12/08
SG$552/nighttotal: SG$2208 (4 )
Modern 4br Townhome | Pickleball | Near Naperville
1 2
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.
Best family friendly Naperville, IL holiday rentals
Among the 177 accommodations in Naperville, IL, here are the 4 best family friendly rentals
8.0 3 reviews
Naperville, IL
28/08 – 06/09
SG$334/nighttotal: SG$3006 (9 )
Fast Wi-fi/comfy Beds/free Parking/3bdr House/4tvs\n
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.
9.8 147 reviews
Naperville, IL
08/08 – 12/08
SG$527/nighttotal: SG$2108 (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.
Naperville, IL
15/07 – 15/08
SG$242/nighttotal: SG$7502 (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.
9.7 7 reviews
Naperville, IL
15/07 – 15/08
SG$238/nighttotal: SG$7378 (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.
Best Naperville, IL holiday rentals with parking
Naperville, IL
11/07 – 25/07
SG$2530/nighttotal: SG$35420 (14 )
Warrenville Rep 2
3 5
apartment , Warrenville
The Warrenville Rep 2 apartment is conveniently located in Warrenville, Illinois, near the downtown area and within driving distance of Chicago attractions such as the Willis Tower, Cadillac Palace Theatre, and Chicago Theatre. This pet-friendly flat offers one bathroom, sleeps two guests, and includes a fridge, microwave, dishwasher, air conditioning, parking, and internet access; nearby attractions are within walking distance.
9.4 10 reviews
Naperville, IL
08/08 – 12/08
SG$562/nighttotal: SG$2248 (4 )
Luxe Warrenville 4br | Patio + Pickleball Court
4 2
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.
8.0 7 reviews
Naperville, IL
03/08 – 03/09
SG$723/nighttotal: SG$22413 (31 )
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, IL
02/10 – 05/10
SG$1064/nighttotal: SG$3192 (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.
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 must-visit for families with kids, it's always a hit. The Naperville Park District also has loads of family-friendly activities, like the Knoch Knolls Park and the Millennium Carillon, which is a beautiful set of bells.
What are the best Airbnb and vacation rentals in Naperville, IL?
When is the best time to book a vacation rental in Naperville, IL?
It depends on what you're looking for. If you want warmer weather and outdoor activities, book during the summer months. If you prefer quieter times and maybe some autumn colours, late September or October is a good choice.
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 big one, with lots of food, music, and entertainment. There's also the Naperville Wine & Dine Festival in September, which is a great way to sample local wines and food.
What are the best vacation rentals with a pool in Naperville, IL?
What are the best budget-friendly activities in Naperville, IL?
A walk or bike ride along the Riverwalk is free and a great way to see the city. You can also visit the Naperville Public Library, which has free events and activities throughout the year.
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 classic Chicago-style hot dog, head to The Dog House. If you're looking for something a bit more upscale, try The Grill on the Square. And for a taste of Naperville's diverse culinary scene, check out the many restaurants in the downtown area.
What are the best rentals or Airbnbs with a jacuzzi in Naperville, IL?
What are the best walking or cycling routes in Naperville, IL?
The Riverwalk is a popular spot for walking and cycling. There's also the Prairie Path, a 61-kilometre paved trail that runs through Naperville and several other towns. For a more challenging ride, try the Fox River Trail, which follows the Fox River for over 160 kilometres.
Are there pet-friendly attractions in Naperville, IL?
Yes, many of the parks in Naperville are pet-friendly, including the Riverwalk and Knoch Knolls Park. You can also find dog-friendly restaurants and shops in the downtown area.
What are the benefits of choosing a vacation rental in Naperville, IL?
Vacation rentals offer more space and privacy than a hotel room. You can also cook your own meals, which can save money. Many vacation rentals are also located in more residential areas, which can give you a more local experience.
Destinations nearby
Best Naperville, IL holiday rentals with a balcony
9.0 4 reviews
Naperville, IL
27/07 – 31/07
SG$1195/nighttotal: SG$4780 (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.
Naperville, IL
03/08 – 03/09
SG$334/nighttotal: SG$10354 (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.
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.
Naperville, IL
16/07 – 19/07
SG$660/nighttotal: SG$1980 (3 )
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio
2 6
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.
Best Naperville, IL holiday rentals with air conditioning
9.6 39 reviews
Naperville, IL
08/08 – 12/08
SG$1047/nighttotal: SG$4188 (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.
8.9 7 reviews
Naperville, IL
27/07 – 31/07
SG$308/nighttotal: SG$1232 (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.
9.7 59 reviews
Naperville, IL
08/07 – 12/07
SG$628/nighttotal: SG$2512 (4 )
Naperville Gem
1 2
apartment , Naperville
This four-bedroom house is conveniently located just 5 kilometres from the centre of Naperville, offering easy access to the city's shops, restaurants, and entertainment. The property has received excellent ratings for cleanliness and overall experience, with a good location rating. The home comfortably accommodates up to eight guests and boasts a fully equipped kitchen, air conditioning, parking, and internet access. Guests can also enjoy the nearby parks and explore the vibrant city of Naperville.
10 53 reviews
Naperville, IL
02/10 – 05/10
SG$977/nighttotal: SG$2931 (3 )
Evergreen Retreat
1 14
apartment , Aurora
This spacious house is located in Aurora, just a short distance from the town centre, offering a peaceful retreat from the hustle and bustle. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The property is ideal for families or groups, with four bedrooms and two bathrooms accommodating up to 14 guests. The house is fully equipped with a kitchen, air conditioning, and a separate flex room with its own bathroom and TV, making it perfect for enjoying a comfortable and relaxing stay.
