Naperville holiday homes

We found 883 holiday rentals — enter your dates for availability
Discover a selection of 26 homes and other holiday rentals in Naperville that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Naperville

Showing deals for:1 Jan - 8 Jan

Private kitchen
Property grounds
Living area
Room
Exceptional
(8 reviews)

Rare Historic One Bedroom Carriage House in Downtown Glen Ellyn

Glen Ellyn

8% off
NZ$2,854
for 7 nights, 1 room
NZ$408 per night
includes taxes & fees
Rare Historic One Bedroom Carriage House in Downtown Glen Ellyn
The electric reclining sectional is a comfortable place to put your feet up. Here you can relax in the glow of the LED candles or wood stove.. Contact host if you want to know if the weather would be conducive to using the wood burning stove.
Unwind in the evening under the glow of the cafe lights while being mesmerized by the flames on the fire table.
This climate controlled area is a nice gathering place between the Log Cabin and Guest Quarters. The entrance to the Log Cabin is at the top of the stairs.
The door leads to the sunroom, which has access to the deck with the BBQ grill.
Exceptional
(7 reviews)

Log Cabin Pickleball Oasis, Seating for Everyone, 2 Hot Tubs, Games, Deer, Pets

Yorkville

10% off
NZ$13,425
for 7 nights, 1 cabin
NZ$1,918 per night
includes taxes & fees
Log Cabin Pickleball Oasis, Seating for Everyone, 2 Hot Tubs, Games, Deer, Pets
Room
Private kitchen
Interior
Living area
Exceptional
(13 reviews)

Stylish 4BR near ORD: games, yard, firepit, desk

Schaumburg

9% off
NZ$7,617
for 7 nights, 1 home
NZ$1,088 per night
includes taxes & fees
Stylish 4BR near ORD: games, yard, firepit, desk
Living area
Dining
Living area
Private kitchen
Wonderful
(21 reviews)

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Berwyn

8% off
NZ$3,143
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Private kitchen
Interior
Exterior detail
Exterior
Exceptional
(28 reviews)

6 Bedrm/3 Bath Spring Retreat, Hot Tub, Fireplace

West Chicago

8% off
NZ$12,791
for 7 nights, 1 home
NZ$1,827 per night
includes taxes & fees
6 Bedrm/3 Bath Spring Retreat, Hot Tub, Fireplace
Dining
Living area
Exterior
Living area
Exceptional
(38 reviews)

Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Aurora

8% off
NZ$2,457
for 7 nights, 1 home
NZ$351 per night
includes taxes & fees
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
Living area
Interior
Dining
Private kitchen
Exceptional
(40 reviews)

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Berwyn

8% off
NZ$3,483
for 7 nights, 1 apartment
NZ$498 per night
includes taxes & fees
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Dining
Private kitchen
Terrace/patio
Interior
Wonderful
(16 reviews)

French Country Cottage in lovely Glen Ellyn!

Glen Ellyn

8% off
NZ$9,463
for 7 nights, 1 home
NZ$1,352 per night
includes taxes & fees
French Country Cottage in lovely Glen Ellyn!
Dining
Private kitchen
Property grounds
Exterior
Exceptional
(34 reviews)

Bliss in Batavia near the Fox River

Batavia

12% off
NZ$5,347
for 7 nights, 1 home
NZ$764 per night
includes taxes & fees
Bliss in Batavia near the Fox River
Dining
Living area
Private kitchen
Room
Exceptional
(23 reviews)

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Berwyn

8% off
NZ$3,081
for 7 nights, 1 apartment
NZ$440 per night
includes taxes & fees
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Interior
Dining
Private kitchen
Room
Wonderful
(36 reviews)

Spread out - Renovated 5BR+Loft, Sleeps 12+

Aurora

8% off
NZ$6,112
for 7 nights, 1 home
NZ$873 per night
includes taxes & fees
Spread out - Renovated 5BR+Loft, Sleeps 12+
Living area
Outdoor dining
Property grounds
Room
Exceptional
(24 reviews)

Geneva Guesthouse, One Of A Kind And Unique Beauty in Charming Downtown Geneva!

Geneva

8% off
NZ$4,588
for 7 nights, 1 room
NZ$655 per night
includes taxes & fees
Geneva Guesthouse, One Of A Kind And Unique Beauty in Charming Downtown Geneva!
Room
Interior
Dining
Living area
Exceptional
(24 reviews)

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Berwyn

8% off
NZ$3,005
for 7 nights, 1 apartment
NZ$429 per night
includes taxes & fees
Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Interior detail
Living area
Dining
Private kitchen
Exceptional
(14 reviews)

Ridgeland Retreat/ Street level Apt easy access

Berwyn

8% off
NZ$4,766
for 7 nights, 1 apartment
NZ$681 per night
includes taxes & fees
Ridgeland Retreat/ Street level Apt easy access
Living area
Dining
Interior
Private kitchen
Exceptional
(16 reviews)

Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks

Burr Ridge

8% off
NZ$6,907
for 7 nights, 1 home
NZ$987 per night
includes taxes & fees
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks
Outdoor dining
Exterior
Private kitchen
Interior
Exceptional
(25 reviews)

Beautiful Berwyn Bungalow Close to Downtown Chicago

Berwyn

8% off
NZ$4,415
for 7 nights, 1 home
NZ$631 per night
includes taxes & fees
Beautiful Berwyn Bungalow Close to Downtown Chicago
Back yard patio.
Kitchen and dining area.
Private kitchen
Sun room.
Exceptional
(41 reviews)

Modern & Clean 3 Bedroom House with Sunroom

Schaumburg

8% off
NZ$3,746
for 7 nights, 1 home
NZ$535 per night
includes taxes & fees
Modern & Clean 3 Bedroom House with Sunroom
Master bedroom w/king size memory foam bed
Breakfast bar seating also available
Fully fenced yard - perfect for fur babies
Interior
Exceptional
(23 reviews)

Wonderful in Wood Dale, right by O’Hare airport!

Wood Dale

12% off
NZ$5,810
for 7 nights, 1 home
NZ$830 per night
includes taxes & fees
Wonderful in Wood Dale, right by O’Hare airport!
Private kitchen
Dining
Room
Living area
Exceptional
(7 reviews)

Modern 4-bedroom house in peaceful Westmont area

Westmont

8% off
NZ$5,721
for 7 nights, 1 home
NZ$817 per night
includes taxes & fees
Modern 4-bedroom house in peaceful Westmont area
Mini pool fun for young and old.
Cheney Mansion 4 min walk
Equipped for a family dinner.
Multiple parks for kids just a few blocks away
Exceptional
(24 reviews)

Top floor of Historic Oak Park Home /2 Car Garage

Oak Park

12% off
NZ$4,074
for 7 nights, 1 apartment
NZ$582 per night
includes taxes & fees
Top floor of Historic Oak Park Home /2 Car Garage
Dining
Terrace/patio
Interior
Spacious living room with open doors to screened-in porch.
Exceptional
(47 reviews)

- Fully-Equipped Condo - King Bed - Massive yard -

Geneva

17% off
NZ$3,667
for 7 nights, 1 home
NZ$524 per night
includes taxes & fees
- Fully-Equipped Condo - King Bed - Massive yard -
Dining
Private kitchen
Exterior detail
Living area
Exceptional
(15 reviews)

Large Renovated 1st FL Suite Forest Park/Oak Park

Forest Park

11% off
NZ$2,646
for 7 nights, 1 apartment
NZ$378 per night
includes taxes & fees
Large Renovated 1st FL Suite Forest Park/Oak Park
Room
Living area
Dining
Private kitchen
Very good
(5 reviews)

Chicago style apt/Near Hosp/ORD/MDW/DT

Berwyn

8% off
NZ$3,175
for 7 nights, 1 apartment
NZ$454 per night
includes taxes & fees
Chicago style apt/Near Hosp/ORD/MDW/DT
Living area
Terrace/patio
Room
Room
Exceptional
(28 reviews)

- Beautiful Condo - King Bed - Free Waffle Breakfast -

Geneva

17% off
NZ$3,667
for 7 nights, 1 apartment
NZ$524 per night
includes taxes & fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -

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The lively city of Naperville awaits you

Enjoy the area's live music, theatre scene and festivals with a rental holiday home in Naperville. Travellers to this walkable city praise the shopping, restaurants and riverfront. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Naperville

Are you hoping to discover things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Naperville a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Seven Bridges Golf Club (4.4 mi / 7 km)
  • Arrowhead Golf Club (5.6 mi / 8.9 km)
  • Bolingbrook Golf Club (5.8 mi / 9.3 km)
  • Cantigny Golf Club (6.7 mi / 10.7 km)
  • Mistwood Golf Club (10.8 mi / 17.4 km)
  • Cog Hill Golf & Country Club (11.7 mi / 18.9 km)

Exploring the natural landscape of Naperville

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Naperville is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Riverwalk Park (1.3 mi / 2.1 km)
  • Centennial Beach (1.4 mi / 2.2 km)
  • Morton Arboretum (7.1 mi / 11.3 km)
  • Willowbrook Community Park (10.6 mi / 17 km)
  • Fabyan Villa Museum & Japanese Garden (11.5 mi / 18.5 km)
  • Centennial Park (17.7 mi / 28.5 km)

Transport options to and around Naperville

Fly into Chicago, IL (DPA-Dupage), the closest airport, located 12 mi (19.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Chicago O'Hare International Airport (ORD), which is 20.2 mi (32.5 km) away.

If you'd rather travel by train, make your way to Naperville Station or Naperville Route 59 Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Naperville when booking a holiday rental?
When considering a holiday rental in Naperville, Illinois, a popular area to stay is the vibrant downtown district. This charming neighbourhood is known for its picturesque riverwalk, which offers a lovely setting for leisurely strolls and outdoor activities. The downtown area is also home to a variety of shops, restaurants, and cafes, providing plenty of options for dining and entertainment. Additionally, the historic buildings and lively option make it an ideal spot for visitors.Another excellent option is the east side of Naperville, where you can find a more residential feel while still being close to amenities. This area features attractive parks, such as the popular Centennial Beach, which is a fantastic spot for families to enjoy during the warmer months. The proximity to the DuPage River also offers opportunities for kayaking and fishing, enhancing the outdoor experience.In terms of holiday rentals, the downtown area has a good selection, with properties ranging from charming apartments to larger family homes, providing various choices to suit different preferences and budgets.
What is the most popular type of holiday rental accomodation in Naperville?
In Naperville, holiday houses are the most popular type of holiday rental, with around 104 available throughout the city. These spacious properties typically feature multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many also include outdoor spaces such as gardens or patios for relaxation after a day of exploring the local attractions, including the scenic Riverwalk and the vibrant downtown area. Additionally, there are approximately 12 apartments and several condos available, offering a range of options for those seeking a more compact living space.
Are there any family house rentals in Naperville?
In Naperville, Illinois, there are numerous family-friendly house rentals available, with around 17 options to choose from. This charming city is well-suited for families, featuring spacious homes that often come with full kitchens, large living rooms, and outdoor spaces ideal for children to play. Many properties also offer amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for visitors.Families can enjoy the city's beautiful parks, such as the scenic Riverwalk, which offers playgrounds, walking paths, and picnic areas. Additionally, the Naperville Riverwalk is a lovely spot for leisurely strolls and family outings. The downtown area is vibrant, with a variety of shops and restaurants, making it easy to explore local culture and cuisine.
Are there pet-friendly house rentals in Naperville?
In Naperville, there are several pet-friendly house rentals available, with a total of 18 options for travellers seeking accommodation. Many of these properties feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups travelling with pets.The neighbourhood is known for its beautiful parks, including the expansive Naperville Riverwalk, which provides a scenic setting for walks with your furry companions. Additionally, the nearby Knoch Knolls Park offers trails and open spaces where pets can enjoy some fresh air.
Are there any remote work holiday rentals in Naperville?
In Naperville, there are numerous remote work holiday rentals available, with around 88 options to choose from. This charming city, known for its vibrant downtown area and beautiful riverwalk, offers a selection of properties that cater specifically to remote workers. Many rentals come equipped with amenities such as high-speed internet, dedicated workspaces, and comfortable desks with chairs, ensuring a productive environment.Travellers can expect a range of properties, from modern apartments in the heart of downtown to spacious family homes in quieter neighbourhoods, all designed to provide a comfortable stay. With local cafes and co-working spaces nearby, remote workers will find plenty of opportunities for both work and relaxation. Naperville also boasts a variety of parks and recreational activities, adding to the appeal for those looking to balance work with leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Naperville?
In Naperville, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Onsite parking is also a common feature, making it convenient for those travelling by car. Many holiday rentals come equipped with a blender, great for making smoothies or other beverages. Additionally, several properties are pet-friendly, accommodating travellers wishing to bring their furry companions along. Outdoor spaces such as decks or patios are frequently available, providing guests with a pleasant area to relax and enjoy the fresh air.
When is the best time to visit Naperville for a holiday rental?
The best time to visit Naperville for a holiday rental is during the peak season from May to July. This vibrant period attracts visitors eager to experience the lively summer atmosphere, with July being the most popular month. During these months, the weather is typically warm, with temperatures ranging from 20 to 30 degrees Celsius, making it great for outdoor activities such as strolling along the scenic Riverwalk, exploring local parks, or enjoying festivals that often take place in the area.In July, Naperville buzzes with excitement, offering an abundance of events, including outdoor concerts and local farmers' markets. It's a fantastic opportunity for families and friends to gather and enjoy the lively community spirit.For those looking to save a bit on accommodation, November presents a quieter time to visit. Although it's outside the main tourist season, this month allows for a more relaxed exploration of the city, with fewer crowds and the chance to appreciate the beauty of autumn in Naperville.
What are the top attractions in Naperville?
In Naperville, visitors can enjoy a range of attractions that highlight the town's charm and natural beauty. The Riverwalk is a scenic pathway that runs along the DuPage River, featuring beautiful parks, fountains, and bridges, making it superb for leisurely strolls. Along the Riverwalk, you can find the stunning Millennium Carillon, which offers concerts and panoramic views of the area.The historic downtown area is bustling with shops, restaurants, and cafes, providing a vibrant setting for both locals and tourists. The Naperville Area Museum offers insights into the town's history and culture, while the nearby Naper Settlement, an outdoor history museum, showcases historic buildings and exhibits that transport visitors back in time.For families, the DuPage Children's Museum is a fantastic spot filled with interactive exhibits designed to engage young minds. Additionally, the nearby Knoch Knolls Nature Centre offers trails and educational programs about the local ecology, making it an excellent destination for nature enthusiasts.
Are all fees included in the Naperville holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Naperville holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Naperville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Naperville holiday homes?
You can find great discounts on holiday homes in Naperville on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Naperville holiday home booking on Bookabach?
To find Naperville holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Naperville?
A long-stay holiday home in Naperville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Naperville holiday home?
Book your Naperville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Naperville?
Prices for holiday homes in Naperville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Naperville to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.