
Holiday rentals in Naperville
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Top-rated holiday rentals in Naperville
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Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Enchanted Garden Treehouse (Amenity*)
Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

AT YOUR SERVICE! Downtown Aurora River Facing Gem
Welcome to your cozy retreat in the heart of Downtown Aurora! This charming 1-bedroom apartment is perfect for up to 2 guests and offers a peaceful river view. The unit is complete with a full kitchen & is pet-friendly. Located steps from Hollywood Casino, Paramount Theatre, RiverEdge Park, and the scenic Riverwalk, you'll have easy access to local attractions. Stroll to restaurants, shops, and entertainment, making this the perfect base for exploring all that Downtown Aurora has to offer.

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Cozy Lakefront! Hot Tub-Fishing-Kayak &Pool Table
Very large guest suite w/3 separate areas. Just like your own apartment. Great for friends traveling together! ENTRANCE IS THRU THE MAIN PART OF THE HOUSE. This is just for the basement but you have complete privacy down there. Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! Check out the pictures to see all our home has to offer! Full kitchen,laundry room & yard are shared space

Games, Grounds, Goodness in DG
Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

“The remote retreat”
We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Cozy Lakeview Studio with Private Access
Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Elegant 4BR Tudor Retreat — Spacious, Peaceful!
Just Renovated! Welcome to your home away from home in beautiful South Naperville. This elegant 4-bedroom, 3-bath English Tudor sits on a peaceful half-acre wooded lot, blending classic charm with modern comfort. Enjoy spacious living areas, a fully equipped kitchen, and cozy corners perfect for relaxation — all just minutes from Downtown Naperville’s shops, restaurants, and scenic Riverwalk.

Comforts of home in downtown Naperville
Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.

Newly Renovated Home Near Naperville Downtown
Newly renovated spacious (1,800 sq. ft.) townhome with an additional (600 sq. ft.) finished full basement. Located near Naperville downtown, approximately 1.0 miles away. Also conveniently located near Jewel groceries, Costco, Peet's Coffee, Starbucks, Walgreen and H-mart (Asian Supermarket). The Metra (BNSF) station is 0.5 miles away.
Popular amenities for Naperville holiday rentals
Stay near Naperville's top sights
Other great holiday rentals in Naperville

Cozy Home 3BD 2 BA: Central; I-88/Outlet Mall/Park

Spacious and stylish 5-bedroom and 2-bath retreat.

Relaxing Suite with Independent Entrance

Home away from home

Albor Homes #1

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Quaint and Quiet - Downtown Naperville!

The SandPiper at Aurora/Naperville
When is the best time to visit Naperville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 SGD | $180 SGD | $213 SGD | $217 SGD | $223 SGD | $228 SGD | $233 SGD | $228 SGD | $209 SGD | $221 SGD | $228 SGD | $222 SGD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Naperville?
Downtown Naperville is frequently suggested for easy access to dining, shopping, and the Riverwalk. Residential areas near parks and schools are also popular for a quieter, family-friendly atmosphere.
What are the best things to do in Naperville with kids?
Families often enjoy the DuPage Children's Museum, splashing at Centennial Beach in warmer months, and exploring local playgrounds or nature centers. Seasonal events and interactive exhibits make downtown especially engaging for children.
What are some of the best things to do in Naperville?
Explore the Riverwalk’s scenic paths, visit Naper Settlement for local history, and enjoy shopping or dining in the downtown area. Many visitors also relax at parks or catch performances at local theaters.
How is the weather in Naperville?
Naperville experiences cold, snowy winters around 19–37°F (-7 to 3°C) and warm summers near 65–85°F (18 to 29°C), with moderate rainfall throughout the year. Spring and fall have milder temperatures and changing foliage.
When is the best time to visit Naperville?
Late spring and early fall are often recommended for mild temperatures, blooming gardens, and outdoor events. Summer brings warm days suited for patio dining and riverfront strolls.
What are the best places to visit in Naperville?
Explore the Riverwalk, visit Naper Settlement for historic exhibits, and enjoy interactive experiences at the DuPage Children's Museum. Centennial Beach is a favorite seasonal spot for relaxing beside the water.
What are some hiking trails in Naperville?
Naperville has paved paths along the Riverwalk and nature trails in Springbrook Prairie and other local forest preserves. These spots are often recommended for scenic walks, birdwatching, or gentle hikes.
What are some family activities we can do in Naperville?
Families often visit the DuPage Children's Museum, swim at Centennial Beach, and enjoy picnics or wildlife spotting in local parks. Seasonal festivals and weekend events add to the city’s welcoming atmosphere.
What are some of the best day trip ideas from Naperville?
Consider exploring nearby forest preserves, touring museums in surrounding communities, or visiting botanical gardens around the region. Urban adventures and nature escapes are popular choices close to Naperville.
Are there any pet friendly accommodations available in Naperville?
Many Naperville vacation rentals welcome pets, especially in residential neighborhoods with nearby parks. Listings may include yards or easy access to walking trails for traveling with your dog or cat.
What are some local tips for visiting Naperville?
Stroll the Riverwalk early for quieter views, check community calendars for outdoor concerts or markets, and try locally owned eateries along downtown streets. Bringing comfortable shoes makes exploring easy.
What is Naperville known for?
Naperville is known for its scenic Riverwalk, vibrant downtown, and commitment to historic preservation at sites like Naper Settlement. The city has a reputation for family-friendly activities and thriving community events.
What are the best hidden gems to explore in Naperville?
Many enjoy quiet corners of Knoch Knolls Nature Center, art-filled garden paths around downtown, and small neighborhood bakeries. Local parks and tucked-away coffee shops add character to everyday strolls.
What are the best foods to try in Naperville?
Many visitors enjoy locally made pizza, craft burgers, and seasonal Midwest comfort foods. Downtown restaurants frequently feature international options such as Thai, Indian, and Mediterranean cuisine.
What should I bring for a trip to Naperville?
Pack layers for changing Midwest temperatures, comfortable shoes for walking, and a reusable water bottle for outdoor activities. In summer, sunscreen and lightweight clothing are helpful.
What is the nightlife in Naperville like?
Downtown Naperville has lively bars, restaurants, and music venues, creating a welcoming scene for gathering with friends. Some spots regularly feature live entertainment and casual late-night dining options.
What are the most popular events or festivals in Naperville?
Naperville has events like the Last Fling, which is often anchored around Labor Day weekend. Art fairs, music performances, and seasonal community celebrations are frequently suggested throughout the year.
Are there family friendly vacation rentals in Naperville?
Naperville has a variety of family-friendly stays, including homes and apartments in residential neighborhoods near parks, downtown attractions, and schools. Features like full kitchens, extra bedrooms, and outdoor spaces are frequently available.
Quick stats about holiday rentals in Naperville

Total holiday rentals
Explore 200 holiday rentals in Naperville

Nightly prices starting at
Naperville holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 4,840 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
190 of Naperville holiday rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Self check-in and Gym across Naperville rentals

4.7 Average rating
Naperville stays receive an average rating of 4.7 out of 5 from guests
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Lincoln Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- University of Chicago
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Loyola University Chicago




