Holiday houses in Naperville

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Top-rated holiday rentals in Naperville

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Guest favourite
The exterior of a two-story house is presented, featuring a light grey siding and blue shutters. A spacious driveway leads to a two-car garage. Lush greenery surrounds the entrance, with a large tree offering shade and a well-maintained lawn completing the inviting front yard.
Home in Plainfield
4.79 out of 5 average rating, 107 reviews

Tranquil 4BR in Naper/Plainfld

Discover our spacious four-bedroom retreat, featuring a master suite with a luxurious bathroom, two queen bedrooms upstairs, downstairs bedroom with two beds, workspace, and a large TV. The living room offers a smart TV and comfy couch, while the kitchen is fully renovated and equipped. Enjoy outdoor amenities like a fire pit, playground, patio set, and grill. Additionally, an easy access to Route 59, I-55, I-88, dining, shopping, and services. Experience comfort and convenience in this charming

Top Guest favourite
A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.
Home in Glen Ellyn
4.92 out of 5 average rating, 197 reviews

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

Guest favourite
The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.
Home in Naperville
4.87 out of 5 average rating, 162 reviews

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!

Top Guest favourite
A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.
Home in Montgomery
4.88 out of 5 average rating, 160 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 226 reviews

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.

Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 853 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the treehouse is 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!

Guest favourite
The living area features a large sectional sofa with decorative pillows, positioned opposite a television mounted on a dark wood unit. Artwork depicting colorful pixel characters adorns the wall. An archway leads to a game room with a pool table and ambient lighting.
Home in Downers Grove
4.91 out of 5 average rating, 128 reviews

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!

Superhost
A modern two-story house features a light, neutral exterior with decorative shutters. The inviting front yard is well-maintained, including colorful shrubs and a manicured lawn. A garage door is visible on the right side, and tall trees frame the property against a clear blue sky.
Home in Naperville
4.86 out of 5 average rating, 160 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs, an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

Guest favourite
A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.
Home in Bolingbrook
4.91 out of 5 average rating, 149 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Apartment in Warrenville
4.93 out of 5 average rating, 100 reviews

“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!

Top Guest favourite
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 500 reviews

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.

Guest favourite
A spacious living area features a large, comfortable sectional couch accompanied by a round coffee table. Natural light enters through tall windows, highlighting the neutral walls and soft area rug. A modern television is positioned on a wooden media console, creating a cozy entertainment space.
Home in Naperville
4.91 out of 5 average rating, 116 reviews

4 Bedroom House - Close to Everything - Naperville

Enjoy all Naperville has to offer with this spacious 4 bedroom 2.5 bathroom home. Minutes from shopping, dining, and entertainment, this home is situated in a quiet and cozy neighborhood just a 10 minute drive to Downtown Naperville. Fully stocked kitchen and bathrooms, comfortable beds, fast wifi, Smart TVs, 2 car garage, spacious fenced back yard - everything you need to feel right at home!

Popular amenities for Naperville holiday rentals

When is the best time to visit Naperville?

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Avg. price$208 AUD$200 AUD$237 AUD$242 AUD$249 AUD$255 AUD$260 AUD$255 AUD$233 AUD$246 AUD$255 AUD$247 AUD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°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 $28 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    190 of Naperville holiday rentals include Wi-Fi 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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