Holiday rentals in Naperville

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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 €18 per night before taxes and fees

  • Verified guest reviews

    Over 5,370 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 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

    200 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

Top-rated holiday rentals in Naperville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A stylish living area features a beige sofa adorned with yellow and blue cushions. A small table with four chairs is positioned near a large window that opens to a balcony. Artwork with abstract designs is displayed on the blue accent wall.
Flat in Warrenville
5 out of 5 average rating, 27 reviews

Naperville Family Fun! Pool, Pickleball, Kids Room

A premium, resort-like experience in a professionally managed 2-bedroom / 2-bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, kids' play room, courtyard with firepits, fitness center, pool table, and sauna - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum, and downtown Chicago, a short drive or train ride away!

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
4.86 out of 5 average rating, 175 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!

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, 874 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

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, 170 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
Home in Naperville
4.91 out of 5 average rating, 22 reviews

True: *NEW* Spacious 5BR-2BT! Fully Fenced Yard!

Welcome to your home away from home! This beautiful 5BR/2BT home offers plenty of room for families or groups to relax and unwind. Enjoy the open layout, comfortable furnishings, and a fully equipped kitchen perfect for home-cooked meals. Step outside to a beautifully landscaped backyard featuring a playset and plenty of space to enjoy the outdoors. Nestled in a peaceful Naperville neighborhood, you’ll be just a short drive from downtown shopping, dining, and family-friendly attractions.

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.
Flat in Aurora
4.98 out of 5 average rating, 265 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.

Superhost
A modern dining area features a round wooden table surrounded by four woven chairs. Bright overhead lighting illuminates the space, which connects to a sleek kitchen with stainless steel appliances. Open layout enhances the airy feel, with a cozy seating area visible in the background.
Home in Lisle
4.85 out of 5 average rating, 74 reviews

Captivating Home near Naperville

A captivating, newly renovated 3 bedroom / 2 bathroom with fully furnished basement. Clean finishes and modern amenities create the perfect, relaxed space for you and your group. Minutes from downtown Naperville! Walk to downtown Lisle for restaurants, shopping, outdoor events, walk to Lisle train station, Lisle Community Park with walking paths, outdoor summer concerts, playing fields, walk to Prairie Walk Pond with weekly French Market May thru Oct, walk to Sea Lion Aquatic Park.

Top guest favourite
A spacious living area features hardwood floors and high ceilings, providing a welcoming ambiance. Modern furniture includes a light-colored sofa and a round coffee table. An entertainment system is positioned near a large window, while a dining table is visible in the adjacent space.
Home in Aurora
5 out of 5 average rating, 47 reviews

Spacious 4 Beds w/ Yard – Near Naperville, Chicago

Enjoy comfort and convenience at this stylish 3-bedroom home with plenty of space to relax both inside and out! 🛋️ 2 Cozy Living Rooms 🌳 Beautifully landscaped and fenced backyard – Great for Kids! 🛏 3 Bedrooms All on the 2nd Floor ✔️ 2.5 Bathrooms ✔️ Less than 5 Mins to Fox Valley, shopping, and entertainment ✔️ 8 Mins to Phillips Park Zoo & Aquatic Center ✔️ 18 Mins to Downtown Naperville, ✔️ 50 Mins to Downtown Chicago ✔️ Free Driveway and Street Parking Available

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, 168 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.)!

Superhost
Home in Warrenville
4.92 out of 5 average rating, 13 reviews

“The Warrenville Grove”

This bright 2-bedroom home is designed for comfort, with a modern living space, fully equipped kitchen, washer & dryer and a cozy yard to unwind in. Perfect for small groups or families, you’ll be close to local dining, parks, and just a short drive from Naperville and downtown Chicago. We are less than a mile away from the expressway I-88. Whether you’re here for work or leisure, this spot makes it easy to relax, recharge, and explore.

Top 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.
Flat in Warrenville
4.93 out of 5 average rating, 121 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 spacious living area features comfortable seating options, including a recliner and an upholstered chair. Natural light filters through large windows, highlighting the wood cabinetry and kitchen area. A small dining table is positioned near the window, enhancing the inviting atmosphere.
Flat in Naperville
4.99 out of 5 average rating, 103 reviews

Beautiful, quiet, private, spacious, guest suite.

We offer a private entrance with ramp, private deck, shared screened-in porch, gas fireplace, cable with two T.V.’s, kitchenette, washer/dryer, and beautiful views. Our suite is also a wonderful work from home location. We offer fast reliable WiFi, with office supply and copy centers within five minutes of our suite. The suite is on a single level, with all doors being 36 inches wide for accessibility.

Popular amenities for Naperville holiday rentals

When is the best time to visit Naperville?

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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.

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