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Holiday rentals in Naperville

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Top-rated holiday rentals in Naperville

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Guest favourite
A well-lit sleeping area features a cozy bed with soft linens and decorative pillows. Natural light filters through two windows, complemented by light-colored curtains. A wooden bench and a small desk enhance the space, while a stylish area rug adds warmth to the hardwood floor.
Flat in Lockport
4.95 out of 5 average rating, 94 reviews

Sunny Lockport Farmhouse: Studio + Full Kitchen

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Top guest favourite
The living area features a modern couch adorned with yellow and white pillows, accompanied by two accent chairs. A dining table with blue chairs is set on a cozy area rug. Natural light enters through sliding glass doors, leading to a small balcony.
Flat in Warrenville
5 out of 5 average rating, 14 reviews

Naperville Escape 2BR - Pool, Gym & Pickleball!

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

Guest favourite
A modern kitchen features dark cabinetry complemented by granite countertops. Stainless steel appliances, including a refrigerator and stove, are present. Two bar stools with circular bases are positioned near the countertop. Pendant lights hang above the island, adding functional illumination to the space.
Flat in Aurora
4.83 out of 5 average rating, 109 reviews

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.

Top 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, 157 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
4.87 out of 5 average rating, 158 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.
Flat in Aurora
4.98 out of 5 average rating, 215 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.

Top guest favourite
A functional kitchen area features wooden cabinetry and modern appliances. Ample countertop space is complemented by tile flooring. A small dining table with chairs is positioned near a window, allowing natural light to illuminate the space. A doorway leads to a cozy bedroom.
Guest suite in Oswego
4.96 out of 5 average rating, 74 reviews

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Top guest favourite
The exterior of the Coach House features white siding and a covered entry, framed by greenery. Two doors are visible, leading into the house, while a decorative wall piece is positioned above the entrance. A pathway lined with plants guides the way to the front steps.
Guest house in Batavia
4.92 out of 5 average rating, 312 reviews

Quaint Batavia Coach House

The Coach House is located behind our house. It is a private and separate little house. It is located close to the river path and lots of restaurants. The upstairs is one big room that has 1 queen and 2 twin beds. The upstairs also has a full bath. The TV in main living area on first floor is not hooked up to cable, but you can log into all of your apps and have access to news via YouTube TV, Netflix, Prime etc.

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
5 out of 5 average rating, 94 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.

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, 490 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 cozy living area is presented, featuring a comfortable sofa with decorative cushions and a matching ottoman. Two lamps provide soft lighting, and a large mirror reflects the space. A textured area rug defines the seating arrangement, with stair access visible in the background.
Flat in Downtown Naperville
4.88 out of 5 average rating, 185 reviews

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.

Guest favourite
A light-filled living area features a cozy fireplace surrounded by a stylish brick wall. A comfortable seating arrangement includes two neutral-toned armchairs and a wooden coffee table. Large glass doors open to a private balcony, inviting natural light and offering views of exterior greenery.
Flat in Lisle
4.78 out of 5 average rating, 9 reviews

2BR w/Balcony, Fireplace & Wi-Fi

Stylish 2BR in serene Four Lakes community. Fully furnished with all utilities, Wi-Fi, and 2 rare front-row parking spots included. Enjoy a cozy fireplace, private balcony with tree views, and peaceful resort-style amenities. Ideal for traveling pros near top hospitals. Quiet, nature-filled setting perfect for work and relaxation.

Popular amenities for Naperville holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Naperville's top sights

Naper Settlement

21 locals recommend

Studio Movie Grill

16 locals recommend

Riverwalk Park

20 locals recommend

Other great holiday rentals in Naperville

Top guest favourite
A spacious living area features a mix of patterned seating arrangements, including a large couch and various chairs. Natural light streams through large windows, illuminating a decorative indoor plant. Wall art and wooden furnishings add character to the room.
Private room in Batavia
4.93 out of 5 average rating, 166 reviews

Batavia - World Traveler Hideaway (Room 1)

Top guest favourite
Private room in Joliet
5 out of 5 average rating, 13 reviews

The "Hangar" Room Delta

Top guest favourite
A welcoming living area features hardwood floors and neutral-colored walls. A comfortable sofa with decorative cushions is positioned beside a glass coffee table that holds a vase with flowers. Framed photographs are arranged on the wall, adding a personal touch to the space.
Private room in Elgin
5 out of 5 average rating, 46 reviews

Private room in Elgin w/ Amenities & Hot Tub

Guest favourite
A spacious sleeping area features a plush bed adorned with decorative pillows and a light-colored throw blanket. Two bedside tables with lamps flank the bed. Artwork is displayed above the headboard, and a window allows natural light to brighten the room.
Private room in Downtown Naperville
4.93 out of 5 average rating, 14 reviews

Bedroom with attached office

Top guest favourite
A well-appointed bedroom features a spacious bed adorned with a striped blanket and decorative pillows. Two lamps are placed on matching nightstands beside the bed. Natural light filters through a large window with light curtains, offering a view of the surrounding landscape.
Private room in Naperville
5 out of 5 average rating, 92 reviews

Private room in a nice home w/pond view

Guest favourite
Private room in Lisle
5 out of 5 average rating, 5 reviews

Basement w/ Bath+Metra+Parking!

Top guest favourite
The exterior of a two-story brick house is featured, set against a clear blue sky. A well-kept lawn surrounds the home, with bushes and trees providing touches of greenery. A double garage door is visible, complementing the inviting front entrance.
Private room in Downers Grove
5 out of 5 average rating, 25 reviews

Downers Grove Comfy Private Room(3)

Guest favourite
Private room in Westmont
4.96 out of 5 average rating, 24 reviews

Share my condo and be comfy! *dedicated bathroom*

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.

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 £14 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

Destinations to explore

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  3. Illinois
  4. DuPage County
  5. Naperville