House holiday rentals in Naperville

4.92 out of 5 average rating, 119 reviews

A warm living room features a brick fireplace as the focal point, framed by two arched windows allowing natural light. Comfortable seating arrangements include a plush sofa and armchairs, complemented by a wooden coffee table. A children's playhouse adds a touch of whimsy to the space.

Home in Carol Stream

LakeHome Cozy Retreat! HotTub •FirePit•Bar•Fishing

Come enjoy our beautiful home it's the perfect place to relax, unwind & enjoy peaceful lake views. Whether you’re fishing, soaking in the hot tub or sipping coffee on the deck, it’s a quiet home away from home on a serene cul-de-sac. Enjoy stunning views of the lake while grilling or relaxing by the firepit on the beautifully landscaped patio & in the hot tub 🥂 🐶 Up to 2 furry babies are welcome & they’ll love the almost 1-acre fenced yard! 🌅 See weekly & monthly discounts for longer stays

4.9 out of 5 average rating, 182 reviews

A spacious master bedroom features a large bed with a neutral-coloured duvet, accompanied by decorative pillows. A ceiling fan provides ventilation, and natural light filters through sheer curtains. A cozy chair offers additional seating, with framed art adorning the walls.

Home in Aurora

Large Family Home w/Garage-King beds, Fast Wi-Fi

Relax and enjoy this open, well lit piece of suburbia designed and furnished to be the fully outfitted home away from home. Before every reservation this home is throughly cleaned and given ozone and UV treatment to sanitize. This home includes amenities like the fire pit and grill on the back porch, the 2 car garage, and a finished basement with a ping pong table and PlayStation. Particular favorites also include the fully outfitted kitchen, and the large master bedroom with a private bath.

4.92 out of 5 average rating, 196 reviews

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

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!

4.97 out of 5 average rating, 200 reviews

A cozy living room features a gray sofa with decorative pillows, a round dining table with chairs, and a stone fireplace. Natural light enters through windows adorned with decorative molding, while a few bookshelves provide a space for books and decor. A colorful area rug adds warmth to the hardwood floor.

Home in Oak Park

Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4

Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

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.

4.87 out of 5 average rating, 159 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!

4.87 out of 5 average rating, 159 reviews

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

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.

4.94 out of 5 average rating, 138 reviews

A bedroom features hand-painted floral murals on the walls, complemented by light-colored curtains framing a window. A spacious bed with white linens is centered on a patterned floor. A cozy sitting area with a dark wicker chair adds to the comfort of the space.

Home in Geneva

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

4.98 out of 5 average rating, 191 reviews

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

Home in Berwyn

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

4.91 out of 5 average rating, 127 reviews

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

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!

4.91 out of 5 average rating, 147 reviews

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

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 !

4.96 out of 5 average rating, 266 reviews

A cozy living area features a modern gray sofa adorned with yellow pillows, situated on a patterned rug. A low wooden media console holds a flat-screen TV, while large windows allow natural light to brighten the space. Colorful artwork is displayed on the walls.

Home in Bridgeport

Peaceful Modern Full House in Trendy Bridgeport

Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

4.99 out of 5 average rating, 131 reviews

A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.

Home in Lombard

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

Popular amenities for Naperville house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 19 reviews

A spacious living area is presented with a large, U-shaped sectional sofa and a matching armchair. A coffee table sits in the center, complemented by light hardwood floors and a patterned area rug. Natural light filters through a nearby dining space, featuring a table set for meals.

Home in Montgomery

5 bdrm 7 bed 2.5 bth Ranch w Fenced Yard Sleeps 10

4.85 out of 5 average rating, 27 reviews

A spacious living area is characterized by a plush gray sofa and a round coffee table. Decorative wall elements and a vibrant red holiday tree enhance the modern decor. Soft lighting is provided by a statement chandelier hanging from the ceiling.

Home in Glen Ellyn

Pardizes Suites

5 out of 5 average rating, 8 reviews

Home in Bartlett

Elegant Executive Residence, Hot Tub & Pool

5 out of 5 average rating, 19 reviews

A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.

Home in Munster

Munster hide away

4.77 out of 5 average rating, 53 reviews

Home in Plainfield

30 mins to CHI|3 Kings|BBQ Grill|TV * Spacious

4.87 out of 5 average rating, 71 reviews

A modern living area is showcased with a blue sofa adorned with decorative cushions, paired with a light armchair. A striped area rug anchors the space, while a glass coffee table sits centrally. The kitchen features contemporary cabinetry and blue barstools along the counter, illuminated by pendant lights.

Home in The Loop

Spacious 2BR in The Loop Downtown Resort Amenities

4.95 out of 5 average rating, 42 reviews

Home in Schaumburg

Friends-Inspired Vintage Vibes House near Chicago

5 out of 5 average rating, 16 reviews

Home in Munster

King Queen Bunk Bed Cozy Munster MiniGolfHouse

Weekly house rentals

4.92 out of 5 average rating, 13 reviews

A single-story ranch house is presented with a light exterior and dark green shutters. A small staircase leads to the front door, which is set beneath a decorative archway. The front yard features manicured greenery and a paved driveway alongside.

Home in Downers Grove

Ranch Retreat

4.95 out of 5 average rating, 60 reviews

An open living area features a spacious brown sofa paired with two armchairs. A round marble coffee table sits in front, while a dining table for four is positioned nearby. The kitchen is equipped with dark cabinetry and stainless steel appliances, with natural light illuminating the space.

Home in Romeoville

Beautiful Home

The cottage exterior features a welcoming porch with seating and decorative elements. A well-maintained pathway leads to the entrance, bordered by lush green grass and shrubbery. A vibrant American flag stands proudly in the front yard, emphasizing a sense of community.

4.97 out of 5 average rating, 31 reviews

The Crumb Cottage

4.98 out of 5 average rating, 90 reviews

The kitchen features modern white cabinetry and stainless steel appliances, complemented by a spacious island with a decorative tray. Natural light floods the area through the nearby window, and a stylish backsplash adds an elegant touch to the space.

Home in Batavia

Bliss in Batavia near the Fox River

4.86 out of 5 average rating, 65 reviews

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

Captivating Home near Naperville

A serene lake is bordered by colorful trees displaying autumn hues of orange, yellow, and green. Their reflections create a harmonious blend of colors on the calm water surface, enhancing the natural beauty of the outdoor setting.

5 out of 5 average rating, 5 reviews

Modern Studio: Gym, Game Room & Home Theater

5 out of 5 average rating, 16 reviews

Home in Streamwood

Streamwood Comfort House

A spacious living and dining area features a dark leather sofa with decorative pillows, two armchairs, and a patterned area rug. A wooden dining table with chairs occupies one corner. Windows allow natural light, and ceiling fans provide comfort.

5 out of 5 average rating, 89 reviews

Sweet Cottage Retreat Near Downtown Saint Charles

Private house rentals

4.7 out of 5 average rating, 33 reviews

A bright living area features a gray sectional sofa adorned with striped pillows. A white coffee table is positioned in front, with a remote control placed atop. A TV is mounted on an attractive console beside a dining table with four chairs. Light enters through a window with patterned curtains.

Home in Aurora

Aurora Apt | Garage, Fast Wi-Fi & Laundry

4.85 out of 5 average rating, 74 reviews

Home in Aurora

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

A welcoming seating area is presented with two light gray armchairs and a wooden coffee table, positioned on a patterned area rug. A tall floor lamp and a small decorative plant enhance the space. Large windows provide natural light and views of the surrounding greenery.

4.92 out of 5 average rating, 24 reviews

Executive Residence Corporate Corridor & downtown

5 out of 5 average rating, 25 reviews

The cottage exterior is surrounded by lush green grass and mature trees, providing a peaceful setting. A pathway leads to the inviting porch with pleasant lighting. The sunset casts a warm glow, enhancing the tranquil atmosphere of the setting.

Home in Big Rock

Riverside Cottage

5 out of 5 average rating, 47 reviews

The Great room features a modern, spacious layout with a light gray sofa and a black lounge chair on a black and white checkered rug. Large sliding glass doors offer views of the lush green outdoor area, while vintage artwork adorns the wall.

Home in Glen Ellyn

Stylish 1970s Home for Vintage Getaway!

4.81 out of 5 average rating, 52 reviews

Naperville Gem

The image showcases a modern bedroom entrance, featuring a spacious bed adorned with decorative pillows and a soft blanket. A door leads to a bright bathroom equipped with a walk-in shower and elegant lighting. Neutral tones create a calming atmosphere in this inviting space.

4.97 out of 5 average rating, 30 reviews

Modern & Tranquil Stay: Hot Tub & Espresso Machine

A spacious dining area features a wooden table seating eight, surrounded by sleek black chairs. Decorative artwork adorns the walls alongside a large window, offering natural light. A subtle floral centerpiece enhances the inviting atmosphere.