Apartment holiday rentals in Naperville

A spacious living area is displayed, featuring a comfortable brown leather sectional sofa and a glass coffee table. A modern electric fireplace is positioned against a stone accent wall, while natural light fills the room through large windows with white blinds.

4.88 out of 5 average rating, 191 reviews

Stunning 2bd 1bath w/free parking, W/D & fireplace

Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will love renting our entire flat. It has all the comforts of home located on a beautiful block in the historic Frank Lloyd Wright District in Oak Park. Here, you will be close to The Frank Lloyd Wright Home/Studio, downtown Oak Park, amazing restaurants and attractions, the Green and Blue line trains that will take you to downtown Chicago, and major highways and shopping centers.

A spacious living area features a gray sectional sofa arranged around a wooden coffee table. Soft lighting is provided by ceiling fixtures and wall-mounted sconces. The room leads to a set of stairs, while a TV is mounted on the wall for entertainment.

4.85 out of 5 average rating, 166 reviews

City-Accessible Basement Retreat

Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

A spacious living area is highlighted by a black sofa facing a light-colored coffee table. A vibrant area rug adds color underfoot. The walls are adorned with colorful vinyl records and framed artwork, while original woodwork details frame the open layout leading to the dining area.

4.87 out of 5 average rating, 715 reviews

Rockin' 2Bed steps to shops/food/train

This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

4.81 out of 5 average rating, 129 reviews

A living area is highlighted by a large mural depicting a misty forest. An earthy-toned armchair sits beside a green sectional sofa, while a wooden coffee table holds decorative plants and water bottles. Natural light filters through sheer curtains, enhancing the serene atmosphere.

Flat in Geneva

Immaculate*1MiTrain*1GWifi*King*ParkFree*FullKitch

Popular, 2BR/1BA Garden unit. Near downtown Geneva. Hotel Baker 3mi, Equestrian Center 9mi, walk to Fox River Bike Trail, cinemas, bars. Metra Train (1 mi), restaurants, golf, shopping. New cookware, Keurig, kitchen appliances, French press, rice cooker, Insta pot, blender. Bike path 3 blocks. External security cameras at door & public coin laundry area. This unit contains a smoke detector, motion sensor and decibel monitoring device. Guests under 25+ yrs require owner approval.

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.

4.83 out of 5 average rating, 106 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.

4.85 out of 5 average rating, 145 reviews

A granite countertop is visible in the foreground, offering a natural focal point. The living area features a large smart TV mounted on the wall, accompanied by a wooden entertainment unit. A modern floor lamp and decorative plants enhance the inviting atmosphere.

Flat in Melrose Park

KNG + QN 2bdrm/1 free parking by O’Hare/Allstate

18 min~O’hare Airport & Allstate Arena/Rosemont/Oakbrook 35 min ~DT Chicago Early checkin/late checkout possible Nothing fancy, but comfy & convenient! Dedicated workspace desk & chair, board games, small library, and convenience items like smoothie blender, tea kettle, crockpot, air fryer & baby gear. Entertainment style living room + fully stocked kitchen & granite bar overlooking large smart TV & fireplace. Shared laundry downstairs 10 min walk~grocer & restaurants 5 min walk~bus

The living area features a comfortable white leather sofa and a reclined chair beside a light wood table. Natural light streams through triple windows adorned with blinds. A decorative fireplace and a wall-mounted TV enhance the space's functionality.

4.88 out of 5 average rating, 432 reviews

Chicago-Style, Vintage, Cable & NFL PASS 42-1

→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking

The exterior of a charming brick apartment building showcases elegant architectural details, including a turret-like corner. Snow lightly covers the front steps and surrounds a mature tree, providing a peaceful winter setting. Large windows allow natural light to fill the interior spaces.

4.92 out of 5 average rating, 153 reviews

Walking Distance to Everything.

The Green Line CTA "L" train is only 3 blocks away and departs every 10 minutes. Metra shares a station and departs once an hour. Freight trains also pass by. You will hear these trains train throughout the night. Most people are not disturbed by this sound. If you are a light sleeper I recommend earplugs for sleeping. Taxi from the Airport, around $80. Neighborhood parking is limited. If you have a vehicle please read parking instructions. Free for the first 3 nights then $7 a night.

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.

4.99 out of 5 average rating, 212 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.

4.96 out of 5 average rating, 126 reviews

A comfortable living area is presented with a light-colored sofa draped with a soft blanket. A wooden coffee table sits center stage on a patterned rug. Two decorative lamps illuminate the space, and a bookshelf with various books and a dartboard is positioned against the wall.

Flat in Melrose Park

Romantic King Bed/1 free parking/O’hare/Allstate

-18 minutes to O’Hare/Allstate Arena -35 minutes to DT Chicago -King & QN 2 bedroom + sleeper sofa/1 bath apartment decorated with a playful & bright nautical theme & vintage accent pieces. -Board games, books, darts, & large screen TV for entertainment. -Tea & Coffee station -Free designated parking space -walk to local restaurants at corner or playground w/outside seating up the street. -Nothing fancy, but convenient! urban/suburbia vibe in quieter corner of busy central area

The living area is furnished with a comfortable gray sofa and a glass coffee table, complemented by decorative pillows. A large wall art piece depicting a city skyline adds a modern touch. Natural light fills the space, enhanced by nearby windows and an indoor plant.

4.87 out of 5 average rating, 226 reviews

2 Bed Apartment | Convenient Access to Downtown

Enjoy your stay in Forest Park in this modern, newly remodeled two-bedroom apartment in first level of the 3 unit building! It is conveniently located close right by highway ,dependent on the traffic, without traffic drive just 20 minutes to Chicago downtown. O’Hare and Midway Airports 30minutes a way. The apartment is comfortable for up 4 people, has a two private bedrooms with queen beds and a pull out sofa in the living room.

4.95 out of 5 average rating, 168 reviews

A light and airy bedroom is seen with a spacious bed adorned with a striped blanket. Soft pillows are arranged at the head of the bed. Large windows allow natural light to illuminate the room, complemented by simple white curtains.

Flat in Geneva

The Tailor's Loft, 1 bdrm apt. in Downtown Geneva

The Tailor's Loft is located right the the heart of historic downtown Geneva and is walkable to dozens of unique restaurants and shops. This apartment has been completely renovated in a fresh modern style. It is a great space for a couples getaway, girls weekend or extended stays. High ceilings and open floorpan with separate king-size bedroom. In unit washer/ dryer. Easy walk to the Geneva train station (0.5 miles).

Popular amenities for Naperville apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A charming two-story house with a white exterior is surrounded by neatly trimmed greenery. Large windows provide ample natural light. The front porch features a staircase leading to the entrance, while tall hedges and a manicured lawn frame the property.

4.88 out of 5 average rating, 307 reviews

Cosmopolitan Nest in Oak Park North Side

5 out of 5 average rating, 3 reviews

A modern living area features a comfortable sectional sofa with decorative cushions, a central coffee table, and an area rug with a striped pattern. A large wall-mounted television and framed artwork adorn a dark accent wall, while the kitchen with stainless steel appliances is visible in the background.

Flat in Warrenville

1BR Naperville Gem | Pickleball, Pool, Gym & More!

5 out of 5 average rating, 4 reviews

Perfect Spot: Shops, Casino & 1 min to highway!

4.96 out of 5 average rating, 92 reviews

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

Sunny Lockport Farmhouse: Studio + Full Kitchen

A spacious living and dining area features a round marble table surrounded by two cozy armchairs. An overhead light fixture illuminates the room, while an archway leads to a dining space with a wooden table and multiple chairs. Warm wooden flooring is present throughout.

4.97 out of 5 average rating, 133 reviews

2-bedroom Apartment in the heart of Oak Park

A modern studio space features a spacious seating area with a gray sofa adorned with striped pillows. A sleek coffee table sits in front, while a wall-mounted television is visible. French doors lead to the outside, and soft lighting illuminates the laminate flooring.

4.92 out of 5 average rating, 13 reviews

Cozy comfortable Studio Condo

A spacious living area features a modern sectional sofa in neutral tones. A sleek television is mounted on the wall opposite a minimalist coffee table. The adjoining dining area, visible through an archway, includes a round table with four chairs.

4.89 out of 5 average rating, 337 reviews

Home in Forest Park Upstairs.

4.98 out of 5 average rating, 154 reviews

A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.

Flat in Edgewater

Newly Renovated, Spacious 2BR in Andersonville

Private apartment rentals

4.81 out of 5 average rating, 187 reviews

The exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.

Flat in Elgin

Sherwood House

A modern living space features a spiral staircase leading to an upper level. Exposed brick and ductwork are complemented by pendant lighting. A comfortable sofa, shelving unit, and television create a functional area for relaxation and entertainment.

4.91 out of 5 average rating, 45 reviews

Loft in Aurora

A bright living room features a cozy seating arrangement with a variety of armchairs and a sofa. Original art pieces adorn the walls, and a coffee table with a decorative table runner sits on a soft area rug. Light streams in through windows creating a lively atmosphere.

4.99 out of 5 average rating, 190 reviews

Sunny 1 bedroom apartment 1 block from restaurants

4.96 out of 5 average rating, 357 reviews

A cozy living area features a gray sofa adorned with patterned cushions, complemented by a light-colored coffee table. Wooden flooring adds warmth, and large windows are draped with sheer curtains, allowing natural light to brighten the space. A small workspace is visible in the corner.

Flat in Cicero

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

4.93 out of 5 average rating, 99 reviews

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

“The remote retreat”

4.84 out of 5 average rating, 107 reviews

A living space features a comfortable gray sofa positioned across from a flat-screen television on a low black table. A ceiling fan enhances airflow, while a large wall art piece depicts a scenic coastal view. A doorway leads to another area of the apartment.

Flat in Berwyn

Private Garden APT/ Cozy/Warm

4.74 out of 5 average rating, 73 reviews

A spacious living area features a comfortable sectional sofa with decorative pillows. A light-colored coffee table is positioned in front, with a lantern centerpiece. Natural light enters through the window, adorned with plaid curtains, while a lamp provides additional illumination in the cozy setting.

Flat in Oswego

No Stairs Rustic Farmhouse APT King Beds/Fast WIFI

4.93 out of 5 average rating, 189 reviews

A living area features a comfortable dark sofa complemented by a light-colored ottoman. A neutral-toned armchair sits beside a stylish table lamp, while a decorative wreath hangs on the wall. A small potted plant adds a touch of greenery to the space.

Flat in Batavia

Private apartment. Fully furnished

Apartment rentals with a hot tub

4.72 out of 5 average rating, 43 reviews

An open living area features large windows showcasing a panoramic city view. A plush teal sofa and a light-colored accent chair are arranged around a wooden coffee table. In the background, a modern kitchen with sleek cabinets and dining seating is visible.

Flat in Fulton Market

Stylish 2BR Retreat in Fulton Market for Getaways

An open-concept living and dining area is showcased with a gray sectional sofa and a wooden coffee table. A modern ceiling fan hangs above, and natural light fills the space. A dining table with six chairs is positioned nearby, adjacent to a sleek kitchen.

Flat in East Rogers Park

4.85 out of 5 average rating, 102 reviews

Spacious Beautiful Condo

4.97 out of 5 average rating, 34 reviews

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

Flat in Fulton Market

Skyline Oasis: City & Lake Views

4.81 out of 5 average rating, 53 reviews

An indoor swimming pool stretches along a glass wall, offering views of the outdoors. The space is highlighted by modern lounge chairs and sleek tile flooring. Natural light floods the area, enhancing the serene ambiance created by the tranquil water features.

Flat in Grant Park

Sentral 2 Bedroom Apt in South Loop Chicago

4.95 out of 5 average rating, 44 reviews

Flat in Wicker Park

Chic 1 BR in Wicker Parl|1 FREE Garage Parking

4.97 out of 5 average rating, 150 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Flat in Dunning

Belmont Pleasures - hot tub / arcade gaming room

4.92 out of 5 average rating, 63 reviews

A private balcony features wooden decking and a wooden railing. Two black wicker chairs with cushions and a matching coffee table create a cozy seating area. Potted plants hang from the railing, and the surrounding neighborhood is visible in the background.

Flat in Albany Park

2Bed 2Bath 15min to Wrigley with Parking& Balcony