Apartment vacation rentals in Berwyn

The exterior of a charming brick apartment building is showcased, framed by vibrant greenery. The structure features large windows and a welcoming entryway, with a well-kept lawn and flower beds enhancing its curb appeal. The clear sky provides ample natural light.

4.98 out of 5 average rating, 165 reviews

1 bedroom garden apartment in Forest Park

Unique private garden apartment in our single family residence. Great location approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 ($50 fee) for short stays. It's important to note that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people. Free parking in front of the house.

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!

4.96 out of 5 average rating, 356 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.

Apartment in Cicero

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

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Apartment in Little Village

A modern kitchen area with an island and bar stools is shown, adjacent to a dining space with chic seating. A bright living area features a PAC-MAN arcade machine. The bathroom is visible, showcasing contemporary fixtures and a clean design. All spaces exude a cozy ambiance.

4.86 out of 5 average rating, 186 reviews

Cozy Beauty Sleeps 5 - 10 Min to Downtown PacMan

Luxurious 550 sqft 1BR 1BA located 10 min from Downtown! Stand up shower, games for adults & kids, cozy bedroom 2 Smart TVs, free wifi (600 mpbs speed) Grill + Patio Chairs Sleeps 4 comfortably, 1 full bed, 1 queen sleeper sofa, 1 air mattress Street parking can be very difficult!!! - permits provided Walking distance from famous 26th street, plenty of restaurants 3 miles from Little Italy and Chinatown 15 min drive from Millenium Park and Soldier Field Great for professionals and travelers.

A cozy seating area is present, featuring a leather sofa and an armchair with decorative cushions. A round glass table sits atop a woven rug, while a wicker storage box adds functionality. Natural light filters through the three large windows with blinds.

4.88 out of 5 average rating, 379 reviews

Vintage Chicago-Style 1 bed, Cable & NFL PASS 40-1

→ 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

A cozy sitting area features a blue armchair and a light gray sofa adorned with yellow accent pillows. A wooden coffee table sits in front, placed on a patterned rug. A wall art piece of a toucan against floral imagery adds a touch of color.

4.85 out of 5 average rating, 176 reviews

Circle Back Modern Apartment

Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.

4.9 out of 5 average rating, 370 reviews

The Green Bungalow: Charming 1-BR apt. with patio

Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

A bright kitchen area features a round table with a red and white checkered tablecloth and four white chairs. A small sink and a gas stove are present, along with a refrigerator. Natural light filters through a window adorned with a red gingham curtain.

4.91 out of 5 average rating, 456 reviews

Private apartment with retro vibe

December discount dates! Cozy 1 BR apartment with retro touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus brand new twin sofa bed, + 1 more twin available. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left

4.94 out of 5 average rating, 171 reviews

A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.

Apartment in Maywood

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

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, 334 reviews

Home in Forest Park Upstairs.

In this cozy apartment you will have a functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. The property is located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit.

A modern living area features a sleek black sofa paired with two cozy white armchairs. Natural light pours in through large windows adorned with light grey curtains. Minimalist decor includes two framed artworks and a small wooden side table that complements the space.

4.83 out of 5 average rating, 115 reviews

2 bedroom• 3 beds • 1 bath Apartment in Berwyn

Enjoy a stylish and elegant experience at this centrally-located private apartment On famous Route 66. Sunny, clutter free space. 2nd Floor Apt. can sleep upto 6 people. Inflatable bed added as an extra sleep option. Prepped for photo sessions of your own. •Restaurants, Auto repair shops and Walgreens are walking distance and much more. •Metra is a 10-15 minute walk. •DT Chicago is approximately 18 min from your stay. •Brookfield Zoo 15 min Away

A light-filled living area seamlessly combines dining and relaxation spaces. Soft green walls frame the dining table surrounded by wooden chairs, while a comfortable seating area features a cozy sofa. Large windows allow ample natural light, accentuated by decorative stained glass and a ceiling fan.

4.98 out of 5 average rating, 222 reviews

Modern+Spacious W/King Bed, Walk to Town-Park Free

This historic Queen Anne home built in 1889 is in the heart of Oak Park. Centrally located and within walking distance to all tourist attractions, public transportation, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago We kindly ask that you read our full listing description and our house rules prior to booking. 4 guests maximum-no visitors allowed

Popular amenities for Berwyn apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A relaxing living area features two navy blue sofas and a pair of accent chairs. A wooden coffee table sits in the center, while large windows provide ample natural light. Decorative plants and a piece of modern wall art enhance the welcoming ambiance.

4.93 out of 5 average rating, 56 reviews

Home Away from Home!

A bright living area features large windows allowing ample natural light. A light-colored sofa and two accent chairs provide comfortable seating. Decorative pillows in yellow complement the neutral tones. A circular area rug adds texture to the hardwood floor, while framed artwork adorns the walls.

4.87 out of 5 average rating, 30 reviews

Artful Abode: Cozy & Stylish Stay

A modern living area features a light gray sectional sofa paired with a round coffee table at the center. Natural light enters through large windows dressed in sheer curtains. A tall indoor plant is placed in the corner, adding a touch of greenery to the space.

4.88 out of 5 average rating, 49 reviews

Luxurious Lifestyle

A serene bedroom displays a comfortable bed adorned with soft, neutral linens and plush throw pillows in warm tones. Two bedside tables hold lamps, providing gentle light. A textured wall art piece hangs above the bed, contributing to the calming ambiance of the space.

4.95 out of 5 average rating, 38 reviews

A Luxury Stay While You're Away

Apartment in Hickory Hills

A modern living space is shown with a relaxation area featuring dark leather seating arranged around a media console. A workspace with a desk and chair is positioned nearby. Soft lighting highlights the dark walls, and art adds a pop of color.

4.97 out of 5 average rating, 77 reviews

Cozy Guest Suite. Private Entry+ Turo Rental

A living room is presented with light-colored walls and hardwood flooring. Comfortable seating arrangements include two light armchairs and a grey sofa with decorative pillows. A round coffee table sits in the center, complemented by a chic area rug. Natural light enters through two windows, enhancing the bright atmosphere.

4.85 out of 5 average rating, 81 reviews

House to Relax

A dining area features a textured black table with a decorative plant at the center. In the background, an open living space is visible with natural light streaming through large windows, a spacious couch, and modern decor elements, creating a welcoming atmosphere.

4.98 out of 5 average rating, 45 reviews

Treetop Vista • Spacious Luxe Near DT Chi+Parking

5 out of 5 average rating, 39 reviews

The bedroom features a spacious bed with neatly arranged bedding and decorative pillows. Two bedside lamps illuminate the room, while a textured area rug adds warmth. A large window is covered by dark curtains, and a two-tone flag is displayed on the wall above the bed.

Apartment in Lake View

Feelin’ Nauti • 1BR + Parking Near Wrigley

Private apartment rentals

5 out of 5 average rating, 76 reviews

A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.

Apartment in Chicago

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

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, 6 reviews

Apartment in Chicago

Springfield Serenity

A spacious game room is illuminated by natural light through skylights. A red pool table is centered beneath bold black pendant lights. A cozy seating area with a red sofa is visible alongside a bar counter with seating. Wood accents add warmth to the modern design.

4.98 out of 5 average rating, 134 reviews

The Chicago Game Room (Oak Park, IL)

A spacious living room is featured, with a sectional sofa positioned comfortably on a patterned area rug. Natural light enters through the windows, illuminating a dining area with a round table in the background. Framed artwork adorns the walls, creating an inviting atmosphere.

4.79 out of 5 average rating, 33 reviews

Moonbeam Abode

A living area features a cozy orange sofa and two gray armchairs set around a round coffee table. Natural light enters through large windows dressed in floral curtains, while a colorful area rug adds warmth to the space.

4.92 out of 5 average rating, 193 reviews

Large sunny 3BR apt. in downtown Oak Park

A cozy bedroom is visible through an open doorway, featuring a king size bed with decorative pillows and a soft blanket. Three framed wall decorations are arranged above the headboard, while bedside lamps provide soft illumination, creating a restful and inviting atmosphere.

4.98 out of 5 average rating, 124 reviews

Cheerful Oak Park Apartment

4.91 out of 5 average rating, 209 reviews

An open studio layout features a spacious sleeping area with a bed dressed in soft linens. A plush couch and a rocking chair provide seating options. The concrete floor adds a modern touch, complemented by a decorative area rug. A kitchenette and dining area are visible in the background.

Apartment in Chicago

Private, spacious studio close to Medical District

Apartment rentals with a hot tub

4.84 out of 5 average rating, 108 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

Apartment in West Loop

Top Floor Views + Central Comfort

Apartment in East Rogers Park

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.

4.85 out of 5 average rating, 101 reviews

Spacious Beautiful Condo

Apartment in Fulton Market

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.

4.97 out of 5 average rating, 34 reviews

Skyline Oasis: City & Lake Views

Apartment in Fulton Market

A spacious bedroom with large windows provides an expansive view of the city skyline. The comfortable bed is flanked by bedside tables with lamps, and art pieces are displayed on the wall. Natural light brightens the room, enhancing its modern aesthetic.

4.58 out of 5 average rating, 24 reviews

Level One Bedroom Suite | Fulton Market

4.63 out of 5 average rating, 52 reviews

An indoor pool area is framed by tall windows, allowing natural light to fill the space. Elegant seating arrangements are situated around the pool, complemented by lush vertical greenery hanging from above. Soft lighting creates a serene environment for relaxation.

Apartment in Grant Park

Sentral 1 Bedroom Apt in South Loop Chicago

4.95 out of 5 average rating, 42 reviews

Apartment in Wicker Park

Winter Escape 1 BR in Wicker Parl|1 FREE G Parking

4.97 out of 5 average rating, 149 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.

Apartment in Dunning

Belmont Pleasures - hot tub / arcade gaming room