Condo vacation rentals in East Rogers Park

A cozy living space features a vibrant orange sofa complemented by decorative throw pillows. A dining area with a small table stands beside a fully equipped kitchen. Artwork adorns the walls, while natural light streams through windows, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 109 reviews

Chic & Comfy • Close to Wrigley

Welcome to your comfy, cozy, cheerful hideaway in the beautiful Buena Park!☀️ Buena Park is a little-known gem. Our home is just blocks from the lakefront (4 blocks), Wrigley (6 blocks), and the major L-line in Chicago (1 block)...yet, you'd never know it given how peaceful and serene it is! We live here part-time, so rest assured you'll have everything you need for a comfortable and enjoyable stay. We ask you please respect our place, and that you enjoy the trinkets + personal items we have!

4.92 out of 5 average rating, 178 reviews

The living room features a bright layout with large windows allowing natural light to flood the space. A red sectional sofa invites relaxation, complemented by a round coffee table. A decorative fireplace is positioned beneath a wall art piece, enhancing the room's charm.

Condo in Uptown

Vibrant, Sunny & Spacious 2 bd 1 ba Uptown Condo

Welcome to your home away from home in Uptown! My bright and inviting condo offers a perfect blend of comfort and convenience, with your own sunny living room to relax, fully-equipped kitchen and formal dining room, spacious private bedroom, serene sunroom with full bed for extra guests, and a workspace for business travelers. Short walk from the lakefront and Montrose Beach, and a 6-minute walk to the 24/7 Wilson Red Line, this location is excellent for exploring all that Chicago has to offer.

A spacious living area features an exposed brick wall complemented by large windows allowing natural light in. A sectional sofa is arranged around a round coffee table atop a patterned rug, and a modern light fixture hangs from the ceiling. A television is positioned on a clean-lined media console.

4.89 out of 5 average rating, 118 reviews

Wrigleyville Condo 2 Blks from Lake & Train

I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

A bright living room is furnished with a blue sofa, an ottoman, and a wooden coffee table. Large windows provide natural light and offer views of greenery outside. A white brick fireplace adds a cozy touch, while a small dining table is positioned near the windows.

4.98 out of 5 average rating, 110 reviews

1910 Beautiful Restoration! Walk to Beach!

Welcome to this thoughtfully preserved 110 year old, original Chicago brick home, just 3 blocks from the Lake Michigan shoreline. Lots of charm and character in this storied home with a serene backyard oasis in the heart of the city! While this historical gem is the perfect private getaway for you & family, its location makes it easy to get around. You are: 1 Block to L train, Sushi, Thai, Coffee, Loyola 15 min: Wrigley 18 min: Downtown *We also have a 2nd unit to house a total of 16.

4.94 out of 5 average rating, 171 reviews

A spacious rooftop deck features comfortable wooden seating arranged around a circular table. The area is adorned with vibrant flowers and a decorative rug, all set against a sweeping view of the Chicago skyline under a soft blue sky.

Condo in Wicker Park

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Escape into this spacious, Chicago Penthouse! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

4.87 out of 5 average rating, 141 reviews

A modern living area features a blue sectional sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front of the sofa. A desk and chair are situated near a large window, allowing natural light to brighten the room.

Condo in Mayfair

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

The kitchen features dark cabinetry with open shelving, showcasing an array of glassware and decorative items. A stainless steel stove and range hood are included, along with a wooden countertop. Natural light floods the space through large windows, creating a bright atmosphere.

4.94 out of 5 average rating, 101 reviews

Soft Leather & Warm Bricks in Stylish New Home

Experience a luxurious, sparkling clean and intimate boutique. GEAGEA is where zen and comfort are at the heart of everything. Stay a couple days or a month. Feeling of home is real. Cleaning fee: $355 for 30 days or less. Extended Stays: $150 for 30 days or longer. Also, look at other beautiful units in the building. Soft Suede - Warm Bricks at a Rogers Park Home: airbnb.com/h/softsuede-warmbricks Soft Palate & Warm Bricks at a Rogers Park Home: https://h/softpalate-warmbricks

A light-filled living room showcases soft gray walls and hardwood flooring. A comfortable sofa and armchair are positioned around a decorative area rug. A television is mounted on a console, while a lamp beside a side table adds warmth to the space.

4.99 out of 5 average rating, 294 reviews

Cozy 3BR on Chicago's North Side & Free Parking

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

Condo in East Rogers Park

A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.

4.93 out of 5 average rating, 266 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed, TV, dining table, & partial kitchenette. NOTE: No full kitchen.

A spacious living area showcases a light-colored sectional sofa paired with two vibrant blue accent chairs. A round glass coffee table sits at the center, complemented by a light rug. The open kitchen features dark cabinetry and modern appliances, enhancing the contemporary design.

4.83 out of 5 average rating, 166 reviews

Alluring Condo w/ Pri. Prkng Cls to Transit &Beach

Our 3 bedroom and 2 bathroom condo has a perfect open layout for any size group that is traveling together. You'll have a ton of open space to share and feel at home, while also choosing from 3 bedrooms to get some privacy as well. Each bedroom has a queen size bed, while the master bedroom also has its own full size private bathroom. Feel free to stay in and cook with our fully equipped kitchen, enjoy the 65 inch Roku TV, and gather around the very large island.

4.96 out of 5 average rating, 137 reviews

A charming front porch features a small round table surrounded by two wrought iron chairs. A cozy seating area is adorned with a vibrant red blanket. Flower planters filled with lush greenery and colorful blooms enhance the inviting ambiance, with sunlight filtering through the trees.

Condo in Lincoln Square

Best Lincoln Square location. Spacious 2 bedroom

Charming home in an updated 1800's beautiful brick building. High ceilings, spacious, loads of windows and antique furnishings. Located in the heart of Chicago's Lincoln Square. 2 blocks to the El train. Walk to movies, restaurants, bars, parks. Lovely quiet & upscale neighborhood. Bike to the beach & downtown. 2 blocks from Old Town School of Folk Music. Inquire about our Cubs Season Tickets! Space is ideal for adults and families with children over 10 yrs.

A bright living area features large windows that offer city views. Comfortable seating arrangements include a pair of teal sofas and a wooden armchair. A coffee table sits at the center on a soft area rug, accompanied by a flat-screen TV mounted on a nearby wall.

4.95 out of 5 average rating, 119 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 2 roll-out beds welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.

Popular amenities for East Rogers Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 33 reviews

A stylish living area features a rich wooden accent wall with intricate patterns. A plush red sofa and two white armchairs are positioned on a light-colored carpet, complemented by a decorative table at the center. Natural light filters in through nearby windows.

Condo in Andersonville

Entire condo steps from lake, dining + shopping

5 out of 5 average rating, 28 reviews

The living room features a comfortable leather sofa positioned in front of a wooden coffee table. Two blue chairs are situated by large windows with sheer curtains, allowing natural light to fill the space. A TV mounted on the wall offers access to streaming services.

Condo in Andersonville

Fall Day Deals: Live Like an Andersonville Local!

A dining area showcases a long wooden table surrounded by six metal wire chairs. Natural light enters through two large windows, highlighting the warm wood finishes of the space. A sideboard with glass cabinets is visible against the wall, complemented by decorative art pieces.

4.99 out of 5 average rating, 401 reviews

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

4.99 out of 5 average rating, 178 reviews

Christmas in the City- Holiday Duplex in Lakeview

Superhost

A living area features a leather sofa and two upholstered chairs, arranged around a glass coffee table. A brick accent wall provides character, while a large television sits atop a wooden console. Artworks adorn the walls, accompanied by natural light from the windows.

Condo in Logan Square

4.78 out of 5 average rating, 278 reviews

Logan Square Beauty with 2 Bedrooms W/parking

Condo in East Rogers Park

A lush garden area showcases a variety of blooming flowers surrounded by greenery. The path is lined with vibrant floral colors leading up to the brick building, which features large windows allowing natural light to fill the space.

4.97 out of 5 average rating, 74 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

4.92 out of 5 average rating, 370 reviews

A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.

Condo in North Side

Susie's Space. 2BR easy parking & pet friendly

Superhost

A modern living area showcases a light-colored sofa and a plush armchair, complemented by a circular coffee table. Two windows with horizontal blinds allow natural light to fill the space, while a potted plant adds a touch of greenery. The adjacent kitchen features wooden cabinetry and stainless steel appliances.

Condo in Lincoln Square

4.76 out of 5 average rating, 62 reviews

Modern Design 2 Bd Condo In Iconic Lincoln Square

Pet-friendly condo rentals

4.84 out of 5 average rating, 382 reviews

A living area features two tufted gray sofas and a glass coffee table atop a patterned rug. The space is illuminated by natural light from large windows, with decorative accents including throw pillows and a cozy ottoman.

Condo in North Side

Chic and Charming Vintage Condominium in Lincoln Park

4.99 out of 5 average rating, 304 reviews

The living area features exposed brick walls and hardwood floors, with an arrangement of seating including a red armchair and a cozy sofa. A glass coffee table sits on a plush area rug. A wall-mounted flat-screen TV is present, alongside indoor plants and decorative elements.

Condo in Lincoln Park

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

4.95 out of 5 average rating, 107 reviews

A comfortable living area features an orange sofa and a variety of artwork on the walls. A round coffee table sits in the center of a patterned area rug. Natural light filters through the window shades, enhancing the welcoming vibe of the space.

Condo in Logan Square

Spacious 3BR • Great for Groups • Fast WiFi • Pets

4.93 out of 5 average rating, 141 reviews

A bright living area is illustrated with large windows allowing natural light to fill the space. A comfortable beige sectional sofa provides seating, while a wooden coffee table sits on an area rug. A desk with modern design and a chair are present, enhancing the workspace.

Condo in Humboldt Park

Luxuriously bright 3-bedroom condo: The Treehouse

4.93 out of 5 average rating, 281 reviews

A bedroom features a spacious bed dressed in deep blue linens, complemented by decorative pillows. The walls are painted in a rich blue, accented by round mirrors. Two bedside lamps illuminate the space, while a patterned area rug lies on the hardwood floor.

Condo in Oak Park

Picture Perfect 3Bed Steps from Train and FLW

4.94 out of 5 average rating, 142 reviews

A spacious bedroom is equipped with a large bed featuring decorative pillows. On either side of the bed, warm lamps provide soft lighting. Above the bed, two framed art pieces display botanical themes, adding a touch of nature to the decor. A neutral-colored bench is placed at the foot of the bed.

Condo in East Pilsen

The Urban Oasis | Outdoor Lounge • Sleeps 10+

4.77 out of 5 average rating, 247 reviews

An open-concept living area features a spacious dining table surrounded by black chairs. A modern kitchen showcases stainless steel appliances and upper cabinets. Natural light fills the room through multiple windows, while a comfortable sofa is positioned nearby, welcoming relaxation in the thoughtfully designed space.

Condo in Lincoln Park

Modern Luxury In Old Town - Sleeps 4

Condo in Old Town Triangle

A cozy living area is presented with a daybed adorned with blue linens and colorful throw pillows. Light filters through two windows covered with sheer curtains. A wooden coffee table is positioned in front of a neutral-toned sofa, complemented by a bookshelf displaying various decorative items.

4.87 out of 5 average rating, 174 reviews

Lincoln Park Hideaway - 5 Min Walk to the Park!

Condo rentals with a pool

Superhost

A comfortable living area features a dark sofa, coffee table, and a modern TV stand with a large television. A dedicated dining space with a round table for two is visible. Sliding glass doors lead to a private balcony, providing natural light and outdoor views.

Condo in Lombard

4.92 out of 5 average rating, 51 reviews

Pond View, Washer Dryer, Non Smoking, Pet Free

The living area features a comfortable sofa adorned with patterned cushions, accompanied by a stylish coffee table. A modern dining setup is visible in the background, along with sleek kitchen cabinetry. Light from overhead fixtures illuminates the open layout with dark hardwood flooring.

4.96 out of 5 average rating, 105 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

The living area features a sectional sofa adorned with vibrant cushions beside a coffee table. Natural light filters through large windows dressed with horizontal blinds, illuminating a console with a flat-screen TV and decorative accents.

4.96 out of 5 average rating, 127 reviews

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

A clear swimming pool is surrounded by a spacious deck featuring white lounge chairs. A fence provides privacy, and lush greenery is visible in the background, complementing the bright blue sky above.

Private room in Hillside

Lovely Guest Room W private bath rm.

The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.

Condo in Elk Grove Village

4.92 out of 5 average rating, 98 reviews

Just remodeled apartment close to airport and mall

A dining area is presented with a sleek table surrounded by four black chairs. A grey sectional sofa is positioned nearby, complemented by a modern floor lamp. Large windows provide natural light, and a vibrant cityscape photo adorns the wall.

4.92 out of 5 average rating, 134 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

An open-concept living space is showcased, featuring modern kitchen appliances, a dining table with seating for six, and a comfortable sofa. Large windows allow natural light to fill the area, providing views of the outdoor landscape.