Condo holiday rentals in East Rogers Park

4.92 out of 5 average rating, 193 reviews

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 cozy living area features a mix of modern and vintage elements. A wall-mounted television is mounted above a decorative fireplace, surrounded by built-in shelving. Natural light floods through the bay windows, complementing the warm wood tones and neutral furnishings.

4.87 out of 5 average rating, 167 reviews

Walk to Foster Beach! 3 Bed Andersonville Duplex

Our charming three-bedroom duplex in trendy Andersonville is steps to Foster beach, antique shopping and so many food options. With a billiards table and wet bar in the lower level and two outdoor spaces, you may not want to leave! There are two bedrooms upstairs, one downstairs and two full bathrooms making it an ideal space for those traveling as a group or families. We're about a half-hour from the Loop on public transit and it's just a couple stops south to get to Wrigley Field-book today!

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, 124 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.

4.98 out of 5 average rating, 236 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

Condo in Lake View

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

4.88 out of 5 average rating, 151 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.

4.9 out of 5 average rating, 154 reviews

A modern dining area features a wooden table surrounded by six chairs. Natural light enters through large windows, highlighting the grey walls and stylish cabinetry. A chandelier hangs above the table, while a wall-mounted art piece adds a decorative touch to the space.

Condo in Wrigleyville

Foosball, Steps from Wrigley, Private Parking

Our apartment is ideally located near Wrigley Field and just steps from the Red Line, making it extremely convenient for exploring Chicago. Because of this prime location, occasional train and street noise can be heard. To help you sleep comfortably, we provide ear plugs. Many of our guests still enjoy the vibrant city atmosphere while finding the apartment cozy and restful. Perfect For: Guests who love being in the heart of Chicago and don’t mind a bit of city life sounds.

4.96 out of 5 average rating, 148 reviews

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

Condo in Avondale

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Condo in East Rogers Park

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, 297 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!

4.96 out of 5 average rating, 140 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 Ravenswood

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.

Condo in East Rogers Park

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, 103 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. Early check in fee: $45 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 spacious living area is highlighted by a large sectional sofa positioned around a light area rug. Natural light filters through the floor-to-ceiling windows, while a sleek TV is mounted on the wall. Decorative plants and modern furnishings add to the inviting atmosphere.

4.84 out of 5 average rating, 188 reviews

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach

Enjoy this light-filled, roomy 3BR/2BA condo featuring an open, airy layout ideal for families, friends, or groups. Each bedroom includes a comfortable queen bed, and the master boasts a private full bathroom. Cook meals in the fully stocked kitchen, gather around the spacious island, or unwind in the living area with a 55" Sony TV. With generous space to relax and connect, this condo offers a true home-away-from-home experience in Chicago.

4.98 out of 5 average rating, 335 reviews

A spacious living area is presented, featuring a large gray sectional sofa. Natural light enters through expansive windows, illuminating the room. A fireplace and a mounted television are visible on the wall, with plants enhancing the decor around the space.

Condo in Uptown

Near Lake Michigan & Wrigley Field

Available 2B/2B condo with 2 King Size Beds. One block from the Aragon Ballroom and Riviera with great views of Uptown and two blocks from Lake Michigan. It’s also a perfect place to stay if your in town for a Cubs game. You can see the stadium from the rooftop deck. Walking distance to everything you need, 2 train stations, groceries, gym, restaurants/ bars. The perfect place to come and go as you please with easy key code entry.

Popular amenities for East Rogers Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

5 out of 5 average rating, 44 reviews

Entire condo steps from lake, dining + shopping

4.87 out of 5 average rating, 109 reviews

The living area features a comfortable sectional sofa with decorative cushions and a cozy throw. A stone fireplace adds character, while a flat-screen TV is mounted on the wall. A dining table with chairs is visible in the background, complemented by stylish wall decor.

Condo in Chicago

Cozy Lincoln Park Condo near the lake.

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, 78 reviews

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

4.92 out of 5 average rating, 191 reviews

Condo in Wrigleyville

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

4.86 out of 5 average rating, 496 reviews

A cozy living area features exposed brick walls, a rustic wooden coffee table, and a large leather sofa. A flat-screen television is positioned in front of the seating, while natural light enters through the windows. A vintage fan rests nearby, and additional storage is provided by a bookshelf.

Condo in Humboldt Park

Humboldt Park Traveler's Lodge

4.77 out of 5 average rating, 256 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

4.76 out of 5 average rating, 332 reviews

Chic Home! Walk to Nightlife-Comedy-Restaurants!

Condo in West Rogers Park

5 out of 5 average rating, 4 reviews

Little India Gem - Bollywood Retreat Near Markets

Pet-friendly condo rentals

4.83 out of 5 average rating, 395 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 Chicago

Chic and Charming Vintage Condominium in Lincoln Park

4.95 out of 5 average rating, 111 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

Condo in Old Town Triangle

A modern living space features a sleek kitchen island with a sink, surrounded by light wood flooring. Large windows invite natural light, illuminating a comfortable gray sofa and a dining table with black chairs. A vibrant wall art piece adds color to the room.

4.95 out of 5 average rating, 122 reviews

NEW luxury Old Town 1-Bedroom condo

4.81 out of 5 average rating, 271 reviews

The living area features a mix of modern and industrial design, with exposed brick walls and hardwood flooring. A cozy sectional sofa, accented by colorful pillows, complements a stylish area rug. A kitchen area with dark cabinetry and stainless-steel appliances is visible in the background.

Condo in Wrigleyville

Can't Beat This 2min Walk to Wrigley!

4.99 out of 5 average rating, 141 reviews

A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.

Condo in Lake View

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

4.92 out of 5 average rating, 380 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 Chicago

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

4.99 out of 5 average rating, 299 reviews

A spacious living area features a red sofa, a coffee table, and a flat-screen TV mounted on a brick wall. Large windows allow natural light to fill the space. Decorative plants are positioned near the windows, accentuating the room's inviting atmosphere.

Condo in Lincoln Park

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

4.96 out of 5 average rating, 269 reviews

An aerial view captures the airy living area featuring large glass doors that invite natural light. A modern gray sofa is positioned beside a round coffee table. The wood dining table in the foreground is surrounded by colorful chairs, enhancing the open layout of the space.

Condo in Fulton Market

Designer Loft in Fulton Market with Parking

Condo rentals with a pool

4.92 out of 5 average rating, 51 reviews

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

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, 112 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, 132 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 Westchester

Lovely 2 Bed 2 Bathroom!

Condo in Elk Grove Village

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.

4.92 out of 5 average rating, 103 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, 137 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.