Condo vacation rentals in Lake View

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.

4.97 out of 5 average rating, 119 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!

4.96 out of 5 average rating, 140 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 with garage parking! 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.

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.

4.98 out of 5 average rating, 223 reviews

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

4.97 out of 5 average rating, 155 reviews

A modern living area features a green sofa positioned in front of a glass coffee table on a patterned rug. An open kitchen with white cabinetry and stainless steel appliances is visible in the background. Natural light fills the space, enhancing its welcoming atmosphere.

Condo in Uptown

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

Welcome to our charming home in the peaceful yet centrally located Buena Park neighborhood, housed in an updated antique building. This prime location offers easy access to the Red and Purple train lines, as well as multiple bus routes, making it easy to explore Chicago. You’ll be within walking distance of Wrigley Field, Clark St. bars, Montrose Beach, Lakeview, Boystown, and the iconic Green Mill. A perfect blend of quiet comfort and proximity to Chicago’s best attractions.

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.

4.98 out of 5 average rating, 417 reviews

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

Located on a quiet, tree-lined street, the apartment sits on the second storey of a classic Chicago house in Lakeview—a vibrant lakefront community with arts and culture, green space, eateries, boutiques, nightlife, and transportation options. Street parking passes available upon request. Less than five minute walk to red line El (subway train) stop and several bus lines.

4.97 out of 5 average rating, 458 reviews

A bright living area is showcased with large windows allowing natural light. Red and orange artwork adorns the walls, while a gray ottoman centers the room. Seating consists of a gray sofa and an armchair with a geometric pattern, accompanied by decorative lamps on either side.

Condo in Lincoln Square

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

4.97 out of 5 average rating, 863 reviews

A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.

Condo in Noble Square

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

The bright living area features a blue sofa with decorative pillows, a wooden coffee table, and a desk chair facing a small workspace. Natural light enters through multiple windows, showcasing the hardwood flooring and modern decor elements, including a framed cityscape artwork.

4.99 out of 5 average rating, 673 reviews

Urban Comfort in the Heart of Chicago

This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and an en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

4.96 out of 5 average rating, 372 reviews

Natural light fills the open living space, highlighting the modern decor. A large island with seating offers a gathering place, while stylish pendant lights hang above. Large windows reveal views of greenery outside, and a glass door leads to an outdoor balcony. Soft furnishings add comfort.

Condo in North Side

Beautifully Renovated 2BR in Historic Lincoln Park

In the heart of Lincoln Park's historic Arlington-Deming neighborhood and its tree-lined streets, this 3rd floor walkup is close to everything -- Lake Michigan, transportation, dining, nightlife, parks, and more! The recently renovated condo is perfect for families, with a large master suite and twin/full bunk in the second room.

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.

4.99 out of 5 average rating, 136 reviews

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

Enjoy a stylish, fun condo experience on Northalsted, nestled between Wrigley Field and LGBTQ+ Nightlife! A huge street view patio in the front provides a birds eye view of the lively neighborhood below and massive above garage patio in the back provides a lot of outdoor living in the city!

A corner seating area features two textured armchairs positioned around a small wooden table. Natural light filters through large windows, highlighting the hardwood floor and a simple area rug beneath. A soft blue sphere rests on the table, complementing the inviting space.

4.99 out of 5 average rating, 147 reviews

Bright and Sunny 2 BR Condo - Wrigley/Lincoln Park

Beautiful home purchased by owner to visit city of Chicago with wife and 2 kids. Walk to Cubs games, Lincoln Park Zoo, or hit up endless bars and restaurants. Generous amount of light through an abundance of windows and great for people watching!

A spacious bed with soft beige linens is centered in the room, accompanied by two pillows. A light fixture stands on each side of the bed, while an abstract painting in yellow and dark tones hangs above, adding a pop of color to the neutral palette.

4.85 out of 5 average rating, 110 reviews

Private 1 bedroom apartment

Recently rehabbed, spacious 1- bedroom just steps from the lake, Wrigley Field, bus and train stops, restaurants, bars, and shops. Full kitchen and bathroom. Futon opens up into a full size mattress for guests wanting separate beds.

Popular amenities for Lake View condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.81 out of 5 average rating, 543 reviews

A comfortable living area features a sectional sofa adorned with throw pillows, complemented by a cozy armchair. Soft lighting is provided by standing and table lamps. A decorative painting hangs on the wall, and a small television is positioned across from the seating arrangement.

Condo in Albany Park

Cozy Apartment with Free On-Site Parking

An open living and dining area is illuminated by natural light. A modern dining table with simple dining chairs is positioned in the foreground, while a spacious seating arrangement and a decorative fireplace are visible in the background. A wall-mounted TV and a potted plant add to the welcoming ambiance.

5 out of 5 average rating, 106 reviews

Oakton St. Inn near Northwestern & Chicago 6ppl

4.85 out of 5 average rating, 235 reviews

An inviting living area features a spacious gray couch adorned with blue and white cushions. A modern coffee table with a decorative tray sits on polished hardwood floors, while large windows allow natural light to fill the space, providing views of the surrounding greenery.

Condo in Uptown

The Bright Retreat in Andersonville

4.94 out of 5 average rating, 143 reviews

A spacious living room features floor-to-ceiling windows that allow ample natural light, showcasing views of the city. A large gray sectional sofa is complemented by a cozy yellow armchair. A wall-mounted television is situated above a built-in fireplace, with a private balcony visible through sliding doors.

Condo in West Town

Your perfect place looks like?

5 out of 5 average rating, 117 reviews

Condo in Logan Square

Inspired, luxe living in Logan Square on BLVD #1

4.88 out of 5 average rating, 149 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!

4.78 out of 5 average rating, 288 reviews

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

Logan Square Beauty with 2 Bedrooms W/parking

4.92 out of 5 average rating, 169 reviews

A three-story building is presented, featuring a light-colored exterior and a welcoming front porch. The entrance is framed by white railings, and large windows allow natural light to fill the interior. Adjacent buildings are visible, showcasing typical urban architecture.

Condo in North Center

Spacious & Modern Family Friendly North Center Apt

Pet-friendly condo rentals

4.99 out of 5 average rating, 315 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, 109 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

4.79 out of 5 average rating, 244 reviews

The image showcases a residential building with multiple stories and a set of wooden stairs leading to the entrance. A fenced outdoor area includes a picnic table and a grill, offering a space for gatherings. A parking structure is located in the background.

Condo in Wrigleyville

Wrigley Residence in Iconic Wrigley Rooftop

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, 117 reviews

NEW luxury Old Town 1-Bedroom condo

4.92 out of 5 average rating, 144 reviews

The modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and oven. A central island provides extra counter space with two black stools positioned nearby. The open layout allows a view of the adjoining living area through a doorway.

Condo in North Side

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

4.8 out of 5 average rating, 260 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!

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, 276 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

4.92 out of 5 average rating, 377 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

Condo rentals with a pool

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, 109 reviews

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

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, 123 reviews

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

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, 128 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 2 Bed 2 Bathroom!

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, 136 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.