Apartment holiday rentals in Lake View

4.89 out of 5 average rating, 208 reviews

A stylish living room features a mustard yellow couch and a round coffee table atop polished hardwood flooring. A large wall-mounted TV occupies one side, while a vibrant piece of abstract art is displayed. A dining area is visible in the background, adding to the home's open feel.

Apartment in North Side

Stunning 3 BR in prime Chicago location!

Enjoy the ultimate Chicago experience with a comfortable stay at this large, luxurious, sun-filled stylish 3BR condo. Unbeatable central location in an upscale Lincoln Park neighborhood puts all the very best of Chicago within easy reach. Surrounded by spectacular restaurants, bars, theaters and world-class architecture. 1200 acres of Lincoln Park, a world class Zoo, Wrigley Field, Navy Pier, Art Institute, River North and Downtown attractions are only a 5-10 minute ride or a quick train away.

4.92 out of 5 average rating, 189 reviews

Apartment 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.

Apartment in North Center

A modern kitchen features green cabinetry and a marble-topped dining table surrounded by two chairs with woven seats. A geometric backsplash adds visual interest, while cookware and decorative elements are thoughtfully arranged on the shelves above. Natural light illuminates the space.

4.98 out of 5 average rating, 107 reviews

Grace House | Cozy, contemporary + convenient 2-BR

Make yourself at home in our newly renovated, spacious and immaculately clean 2-bedroom, 1-bath condo — perfect for your next family, work or friends' trip. Located on a tree-lined street in a family-friendly neighborhood and walkable to shops, restaurants, cafes, bars and more. A stone's throw to Southport Corridor/Wrigleyville/Lakeview, Lincoln Square, Roscoe Village and everything the Northside has to offer. Gigabit internet w/ WiFi and everything you need to live and thrive in Chicago.

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, 226 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

4.99 out of 5 average rating, 191 reviews

Int. Designer’s Lakeview Duplex w/private backyard

A front door walkup duplex condo in the heart of Lakeview neighborhood. 2bed/2 bath with private office space. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils/spices, cafe du monde coffee and various teas. Walk to nearby Wrigley, Lake, Lincoln Park Zoo or stay here and enjoy the private backyard garden with large lounge area, gas fireplace, grill, and 10 person dining table

Apartment 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.

4.88 out of 5 average rating, 181 reviews

Lincoln Park Hideaway - 5 Min Walk to the Park!

800 sq ft 1 Bed 1 Bath Charming garden-level apartment right in the heart of Lincoln Park. Please note that you will need to walk down a short flight of stairs to access the unit. Close to all the best that Chicago has to offer! Walking distance to restaurants, convenience stores, and public transportation. Anything you could want for a nice trip to Chicago to visit friends and family, work relocation, or just explore our gorgeous city!

4.98 out of 5 average rating, 420 reviews

Prime Lakeview Apt: Walk to Wrigley Field

Escape to our bright & airy 2-bedroom apartment on a quiet, tree-lined street in Chicago's vibrant Lakeview. Perfect for 4 guests, this stylish retreat features a full kitchen, cozy fireplace, and is just a short walk from Wrigley Field, Lake Michigan, Boystown and the 'El' train for easy downtown loop access. Enjoy the best of Chicago from this classic home! Street parking passes available upon request.

Apartment in Lincoln Square

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.

4.97 out of 5 average rating, 459 reviews

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!

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, 679 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.

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, 149 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.

4.86 out of 5 average rating, 111 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 apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.81 out of 5 average rating, 546 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.

Apartment in Albany Park

Cozy Apartment with Free On-Site Parking

Apartment in Lincoln Square

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.

4.96 out of 5 average rating, 139 reviews

Best Lincoln Square location. Spacious 2 bedroom

4.94 out of 5 average rating, 145 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.

Apartment in West Town

Your perfect place looks like?

Apartment in Wrigleyville

A cozy living area is visible, featuring a sleek sofa and a coffee table arranged in a welcoming layout. A foosball table is positioned in the foreground, with a wall-mounted TV visible beyond an archway, enhancing the communal atmosphere.

4.79 out of 5 average rating, 52 reviews

New 3BR Residence Adjacent to Wrigley Field

4.93 out of 5 average rating, 110 reviews

A spacious living area features a mustard-colored sectional couch, accompanied by a small side table. Large windows allow natural light to fill the room, illuminating the modern decor. A flat-screen TV is mounted on the wall, and a cozy reading nook is visible through an open door.

Apartment in Grant Park

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

Apartment in Ranch Triangle

A modern kitchen is presented with white cabinetry and stainless steel appliances. A gas stove is positioned beneath a microwave, with a polished countertop extending along the room. Soft lighting enhances the space, while a window provides natural light, showcasing a simple arrangement of kitchen items.

4.95 out of 5 average rating, 100 reviews

Remodeled Duplex in the Heart of Lincoln Park

Apartment in Roscoe Village

A modern living area is showcased with a comfortable sofa adorned with colorful cushions, a leather chair, and a coffee table. Two framed photographs hang on the wall. A green plant adds a touch of nature, while a television is positioned on a media console.

5 out of 5 average rating, 83 reviews

Sunny Treetop Oasis in Roscoe Village - 1BR/1BA

Apartment in Wrigleyville

A private rooftop space features comfortable seating arrangements with woven furniture and a long dining table. A patterned area rug complements the furnishings, while greenery provides a touch of nature. A patio heater stands at the corner, ensuring warmth during cooler evenings.

4.89 out of 5 average rating, 88 reviews

The Wrigleyville Penthouse

Pet-friendly apartment rentals

4.84 out of 5 average rating, 391 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.

Apartment in North Side

Chic and Charming Vintage Condominium in Lincoln Park

Apartment in Lincoln Park

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.

4.99 out of 5 average rating, 319 reviews

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

Apartment in Logan Square

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.

4.95 out of 5 average rating, 109 reviews

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

Apartment in Wrigleyville

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.

4.8 out of 5 average rating, 261 reviews

Can't Beat This 2min Walk to Wrigley!

4.92 out of 5 average rating, 378 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.

Apartment in North Side

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

Apartment in Edgewater Glen

A vibrant seating area is showcased with a blue couch adorned with colorful throw pillows and a brown leather sofa. A small black coffee table rests on a patterned area rug, which features geometric designs. Large windows allow natural light to fill the space.

4.98 out of 5 average rating, 133 reviews

Steps from the Lake, Lovely 3-Bedroom Condo

Superhost

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.

Apartment in Lincoln Park

4.77 out of 5 average rating, 253 reviews

Modern Luxury In Old Town - Sleeps 4

Apartment in Fulton Market

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.

4.96 out of 5 average rating, 262 reviews

Designer Loft in Fulton Market with Parking

Apartment 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, 124 reviews

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

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.

Apartment in Elk Grove Village

4.92 out of 5 average rating, 101 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.

4.96 out of 5 average rating, 114 reviews

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

A modern living area is revealed with large windows showcasing views of the lake and boats. A light-colored sofa and armchair are arranged around a glass coffee table, complemented by a floor lamp and a large TV mounted against a neutral wall.

Apartment in Burbank

Iconic Style, Charming Lake View

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.