Condo vacation rentals in Lake View, Chicago

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Top-rated condo rentals in Lake View, Chicago

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Guest favorite

Condo in Uptown

4.92 out of 5 average rating, 133 reviews

Stunning, Spacious, & Sun-Soaked 2bed 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 separate dining room, spacious private bedroom, serene sunroom with full bed for extra guests, and a workspace for business travelers. Just steps from the lakefront and Montrose Beach, and a 6-minute walk to the Wilson Red Line, this location is excellent for exploring all that Chicago has to offer.

Guest favorite

Condo in Lake View

4.98 out of 5 average rating, 133 reviews

HoIiday Decorated Designer’s Duplex 2bd 2bat

Festively decorated this walkup duplex w/ private office in the heart of Lakeview neighborhood is the perfect stay for a holiday weekend in the city during the month of December. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils and spices Walk to nearby kindlemarket @ Wrigley, LP Zoolights or enjoy a cozy fire in private backyard adorned with platters full of wintery greens

Guest favorite

Condo in Lake View

4.99 out of 5 average rating, 132 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Boys Town/Wrigley Field/East -Newly renovated/brand new in safe centrally located East Lakeview. -10 min walk from Wrigley Field, Boys town, beaches, super markets restaurants with late night dining. 5 min walk to the Metro Sheridan Red Line (straight shot downtown), 1 free enclosed parking plus free permitted street passes. -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish furnishings & in unit washer and dryer.

Superhost

Condo in West Town

4.81 out of 5 average rating, 139 reviews

Cabin 207 at 747 Lofts

This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away! Early Check-Ins and Late Check-Outs are difficult to accommodate.

Guest favorite

Condo in Wrigleyville

4.82 out of 5 average rating, 335 reviews

Dream Condo steps from Wrigley Field!

The space is a dream for any Chicago Cubs fan! Being mere steps from the ballpark and filled with Cubbies memorabilia ranging from autographed game used equipment to authentic stadium seats from Wrigley Field itself, this place has it all! You are sure to impress clients, mesmerize your family and bask in Cubs nostalgia throughout your entire stay! Smell the hot dogs, feel the buzz and hear the Wrigley Field crowd all from inside your living room this summer!!

Guest favorite

Condo in Wrigleyville

4.98 out of 5 average rating, 325 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.

Guest favorite

Condo in Lincoln Square

4.97 out of 5 average rating, 376 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!

Guest favorite

Condo in West Town

4.97 out of 5 average rating, 760 reviews

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.

Guest favorite

Condo in Wrigleyville

4.99 out of 5 average rating, 146 reviews

Luxury 4 bedroom steps from Wrigley

Luxury duplex-down just steps to Wrigley Field. Located in the heart of Wrigleyville and just steps from both the ballpark and the redline, this condo is perfectly located for a day at Wrigley or a night downtown. Great for families, corporate events, and big groups looking to experience all the city has to offer.

Guest favorite

Condo in Lake View

4.98 out of 5 average rating, 105 reviews

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

Enjoy a stylish, fun experience at this new condo right on Northalsted, nestled between Wrigley Field and LGBT+ 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!

Guest favorite

Condo in Wrigleyville

4.92 out of 5 average rating, 102 reviews

Spacious, Clean and Steps from Wrigley Field!

Enjoy this beautiful space, just minutes away from the very best Chicago has to offer! This condo is walking distance from the best bars, restaurants and Wrigley Field. Location is perfect for anyone looking to visit the city with easy access to parking and the red line train.