Apartment holiday rentals in Wrigleyville, Chicago

Stunning, Spacious, & Sunny 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 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 Wilson Red Line, this location is excellent for exploring all that Chicago has to offer.

RockStar Pad W3A BoysTown/Wrigley Field/Parking

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

Gigantic Condo steps from Wrigley Field!

Enormous condo mere steps from historic Wrigley Field! Hear the crowd roar from your unit and experience an authentic stay inside the heart of Wrigleyville! Beyond baseball, the unit's block is lined with night life and restaurants. Feel like staying in, over 700 places deliver to the address! Public transportation is at your doorstep and just around the corner. Hop on the CTA bus/train for a quick ride to downtown Chicago. World class shopping on Michigan Avenue is 15 minutes away!

Designer Lakeview Haven. Private Rooftop Oasis!

Beautiful 2 bedroom, 2.5 bath condo on tree lined street in charming Lakeview. Only a 2 minute walk to the Paulina Brown line stop and 20 minute walk to Wrigley Field, I’m nestled between the Southport Corridor and Roscoe Village. Short walk to Starbucks, City Target, Walgreens, Whole Foods and multiple local restaurants and bars. Hop on the train and be downtown in 20 minutes. I have 3 floors of bright and spacious living with a gorgeous furnished rooftop with city views.

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

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

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

Modern Wrigley Oasis with Parking!

Welcome to your stylish retreat just steps from Wrigley Field. This thoughtfully designed home offers a gourmet chef’s kitchen, inviting outdoor space, and two tandem parking spots. Inside, unwind with an ensuite bathroom, relaxing jacuzzi tub, and the convenience of an in-unit washer and dryer, perfect for a comfortable stay steps from Wrigley Field. Registration Number: R25000124238

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.

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!