Condo vacation rentals in Wrigleyville, Chicago

Wrigleyville Condo 2 Blks from Lake & Train

I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

3-bedroom exposed brick in Chicago's Wicker Park

Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

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.

Large 3BD/2.5 BA by Lakefront - Long stays welcome

Beautiful and spacious, lovingly rehabbed Chicago Greystone with backyard perfect for grilling & relaxing. Unit is great for a family or business stays. The unit offers a large open floor-plan with a chef's kitchen, spacious bedroom suites on each floor plus additional bedroom/half bath. Private deck off main bedroom suite. Has large backyard space - rare for the neighborhood. 0.6mile walk to lakefront/park 20 minute walk to Cubs Park Easy access to lake, harbor, Divvy bike rentals

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!

Luxury Wicker Park Penthouse w/ Private Rooftop

Welcome to my Wicker Park condo! The current photos don’t do it justice. This spacious 2 BR/2 Bath has high ceilings, a newly built huge private rooftop deck, indoor garage space, master bath w jacuzzi, fireplace, washer/dryer, dishwasher, & central air. Come stay in a peaceful, quiet place while still being just a 3 min walk from great food, bars, coffee shops, shopping & green space. 6 min walk to the Damen EL. (Blue line, same as O'Hare airport, and 5 stops from the loop).

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.

Modern Wrigley Oasis with Parking!

Beautifully designed in the heart of Wrigley. Steps away from Wrigley Field, bars, restaurants and shops! This modern oasis comes with TWO tandem parking spaces! This unit is epic. Enjoy Wrigley in style! Please note: this unit is immediately next to the Brown train line. It can be heard but it is not disruptive or an inconvenience. We just want to make sure people are aware before booking.

Wrigleyville Inn. Historic Greystone, Free Parking

Have fun with the whole family at this stylish place. Completely rehabbed 3 bedroom 2 bathroom high-end 2nd-floor condo in a historic greystone building, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Free parking included. Old Grey Lady being reborn. Total gut rehab of classic Chicago 3 flat.