Holiday rentals in Boystown

Modern vintage chic steps from Wrigley Field!

Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. The vintage DNA is beautifully respected while updates provide the modern amenities you expect when traveling. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom.

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!

Grace Place in Wrigleyville

Unique, spacious, family friendly apartment 1 block from the home of the Chicago Cubs, Wrigley Field! Walking distance to Clark St. "strip", Halsted St. nightlife, Southport Corridor shops and restaurants, The Music Box vintage movie theatre, The Metro concert venue, and CTA red line for quick access to DePaul University, Loyola University, Michigan Ave Magnificent Mile premium shopping, Museum Campus and Soldier Field, Orchestra Hall, The Art Institute and so much more in the City of Chicago.

Lakeview Loft-Vintage Chicago, Modern Amenities

The Lakeview Loft is a freshly remodeled loft space with a vintage Chicago theme and modern amenities. Located in the Lakeview neighborhood, it is 1/2 mile to the Brown & Red Line el trains, less than a mile to Wrigley Field and 1.5 miles to the lakefront. The Lakeview Loft will provide guests a true Chicago experience while staying in a great Chicago neighborhood. We believe in giving back to our neighborhood as well so for each booking we donate $5 to a local children's charity.

Taj Ma-small at Wrigley

I think you are just going to love my apartment. The space features wonderful large windows in both rooms and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a four-minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. It's also a walk to all of the 'Boystown' nightlife. There is no parking available with the apartment.

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!!

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Full Luxury Home in Wrigleyville

Enjoy your stay in Chicago like a TRUE "Chicagoan" would. Enjoy the charm of exposed brick in a historic Chicago brick walk-up building steps away from the Left Field wall of Wrigley Field. Home features a king bed, pull-out couch, Amazon Fire TV, and exposed brick. This quiet tree-lined street is walking distance to the lake, Red Line, Clark Street bars / restaurants and Wrigley Field.

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 a newly remodeled 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.

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.

Dugout in Wrigleyville

This is steps away from the field...that is Wrigley Field! This spacious studio apartment is the most stylish “dugout” you’ve ever seen, located right in the heart of the most active summertime neighborhood in the city. Parking available onsite. Parking is an additional charge on event dates at Wrigley Field.

Great space in West Lakeview

Stay and experience one of the best neighborhoods in Chicago! You are within a half mile to a 24/7 bus line (77), the Paulina stop on the Brown line, a Walgreen's, Jewel/Osco, Whole Foods, a library, post office, banks, restaurants, shops, tree lined streets, and a great apartment!