Townhome vacation rentals in Downtown Chicago

Logan Square One Of The Worlds Best Neighborhoods

Nestled in a quiet cul-de-sac in Logan Square, this is a serene oasis. Steps away from Milwaukee Ave's renowned restaurants, bars, Maplewood Brewery, Stan Mansion, and The Whale, 606 trail, Blue Line to airports and downtown, as well as Bucktown and Wicker Park. Logan Square Public Library a block away. Enjoy a self-check-in process, free street parking, fully equipped kitchen, 4 BR, 2 baths, and amenities like a washer, dryer, and yard. Please note, per Chicago regulations, no parties allowed.

Upscale Home in Lincoln Park Minutes from Downtown

Minutes outside downtown Chicago, built in 1890, this gorgeous fully-remodeled modern Victorian-era row house is located in the heart of Chicago’s historic and vibrant Lincoln Park. One of Chicago’s most affluent neighborhoods! > Walkability score of 98/100 > 4 min walk to the train station, steps to bus stops, short Uber ride to all top Chicago attractions > Across DePaul > Amazing parks & bike trails, free zoo, performing arts, shops, nightlife, spas & some of Chicago’s finest restaurants

Groovy 3BR/2BA Lincoln Park - Rooftop+King Suite!

3-Story Townhome in Lincoln Park with Private Rooftop Step into style and comfort in the heart of Lincoln Park, where vibrant city life meets serene, tree-lined streets. Perfect for business, leisure, or family stays. Offering the perfect base to explore Chicago from one of its most sought-after neighborhoods. The Ultimate Bachelorette Getaway! Celebrate in style at this chic, spacious townhome—ideal for unforgettable bachelorette weekends. Parking pass available for added convenience.

Upscale 4-Bedroom Townhouse w/Garage - LOCATION

In the heart of Chicago's River West, this professionally-designed 4BR/2.5BA townhouse is right in the middle of it all! You can easily walk to West Loop, River North, and the Loop - all home to some of the best restaurants and attractions Chicago has to offer. Your travel to/from the city will be extra convenient with access to a private one-car garage spot and street parking. With 4 bedrooms and 5 beds across 3 floors, your group will have plenty of space to enjoy Chicago!

Location! 5 beds house with Parking and Patio!

Gorgeous 3 bedrooms with 2 king beds and 1 queen bed, plus 1 open room with 3 twin beds and 2 bathrooms townhouse with a big outside patio with furniture and BBQ to enjoy the good weather : ) This is a bright, townhouse in a location hard to beat! Located on the middle of Lincoln Park, you are able to walk to some of the hottest and most popular attractions in town, plus you have two supermarkets just a block from the property and plenty of restaurants around.

Charming & Bright Multilevel Townhome with Parking

Plenty of space to spread out and relax! My two level townhome in the hot Old Town neighborhood makes for the perfect relaxation destination for any type of traveler. With workspaces in both bedrooms, a beautiful full-sized kitchen, free parking and laundry on-site, and the best location, you can't beat what my place has to offer. Walk to Wells St, North Ave, Lincoln Park, and the lakefront! You won't want to miss out on this unique opportunity. Book today!

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

This generously sized, quiet apartment, located in the highly sought-after Lincoln Park neighborhood, offers convenient access to acclaimed restaurants and boutiques, all within a five-minute walk. Its private entrance and proximity—less than four blocks—to both the Red and Brown Line "L" stations ensure effortless access to Chicago's attractions, most within a two- to five-stop train ride. Zoned parking permits are provided.

The Nancy’s gorgeous , Spacious Urban Getaway

This conveniently located and newly renovated townhouse in Edgewater features tons of sunlight and plenty of room for large families or groups. Near the lakefront, Loyola University, Andersonville, and tons of great restaurants and bars. In close proximity to the Red line "El" train, the city bus (22 Clark) and just four (4) miles from Evanston and Northwestern University.

Lovely Central Oak Park TH w/parking & on Green el

Great central Oak Park location, close to everything including dining, Green Line, Metra, and OPRF High School. Enjoy farm fresh produce, eggs, and cheese or pick up some famous Farmers Market Donuts from the Oak Park Farmers Market just steps out your front door every Saturday May-October. Free (driveway) parking for one car. Backyard & deck space off the kitchen.