Townhome holiday rentals in Michigan City

4.74 out of 5 average rating, 214 reviews

Insta Worthy Prime Spot *Patio *Parking *Fireplace

Walk to almost everything Chicago has to offer- Downtown, Mag Mile, North Ave beach, zoo, and Lincoln park, restaurants, bars, boutiques. Bring family or friends to this Haute Couture Designer themed townhouse spanning over two levels on a quiet neighborhood street in historic Old Town. This amazing space has 4 bedrooms, 2.5 baths, patio, parking for 1 car, laundry, fully stocked kitchen with stainless steel appliances & granite countertops. Pets welcome! Please message me if you have questions!

Top guest favourite

5 out of 5 average rating, 104 reviews

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

Townhouse in Magnificent Mile

4.84 out of 5 average rating, 199 reviews

Historic lux Townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago. Perhaps the BEST location in Chicago! Located on one of the desirable & famous streets in Chicago, this property is a 5 min walk from the Gold Coast beach where you will see Lake Michigan in all of its glory. Not to mention the proximity of this property to the subway and within walking distance of Magnificent Mile. It is the perfect place to stay for the adventurous and also those who fancy a beach in the City!

4.91 out of 5 average rating, 114 reviews

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.

4.94 out of 5 average rating, 126 reviews

Townhouse in Old Town

Old Town/Lincoln Park Luxury Home Garage & Rooftop

Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

4.92 out of 5 average rating, 122 reviews

Townhouse in West Town

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!

4.79 out of 5 average rating, 105 reviews

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.

4.66 out of 5 average rating, 107 reviews

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!

Top guest favourite

4.99 out of 5 average rating, 269 reviews

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.

Townhouse in Saint Joseph

5 out of 5 average rating, 9 reviews

Family Tides at Harbor Shores

The ultimate family retreat awaits at this 3BR townhouse, boasting captivating marina views. Unwind in comfort with two restful king beds for a good night's sleep after family adventures. Explore charming cafes, exciting water sports, golfing, and Silver Beach. Embark on riverside strolls along the paved walkway, let the kids splash in the inviting heated pool, and stay seamlessly connected with fast Wi-Fi.

4.83 out of 5 average rating, 115 reviews

Townhouse in Lake View

Wrigleyville townhome two blocks from ballpark

A 4 minute walk to Wrigley Field bars and restaurants. A 7 minute walk to the Red Line train. Lake Michigan, Lincoln Park and the public Marowitz Golf Course park are easily reached on foot too. You'll be on a quiet historic street (Chicago's first landmark district) surrounded by a lively entertainment district. The house is cozy with high ceilings. Pets are welcome.