Townhome holiday rentals in Chicago

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Top-rated townhouse rentals in Chicago

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Guest favourite

Townhouse in Lincoln Park

4.98 out of 5 average rating, 262 reviews

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

The newly renovated spacious apartment is furnished with brand new modern king bed in the bedroom to ensure restful nights. In large living room, beautiful cherry dining table to enjoy morning coffee and comfortable L-shape leather sofa for watching your favorite movies from Netflix on 43" flat screen TV. The brand new fully equipped kitchen has a granite countertops, stainless steel appliances. The modern marble bathroom has a huge mirror over the sink, glass sliding shower doors, a full size bath tub and a hair dryer. Spacious 3 room apartment with all the amenities specified above is for guests use only and free residential parking permits provided upon request. I'm always available. I live on the 2nd floor of the townhouse with my husband and work at a bridal boutique which I own on west Armitage Ave. The apartment is super conveniently located in the Armitage/Sheffield. It's 2 1/2 blocks or 5 minutes walk to both Brown and Red line stations which make getting around Chicago fast and easy. Visiting lake front Millennium Park takes less than 20 minutes from the apartment. My neighborhood is surrounded by Old Town, full of local shops and restaurants, Wrigley Field, eclectic Bucktown shops, and the Lincoln Park Zoo. The 3 Michelin-starred restaurant, Alinea is 2-minute walk from the door. Take either Red ( North/Clybourn ) or Brown (Armitage/Sheffield ) line for exploring Rush st( 1 stop) Water Tower, Michigan Ave, Mag miles, Gold Coast( 2 stops ) The Navy Pier( 3 stops) Millennium Park, Cloud Gate/ The Bean, Buckingham Fountain, Art Institute of Chicago,( 4stops). Both stations are within 5 min walking distance from the apartment. It's also a short cab or Uber ride to Michigan Ave. Gold Coast. No smoking, no street shoes, no parties allowed. The nightly rates are for 2 guests only and $25 guest fee applys for 3rd guest. There is a $500.00 penalty for breaking the each rule.

Superhost

Townhouse in Lincoln Park

4.74 out of 5 average rating, 210 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!

Guest favourite

Townhouse in Logan Square

4.85 out of 5 average rating, 236 reviews

Chicagos Logan Square Best Neghbrrhoood Location

Nestled in a quiet cul-de-sac in Logan Square, this is a serene oasis. Steps away from Milwaukee Ave's renowned restaurants, bars, Revolution 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.

Guest favourite

Townhouse in Lincoln Park

5 out of 5 average rating, 100 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

Guest favourite

Townhouse in West Loop

4.99 out of 5 average rating, 240 reviews

Spacious 4-Level/4-Bedroom Townhouse in West Loop

Spacious Townhouse in Chicago's Hip Foodie Neighborhood: West Loop/Fulton Market. This is a Private, 4-Story Townhouse on a Tree-Lined Street just Steps from the Action...while still quiet enough for a good night's sleep. Walk to some of the Nation's Top Restaurants (near Restaurant Row), Clubs, Pubs, Groceries, Parks, Coffee Shops. Easy Train Transit to O'Hare, Navy Pier, Mag Mile, McCormick Place, etc...Terrace w/Skyline Views & Attached Garage Parking for 1 Regular-Sized Vehicle Included!

Superhost

Townhouse in Austin

4.84 out of 5 average rating, 100 reviews

Enjoy Chicago/suburbs 2BR townhouse fully equipped

Imagine yourself in the heart of Chicago, just minutes away from the charming suburbs. Picture strolling through Oak Park, the hometown of Hemingway, with its vibrant downtown, tempting eateries in Elmwood Park, Forest Park's allure, and the hidden gems of River Grove. Feel the excitement as you walk to the Metra station, your gateway to downtown Chicago. Don't miss out on this captivating experience—book your stay now and immerse yourself in the vibrant tapestry of the Windy City.

Guest favourite

Townhouse in Old Town

4.93 out of 5 average rating, 118 reviews

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.

Guest favourite

Townhouse in Lincoln Park

4.9 out of 5 average rating, 104 reviews

Lincoln Park, Rooftop-Your Insta-Perfect Getaway!

⛄️ 🎅🏻Walk to Zoo Lights!⛄️🎅🏻 LINCOLN PARK 3 STORY TOWNHOME PRIVATE ROOFTOP OASIS ☀️🌴 KING SUITE 👑 GUEST PARKING PASSES PROVIDED. Enjoy a stylish experience at this centrally-located home in desirable Lincoln Park. Family friendly! This location is hard to beat! Once booked I will send you my guidebook full of some of the best restaurants, bars, local highlights as well as some tips and tricks so you can start planning and make the most out of your visit to Chicago!

Superhost

Townhouse in West Town

4.92 out of 5 average rating, 120 reviews

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!

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 327 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Guest favourite

Townhouse in Uptown

4.96 out of 5 average rating, 142 reviews

*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*

• 4 bedrooms (3 queens, 3 twins, and 2 futons) • free private dedicated outdoor parking space • close to popular neighborhoods such as Wrigleyville (6 min drive), Andersonville, and Uptown • easy access to public trains (Metra, Red line Wilson and Brown line Montrose stops) and buses • 20 min to downtown Chicago by car • Easy access to Evanston by Metra (Ravenswood train stop) - 4 stops • Close to Montrose Beach • 94/100 walking score

Guest favourite

Townhouse in Edgewater

4.95 out of 5 average rating, 257 reviews

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.