Townhouse holiday rentals in Downtown Chicago

Find and book unique townhouses on Airbnb

Top-rated townhouse rentals in Downtown Chicago

Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Townhouse in Lincoln Park

4.98 out of 5 average rating, 232 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.

Guest favourite

Townhouse in Logan Square

4.93 out of 5 average rating, 191 reviews

Cozy Oasis Top Guest Reviews Logan Square Chicago

On a quiet cul-de-sac in Logan Square, this home 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 is a block away. Enjoy a self-check-in process, free street parking, fully equipped kitchen, 3 BR, 1 bath, and amenities like a washer, dryer, and yard. Please note, Per Chicago regulations, no parties allowed.

Guest favourite

Townhouse in Old Town

4.84 out of 5 average rating, 150 reviews

Downtown Elegance ✨ Private Yard Parking

This unique space features designer kitchen, art by a local artist throughout, marble master bath and most importantly incredible location. Walk to everything Chicago has to offer- Downtown, Mag Mile; North ave beach, zoo and Lincoln park, restaurants, bars, boutiques, nightlife of Gold Coast and Old Town from this spacious house on a quiet neighborhood street in historic Old Town. 4 bedrooms, 4 baths, 2 private outdoor spaces, kitchen plus a bar, 1 car parking, washer, dryer. Pets are welcome!

Superhost

Townhouse in Chicago

4.81 out of 5 average rating, 54 reviews

Cozy Unit Right by Downtown & Blue Line Train Stop

Newly renovated bathroom and paint-I have my cozy, comfy apartment sleeping up to 4 people w/ access to rooftop deck & patio. Located next to the underground train stop, quick trip to Downtown & hip Wicker Park/Logan dining, shopping & nightlife. Straight shot from airport on the Blue line Normal check-in is 4 pm. Bag drops possible as early as noon. I will notify if early check-in is possible on day of arrival. If booking with less than 24 hours notice, please be flexible with check-in times

Guest favourite

Townhouse in Magnificent Mile

4.81 out of 5 average rating, 160 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!

Guest favourite

Townhouse in Chicago

5.0 out of 5 average rating, 70 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 Chicago

5.0 out of 5 average rating, 27 reviews

Chic Townhouse: 2BR, Rooftop, Free Parking, Secure

Welcome to our luxurious 2-bedroom, 2-bathroom townhouse located in the heart of south loop Chicago! Our home is perfect for travelers who desire being in close proximity to all the city's major tourist attractions. Enjoy breathtaking views of the city from our rooftop terrace, where you can relax and unwind after a day of exploring. Our secure complex ensures your safety and peace of mind throughout your stay, while free parking provides a hassle-free experience for those traveling by car.

Guest favourite

Townhouse in Chicago

5.0 out of 5 average rating, 31 reviews

Modern Townhome With King Suite & Private Patio

Welcome to Bucktown! This property lives like a single family home and consists of a private patio, 2 spacious living rooms, 5 beds, and 3 bathrooms. This bright and colorful modern townhome is perfect for families, professionals, and groups! Our townhome is also pet-friendly ($175 per pet for the stay). Our home sits on the corner of a very quiet and safe block surrounded by amazing neighbors! Their comfort and trust is important to us! Please respect our homes quiet hours from 9PM- 8AM.

Guest favourite

Townhouse in Chicago

4.89 out of 5 average rating, 76 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 Chicago

5.0 out of 5 average rating, 22 reviews

𓃥Wicker Cozy Corner

Welcome to our charming Wicker Park getaway! Located just a 5-minute stroll from the Damen blue line stop, our cozy abode offers the perfect blend of convenience and comfort. Enjoy peace of mind with driveway parking. Explore the vibrant neighborhood with ease – you're just a short walk away from coffee shops, restaurants, bars, unique shopping boutiques, and so much more. Whether you're here for business or leisure, our prime location ensures you're never far from the action.

Guest favourite

Townhouse in Chicago

4.94 out of 5 average rating, 81 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 Hoffman Estates

4.91 out of 5 average rating, 297 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.