Townhouse holiday rentals in Near North Side, Chicago

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Top-rated townhouse rentals in Near North Side, Chicago

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

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Guest favourite

Townhouse in Lincoln Park

4.98 out of 5 average rating, 257 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 West Town

4.77 out of 5 average rating, 170 reviews

⭐️Cozy Garden Unit by Downtown & Blue Line Stop⭐️

Cozy, comfy garden apartment that sleeps up to 4 people with access to the patio w/ fire pit and rooftop deck. Located right next to the underground train stop. A quick trip to Downtown & hip Wicker Park/Logan dining, shopping & nightlife. A straight shot from ORD on the Blue line Normal check-in is 4 pm. Bag drops possible as early as noon. I will notify you if an early check-in is possible on the day of arrival. Please be flexible with check-in times if booking with less than 24 hours’ notice

Guest favourite

Townhouse in Logan Square

4.85 out of 5 average rating, 231 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 Old Town

4.84 out of 5 average rating, 161 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!

Guest favourite

Townhouse in Old Town

4.94 out of 5 average rating, 110 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.

Superhost

Townhouse in West Town

4.91 out of 5 average rating, 117 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 Chicago

4.9 out of 5 average rating, 106 reviews

Dream home with 3 spacious bedrooms + free parking

Step into a charming Chicago home in a family-friendly neighborhood, just a 25-minute drive from O'Hare airport. Safety is paramount, making it perfect for families. Embrace the vibrant community spirit as you explore. With easy access to public transportation, Wrigleyville and downtown are at your fingertips. Book your stay now to unlock a seamless blend of comfort, accessibility, and the authentic Chicago experience. Your unforgettable Windy City retreat begins here.

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 319 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, 141 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 Near West Side

4.87 out of 5 average rating, 316 reviews

CITY CONDO with GARAGE 7 min Walk to Train

Experienced Super-host offers private spacious & sunny condo 3 miles from Chicago "Loop" Lakefront and Museums. Large one bedroom with king size premium mattress, and full sized sofa-bed sleeps 4. 1 FREE garage PARKING wi-fi , washer & dryer. BUS to city center is across the street. 10 minute ride to city center. Walk to United Center Bulls/Blackhawk games /concerts and large international grocery store. Note- WE DO NOT HOST SMOKERS.

Superhost

Townhouse in Lincoln Park

4.7 out of 5 average rating, 114 reviews

Great Location-Lincoln Park/Wrigleyville +Parking!

Great location in the historic Lincoln Park neighborhood! We are within walking distance from dozens of Michelin Star-rated restaurants, coffee shops, The famous Lincoln Park Zoo, Lake Michigan, and many entertainment venues. The home is just minutes from the Lakeshore Drive highway and train station, accessible for easy travel to many iconic Chicago neighborhoods and our famous downtown area.

Guest favourite

Townhouse in Edgewater

4.96 out of 5 average rating, 255 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.