Townhome vacation rentals in North Side

Find and book unique townhouses on Airbnb

Top-rated townhouse rentals in North Side

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

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Guest favourite

Townhouse in Chicago

4.98 out of 5 average rating, 228 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.

Dec. 1 – 8

$376 CAD per night

Superhost

Townhouse in Chicago

4.86 out of 5 average rating, 140 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

Jul. 12 – 17

$300 CAD per night

Guest favourite

Townhouse in Chicago

4.92 out of 5 average rating, 186 reviews

Oasis Cozy 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.

Dec. 26 – Jan. 2

$371 CAD per night

Guest favourite

Townhouse in Chicago

4.86 out of 5 average rating, 43 reviews

Large Executive Row house in Historic Pullman

Charming well appointed home w/exquisite furnishings. Safe, family friendly neighborhood w/shopping nearby. Walking distance to train station. Private entrance w/large rooms & plenty of space to host larger groups. We have everything from soaps to seasonings. Top quality new beds mattresses & linens. Walk to Pullman National Monument with visitors center staffed by US Park Rangers that feature state of the art interactive exhibits that appeal to all ages. Guided walking tours available.

Nov. 22 – 29

$228 CAD per night

Guest favourite

Townhouse in Chicago

5.0 out of 5 average rating, 17 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 and EV charging. 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.

Nov. 6 – 13

$435 CAD per night

Guest favourite

Townhouse in Chicago

5.0 out of 5 average rating, 66 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

Jan. 4 – 11

$743 CAD per night

Superhost

Townhouse in Chicago

4.91 out of 5 average rating, 93 reviews

Modern and spacious! 20 mins to ORD, 20 mins DT!

Located in the beautiful and safe Sauganash area of Chicago! This Airbnb has 2 levels. First floor has the living room, kitchen, and 1/2 bath. Second floor has the two bedrooms and full bathroom. Self check-in! Committed to enhanced cleaning!!! Free street parking! Bus stop right in front of house that you can take to Chicago trains downtown and to ORD! 1 mile to Metra station! Right off of Highway 94! Whole Foods a block away! Convenient keyless check-in and entry!

Oct. 23 – 30

$295 CAD per night

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 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.

Apr. 16 – 23

$150 CAD per night

Guest favourite

Townhouse in Chicago

4.97 out of 5 average rating, 122 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

Oct. 3 – 10

$1,076 CAD per night

Superhost

Townhouse in Chicago

4.8 out of 5 average rating, 41 reviews

Cheerful 3-bedroom townhome in west rogers park!!

Enjoy a stylish experience at this centrally-located townhome. Located in the west Rogers park neighborhood of Chicago on a quiet tree line street. Minutes away from either beautiful Lakeshore drive or I-94 express way! 20 minutes to downtown or Ohare international airport! Come enjoy this spacious recently renovated modern townhome. Getaway with friends and enjoy the poker table located in the basement! Full backyard with a outdoor seating table!

Jul. 14 – 21

$384 CAD per night

Guest favourite

Townhouse in Chicago

4.85 out of 5 average rating, 275 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.

Nov. 3 – 10

$176 CAD per night

Guest favourite

Townhouse in Chicago

4.88 out of 5 average rating, 68 reviews

Insta-worthy Townhome w/ King Suite &Rooftop Oasis

2024 BOOKING SPECIAL! No cleaning fee $0. 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!

Dec. 3 – 10

$903 CAD per night