Townhome vacation rentals in North Side

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Top-rated townhouse rentals in North Side

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Guest favorite

Townhouse in Chicago

4.98 out of 5 average rating, 233 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 Chicago

4.85 out of 5 average rating, 146 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 favorite

Townhouse in Chicago

4.93 out of 5 average rating, 192 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 favorite

Townhouse in Chicago

5.0 out of 5 average rating, 71 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 favorite

Townhouse in Chicago

5.0 out of 5 average rating, 33 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 favorite

Townhouse in Chicago

5.0 out of 5 average rating, 23 reviews

𓃥Wicker Cozy Corner w/Parking on site

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.

Superhost

Townhouse in Chicago

4.87 out of 5 average rating, 87 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 favorite

Townhouse in Chicago

4.87 out of 5 average rating, 71 reviews

Lincoln Park, Rooftop-Your Insta-Perfect Getaway!

LINCOLN PARK 3 STORY TOWNHOME PRIVATE ROOFTOP OASIS ☀️🌴 KING SUITE 👑 NO CLEANING FEES $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!

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 298 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 favorite

Townhouse in Chicago

4.97 out of 5 average rating, 125 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

Superhost

Townhouse in Chicago

4.8 out of 5 average rating, 45 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!

Guest favorite

Townhouse in Chicago

4.86 out of 5 average rating, 283 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.