Townhome vacation rentals in West Side

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Top-rated townhouse rentals in West Side

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Guest favorite

Townhouse in Chicago

4.98 out of 5 average rating, 229 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 2 – 9

R3,876 ZAR per night

Superhost

Townhouse in West Town

4.87 out of 5 average rating, 141 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

Aug 6 – 13

R2,866 ZAR per night

Guest favorite

Townhouse in Chicago

4.93 out of 5 average rating, 187 reviews

A Cozy Oasis - Guest Favorite 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 30 – Jan 6

R3,773 ZAR per night

Guest favorite

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.

Oct 4 – 11

R6,433 ZAR per night

Guest favorite

Townhouse in Chicago

5.0 out of 5 average rating, 210 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!

Mar 4 – 11

R17,408 ZAR per night

Guest favorite

Townhouse in Chicago

5.0 out of 5 average rating, 26 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.

Sep 4 – 11

R11,864 ZAR per night

Superhost

Townhouse in Brookfield

4.76 out of 5 average rating, 46 reviews

Sunny 2 bedroom townhouse near Brookfield zoo.

2 bedroom, 2 floor (bathroom on 2nd level), pet friendly, townhouse in the heart of Brookfield; 5 minutes from Brookfield zoo; 1 block from downtown Brookfield with a good selection of bars and restaurants; 5 minutes from downtown La Grange; 1 block from metra station and equal distance from O'hare and Midway airports. 1 parking space on back patio (if additional parking is needed I can submit a request for permit parking on street please provide vehicle license plate, make & model).

Sep 12 – 19

R2,314 ZAR per night

Superhost

Townhouse in Chicago

4.93 out of 5 average rating, 28 reviews

Urban Oasis in Heart of Chicago

Modern townhome built 2020 with easy access to 18th St restaurants, Fulton Market & Downtown via Pink Line train (0.5 mile). First floor MASTER SUITE, 3 beds (1 queen, 2 full), 2.5 baths, laundry in-unit, fully-stocked kitchen, & FREE PARKING off-street. Heart of Chicago is a quiet, incredibly well-preserved area at the edge of Chicago’s hip Pilsen neighborhood, brimming w/ original 1880s vintage character & unique architectural charm, + the best Italian & Mexican food in Chicago!

Jun 23 – 30

R4,360 ZAR per night

Guest favorite

Townhouse in Oak Park

5.0 out of 5 average rating, 27 reviews

Oak Park/River Forest Townhouse by Concordia Univ.

This 5 star rated, 1300 sq. ft. corner townhouse has 3 floors of living space, newly renovated, & all new appliancesis located on the border of River Forest & Oak Park. It’s 3 blocks from Concordia University, 1/2 block from Lindberg Park and 1 mile to Dominican University. Includes: dedicated office space, 3 flat screen TVs, expanded cable with over 100 channels, full size washer/dryer, 1 car detached garage parking (no additional spaces & no overnight street parking).

Jul 4 – 11

R6,413 ZAR per night

Guest favorite

Townhouse in Oak Park

4.91 out of 5 average rating, 78 reviews

Downtown Oak Park - Luxury 3 bed 3.5 bath Townhome

Entire townhome located in charming downtown Oak Park. Luxury accommodations. Free Parking. Dog friendly. Highly-walkable area. Attached two-car garage. Chicago's El and Metra train stops a short 2-block walk. Both trains bring you to the heart of downtown with the El extending into many Chicago neighborhoods. Shopping, restaurants, Target, Trader Joe's and Frank Lloyd Wright homes within walking distance. TVs logged into Hulu, Disney +, ESPN, Netflix and HBO Max.

Sep 2 – 9

R5,316 ZAR per night

Guest favorite

Townhouse in Chicago

4.88 out of 5 average rating, 84 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.

Mar 3 – 10

R3,957 ZAR per night

Guest favorite

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.

Jan 12 – 19

R1,803 ZAR per night