Townhome vacation rentals in Chicago

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Top-rated townhouse rentals in Chicago

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

Guest favorite
Townhouse in Chicago
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.
Oct 1 – 8
$184 per night
4.98 out of 5 average rating, 221 reviews
Guest favorite
Townhouse in Chicago
⭐️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
Apr 25 – May 2
$95 per night
4.87 out of 5 average rating, 132 reviews
Guest favorite
Townhouse in Chicago
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.
Nov 5 – 12
$174 per night
4.92 out of 5 average rating, 181 reviews

Popular amenities for Chicago townhouse rentals

Family-friendly townhouse rentals

Guest favorite
Townhouse in Chicago
Newly Renovated, Spacious Urban Getaway
Apr 18 – 25
$209 per night
4.97 out of 5 average rating, 223 reviews
Guest favorite
Townhouse in Chicago
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Nov 22 – 29
$937 per night
5.0 out of 5 average rating, 203 reviews
Guest favorite
Townhouse in Chicago
*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Mar 30 – Apr 6
$314 per night
4.97 out of 5 average rating, 122 reviews
Guest favorite
Townhouse in Evanston
The NICEST place in Evanston for Families 1500Main
Dec 29 – Jan 5
$228 per night
5.0 out of 5 average rating, 79 reviews
Guest favorite
Townhouse in Chicago
Bridgeport Home
Nov 10 – 17
$196 per night
4.82 out of 5 average rating, 89 reviews
Superhost
Townhouse in North Chicago
Townhome near Navy Base
May 9 – 16
$187 per night
4.79 out of 5 average rating, 39 reviews
Townhouse in Chicago
Historic Pullman Home-Style Comfort & Great Locale
Dec 4 – 11
$118 per night
4.77 out of 5 average rating, 207 reviews
Townhouse in Chicago
Chicago’s Dickens Place a trendy centralized flat
Nov 11 – 18
$152 per night
4.62 out of 5 average rating, 180 reviews
Guest favorite
Townhouse in Chicago
Beautiful Spacious RiverWest Townhome 4-Bed/4-Bath
May 3 – 10
$916 per night
4.95 out of 5 average rating, 62 reviews
Guest favorite
Room in Chicago
Spacious garden level suite
Nov 15 – 22
$59 per night
4.95 out of 5 average rating, 192 reviews
Guest favorite
Room in Bolingbrook
Cozy basement with private Bathroom
May 7 – 14
$53 per night
4.78 out of 5 average rating, 78 reviews
Room in Chicago
Private Room and Bath in Perfect Location
May 21 – 28
$95 per night
4.7 out of 5 average rating, 128 reviews

Townhouse rentals with a washer and dryer

Guest favorite
Townhouse in Chicago
Luxury River West Townhome with Garage
Jul 31 – Aug 7
$641 per night
4.95 out of 5 average rating, 193 reviews
Guest favorite
Townhouse in Elgin
Modern Lagoon 3 br entire house sleeps 8. King bed
Sep 22 – 29
$180 per night
4.95 out of 5 average rating, 186 reviews
Guest favorite
Townhouse in Rolling Meadows
Quaint Townhouse
May 29 – Jun 5
$189 per night
4.92 out of 5 average rating, 201 reviews
Guest favorite
Townhouse in Chicago
Upscale Home in Lincoln Park Minutes from Downtown
Aug 9 – 16
$725 per night
5.0 out of 5 average rating, 57 reviews
Superhost
Townhouse in Chicago
Historic lux Townhouse on Chicago's Gold Coast
Feb 19 – 26
$719 per night
4.78 out of 5 average rating, 141 reviews
Guest favorite
Townhouse in Chicago
Dream home with 3 spacious bedrooms + free parking
Dec 8 – 15
$152 per night
4.88 out of 5 average rating, 80 reviews
Superhost
Townhouse in Chicago
Cheerful 3-bedroom townhome in west rogers park!!
Apr 4 – 11
$160 per night
4.83 out of 5 average rating, 40 reviews
Guest favorite
Townhouse in Chicago
Chic Townhouse: 2BR, Rooftop, Free Parking, Secure
Jul 13 – 20
$441 per night
5.0 out of 5 average rating, 24 reviews
Guest favorite
Townhouse in Schaumburg
A Cozy Place in Schaumburg
Jul 26 – 31
$245 per night
4.92 out of 5 average rating, 12 reviews
Guest favorite
Townhouse in Westmont
Short drive to Chicago. Yet Safe
Apr 26 – May 3
$194 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Townhouse in Chicago
Urban Oasis in Heart of Chicago
Jun 25 – Jul 2
$229 per night
4.93 out of 5 average rating, 27 reviews
Guest favorite
Townhouse in Chicago
Lux Full House +outdoor paradise +FREE parking
Dec 30 – Jan 6
$789 per night
5.0 out of 5 average rating, 6 reviews

Townhouse rentals with a patio

Guest favorite
Townhouse in Chicago
Hidden Gem - 3 Story House & Pet Friendly!
Jan 11 – 18
$173 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Townhouse in Chicago
Cozy & Bright Townhome near O’hare -Self Check In-
Apr 16 – 23
$159 per night
4.96 out of 5 average rating, 48 reviews
Guest favorite
Townhouse in Chicago
Modern and spacious! 20 mins to ORD, 20 mins DT!
Dec 23 – 30
$120 per night
4.91 out of 5 average rating, 90 reviews
Guest favorite
Townhouse in Chicago
Logan Square Luxury- Townhouse w/Rooftop
Nov 17 – 24
$181 per night
4.91 out of 5 average rating, 43 reviews
Guest favorite
Townhouse in Chicago
Modern Townhome With King Suite & Private Patio
Sep 3 – 10
$521 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Townhouse in Chicago
Insta-worthy Townhome w/ King Suite &Rooftop Oasis
Oct 27 – Nov 3
$647 per night
4.86 out of 5 average rating, 59 reviews
Superhost
Townhouse in Brookfield
Sunny 2 bedroom townhouse near Brookfield zoo.
Jul 12 – 19
$108 per night
4.75 out of 5 average rating, 44 reviews
Superhost
Townhouse in Chicago
Great Location-Lincoln Park/Wrigleyville +Parking!
Apr 23 – 30
$353 per night
4.86 out of 5 average rating, 49 reviews
Guest favorite
Townhouse in Chicago
Old Town/Lincoln Park Luxury Home Garage & Rooftop
Jan 7 – 14
$413 per night
4.93 out of 5 average rating, 72 reviews
Guest favorite
Townhouse in Oak Park
Downtown Oak Park - Luxury 3 bed 3.5 bath Townhome
Jul 16 – 23
$223 per night
4.91 out of 5 average rating, 77 reviews
Superhost
Townhouse in Chicago
Location! 5 beds house with Parking and Patio!
Jul 14 – 21
$498 per night
4.8 out of 5 average rating, 71 reviews
Guest favorite
Townhouse in Chicago
Upscale 4-Bedroom Townhouse w/Garage - LOCATION
Dec 9 – 16
$519 per night
4.95 out of 5 average rating, 88 reviews

Quick stats about townhouse rentals in Chicago

Total rentals

200 properties

Rentals with dedicated workspaces

130 properties have a dedicated workspace

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

120 properties are a good fit for families

Total number of reviews

12K reviews

Nightly prices starting at

$30 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Townhouse rentals