Townhouse holiday rentals in Cook County

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Top-rated townhouse rentals in Cook County

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, 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.

10–17 Nov

$450 NZD per night

Superhost

Townhouse in Chicago

4.86 out of 5 average rating, 142 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

6–13 Aug

$342 NZD per night

Guest favourite

Townhouse in Portage

5.0 out of 5 average rating, 53 reviews

Home near Indiana Dunes, Lake Michigan, Chicago!

Enjoy home away from home in this beautiful two bedroom, THREE beds, one bath home with plenty of living room and kitchen sunlight . Relax in a comfortable living room with recliner chairs while you enjoy a warm cup of coffee or your beverage of choice.Home has plenty of parking including a driveway for two cars and free street parking. If you enjoy the outdoors, you'll love our extra large back yard! Enjoy a short walk down the block to a beautiful trail and enjoy winter sledding and disc golf.

25 Apr – 2 May

$201 NZD per night

Guest favourite

Townhouse in Chicago

4.93 out of 5 average rating, 188 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.

31 Oct – 7 Nov

$380 NZD per night

Guest favourite

Townhouse in Elgin

4.94 out of 5 average rating, 195 reviews

Modern Lagoon 3 br entire house sleeps 8. King bed

The modern lagoon is an entire townhouse with 3 br with 1 king , 2 queen and a sofa bed, private entrance with a homely feel. 1 car garage, 1 car driveway with plenty of parking for visitors. You are 25 mins away from O'Hare Airport and 35 mins from the epic downtown Chicago area. Staying local? There is plenty to do! 10 mins away from the NOW Center Arena, 10 mins from Woodfield Mall, and mins from the Arboretum, Main Event and more. Short Term welcomed. Key pad entry, make yourself at home !

25 Oct – 1 Nov

$366 NZD 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.

29 Apr – 6 May

$275 NZD 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).

19–26 Sep

$239 NZD per night

Guest favourite

Townhouse in Evanston

5.0 out of 5 average rating, 86 reviews

The NICEST place in Evanston for Families 1500Main

Fully Furnished 2-story, 2 bedroom attached Duplex with a King bed in the Primary bedroom and a pair of Twin beds in the 2nd bedroom. Couch on main floor is also a sofa bed that sleeps two if needed. Main floor is wide open floor plan. This space has been set up specifically for short-term rentals of 1-2 weeks or months and has previously been used by Guests looking for homes in the Evanston area or having construction done. We cater to Families visiting Northwestern University.

27 Aug – 3 Sep

$501 NZD per night

Guest favourite

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).

7–14 Jul

$640 NZD per night

Guest favourite

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.

5–12 Sep

$573 NZD 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.

10–17 Nov

$181 NZD per night

Guest favourite

Townhouse in Westmont

4.87 out of 5 average rating, 126 reviews

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Near great shopping and dining. Enjoy wonderful sunsets and quiet lake activity. Fully Stocked 20 acres lake with a neighborhood beach next door. Easy commute to downtown while enjoying the peace and quiet. Feel like you are on vacation every day. Perfect for a staycation. Cleaned to Cdc standards. This duplex is a gem in Western suburbs! Pet friendly (fee). Fire pit (bring Wood), paddleboat, kayaks. Grill and fully stocked kitchen.

27 Feb – 6 Mar

$1,045 NZD per night