Holiday rentals in Cook County

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Top-rated holiday rentals in Cook County

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

Superhost

Flat in Chicago

4.92 out of 5 average rating, 584 reviews

Explore Chicago from an Urban Sanctuary with Free Parking

A vintage lovers dream! This loft was designed with a love for the past. Starting in the kitchen, you’ll see the beautiful zinc alloy countertops are complemented by gorgeous antique mirror backsplashes. You’ll have access to a stovetop, microwave, coffeemaker, as well as basic tools and kitchen supplies. There is a lovely throwback SMEG 50’s refrigerator and the shelves are all reclaimed wood. This antique lumber detail can be found throughout the loft, from the floors all the way to the night stands. The bathroom door may be recycled wood and the mirrors antique, but the shower fixtures are all Grohe. There is also a hair-dryer as well as complimentary toiletries and clean towels for your use. At the end of the day, you can sit on our funky wicker swing chair and think of all the chic guests who may have used the closet doors that were brought in from NY’s Plaza hotel! You’ll surely have the sweetest of dreams when you go to sleep on the memory foam mattress following a quick binge using the complimentary netflix. Additional amenities include self-controlled A/C and closet space with hangers, an iron and ironing board. This loft is very well kept, professionally cleaned and sanitized after each and every use. When booking this studio you will have full and private access to the entire apartment. There is a shared deck and lounge area you are welcome to use. For your convenience, we have arranged luggage drop-off/storage before and after your stay at the restaurant right down stairs - do note this is a courtesy. Our check-in and check-out process is automatic and seamless, once you book you will receive a private entry code ahead of your stay. Check-in any time after three pm as late as you'd like, check-out on or before 11 am. Due to our cleaning schedule we cannot accommodate early check-ins or late check-outs. The provided free parking spot is located a block away from the Airbnb unit Someone who’s offsite will be available as needed Set between South Old Irving and Kilbourn parks, the studio is located in one of Chicago's most historical neighborhoods. Sample the craft beer taverns and cocktail bars lining North Milwaukee Avenue. Wrigley Field is about 10 minutes away by car. The quickest and most inexpensive way to get around is via Uber or Lyft. If reaching the apartment by vehicle, there is free street parking in the surrounding neighborhood (please follow the local laws and signs). Public Transportation guide to the apartment: From Chicago O'Hare Int'l Airport: Take the Blue Train line to Irving Park Station and then transfer to the CTA #53 Milwaukee bus line to reach the apartment. You can also take the Blue Train line to Jefferson Park Station and then transfer to the CTA #56 Milwaukee bus line to reach the apartment. To/From Downtown Chicago: The CTA #56 Milwaukee bus is a very convenient and direct way to reach the Downtown Chicago Loop with a station just below the apartment. To/From Wrigley Field: Easily catch a game via the 77 or 152 buses, with a station just close by the apartment. Train and bus maps can be found and downloaded here: https://www.transitchicago.com/maps/ Please note that the provided free parking spot is located a block away from the Airbnb unit.

17–24 Apr

£131 per night
Guest favourite

Guest suite in Wood Dale

4.9 out of 5 average rating, 421 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

17–24 Jul

£107 per night
Guest favourite

Flat in Oak Park

4.85 out of 5 average rating, 518 reviews

Long stays welcome@warm&cute vintage 2BR

This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

12–19 Sept

£104 per night

Popular amenities for Cook County holiday rentals

Other great holiday rentals in Cook County

Guest favourite

Flat in Chicago

4.85 out of 5 average rating, 156 reviews

Your brand new Chicago suite (unit 1F)

28 Aug – 2 Sept

£108 per night
Guest favourite

Flat in Oak Park

4.86 out of 5 average rating, 244 reviews

Cosmopolitan Nest in Oak Park North Side

2–9 Sept

£69 per night
Superhost

Guest house in Chicago

4.9 out of 5 average rating, 145 reviews

Cortez House - 2BR - Free Parking - Great Beds

24 Apr – 1 May

£123 per night
Guest favourite

Flat in Forest Park

4.93 out of 5 average rating, 578 reviews

Peaceful oasis in Forest Park

8–15 Aug

£122 per night
Guest favourite

Guest suite in Chicago

4.91 out of 5 average rating, 416 reviews

Cozy, Quiet, Garden Getaway!

10–17 Nov

£120 per night
Guest favourite

Guest suite in Chicago

5.0 out of 5 average rating, 290 reviews

Private Lincoln Square one bed+bath studio apt.

15–22 Sept

£146 per night
Guest favourite

Guest suite in Orland Park

4.99 out of 5 average rating, 67 reviews

Private Guest Suite 2 Cozy Rooms

26 May – 2 Jun

£95 per night
Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 26 reviews

King Size Sleep Number Bed in Cozy Home w/ No fees

14–21 Jan

£99 per night
Guest favourite

Apartment in Lisle

4.95 out of 5 average rating, 38 reviews

Peaceful Condo in Lisle, Illinois

10–17 Sept

£66 per night
Guest favourite

Flat in Forest Park

4.93 out of 5 average rating, 42 reviews

Enjoy the Chicago | Modern 2 Bedroom Apartment

17–24 Apr

£113 per night
Guest favourite

Flat in Forest Park

4.99 out of 5 average rating, 85 reviews

Sunny 1 bedroom apartment 1 block from restaurants

19–26 Feb

£107 per night
Guest favourite

Flat in Forest Park

4.96 out of 5 average rating, 76 reviews

1 bedroom garden apartment in Forest Park

13–20 Mar

£100 per night

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