Vacation rentals in Cook County

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Top-rated vacation rentals in Cook County

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Top guest favorite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Apartment in Chicago
5 out of 5 average rating, 75 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Guest favorite
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.92 out of 5 average rating, 144 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest favorite
Private room in Melrose Park
4.94 out of 5 average rating, 105 reviews

4 miles to Airport, King bed. Near expressways.

Room near O'Hare airport (4 miles), 7 min walk to the bus or 6 minute car ride to the Metra train to Chicago. 13 min to Allstate Arena, 11 min to Donald E. Stephens Convention Center or Rosemont Theatre . 10 min to Fashion Outlets mall or Entertainment District (bars and restaurants and concerts and comedy club/ casino. Room:1-2 adults, Near expressways 294 / 88 / 90 Towels provided Luggage drop off prior to check in Please send me a picture if profile does not have one prior to arriving.

Apartment in Chicago
5 out of 5 average rating, 4 reviews

Renovated Charming Cozy Stay

Description: House: Recently renovated basement with two spacious bedrooms, fully equipped kitchen, bathroom, and its own entrance through the driveway. All TVs are Smart. Neighborhood: Located in Alsip/Chicago, on a quiet cul‑de‑sac, 5 minutes from I‑294 and 10 minutes from I‑57, 30 minutes from Downtown. Peaceful, family‑friendly area. Parking: Available in the driveway or on the street. Note: We live in the unit upstairs. Rules: One small dog allowed. No parties. No smoking inside.

Superhost
Private room in Chicago
4.82 out of 5 average rating, 532 reviews

Florence Room - 3min to CTA, Free Parking, Roomy

The Florence room is one of three rooms in the grotto. The room has a king size bed and full size sofa sleeper for a maximum guest count of 4. You will have access to the kitchen for the microwave, toaster, and stove, along with free Keurig coffee. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms.There is a private mini fridge in your room for food storage. The house is one block from the Kedzie Green line rail station.

Superhost
A modern guest room showcases a large bed with a decorative pillow against a graphic wall map of the city. A comfortable gray sofa sits across from it, accompanied by a table featuring a lamp. Natural light enters through a large window.
Hotel room in Chicago
4.8 out of 5 average rating, 220 reviews

Spacious Hotel Room in The Loop

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Apartment in Summit
5 out of 5 average rating, 4 reviews

NEW! Apartment Near Downtown

Welcome to your BoHo inspired getaway this cozy one bedroom apartment offers, comfort style, and everything you need for a relaxing stay the space features a beautiful decorated bedroom with warm, earthy tones and natural textures plus a spacious living area with a pull up couch perfect for extra guest. Enjoy full bathroom stocked with essentials and open layout filled with natural light and thoroughly curated Boho details and make the space feel calm and inviting.

Guest favorite
A spacious living area features a modern sectional sofa in neutral tones. A sleek television is mounted on the wall opposite a minimalist coffee table. The adjoining dining area, visible through an archway, includes a round table with four chairs.
Apartment in Forest Park
4.89 out of 5 average rating, 333 reviews

Home in Forest Park Upstairs.

In this cozy apartment you will have a functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. The property is located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit.

Superhost
A well-lit indoor pool area features a rectangular swimming pool with steps on one end. Brightly colored walls complement sleek lounge chairs and vibrant red chairs. A drinking fountain is located nearby, while ceiling lights emit a tranquil, soft glow throughout the space.
Hotel room in Naperville
4.82 out of 5 average rating, 114 reviews

Close to Riverwalk | Indoor Pool + Free Breakfast

Stay near the best of Naperville with downtown dining, the riverwalk, and the DuPage Children’s Museum just 3 miles away. The Route 59 Metra Station sits 2 miles out for quick trips into Chicago, and Morton Arboretum is only 8 miles from your door. Fuel up with free breakfast, take a dip in the heated indoor pool, and enjoy a fun, upbeat lobby designed for gathering, working, and planning your next stop.

Top guest favorite
Private room in Calumet City
4.97 out of 5 average rating, 143 reviews

Private Spacious Room in a shared house.

House located in Calumet City, not far from Franciscan Hammond hospital, 10 minutes away to Ford Plant, 19 minutes away to Horseshoe Casino, 18 minutes away to the BP Plant and Purdue University. Dining area and family room with television and WiFi. These areas are shared with other guests. Private room has a full bed, tv, closet and office desk and mini fridge.

Superhost
A cozy room is highlighted by light blue walls and natural light pouring in from two windows. A floral-patterned bedspread covers the spacious bed, while a bedside table and a mini fridge provide convenience. An air conditioning unit is installed for comfort.
Private room in Mount Prospect
4.89 out of 5 average rating, 111 reviews

S3 Private cozy room. NO parking. 15min to O'Hare

NO car. There is nowhere to park your car. Cozy room in the house. great place to relax before/after a long flight. 5 minutes from the house there are shops, cafes and restaurants, public transport. And the airport can be reached by taxi in 15 minutes or by bus in 1 hour The room has air conditioning, so you can always set a comfortable temperature for yourself.

Top guest favorite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Condo in Chicago
4.97 out of 5 average rating, 855 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

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