Hotel vacation rentals in Cook County

A striking view of the Swissotel Chicago showcases its all-glass façade illuminated against the evening sky. The building is surrounded by other high-rise structures and reflects the city lights on the calm waters of the Chicago River.

4.82 out of 5 average rating, 174 reviews

All-glass gem by Chicago architect Harry Weese

Designed by renowned Chicago architect Harry Weese, Swissotel Chicago is an award-winning luxury hotel overlooking the Chicago River and Lake Michigan, and just steps from the Magnificent Mile. The distinctive 4-diamond, all-glass hotel offers spectacular wrap-around views from Navy Pier to Millennium Park, 662 guest rooms and suites, five premier ballrooms, state-of-the-art penthouse fitness center, and spotless European-style service. Pet Friendly, $50USD/night, $250 refundable deposit.

A modern leisure area features a foosball table and a billiard table. Comfortable seating is arranged around a dining table nearby, with soft lighting provided by pendant fixtures hanging from the ceiling. Neutral tones are complemented by decorative accents on the walls.

4.84 out of 5 average rating, 153 reviews

2 Queen Bedroom in Downton

Experience upscale accommodations & amenities in the heart of Chicago when you stay at Cambria Hotel. Located conveniently close to some top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services & on-site restaurant that offers classic American cuisine. Unwind & relax in our comfortable guest rooms with Chicago-inspired décor. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

A modern bathroom is equipped with a glass-enclosed shower featuring rainfall and handheld showerheads. Warm stone tiles create a soothing environment. White fluffy towels are neatly hung, and plush spa robes are visible, complementing the elegant design.

4.79 out of 5 average rating, 237 reviews

Hotel Quality Meets Local Living Deluxe Studio 3B

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

4.71 out of 5 average rating, 75 reviews

A hallway is viewed, showcasing smooth hardwood flooring and light-colored walls. A bedroom entrance is visible on the left, with a glimpse of a bed covered in a green throw. The hallway leads towards a kitchen area, featuring stainless steel appliances.

Private room in Chicago

$N-PrivateRoom+Safe North Area+Free Street Parking

Relax by yourself or with a friend or partner by staying at this peaceful place. A modern and classic art decorated apartment. You can rent this one or even the whole apartment if available. There is an extra sofabed in the living room or extra twin bed available for you to use if your party is larger than 3 people and if you reserve both rooms. In this unit you share the living room, kitchen and bathroom when renting only one private bedroom.

The communal lounge area features a plush green sofa and light-colored chairs arranged around a round table. A unique wall with geometric shelving displays books and greenery. Decorative elements include pendant lighting and wall art, enhancing the modern and inviting space.

4.78 out of 5 average rating, 9 reviews

Modern design and smart amenities

The city’s hottest new hotel, formerly Hotel Julian, puts you at the heart of downtown Chicago, steps from iconic Millennium Park. Our guest rooms feature modern design and smart amenities, with a new take on the old soul of the landmark 1916 Atlantic Bank building. Come and experience Chicago’s then and now and make us your home base for today’s urban adventures. Just one mile from Grant Park where Lollapalooza 2025 will be held!

A chic bedroom features a spacious bed with a green upholstered headboard and a patterned duvet. A lamp stands beside the bed, and large windows provide a view of the city skyline. Floor-to-ceiling curtains frame the windows, allowing for natural light to fill the room.

4.92 out of 5 average rating, 79 reviews

Light-flooded rooms and city views

The Hoxton, Chicago feels like a home away from home, with its comfy hotel rooms, great food and a rooftop to soak up some rays in the heart of Fulton Market District, one of Chicago's most creative neighborhoods. All rooms come with mid-century furnishings, modern bathrooms, and warehouse-style floor-to-ceiling windows to show off Chicago in full. Just 2.2 miles from Grant Park where Lollapalooza 2025 will be held!

4.93 out of 5 average rating, 268 reviews

A spacious lobby area features comfortable seating arrangements with brown leather chairs and a coffee table. Light-colored walls and floors enhance the open atmosphere, while pendant lighting adds a modern touch. A dining area is visible in the background, equipped with bar stools and tables.

Hotel room in Rosemont

Relaxing Standard Room l Free Airport Shuttle

Explore the charming neighborhood of Rosemont just outside our doors. Attractions await you: ✔ Offers a 24-hour front desk, airport transfers, an ATM and free WiFi throughout the property. ✔ Enjoy indoor pool or use the business centre that offers printing, copying and fax services. ✔ Breakfast included. Monday to Friday from 6:30AM to 9:30AM, and on Saturday and Sunday from 7:30AM to 10:30AM.

A modern kitchen features light blue cabinetry and white subway tile backsplash. An island with a decorative patterned design is complemented by four orange bar stools. Stainless steel appliances, including a refrigerator and oven, complete the space, with a chrome range hood mounted above the stove.

4.91 out of 5 average rating, 75 reviews

King Room in Boutique Wicker Park B&B

Modern guest room located on the main floor just a block away from great dining, vintage and boutique shopping, art galleries, cool cafes and vibrant nightlife. The Ellen King guest room is one of 9 rooms within the Wicker Park Inn, a newly renovated, boutique Bed and Breakfast offering high quality yet affordable accommodations in a hip & trendy neighborhood.

A spacious outdoor terrace features several wooden dining tables with accompanying chairs. The area is bordered by a glass railing, providing unobstructed views of the surrounding cityscape, while planters with greenery add a touch of nature to the urban environment.

4.82 out of 5 average rating, 90 reviews

Sweeping skyline views from the 40th floor

The moment you step into your spacious ‘home away from home’ on our 40th floor, you’re sure to envelope yourself in a view that takes your breath away. Our Deluxe King room offers lofty ceilings, an oversized marble tub, and wet bar- for your enjoyment. Just 5 blocks from Grant Park where Lollapalooza will be held!

Hotel room in Bloomingdale

An on-site café features a modern counter with wooden accents. A selection of beverages and snacks is displayed behind glass, with fresh oranges arranged in a bowl. Menu boards and light fixtures enhance the welcoming environment.

4.65 out of 5 average rating, 207 reviews

Charm & Unique Room with NO Cleaning Fee

Welcome to Courtyard Bloomingdale Whether you're traveling for work or leisure, our newly renovated Marriott hotel in Bloomingdale, IL comes fully equipped to make your stay exceptional. Our convenient location makes it easy to spend time at Stratford Square Mall or go explore the sights of downtown Chicago.

Casa particular in Chicago

A cozy lounge area is furnished with a dark sofa adorned with bright yellow cushions. A wooden table sits in front, complemented by decorative plants. The wall is accented with a large mirror, and a staircase leads to the upper level, illuminated by soft overhead lighting.

4.86 out of 5 average rating, 153 reviews

Studio apartment for 2 people maximum, comfortable and clean, very central with multiple access roads, urban transport and proximity to the train station, a variety of restaurants and shops.

Enjoy the simplicity of this accommodation located in a very central and quiet area, with easy access and very nice people. In addition to this, it has a variety of shops and restaurants nearby. We are very interested in cleanliness for the utmost convenience. Vehicles are parked on the street at no cost.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Cook County hotel rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly hotel rentals

A modern kitchen is equipped with stainless steel appliances, including a microwave and refrigerator. The spacious island features a sleek countertop and seating for four. Pendant lights hang above, providing focused illumination, while a small bowl of snacks adds a welcoming touch.

4.67 out of 5 average rating, 6 reviews

1BD/1BA steps away from local shops, entertainment

SusanRating, 5 stars34 months ago

A wonderful place, clean, well equipped, friendly, and located in a great neighborhood. We will return the next time we go to Chicago!

A modern kitchen area is visible, featuring a breakfast bar with four high stools. A stainless steel refrigerator and microwave are included, along with a fruit bowl and coffee maker. A comfortable couch and a coffee table with a vase of flowers complete the inviting space.

4.91 out of 5 average rating, 35 reviews

Spacious 2BR near concert venues, Wrigley Field

tatiannaRating, 5 stars10 months ago

Rick’s place was great. Everything matched the photos. Location was great. Easy access to transportation if needed. Concierge was very helpful and friendly as well. Would stay here over and over again

A stylish living area features a coffee table centered on a vibrant area rug. Two elegant teal chairs flank the table, while a wall-mounted television is visible in the background. Natural light pours in through large vertical blinds, enhancing the room's warm ambiance.

4.85 out of 5 average rating, 20 reviews

Vibrant Andersonville 2BR w/ in-unit laundry

CourtneyRating, 5 stars83 months ago

This place was perfect for a week in Chicago with family! The space was as described, beautiful and sparkling clean, and communication with the host/staff was quick and easy. Having a 24-hour concierge and sundries for sale in the lobby was fantastic for any questions or snack/drink needs. And the Andersonville neighborhood is such a fun place to explore, with lots of great restaurants and shops!

A well-lit living area features a spacious gray sofa paired with two vibrant teal chairs. A wooden coffee table sits in the center, adorned with a vase of fresh flowers. The background includes a dining area with bar stools and a kitchen, while framed cityscape images are displayed on the walls.

4.93 out of 5 average rating, 91 reviews

2BD/2BA w/ gourmet kitchen, private balcony & more

AlyceRating, 5 stars22 months ago

Best stay we have had in Chicago. Loved the rooftop and having a garage to park in. The place was spacious and the beds were comfortable ☺️

An inviting lobby features four plush orange armchairs arranged around a central coffee table. A decorative rug lies beneath, adding a pop of color. A sleek fireplace is framed by dark cabinetry, while shelves display various decorative items and refreshments, creating a welcoming atmosphere.

4.98 out of 5 average rating, 44 reviews

Bright 1BR w/ shared Roof Deck, close to beach

TylerRating, 5 stars29 months ago

FANTASTIC Andersonville place to stay, walkable to all the best the neighborhood has to offer! Rick is super responsive, helpful, kind, and generous! Highly recommended, and hope to return soon :)

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Hotel rentals with a pool

A heated indoor pool invites relaxation, featuring clear blue water and smooth concrete surroundings. Lounge chairs with light green cushions are positioned around the pool, while large windows allow natural light to fill the space, offering views of the outdoors.

Hotel room in Oakbrook Terrace

4.37 out of 5 average rating, 60 reviews

Your Oak Brook Escape| Free Parking & Pet-friendly

SunghwanRating, 5 stars2 weeks ago

It was a very convenient location for the airport with many restaurants and shopping centers around. The room was very clean and comfortable as well. Highly recommended.

A bedside table is adorned with a small vase containing fresh flowers. A softly glowing pendant light hangs above the table, illuminating the rich blue and gold patterned curtains that frame the window, which offers a glimpse of the city skyline.

4.5 out of 5 average rating, 4 reviews

120-yr-old landmark with floor-to-ceiling views

AndreaRating, 5 stars9 months ago

The location is amazing! Extremely walkable to the lake & the river. So many places to eat & shop nearby. This room is a Superior king room, which isn’t noted in the listing, so look it up on their website; where you may even get a better rate and choose the type of room you’d prefer. It is quite small @337sq ft, even for just 2 people, but a nice room nonetheless. There is no dresser, just a closet with 2 smaller drawers, which worked ok for us. Full size lighted mirror, a shower & soaking tub (!!!) The pillows were all down feather or like.They did have water stations on 3 of the floors to fill your bottles, a great feature. The rooftop bar had delicious tapas and craft cocktails and a beautiful view of the city and lake. Paid $386 a night at the end of August & Labor Day wknd. The staff were extremely friendly. Overall, we enjoyed our stay very much! Would def stay again, but would book through Viceroy directly and get a lake view room that is larger.

The rooftop swimming pool is surrounded by lounge chairs and umbrellas, offering a refreshing escape. Towering glass buildings provide a modern backdrop, while the clear water reflects the sky, creating a tranquil environment for relaxation.

4.88 out of 5 average rating, 8 reviews

Comfort and Relaxation! Parking, Near Navy Pier

DanyelleRating, 5 stars12 months ago

Clean hotel, beautiful room and area. Lots in walkable distance and friendly staff! Already at looking at coming back.

A serene sleeping area is featured with a textured white bedspread neatly draped over a spacious bed. A comfortable armchair is positioned nearby, complemented by a decorative pillow. Natural light floods the room through a large window adorned with soft curtains.