Vacation rentals in Cook County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cook County

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

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Guest favorite

Home in Chicago

5 out of 5 average rating, 11 reviews

Top Floor in Historic Old Town!

MollyRating, 5 stars1 month ago

Wow such a beautiful space. The home was beautifully decorated with thoughtful artwork and really quality furniture. My first thought was “ omg, I want to live here!” Thank you Heather for sharing your space with me. You are so kind and made me feel right at home. I hope to be back. Be well, Molly

Superhost

Home in Homewood

4.91 out of 5 average rating, 123 reviews

Peaceful & Private Hot Tub Vacation Home Getaway

YoshiRating, 5 stars1 month ago

This small quaint home packs a HUGE punch when it comes to amenities and that home away from home feel. We couldn't have asked for more in an airbnb during our stay in the Chicago area. From the kuerig, to the decor, to the hot tub to the amazing bathroom and shower, this Airbnb had everything we needed and everything we didn't even know we wanted. I would HIGHLY recommend this airbnb along with the amazing and attentive hosts to anyone traveling through the area.

Top guest favorite

Home in Chicago

5 out of 5 average rating, 11 reviews

Alluring Avondale Abode

MichaelRating, 5 stars1 week ago

Beth’s home was perfect for our group trip, which centered around cooking together for a Passover Seder! The kitchen had great appliances and equipment, with the space for many of us to cook at once. The house had everything we needed and we were all comfortable.

Top guest favorite

Home in Gary

5 out of 5 average rating, 12 reviews

Spacious Retreat with Beach Access

TiffanyRating, 5 stars1 month ago

⸻ “I had an exceptional stay at this Airbnb in Gary, Indiana! The host was fantastic—she communicated clearly and made sure I had everything I needed. She was so friendly and thorough, letting me know all the details about the home, how to get in, and how to use everything inside. The amenities were above and beyond what I expected. The space was incredibly comfortable, spotlessly clean, and the area near Lake Michigan was beautiful. The neighborhood was very quiet, safe, and enjoyable, which made the stay even better. I felt completely at home. The host also made it clear that if I needed anything, she was just a message away to assist. I enjoyed my stay tremendously and would absolutely recommend this space to anyone visiting. I would definitely come back a thousand times over!”

Guest favorite

Camper/RV in Portage

5 out of 5 average rating, 8 reviews

Relaxing*1BR/1BA*Mini Golf*Fishing*Bands*Boating

ScottRating, 5 stars8 months ago

Chris is a phenomenal host. He lives a few minutes away from the RV and is very responsive. Two adults and 2 younger kids were very comfortable and had plenty of space to hangout in the RV. We did not take advantage of the activities at the site, but there was something nearly every hour over the weekend for guests (especially kids) to enjoy. If we are in the area, we would absolutely stay again!

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What guests are saying

Premier 5BR/3BA Modern Retreat with King Suite!

4.91 out of 5 average rating, 23 reviews4 days ago

This home was GORGEOUS! Its was in a quiet neighborhood not too far from a shopping area. There is a play ground for small children near by. The 5 bedrooms were a great size. The king size bedroom included one of the bathrooms. The shower was AMAZING! The home was clean and smelled great. The bed felt like clouds. I feel asleep almost immediately every night.

Home in Elmhurst

What guests are saying

Great location-King beds-Kids playroom

5 out of 5 average rating, 51 reviews2 weeks ago

Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

Home in Schaumburg

What guests are saying

The Hidden Beach House

4.75 out of 5 average rating, 8 reviews1 day ago

The hidden beach house is a lovely place to stay if you are a couple that just wants to get away from everything or if you are like us my daughter and I who came to town and just basically needed a place to sleep and shower. It’s a very small space but it is Clean and quiet thought it was gonna be two rooms but it was not but it wasn’t the hosts mistake. It was mine because I didn’t read the description correctly. The parking garage is about a block and a half down on the main street and it is $38 per day if you try to park on the street and you don’t have a parking permit the people that do have a permits can have you towed so you can play it safe and just pay for the parking or you tried to park on the street and hope nobody towed your car at your expense. Also, you do share a water heater with the rest of the units so be mindful of when you’re getting up and taking a shower so you don’t have a nice cold shower unless that’s what you prefer. And there is so much to do.

Guest suite in Chicago

What guests are saying

A Comfortable Stay While You are Away in Oak Park

4.85 out of 5 average rating, 68 reviews2 weeks ago

The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Home in Oak Park

What guests are saying

Spacious 2 Bed Apartment, Perfect Location

4.89 out of 5 average rating, 73 reviews3 weeks ago

This is a quirky, comfortable place. It’s full of great books, interesting decor and Chicago charm. The apartment is quite large, it’s on the ground floor and there is back door access to the alley from the kitchen. The kitchen was full of cookware and there was a gas stove. I appreciated the coffee pot and large tin of Costco coffee. There was also a great selection of teas as well as many interesting mugs to choose from.

Apartment in Chicago

What guests are saying

Loyola & Lake -3br/2bth close to the Lake & Loyola

4.95 out of 5 average rating, 80 reviews3 months ago

My friends and I stayed for my birthday weekend and were super happy with everything, the fireplace is especially nice for cold chicago winters! We only had trouble finding street parking Saturday night when we got back from our concert at 3am but that was expected. This will be my go-to place for groups from now on!

Apartment in Chicago

What guests are saying

Creekside Getaway

4.9 out of 5 average rating, 40 reviews3 weeks ago

My wife and I loved the place. The wooded surroundings in the backyard with the stream running through or breathtaking. We would see on average anywhere from 15 to 20 deer every day. The house was even better than what the picture show. I never had to worry about being able to reach the owner. She was always accommodating and even offered us the opportunity to stay longer knowing that we were doing a longer-term, but we had already made arrangements to go somewhere else and couldn’t get out of it or we would’ve taken it.

Home in Merrillville

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Popular amenities for Cook County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Cook County

Superhost

Home in Chicago

4.92 out of 5 average rating, 38 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

JoannaRating, 5 stars1 week ago

Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗

Superhost

Home in Gary

4.8 out of 5 average rating, 20 reviews

Modern Boho Beach House with Hot Tub

BerniceRating, 5 stars6 months ago

The place was absolutely perfect for what we needed. A peaceful neighborhood with a lot to offer .

Superhost

Guest suite in Plainfield

4.86 out of 5 average rating, 78 reviews

Relaxing Suite with Independent Entrance

CindyRating, 5 stars5 days ago

Maria’s place was great! Easy access to the Airbnb & the yard was a bonus for our two dogs. Lots of little touches that made the stay pleasant; coffee, water, snacks were all appreciated. The bed was very comfortable too! I would definitely stay again when in the area.

Superhost

Home in Maywood

4.8 out of 5 average rating, 114 reviews

Maywood Relaxation

JadeRating, 5 stars1 month ago

Robert was very attentive to questions and concerns. He responded very quickly! Very accommodating to our needs and made us feel comfortable! Definitely will be booking again in the future!

Guest favorite