
Pet-friendly holiday rentals in Cook County
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Top-rated pet-friendly home rentals in Cook County
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Popular amenities for Cook County pet-friendly home rentals
Pet-friendly house rentals

Home
4.94 out of 5 average rating, 122 reviewsSpacious Full Home Near the Heart of Wrigleyville
Dustin was a great host! Super quick response to a few questions we had while we were there. The space was outstanding! Plenty of room for all 7 of us and everything was there that we needed-and then some!! We thoroughly enjoyed our stay.

Home
4.87 out of 5 average rating, 128 reviewsHome away from home
Vytautas is a very welcoming, responsive host. He responded quickly to questions about the property and my stay in particular. The property is very convenient to Naperville and highways connecting to the greater area. It was easy to enter the front door and the home was toasty warm on a cold Chicago night when I arrived. It was great to have the private back yard with my dog. I think it would be fun to be there in summer when the trees have leaves and the weather is warm. The only down side for people who want to have meals there is that you have to set up a table (which is folded up in the back room) and chairs to have a group sit down. This wasn't a problem for me because I have family in the area and went to their homes for meals. And I believe the table would be large enough for 6 if you have that many people. I wouldn't hesitate to stay there again. Thank you, Vytautas

Home
4.81 out of 5 average rating, 188 reviewsWarm and comfortable inviting Suburban home !
Rich was great. I appreciated his advice on getting around the area and he was quick to respond on checkout - really enjoyed my stay

Home
4.91 out of 5 average rating, 115 reviewsCalifornia King Bed | Fast Wi-Fi | 75" Smart TV
Wonderful stay for our girls trip! Quiet neighborhood! House was a perfect layout & clean! Fast uber trip downtown if not wanting to drive! Would definitely stay again.

Home
4.92 out of 5 average rating, 127 reviewsThe Sunshine Spot
Very nice and comfortable home. We found it clean and it had everything we needed. Communication was great. Location work well. Could not hear the freeway hardly at all. Very cosy.

Home
4.93 out of 5 average rating, 113 reviewsQuiet cul-de-sac with huge fenced in backyard
Great stay felt safe and peaceful will stay again had everything we needed for our trip Tom was outstanding host bonfire was amazing water was hot love everything about the place thanks Tom

Home
4.96 out of 5 average rating, 114 reviews2BD/1 BA with summer patio in quiet Roscoe Village
My stay at Sebastian's place was wonderful, and the house looked exactly like it does in the pictures. Very quiet and peaceful neighborhood. The back room was quite cold when we arrived, and Sebastian was quick to respond and drop off a space heater within a few hours. Comfortable beds, and a warm and cozy place to stay was everything I needed while recovering from surgery while in the area. Walgreens and places to eat were all within walking distance. Would definitely stay again.

Home
4.91 out of 5 average rating, 106 reviewsAdorable house Madison Street w/ 2 car garage!
My family of four (two kids) stayed here for a few nights before a flight at Chicago O’Hare. We really enjoyed the comfortable home and slept well! Jill was so kind and helpful. We really loved the area as well- walkable to a super cute street of shops and restaurants! We also appreciated the garage and felt very safe. We would stay here again!
Pet-friendly home rentals with a pool

Flat
4.83 out of 5 average rating, 78 reviewsQuiet but in the Heart of City walk Everywhere
Cloud9’s spec was better than advertised. Great location the building is peaceful and quiet. Everything was just like the description said it will be. Definitely will stay here again!!

Home
5 out of 5 average rating, 10 reviewsMunster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Home
4.83 out of 5 average rating, 35 reviewsEntire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Flat
4.9 out of 5 average rating, 67 reviewsDTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
This two story space was absolutely beautiful, very spacious with a stunning view of the Empire State Building. The decor and vibe felt upscale, making for a really comfortable stay. Just a heads up: there are extra charges for any wear and tear, like minor spots on linens, even if you’re not sure how they got there. I’d recommend checking everything when you arrive and taking photos, just to avoid any unexpected fees. Other than that, it was a fantastic experience in a great location!

Flat
4.81 out of 5 average rating, 63 reviewsCozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Was as described, nice & cozy! Bathroom is nicely updated with space for shower items. Ample kitchen storage. Welcomed our furry family member. With a responsive host! Thanks!

Flat
4.94 out of 5 average rating, 16 reviewsModern unit in Bridgeport-Chicago
Thank you, Paola you were great at all times, we highly recommend your place. Definitely rent this place again

Cottage
5 out of 5 average rating, 33 reviewsRare find, House 1.5 blocks to beach with a POOL!
Had a great time at Miller beach and house was great

Flat
4.72 out of 5 average rating, 152 reviewsSentral Studio Apt in South Loop Chicago
Staying with Sentral Michigan Avenue was my boyfriend’s and I first time in Chicago. We honestly had such a great stay there. It was the perfect place to come back to after a long day full of walking, eating, & exploring. The amenities were exactly as described and exceeded our expectations. The staff and the host were very responsive and quick to accommodate our needs whenever asked. The location also near a lot of food places, grocery stores, and walkable to Grant Park & Millennium Park, and also 10-15 minutes away from other tourist attractions. I will say, it is by a couple of major universities in the area, so you can expect the possibility of rowdiness as a result of that, however my boyfriend and I did not experience too much of that. We would stay here again likely when we go back in the summer. I would recommend this location to anyone who goes!
Private, pet-friendly home rentals

Home
4.86 out of 5 average rating, 21 reviewsYour Peaceful,Joyful,Cozy, Relaxing, Experience
This is definitely a gem in the middle of the South Suburbs. The place was really decorated nice, made us feel comfortable and right at home. Erica is a really great host and she is very attentive to any concerns we may have had during our stay. The neighborhood was really quiet and there was a park right on the corner for me to walk my puppy every morning. You will be pleased with this one. I recommend this place to anyone that wants to get away from the hustle and bustle of the big city and wants to enjoy quiet Suburban surroundings. I would definitely stay again, in fact I plan to.

Flat
5 out of 5 average rating, 16 reviewsBright and full of life!
Esmirina’s place was perfect and just what I was looking for for the weekend. Loved the friendly animals hanging around the outside :)

Flat
4.96 out of 5 average rating, 28 reviewsShort Drive to Hospitals/Airports/Downtown Chicago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.

Flat
4.98 out of 5 average rating, 125 reviewsNewly-renovated historic home in Logan Square
We loved our time in Chicago. The hosts were great, letting us check in early. The AirBnB was super clean, well stocked, and the location is quiet and safe. Thanks for a great stay!

Tiny home
4.91 out of 5 average rating, 350 reviewsLess is more! Pet friendly Tiny Home near Chicago!
This is probably my favorite Airbnb I’ve stayed at. I loved that it had different layers and felt spacious despite being small. Would not recommend if you have a hard time moving about, but if you’re agile it’s got lots of places to climb around. My favorite was that the netting actually held me!!! I could live in a space like this. So bright, well decorated, and conveniently located.

Home
5 out of 5 average rating, 11 reviewsRejuvenate: 4BR, fenced yard
The only thing I didn’t like was the smart lock due to having to download an app and creating an account , there is not an exterior pic of the place and the floor was to noise when walking, I would wake up in the middle of the night from my roommates waking up to the toilet or early in the morning . But everything else was perfect.

Flat
4.76 out of 5 average rating, 72 reviewsArtsy Chicago Abode: Steps to Shops & Restaurants
Had a nice stay. Did the trick as a place to sleep while exploring the city. Good location

Townhouse
4.91 out of 5 average rating, 330 reviewsa SIMPLE place
What a perfect place to spend the weekend with my mom and daughter. Steve was very friendly and responsive. The house is very nice and clean. It was a perfect fit for us.
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