Dog Boarding in Washington Heights, Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Dreya

Safe pet care provider

Riverdale, IL, 60827

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

4 repeat clients

"Dreya did a wonderful job with my dog. She was attentive, kept me informed, and made sure my dog was comfortable. I would HIGHLY recommend her! (more)"

2. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

3 repeat clients

"Marga took care of both my dogs Max and Nala during last weekend. I am 100% happy with her. She was extremely attentive to the instructions I gave (I am a bi... (more)"

3. Liz

Tails are wagging here!

Beverly, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

8 repeat clients

"Liz was AWESOME with being so accommodating for my dog Daisy when I had a conference to go to. She has a little dog, and the two dogs had a blast together. S... (more)"

Confirmed Thanksgiving Availability
4. Samantha

Weekend doggy oasis

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

"Samantha was great! She's very patient. I've been trying to find Chloe a dog sitter who can deal with her personality for a long time and I've finally found ... (more)"

5. Candace

We treat your dog like it is our own!

Blue Island, IL, 60406

Dog Boarding

9 repeat clients

"Once again my lil puppy Leo had a WONDERFUL stay with Candace & her loving family. Think he may get spoiled more over there then he does at home. Thank you... (more)"

Confirmed Thanksgiving Availability
6. Kristal

Your pup's home away from home!

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care

27 repeat clients

"Kristal was wonderful with Lou! She sent us a lot of pictures and was in consistent contact with us. Lou seemed exhausted, happy and relaxed when she came ho... (more)"

7. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

12 repeat clients

"Noreen and her wonderful family took great care of our Kimo. We were continually updated with photos and texts and we were reassured during our vacation tha... (more)"

8. Jazmin

I trust animals more then humans

oaklawn, IL, 60453

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jazmin has taken care of my babies several times for years she is loving and responsible to my dogs the fact they Love going to her place tells me they are ... (more)"

9. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"Lynn watched my 5 month old puppy when we went out of town for a few days. I was nervous to leave her, but knowing she was in good hands made our get away s... (more)"

10. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

" Bridget is one of the most loving and compassionate people I've ever met! She always puts others before herself.... Selfless! She must have acquired t... (more)"

11. Myra

Must Love Dogs!

Alsip, IL, 60803

Dog Boarding, Drop-In Visits

"Myra took care of my dog on short notice. Jax had a great stay. It was nice to get the updates and the pictures. Great service, great sitter!. Thank you. (more)"

12. Keeshina


Grand Crossing, Chicago, IL, 60619

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi , My name is Keeshina As a kid Me & my sisters Loves any pet we come in contact with!! My sis has 2 pits 2 cats other a Lil tea cup! I ha... (more)

Confirmed Thanksgiving Availability
13. Tanisha

Taking care of your best friend!

Ashburn, CHICAGO, IL, 60652

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"I am very pleased to say that our Zeus's stay with Tanisha was grea! Tanisha sent picture updates on a regular basis as well as provided videos of our pup du... (more)"

14. Manpriya

Lots of Love to go around

Ashburn, Chicago, IL, 60629

Dog Boarding

2 repeat clients

"Super flexible, easy to work with and great communicator. Would definitely recommend and rebook in the future! Thanks for everything Manpriya! (more)"

Confirmed Thanksgiving Availability
15. Renee


Ashburn, Chicago, IL, 60652

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"We left Onyx for week in Renee's care. She was thoughtful enough to send pictures and updates of our baby's progress. They treated our puppy like one of t... (more)"

Confirmed Thanksgiving Availability
16. Gionna

energetic, nice and love animals!

Evergreen Park , IL, 60805

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Gionna was absolutely fantastic. Our dog warmed to her quickly and enjoyed his time with her. On our way back from our trip, we hit major traffic and were de... (more)"

17. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

7 repeat clients

"Steve was terrific with our little puppy. He responded immediately to my request to let me know that he was available and informed me that he had a larger d... (more)"

18. Francisco

I am a energetic dog lover !

Ashburn, Chicago , IL, 60652

Dog Boarding, House Sitting, Dog Walking

About: I have owned a couple dogs in the past! Raised one of them from a puppy. Still very intermediate skill but organized and responsible. Very athletic... (more)

19. Nona

Your dog's vacation destination!

Evergreen Park, IL, 60805

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My dog Murphy stayed with Nona for three days. He seemed very content and happy when I pick him up. He went for a lot of walks, which he loves. I would hi... (more)"

20. Fernanda

Chicken or the Egg? Which comes 1st

Chatham, Chicago, IL, 60619

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I started caring for dogs since I was 14. I used to walk my neighbor's Black Lab around the block whenever they were not home. When they went out o... (more)

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Learn About Premier

Dog owners love Rover's Chicago dog sitters. 9,532 owners have reviewed sitters in the Chicago metro area, giving them an average rating of 5/5. Browse profiles, read reviews, and check us out on Yelp.

Wondering how much you can expect to pay for a night on Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Home to the largest number of highways in the nation and second busiest airport in the world, Chicagoans are travelers as much as they are dog lovers. That's why, when preparing for a trip, Chicago dog owners want nothing but the most loving home for their dogs while they're away.

With, that gets a little easier. Scroll through our selection of loving sitters, click on a listing you like, and start a conversation. From Hyde Park to Wicker Park, sitters have access to the Windy City's only off-leash, dog-friendly areas, where dogs can play freely and recharge with special, dog-level drinking fountains and separate areas for shy pets to unwind.

You love your dog. We love your dog, too. How much? We'd love to show you. Book dog boarding, pet sitters, and dog walking in Chicago on, and stop by our blog to see what we're all about.

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 nonprofits across the U.S., including: