House Sitting in Kenwood, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

1. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a very sweet lady. She is always happy and cheerful. She has a lot of respect and fondness for dogs. She trained her dog Bob and he was very well ... (more)"

2. TIANJIAO

Ariel's Dog Haven

Kenwood, CHICAGO, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

"This is our second time booking Ariel and we will continue to use her for all of our house-sitting needs. She is so great at sending updates and pictures at ... (more)"

3. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"Allison took excellent care of my dog and sent me updates throughout the stay. She was flexible when the exact dates changed a couple times and great about ... (more)"

4. Rachel

No longer accepting work!

Douglas, Chicago, IL, 60609

House Sitting

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (more)"

Available this weekend
5. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting

"Rebba is incredibly compassionate and loving with dogs. She genuinely cares for them and showed great kindness and care for my late dog. Your dog will be i... (more)"

6. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina did a fantastic job taking care of our pups while we were away for the weekend! One of our dogs is a puppy and can be a handful and the other is on ... (more)"

7. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway took excellent care of my little guy! He has a lot of energy and opinions, so it is a blessing to find someone who is so good with him. She sent re... (more)"

8. Debra

Flexible schedule-will run with dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"I have used Debra's services on 2 different occasions so far. She's been great! She's reliable and communicates with me to let me know the animals are doing ... (more)"

9. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Nina has watched Wiley many times while I've been away from the house or at work. He has a ton of energy and she's great with him. She takes him on more ... (more)"

10. Jenisa

Pet Lover- Home Full Time

South Side, Chicago, IL, 60653

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

"Jenisa has a natural way with dogs. They seem to love her instantly. She has cared for my small dogs and my parents large dog for a few years now. Jenisa cl... (more)"

11. Alex

I'll take your dog for a run

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"It is clear that a Alex loves animals and he is very responsible taking care of them. We have a dog and a cat that he has taken care of them for years when n... (more)"

12. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

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

About: Hi! I'm Kat. I am a 22 year old biologist, and I just graduated from BU in Boston and accepted a job at the University of Chicago. My building is p... (more)

13. Andrea

Fun times waiting to be had!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"My husband and I along with Buster visited your fair city last Monday June 15 when the flood gates opened. We asked Andrea to look after Buster at our hotel... (more)"

Available this weekend
14. Kenni

I'll Run With Your Dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Kenni is a great fur mom. They have been to puppy training class and uses those lessons daily! They are very respectful of your commands and rules for your d... (more)"

15. Puck

Long walks and runs for active dogs

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Puck is a responsible and communicative dog caregiver. They took care of dog, Sasha, when my family was on vacation, and went above and beyond to make sure s... (more)"

16. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch was a pleasure to work with. He provided updates and sent pictures! He was also flexible, which helped a lot! I would recommend him to anyone. (5/21-5/... (more)"

17. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"I know Alex has a great experience from past dog walking jobs he had and from taking care of his families dogs. Alex is very energetic and the dogs enjoy it ... (more)"

18. Katlyn

Consistent & Loving :)

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Katlyn was great, coming to meet Blue before our trip. Blue loved her and we felt comfortable leaving her to go on our trip. She was very respectful of our a... (more)"

19. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a very loving and responsible caretaker! She really pays attention to what your animal companion needs and treats them like one of her own. I defin... (more)"

20. Gabrielle

Dog friendly home

Hyde Park, Chicago, IL, 60615

House Sitting

"We needed Gabrielle very last minute to house sit for us for a week. She responded extremely quickly and was great about jumping on board with our training s... (more)"


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.