House Sitting in Loop, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Jory

Dog lover on the go!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

5 repeat clients

"We had Jory stay in our home with our dog and two cats. Jory was very communicative throughout the whole process. He made it very easy to arrange a 'get to... (more)"

2. Kristyn

Animal lover who works from home!

West Town, Chicago, IL, 60647

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

10 repeat clients

"Kristyn was amazing with Zoey! Zoey is a pretty young pup so we were nervous about leaving her for so long. After meeting Kristyn we knew Zoey would feel lik... (more)"

3. Ashleigh

DOG LOVING STUDENT IN CHICAGO

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"My husband and I are new dog parents and were going out of town for a few days, leaving our pup for the first time ever. Ashleigh stayed at our place taking ... (more)"

4. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

5. Alexa

Experienced and Trustworthy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Alexa was great with my dogs. She kept me up to date on how they were doing and left my house in great condition. She walked then multiple times in cold an... (more)"

6. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah came through when we were in a jam and already out of town. She was extremely responsive and took excellent care of our puppy. I know my dog had a great... (more)"

7. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Bridget has stayed with my dog twice now and she has been great. I plan on getting her to pet sit for me more often. My dog recently had surgery on her back ... (more)"

8. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

9 repeat clients

"Ester played, walked and took great care of our animals. Lots of photos and communications. Looking forward to having her house sit for us again sometime! (more)"

9. Elizabeth

Owned & worked w/ dogs all my life!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Very pleased with the compassion, care and attentiveness that Liz has shown for my Bella. Liz was recommended by another great Rover walker. Due to my hectic... (more)"

10. Colton

The Cycling Pet Sitter

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"I can't recommend Colton highly enough as a sitter! We were gone for about 9 days on vacation in Europe, and it was the longest we've ever left our little gu... (more)"

11. Eric

Good to walk in all Chicago weather

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"This is my first time using Eric as a dog sitter and I couldn’t be happier. He was great! He followed instructions and sent us photos/updates on our pups whi... (more)"

12. Zeynep

Life is so much better with dogs!!

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Zeynep was an amazing sitter! She not only stayed longer than expected when my puppy woke up at the end of the shift, but also made sure he wasn't alone the ... (more)"

Confirmed Thanksgiving Availability
13. Kenz

Kenzie's River North Waggers

Near North Side, Chicago, IL, 60654

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

1 repeat client

"Great and reliable sitter. Would not hesitate to recommend or hire again! (more)"

14. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Natalie has the largest heart for dogs; her kindness and patience makes her an wonderful caregiver for dogs. We had a special needs Boston Terrier, Kendra,... (more)"

15. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex stayed at our place for the weekend and watched both of our dogs, a 13 year old pit and a 7 year old mix. All went well and we got a lot of updates. (more)"

16. Maya

Streeterville Sitting

Near North Side, Chicago, IL, 60611

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

1 repeat client

"Maya has an amazing ability to calm and care for dogs of all sizes. I've seen it first hand in the way that she cares for 110 lb Bloodhound Cooper. Cooper ... (more)"

17. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mackenzie was great, and my pup really liked her! We'd love to have you back! (more)"

Available this weekend
18. Brittany

Volunteer, Active & Professional

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Brittany was great - she was flexible with her time and was super sweet to our puppy! We already have her scheduled to return! (more)"

19. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Scrappy is always so happy when he gets to see Collin and we know he’ll be loved and well taken care of, especially when we have to go out of town (more)"

20. Megan

Reliable, Respectful, Responsive

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Megan and Debra were excellent pet sitters for our lively crew of 5 - four dogs and one cat. My husband and I rarely travel because we hate to leave our "kid... (more)"

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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 eviews from pet owners who have used Rover.

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