House Sitting in Montclare, 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. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Robin was amazing!!! From the point she arrived to when she left, we felt that our boys were under the best care. Her communication via text and pictures kee... (more)"

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2. Jennifer

Friendly Laid Back Dog Lover

Albany Park, Chicago, IL, 60625

Dog Boarding, House Sitting, Drop-In Visits

"I highly recommend Jennifer to Rover. She has dog-sat for me on multiple occasions and I couldn't ask for a better dogsitter. Louie is always so excited to s... (more)"

3. Jenna

Love dogs of all sizes and shapes!

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

"Jenna is great! She was very responsive and our dog loved her. When we got home, it was obvious that he has been well taken care of and enjoyed his time with... (more)"

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4. Agustina

don't worry, pee happy

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Agustina was amazing! She treated my dogs with love & care. She made me feel at ease, I’m normally apprehensive to leave my fur babies with new people but I ... (more)"

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5. Tiffani

Pet whisperer and huge spoiler!

ELMWOOD PARK, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"I have known Tiff since high school, and I have always known her to love doggies. She was amazing when in a dog walking position, giving each dog as much ca... (more)"

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6. Ivelisse

Pets having fun with a vet tech!

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits

"Ivelisse was the best! Kept us updated, sent us puctures and videos, took our dog to the park so she could play with other dogs, and cleaned up after herself... (more)"

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7. Rasa

I'll care for your dog like my own

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Rasa is by far my first choice when needing a dog sitter, or even just someone to walk my dog. Rasa is trustworthy, caring, professional and dependable. On t... (more)"

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8. Rachel

I cant get enough love from them!

Norwood Park, CHICAGO, IL, 60656

House Sitting, Drop-In Visits, Dog Walking

"There are only two people I trust with my dogs, and Rachel is always my first choice. when I have to leave town I know they are in good hands and when I come... (more)"

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9. Jacob

Love all things animal-related!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Very helpful and accommodating. Execellent with communication and kept me informed. (more)"

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10. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Arianna is fantastic! This was the second time she watched Lola, she was so thorough with her notes I feel like I was there with her the whole time. Lola's f... (more)"

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11. Khristian

lots of availability

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"I have known Khristian for a long time and since the beginning she has loved animals. When we're walking and she sees a dog everything must stop so she can g... (more)"

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12. Alek

Running, walking, and spoiling!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Alek took in Lucky when his brother was unable to care for her any longer. Alek gave her several years of quality life when most would have considered Lucky ... (more)"

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13. Tricia

Full-time dog lover

Montclare, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Tricia would be a great dog caregiver because she is caring, loving, and pays attention to detail. She will make sure that your dog is properly taken care of... (more)"

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14. Berenice

Home Full Time

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Berenice is our go to for watching our fur babies! We have a hyper Great Dane & a sweet, lazy pit bull. She is one of the only people we trust to watch them ... (more)"

15. Veronica

The kind of care your pets deserve

Belmont Cragin, Chicago, IL, 60639

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

"Veronica took great care of my Benji while I was on vacation. I loved all the updates and you could tell Benji was really enjoying himself and of course gett... (more)"

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16. Katrina

Pets are my passion!

Belmont Cragin, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katrina has watched my dogs many times! She’s always loving towards them, responsible and took great care of them. I always knew they were in great hands w... (more)"

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17. Laura

Happy Campers Always! :0)

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Laura does an amazing job for us over the years with different dogs we have had. We don’t like to board our dogs so needed a reliable, trustworthy, loving p... (more)"

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18. Jonathan

large fenced yard and lots of love!

Dunning, Chicago, IL, 60634

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

About: I feel that dogs are comfortable in my home because I provide them with a caring and inviting environment. There is a very big, fenced in yard for... (more)

19. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Liz is fantastic and did a great job taking care of our two pups over the weekend. We highly recommend her and hope to work with her again soon! (more)"

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20. Chris

Filmmaker who loves dogs

ELMWOOD PARK, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Christopher was a wonderful dog owner for his family pet for a sweet 15 years! Macy (black lab) loved Chris and was always so excited when he walked through ... (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.