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. BJ

Experience, Integrity, Compassion

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

31 repeat clients

"BJ was GREAT. I needed a dog/cat/house sitter quickly because of some changes in plans with my other caretaker. She was able to rearrange her schedule, mee... (more)"

2. Dylan

Dog-loving freelancer on the go

Oak Park, IL, 60304

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

5 repeat clients

"Dylan stayed with our 2 dogs for 5 nights and she was wonderful. She took time to get to know our more reactive dog, and since both dogs are on medications ... (more)"

3. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"It was an absolute delight to find Veronica on such short notice to watch my dog Lilly. She sent me photos and gave me daily updates on how she was doing. My... (more)"

4. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

7 repeat clients

"Jose, left such a good impression with me that I had to use his services again. I know that my animals loved having him around as they looked almost sad whe... (more)"

5. Ariel

Caretaker for your furry friend(s)!

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Faith (our puppy), loved having Ariel babysit her. She enjoyed her walks and chill time with Ariel. We (Faith's Mom & Dad) appreciated receiving frequent upd... (more)"

Confirmed Holiday Availability
6. Patrice

I have always love animals...

Austin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Patrice is one of the most responsible, animal-loving people I know! She knows all the dogs that live in our building by name and always treats them with kin... (more)"

7. Gina

Exercise, love, and attention!

Hermosa, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Gina has been my dog walker and go to pet sitter for the past 2 years. She is reliable, punctual, and has a great energy about her. My two German Shepards ab... (more)"

8. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Genesis was great! She sent us a lot of pictures and took extra good care of our pup when he had some pain. Our apartment looked perfect! All in all a great ... (more)"

9. Tosha

Loving, Patient, and Experienced!

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Tosha is fantastic with animals! I've had her watch my puppy a few times and they are best friends!! Tosha takes great care of him, honestly I'm not sure who... (more)"

10. Noemi

Hands to Paws

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Noemi was super responsive, flexible and communicative! Our pups and home were well taken care of. We'd definitely book her again! (more)"

Confirmed Christmas Availability
11. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Robin is wonderful and awesome, the best! We were gone for a week and she sent pictures and updates daily of all the fun they had. The house was immaculate o... (more)"

12. Shannon

Genuine pet lover at your service!!

Avondale, Chicago, IL, 60641

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

3 repeat clients

"Shannon is awesome. She's been walking and caring for our two pups on Mondays-Fridays for several years now and always goes above and beyond to make sure our... (more)"

Confirmed Holiday Availability
13. Gladys

I wan to love your Dog!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"I know Gladys will be a great sitter, she loves dogs and cats, I know this because I have a little dog, her name is Uma, Uma gets really excited when Gladys ... (more)"

Confirmed New Years Availability
14. Nancy

I'll jog with your dog

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"I have known Nancy for 16 years and she is a compassionate, caring and loving person not only to others, but animals of all kinds. I have a 12 year old schn... (more)"

15. Jessica

Will explore the city with your dog

Chicago, IL, 60302

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

"Jessica is an awesome pet lover. She has been my go-to dog sitter whenever I am out of town and is always so loving and caring for Benji (my beagle) She has ... (more)"

16. Cheryl

Take Time Out to Stay And Play!

Oak Park, IL, 60302

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

65 repeat clients

About: After our beloved lab passed away at 16 we began hosting play time and overnights in our home as a way to have play pals for our resident pup Chuml... (more)

Confirmed Holiday Availability
17. Bere

Love meeting new Friends!

Belmont Cragin, Chicago, IL, 60639

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

7 repeat clients

"Bere is wonderful!! My dog always has a good time every time she walks him, he comes back exhausted and happy from all the playtime at the park. Sometimes I'... (more)"

Confirmed Holiday Availability
18. Arijan

Home all day, animal lover!

Belmont Cragin, Chicago, IL, 60639

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

1 repeat client

"Arijan and Bere were the best sitters that Mia had ever had. Mia can be a handful at times and really picky but Arijan and Bere gave her all the attention an... (more)"

19. Annalisa

I love dogs of all shapes and sizes

River Grove, IL, 60171

House Sitting, Drop-In Visits, Dog Walking

About: I am passionate about dogs and puppies. I grew up with 4 dogs of my own and have learned much about what kind of care dogs need. I have helped rais... (more)

20. Will

These Dog Days have just started!

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Will has watched my dogs for me for over two years (My job requires me to travel). Not only has he ensured my boys are well fed and looked after, walked and ... (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.