House Sitting in Forest Glen, Chicago

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

1. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

13 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

2. Alexa

Treating your pup as my own!

Niles, IL, 60714

House Sitting, Drop-In Visits, Dog Walking

"Alexa recently stayed with Riley during a trip out of town for the weekend. Riley had a great time with her and was a happy dog when we returned! We felt ver... (more)"

3. Jennifer

I miss owning a dog but can't now

Irving Park, Chicago, IL, 60641

House Sitting

"I have known Jennifer for over three years on a professional level. She a responsible, kind, and caring person. When I needed a dog and bird sitter, Jennife... (more)"

Available this weekend
4. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Meggie is absolutely amazing! She took great care of my dog while I was traveling, and always went the extra mile to leave my place in better shape than when... (more)"

5. Alejandra

Flexible & Friendly Demeanor!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: My old roommate's job had her traveling constantly so I started taking care of her co-worker's beagle. She had such a great experience that she spr... (more)

Confirmed Easter Weekend Availability
6. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

9 repeat clients

"Ashley did a great job watching our 2 beagles while we were out of town. Daily updates and the cutest pictures. Will definitely book her again. (more)"

7. Darce

I love all fur babies, big & small.

Skokie , IL, 60076

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

4 repeat clients

"There are people who claim to be dog people. Then there is Darce. Compare it to a fair weather fan versus a die hard fan. While they're nice & harmless they'... (more)"

8. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

Confirmed Easter Weekend Availability
9. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

10. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jess is the best! She took care of my 2 cats for 4 days and sent me pictures during my vacation. We are very happy we found her and we highly recommend her!!... (more)"

11. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

12. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sarah R is a fantastic pet sitter. We have hired her twice for 4 nights and she is readily available to take our rambunctious lab on long walks and she take... (more)"

13. Jen

Dog walking! Love large breeds!

Norwood Park, Chicago, IL, 60630

House Sitting, Dog Walking

About: Would love to take your dog for a walk or jog and play fetch! I grew up with St Bernards, so I am used to large dogs and am quite the dog lover (bu... (more)

14. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy was great with Dante. As a new dog (2 weeks since he came home with me), she kept on top of his schedule well, and sent me pictures and tons of updates.... (more)"

15. Michael

On a mission to meet all the dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"What's NOT to love? Michael stayed with our beloved dog, Bagels, over Thanksgiving weekend while we were out of town. He took the most incredible care of h... (more)"

16. Jenny

Wet Nosed Approved

Park Ridge, IL, 60068

House Sitting, Dog Walking

"After meeting with Jenny, we were completely comfortable leaving our dogs in her care. Jenny sent frequent updates and pictures to let us know how they were... (more)"

17. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

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

About: Because I myself am a dog owner as well for years have taken care of my roommates' dogs and family members and friends dogs. I care about the well ... (more)

18. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

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

1 repeat client

"Maria is not just a dog lover,she is an animal lover! My 14 year old dog Jake absolutely hates water, let alone a complete bath! But he doesn't mind so much ... (more)"

19. Bridget

Great with dogs of any breed

Norwood Park, Chicago, IL, 60656

House Sitting, Drop-In Visits, Dog Walking

"Bridget loves dogs and will do anything to take care of them. You can always count on her. She is the best! I would trust her with my dog anytime, any day. S... (more)"

Confirmed Easter Weekend Availability
20. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

23 repeat clients

"Ginger responded quickly to our last minute need and even shuttled the dogs back and forth. She kept me updated on how and what they were doing and did a lot... (more)"

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Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

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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.