House Sitting in Englewood, 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. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

4 repeat clients

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

2. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"Craig is one of the most caring and and intelligent people I've ever met. I've known him for over a decade, and over that time, he's had several rescue Rottw... (more)"

3. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Payal was excellent--took great care of my babies and was very communicative, which I appreciated. I would absolutely recommend her and book again! (more)"

4. Stacey

I Love Animals and Animals Love Me

Douglas, Chicago, IL, 60616

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

1 repeat client

"We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)"

5. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

2 repeat clients

"Mikayla took good care of our dog alice. She was very responsive to our communications. We would definitely use her again. (more)"

6. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, et... (more)"

7. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cooper's a lot of work - he needs a lot of attention and playtime, and Rachel was great with him! Will definitely reach out to Rachel the next time I'm in to... (more)"

8. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

8 repeat clients

"Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her ... (more)"

9. Katlyn

Consistent & Flexible :)

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Katlyn has had her own pets her whole life and has taken very good care of each of the dogs and cars in her care. She gets to know the personality and traits... (more)"

10. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

1 repeat client

"Charlotte was amazing with our puppy. She even trimmed her nails as she is a vet tech. (more)"

11. Alia

bright smile bright attitude

Grand Crossing, Chicago , IL, 60637

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

1 repeat client

"There is so much to praise Alia for. We in the 2 years our girls, Aae'Vii&Aae'Leha have been on this earth—they've basically only been with My husband and I,... (more)"

12. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

19 repeat clients

"It was a delight having Enoch stay with Ruby over the holidays. I can truly say that she is always happy and energetic when we return and he has been taking ... (more)"

13. Holly

Dog lover 1st, law student 2nd!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Holly went way above and beyond being a good sitter- she was fantastic! She was always prompt, friendly and professional. We received pictures and updates th... (more)"

14. Roxy

Woman with Nurturing Personality.

Chicago Lawn, Chicago, IL, 60636

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

About: I have been a dog owner since i was a little girl. I love animals and am a Nurturer at heart. I love enjoying nature so i love to walk. Have no res... (more)

15. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

16. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

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

2 repeat clients

"Dogs were happy as clams when I got back from my weekend trip! (And maybe a bit disappointed that it was me instead of Megan that was coming home!) The house... (more)"

17. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

18. Yovana

Your dog's life shouldn't be ruff!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Hi, my name is Jennifer Chou. I've known Yovana for about a year now, and she takes care of my corgi over the weekend. She always makes time to fit my schedu... (more)"

19. Lauretta

Friendly and Energetic!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Lauretta and I have been friends for 10 years now. Throughout those 10 years i've watched as she has grown into the caring, ,compassionate, and loving women ... (more)"

20. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle Rupert is an absolutely wonderful dog sitter. Very loving and caring spirit. She has a special love for animals and wants them to be treated with th... (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 eviews from pet owners who have used Rover.