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. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

2. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

3 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)"

3. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (more)"

4. 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)"

5. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

1 repeat client

"Mikayla was great. Sparky had lots of fun with her, we could tell. Mikayla shared pictures which we appreciated. We will use Mikayla again. (more)"

6. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

7 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)"

Available this weekend
7. Stephanie

Shelter-trained dog lover!

McKinley Park, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Stephanie will be an excellent dog caretaker. She absolutely loves animals and will give your dog all the care it needs while you are away. She is very respo... (more)"

8. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

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

Confirmed New Years Availability
9. 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)

10. 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)"

11. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

15 repeat clients

"Enoch sent lots of pictures in the short time he cared for my pup. He was kind and I felt very comfortable leaving him in my home. He even tidied up! (more)"

12. Stacey

I Love Animals and Animals Love Me

Grand Boulevard, Chicago, IL, 60653

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

1 repeat client

"Every pet I've ever had Stacey took care of for me. I would honestly get jealous because my pets loved her more then me. She would tell what they wanted. She... (more)"

13. 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)"

14. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Another great sleepover for Sassy with Crystal! We called last minute for an unexpected trip and as usual, she came through for us and was exceptional. On ... (more)"

15. 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

"Megan is a natural with dogs. Both my dogs took an immediate liking in her which always tells me a lot. She went out of her way to accommodate them when we ... (more)"

16. Kate

I enjoy taking dogs to the dog park

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Kate was great, stayed with Benjie from Friday until Sunday and was very flexible with times along with sending me photos of him! He seemed very happy upon m... (more)"

17. 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)"

18. 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)"

19. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

20. Shawn

I'll show your dog what love is.

Grand Crossing, Chicago, IL, 60637

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

1 repeat client

"Shantel has taken care of my dog for me before. Choosing her to take care of my dog was one of the best decisions I've ever made. She's really responsible an... (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.