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. Gregory

Howl'er at Me!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Greg was great! Kept me posted on how Guppy was doing and Guppy seemed relaxed and happy! (more)"

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2. Jennifer

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Jennifer took great care of my two dogs. She even agreed to extend her stay an extra day on short notice. The boys got a lot of exercise and the apartment wa... (more)"

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3. Angelica

Home full-time, flexible schedule.

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Angelica was great! She was so sweet with Henry and sent us pictures and updates throughout the evening. We will definitely have her back again! (more)"

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4. Irema

The most attentive doggo lover

Hyde Park, Chicago, IL, 60637

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

"Irema does a great job every time she watches my dog! He really loves her and is so happy to spend time with her. She’s attentive and careful—she doesn’t lea... (more)"

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5. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"David is great. It is obvious that he loves animals. We were very comfortable having David stay at our place and watch our two dogs. He communicated well ... (more)"

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6. Lizbeth

I can't wait to bond with your pet!

Brighton Park, Chicago, IL, 60632

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

"Liz was beyond incredible and I would highly recommend her to anyone. Here is my experience: Liz stayed in my home early Tuesday morning until late Saturday... (more)"

Confirmed availability
This weekend
7. Cassidy

I’ll run with your dog

Hyde Park, Chicago, IL, 60615

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

"Cassidy grew up on a dairy farm and has cared for a variety of animals - from millipedes to cows! She has always lived with dogs and cats and has an uncanny... (more)"

8. Zak

Home all day - fenced yard

Douglas, Chicago, IL, 60616

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

About: I am a very active person, can handle any dog. I have experience with big and small breeds of dogs. Taken positive reinforcement dog training class... (more)

9. Sean

Very experienced, and I love dogs!

Calumet Heights, Chicago, IL, 60619

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

"Sean was very professional prompt and on-time he bonded very well with my dog he was very respectful of my home I really appreciate it this service and knowi... (more)"

10. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"I was traveling out of town for two weeks in January and needed a pet sitter. Rebba was an amazing dog sitter to my beloved Mr. Jinx. She sent me daily photo... (more)"

11. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"Allison is an absolute pro! This was our first time using Rover and we were so fortunate to get Allison. She not only took fantastic care of our high energy ... (more)"

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12. Laura

I can run with your dog!

West Lawn, chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"Laura is a warm hearted individual who is especially ready to care for any living animal. She has a great compassion towards animals and always puts them fir... (more)"

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13. Adrienne

Home Full time- I love the outdoors

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: I am previously the owner of 3 dogs! I am gentle, caring and loving! I have experience in dog walking, sitting, feeding, playing, and grooming (bat... (more)

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14. Katlyn

Consistent & Loving :)

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Katlyn was great, coming to meet Blue before our trip. Blue loved her and we felt comfortable leaving her to go on our trip. She was very respectful of our a... (more)"

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15. Alejandra

College student w/ a love for pups!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Alejandra has taken care of our two dogs many times while my husband and I have been out of town, and she always does a great job. The pups are always happy ... (more)"

16. Elijah

Dog lover

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Elijah is a compassionate and caring dog lover. He takes great care of the dogs under his supervision. He is also very energetic so is able to take dogs on... (more)"

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17. Aaliyah

I'll keep your bud active & safe

Washington Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Aaliyah is such an amazing person! She’s so helpful and also very dependable. She is so nice and gentle with all breeds whether they are big or small! She al... (more)"

18. Katja

Over 10 years of dog experience!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Thank you again for taking care of our pets. You are definitely a trusted person when it comes to caring for our pets while house sitting. I highly recommend... (more)"

Confirmed availability
This weekend
19. Taryn

Time Flexibility, spacious outdoor

Englewood, Chicago, IL, 60621

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

"Taryn is a deeply caring and engaging dog sitter. She makes sure pups (and other pets!)are not only well taken care of, but get the fun activities they need ... (more)"

Confirmed availability
Christmas and New Year
20. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (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.