House Sitting in Woodlawn, 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 was amazing! It is hard to leave your pet, but she made us feel completely at ease when we were on vacation. Would most definitely recommend!! :) (more)"

2. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

4 repeat clients

"Kimberly did a great job dog sitting for Cami at my house while I was out of town. She was in touch to tell me when she was coming and going, as well as se... (more)"

Confirmed Thanksgiving Availability
3. Jillian

Treat dogs like the babies they are

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Jillian was an amazing dog sitter for Cobalt! She sent multiple picture updates, stayed until just a few hours before I got him and even fed him dinner! It w... (more)"

4. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

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. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

7. Anita

Goal in Life: Play with Dogs

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"She seemed really good at taking care of Joni. I wish we had more pictures. Otherwise, I would book Anita again because Joni felt really comfortable around her. (more)"

8. LeAnna

13 years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

3 repeat clients

"Our experience with LeAnna was wonderful! She took perfect care of our dog and cat and kept us updated throughout the stay. She really listened and We are co... (more)"

9. Jinni

Skilled Pet Sitter & Photographer

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were very pleased with having Jinni take care of our very spoiled dog. When one problem arose she handled it very well and we are so glad she took her to ... (more)"

10. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 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)"

11. 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)"

12. 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)"

Confirmed Thanksgiving Availability
13. Myk'La

Mind, face, and soul of a pup

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Communication lines were open, many pictures were sent, and I cannot thank her enough for her flexibility when our flight plans got thrown for a little loop!... (more)"

Confirmed Thanksgiving Availability
14. Kennetta

Kennetta's Playhouse

South Chicago, Chicago, IL, 60617

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

About: (more)

Confirmed Thanksgiving Availability
15. 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)"

16. 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)"

Confirmed Thanksgiving Availability
17. Zachary

Available for you dogs needs.

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Zach is great with animals! He watched my dog for two weeks and when I got back my dog loved him more than me. Would recommend him to anyone! (more)"

18. Blaize

Blaize's Dog Sitting in Hyde Park

South Side, Chicago, IL, 60637

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

"Blaize is an excellent petsitter. She's a kind, reliable, and thoughtful person--and a pet-owner herself. You'll have peace of mind when you're away from to ... (more)"

19. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

Confirmed Thanksgiving Availability
20. Samantha + Mac

Looking for new friends!

Hyde Park, Chicago, IL, 60615

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

"I have known Samantha for over 15 years and pets have always been a part of her life, both dogs and cats. Her pets have always been very happy, well-trained... (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.