Drop-In Visits in Westchester

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Available this weekend
1. Sapphire

Pets are Family,I will treat 'em so

Cicero, IL, 60804

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sapp hire did an amazing job. My dog was happy and treated well. I will be using her again!!! (more)"

2. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"We can't say enough about how wonderful our experience with Megan and Deb was. Our dog is elderly and has separation anxiety and we are sure he did not miss ... (more)"

3. Lynn

Dog lover!

Willowbrook, IL, 60527

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lynn took great care of my cat while i was away. She took the time to provide her with much needed attention while i was on vacation. I didn't have to worry ... (more)"

Confirmed Holiday Availability
4. Olivia

Lifelong animal lover

Hillside, IL, 60162

House Sitting, Drop-In Visits, Dog Walking

"Olivia was great with my cat while we were away! My cat is normally very skittish when new people come into our home, but she was comfortable with Olivia imm... (more)"

5. James

Reliable Active & Responsible Male

Berwyn, IL, 60402

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"James was very good eith Raven. He made her feel comfortable and interacted with her well. (more)"

6. Cassandra

Your dog comes first!

Elmhurst, IL, 60126

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Would definitely recommend Cassandra. She did drop in daily visits for 10 days for our cat. Great communication and very nice when I spoke to her. She wanted... (more)"

7. Ayah

Dog's Best Friend!

Burr Ridge, IL, 60527

House Sitting, Drop-In Visits, Dog Walking

"Ayah is an absolute blast! I have two shih tzus, brother and sister, who both love Ayah. She is their favorite person when she comes over and they both pout ... (more)"

8. Emily

Fun energetic dependable loving

Westchester , IL, 60154

House Sitting, Drop-In Visits, Dog Walking

About: I have had a dog since I was two years old, and prior to that I was around a dog almost constantly. I dreamed of being a vet, but due to the sad ti... (more)

9. Torrin

A competent, gentle, lover of dogs.

Brookfield, IL, 60513

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Torrin often cares for my dogs when I travel for work. He feeds them and walks them according to the schedule I have set and gives them lots of love. They ar... (more)"

10. Tomorrow

The family who cares

Maywood , IL, 60153

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

11 repeat clients

"Tomorrow sit for my dog Gummy we was only a puppy when she started sitting for us now when we bring gummy to Tomorrow house we can't get him to leave he an t... (more)"

11. Colleen

Your dog will love me!

Westchester, IL, 60154

House Sitting, Drop-In Visits, Dog Walking

"I have known Colleen for many years. I have seen her love for animals grow throughout the years. My family and I have a Maltese. When we leave for vacation o... (more)"

Confirmed Holiday Availability
12. Esmeralda

Let me care for your fur baby!

Westchester, IL, 60154

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

"Emeralda was very attentive to the specific needs of my dogs. Probably no small task with 4 dogs! She sent me pictures and video of her playing with them and... (more)"

13. Amanda

Sweet and active animal lover!

Elmhurst, IL, 60126

House Sitting, Drop-In Visits, Dog Walking

"As a fellow dog mom, I can tell when other people truly value their dog as a member of their family. Amanda not only treats her dog like a member of her fami... (more)"

14. Genesis

And God said.. "let there be dogs!"

Hillside, IL, 60162

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Genesis is very responsible and caring. She loves animals and has done a great job taking care of lady, her dog who thinks she is a princess... Lol. I would ... (more)"

Confirmed Holiday Availability
15. Cecilia

Furry friends are my life!

Melrose park, IL, 60160

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

About: I am a great Dog sitter because i have such a big passion for all animals and i want to gain more experience so that i may become a foster parent i... (more)

Confirmed Christmas Availability
16. Kristin

Small human with big love for dogs

Brookfield, IL, 60513

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've grown up with (big) dogs, and have had a deep love for canines since I was young. Full disclosure, I was that girl who would go around asking ... (more)

Confirmed New Years Availability
17. Becky

All wags with this dog lover!

Hillside, IL, 60162

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Becky is our "go-to" dog sitter for years! She also cares for our geriatric cat, administering medicines, takes in the mail, waters plants, and more. I trust... (more)"

18. Lorie

Your dog is Royality!

hillside, IL, 60162

Dog Boarding, Drop-In Visits

6 repeat clients

About: Hi, my name is Lorie and I will be your dog sitter! I have a pet friendly home and would love to watch and take care of your pet! I have two sons, ... (more)

19. Abril

Patient, caring, loving.

Melrose park, IL, 60160

House Sitting, Drop-In Visits, Dog Walking

About: I've been dog sitting since I was 10 years old. I am a mother of 4 Pitts that I have trained myself since they've been born. My focus stays on them... (more)

Confirmed Holiday Availability
20. Natalie

Love all animals as if they're mine

Westchester, IL, 60154

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

About: I grew up with a large amount of dogs and learned at a young age how much passion and love I carried for animals. I work full time at a veterinary ... (more)

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Pet owners love Westchester pet sitters on Rover. 10,513 owners have reviewed sitters in Illinois, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Westchester? Become a pet sitter or dog walker on Rover.

The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. 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 pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 pet sitters and avoid the kennel.