Drop-In Visits in Skokie

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

1. Annie

Large or Small - I Love 'em All!

Edgewater, Chicago, IL, 60660

Drop-In Visits, Dog Walking

7 repeat clients

"We traveled with piece of mind knowing that Annie was taking care of our Cat! She was responsive, timely, and most importantly wonderful to our pet. Cannot t... (more)"

2. Jacqueline

Dog Lover and Fetch Extraordinaire!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Jacqueline was easy to communicate with and consistent with her check ins. Being a first time user, I was a little anxious about it but she was quick to put ... (more)"

3. Susan

Full time Dog Mom has luv to share

Wilmette, IL, 60091

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

10 repeat clients

"Susan is awesome! Very flexible and responsive! She did a great job with our boys and we would have her back any time. (more)"

4. Kristina

Your dog will have a great time!

Evanston, IL, 60201

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

25 repeat clients

"Kristina was very dependable and helpful! I would definitely ask for Kristina’s help again in the future! (more)"

5. Elena

Make your dog feel like a pup again

North Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Elena has always had a soft heart when it comes to dogs. Her mom and are are divorced and when Elena was in High School she would come to my house everyday t... (more)"

Confirmed Memorial day Availability
6. Katherine

Dedicated Dog Lover Seeks New BFFs

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"As a pet-care professional who works with reactive dogs, I have extremely high expectations of walkers and sitters. My own darling 45 lb terrier mix (now dec... (more)"

7. Mia

Must Love Dogs! (& Cats!)

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Mia was an excellent person to choose for watching our dogs (we have four). I did not worry at all having them in her care. She kept us updated with each one... (more)"

8. Flonja

Full time back scratcher

Niles, IL, 60714

House Sitting, Drop-In Visits, Dog Walking

"Flonja is an incredibly responsible and caring individual. She cares about her own dog so much, doing all she can to love him and make him happy, and I’ve se... (more)"

Confirmed Memorial day Availability
9. Lawnyae

Doggie Pamper Party

Rogers Park, Chicago, IL, 60626

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

3 repeat clients

"I had to travel for a couple of days and left my Rottweiler, Tazzy, with her. Tazzy is known for being feisty so I was nervous, can't lie. But to my surprise... (more)"

Available this weekend
10. Nick

NU student dog whispering major

Evanston, IL, 60201

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

"Nick loves pets and is very careful and conscientious as a pet sitter. He has experience with cats, dogs, and birds. He grew up in a family with several pets... (more)"

11. Mary

Reliable and patient dog whisper

Evanston, IL, 60201

Drop-In Visits, Dog Walking

2 repeat clients

"We have a little Jack Russell mix that needs a lot of energy. He's a super sweet guy, but pretty high energy. Mary is his favorite person besides our little ... (more)"

12. Emily

Infinite love & time for your dog!

Wilmette, IL, 60091

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emily was nothing less than a blessing for a last minute booking when we had to go away for a day. She made three drop in visits to feed, exercise, and keep ... (more)"

13. Kristi

I'm a good doggy conversationalist

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

"Kristi is so sweet and reliable. She naturally has a love for dogs and is so playful with them! She is easy to get in contact with and accommodating to your ... (more)"

14. Diana

Home Full-time, Yard & Park close

West Ridge, Chicago, IL, 60645

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

1 repeat client

"Diana took care of our dog while we were out of country. I could not ask for a better care taker. She’s very responsive and took great care of our dog. She s... (more)"

Confirmed Memorial day Availability
15. Toni

long walks daily, plenty of playing

Rogers Park, Chicago, IL, 60645

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

2 repeat clients

"Toni and Carl were exceptional dog hosts. They were warm and welcoming to not only my dog but to me as well which put me at ease. I would use them again if I... (more)"

16. Bridget

Your dog's happiness & safety is #1

Rogers Park, Chicago, IL, 60626

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

4 repeat clients

"Bridget and her partner Ricky were amazing with my pets! They are clearly a very caring soul, and they did a great job caring for my girls while I was away :... (more)"

17. Shani

Outdoorsy pet lover home full time

Skokie, IL, 60076

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

"Shani has a magical way with dogs. They are trustworthy, empathetic, and kind. I have had them take care of my 2 large dogs and house multiple times, and I... (more)"

Available this weekend
18. Joseph

Vegan who loves all animals

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Joseph is a passionate and highly professional caregiver. He really does keep your pets' best interests at heart, and I felt 100% comfortable leaving my cat ... (more)"

19. Gloria

Gloria's Friendly

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

"Gloria took great care of my boy Harry. Harry is an old (13 years old) dog with bladder issues, but she took excellent care of him. She took him on short wal... (more)"

20. Liz

Welcome to the Fur-mily!

Evanston, IL, 60202

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Liz is a dog/cat lover from childhood and has never been without a pet in the house. She's also one of the most responsible persons I know of. She has 2 do... (more)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet lovers for hire.