Pet Setting & Drop Ins in Countryside, Orlando

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

1. Shirley

I will be your dog's BFF!

South Semoran, Orlando, FL, 32822

Drop-In Visits, Dog Walking

20 repeat clients

"Shirley is very thorough and sweet (more)"

2. Ashley

Pets are part of my family.

Orlando, FL, 32807

Dog Boarding, Drop-In Visits, Dog Walking

23 repeat clients

"Ashley is a great sitter. She came daily for about a week to feed, give water, and clean the litter box for the kittens. She also watered their kitty grass a... (more)"

3. Hunter

Full-Time Experienced Sitter!

Thornton Park, Orlando, FL, 32801

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hunter was so good with Murphy! Sends pictures to update you of how visit went, plays with his favorite toys, etc. (more)"

4. Julia

Dog friendly large space

Randal Park, Orlando, FL, 32832

Dog Boarding, Drop-In Visits, Dog Walking

16 repeat clients

"Julia was great! She kept in touch with us and made us feel so much more comfortable while we had to be away from our puppy ? ❤️ (more)"

5. Hillary

Dog Lover, Pet Sitter, Dog Walker

Lavina, Orlando, FL, 32832

House Sitting, Drop-In Visits, Dog Walking

"Hillary is a very responsible person and I wouldn't recommend anyone else to baby sit your dog. She's taken care of my dogs before and I don't have a single ... (more)"

6. Diana

Loves dogs, flexible schedule

Orlando, FL, 32806

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Diana is fantastic! She took great care of our pup. Highly recommend! (more)"

7. Vivian

Dog Lover with Large Fenced Yard!!!

Orlando, FL, 32822

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

2 repeat clients

"Thanks for taking care of my baby!! You were great! (more)"

8. Alyssa

Loving Care When You're Not There!

Englewood Park, Orlando, FL, 32822

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is great with Koby. She is loving and caring. Kept him nicely groomed. Koby loves her! Will definitely keep using her when we go away! ? (more)"

9. Michelle

Animal Lover to the Soul!

Orlando, FL, 32806

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

2 repeat clients

"Michelle has set the standard pretty high for me. My dog, Lacey, was happy to see me after I returned from my trip, but she definitely didn't want to leave M... (more)"

10. Derek


Lake Davis-Greenwood, Orlando, FL, 32801

Drop-In Visits, Dog Walking

9 repeat clients

"Derek was able to come let my puppy out with very short notice. He was very sweet and sent multiple pictures. Will be be using him again! (more)"

11. Elly

Elly's Pine Castle Dog Boarding

Orlando, FL, 32809

Dog Boarding, Drop-In Visits, Doggy Day Care

34 repeat clients

About: Hello, We would love to watch your dog(s)! We are a recently married couple with a house that's built for dogs. We have both always had and... (more)

12. Melissa

Loving, Experienced Dog Caregiver!

Orlando, FL, 32822

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Melissa was awesome. Needed someone last minute to drop in for my two dogs & she went beyond my needs to get the dogs a little exercise! Thank you again Meli... (more)"

13. Alison

Life is better with a dog. ♥

Dover Estates, Orlando, FL, 32812

House Sitting, Drop-In Visits

14 repeat clients

"Alison was amazing!! She took care of our boys twice while we had family in town. The dogs absolutely loved her. Her communication with us for all of the vi... (more)"

14. Lindsey

Home FT Extra Large Fenced Yard

Orlando, FL, 32806

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Lindsey took care of my best buddy in the entire world. She was so loving and caring that Griffin hardly even missed me...Her professional care has allowed m... (more)"

15. Kyana

Ready to love on your pet!

Orlando , FL, 32806

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have always had a love for animals, especially dogs. I have had a Chihuahua of my own named Bubbie since I was 11 years old, but unfortunately he... (more)

16. Debbie

Specializing in larger dogs

Orlando, FL, 32806

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Debbie has been our "dog sitter' for over five years. We have had up to five dogs (and one cat) at one time (two of which were Tibetan Mastiffs) during this ... (more)"

17. Cintya

Lovely and Responsible Home!

Airport North, Orlando, FL, 32822

Dog Boarding, Drop-In Visits

9 repeat clients

About: *Meet-and-Greets are required before booking to ensure safety* I'm happy to open my home to our adorable furry little friends. I'm currently acc... (more)

18. Annika

Animal care in your own home!

Orlando, FL, 32822

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I've always known Annika as an animal lover whether it be a frog, horse, turtle or a dog. She is awesome at everything she does especially care for people an... (more)"

19. Julie

I will treat your dogs like my own!

Belle Isle, FL, 32812

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

2 repeat clients

"We are blessed to have found Julie to care for our dog (and drop-in care for our cats!) on our recent out of town trip. Logistics coordination was easy and ... (more)"

20. Michelle

Conway Paws of Our Hearts

Orlando, FL, 32812

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

5 repeat clients

"Michelle and her family love their pets like they love their children. Your pup would love spending a day, night, weekend with her and her family. If they co... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners in Countryside, Orlando, FL turn to pet sitters on for their pet sitting needs. Over 2,158 pet owners have reviewed pet sitters in Orlando, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Orlando with Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Countryside pet sitter in seconds on 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 pet sitter in Countryside, Orlando 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 educational opportunities 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 sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Countryside, Orlando donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Orlando.

We're proud to support over 200 organizations across the nation, including: