Drop-In Visits in Winter Park

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.
Dismiss
1. Sarah

Pixie Dust Service for your pet

Altamonte Springs, FL, 32701

House Sitting, Drop-In Visits, Dog Walking

About: I value the connection a dog has with his owner and the importance of providing a loving and caring home. I believe that it is a privilege to care ... (more)

2. Cydney

Current Dog-less Dog enthusiast

Casselberry, FL, 32707

House Sitting, Drop-In Visits, Dog Walking

"Cydney C. is a true animal lover. She has grown up with many animals, especially dogs. From Dachshunds to Great Danes, Cydney has proven to take care of and ... (more)"

3. Savanna

Currently studying to be a Vet!

Orlando, FL, 32817

House Sitting, Drop-In Visits, Dog Walking

"Savanna is a very caring owner of a dog and a cat which she nursed from a four week old kitten. She is a college student and plans to become a veterinarian.... (more)"

Confirmed Holiday Availability
4. Veronica

Weekday Walks Welcome!

Colonicaltown North, Orlando, FL, 32803

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Veronica has our been our dog sitter for about 3 months and she is awesome! She comes every day when we are at work to let our two dogs out without fail. S... (more)"

Confirmed Holiday Availability
5. Jennifer

Can't be home? Call your Auntie! :)

Altamonte Springs, FL, 32714

House Sitting, Drop-In Visits

3 repeat clients

"She was professional, easy to work with and she sent texts with pics. She visited my fur babies and l at our house and had a list of questions for me already... (more)"

6. Audrey

Dogs are just big Puppies!

South Eola, Orlando, FL, 32801

Drop-In Visits, Dog Walking

About: Hi there! I'm a graduate student attending UCF's School for Visual Art and Design. I'm new to Orlando, and what better way to be welcomed than with... (more)

Confirmed Holiday Availability
7. Katy

Dog-Magnet that loves to cuddle

Lake Como, Orlando, FL, 32806

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Katy did a wonderful job watching our two dogs. She was professional and responsive, which made me feel that I could trust her to take care of our girls in o... (more)"

8. Whitney

Dog mom to two!

Orlando, FL, 32807

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I can remember I would bring strays home to care for. I just couldn't bare to see them homeless. I've always had a great compasion for a... (more)

9. Allison

Don't fret! I'll watch your pet!

North Orange, Orlando , FL, 32804

Drop-In Visits, Dog Walking

1 repeat client

"Allison was wonderful! I got notifications every time she stopped at the house and everything was in great shape when I returned! I will definitely reach o... (more)"

Confirmed Holiday Availability
10. Billie

Take one thing off your to do list!

Winter Park, FL, 32789

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

2 repeat clients

"I have great respect for Billie and trust her with the care of my furry best friend. I know she grew up with dogs in her home as a child, so she has lots of... (more)"

11. Melissa

Your Best Friend's 2nd Best Friend.

Central Business District, Orlando, FL, 32801

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"She was great with my two cats, she kept me updated with then daily with pictures, my shy cat Charlie even warmed up to her and let her pet her. (more)"

12. Victoria

Macy's Clubhouse

Baldwin Park, Orlando, FL, 32814

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

"Victoria has watched my two dogs (small mini poodle and a large malamute-wolf mix) more times than I can count. She is very active which is perfect because ... (more)"

Confirmed Christmas Availability
13. Autumn

Quality care for your best friend

East Central Park, Orlando, FL, 32803

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

"Awesome. Friendly. Communicative. Will definitely use again! (more)"

Confirmed Holiday Availability
14. Susan

Z`s Wags & Walks

Casselberry, FL, 32707

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

12 repeat clients

"Z was AMAZING!! She stopped in to take care of Buck and our two kitties while we were out of town for the weekend. We got tons of pictures and videos of them... (more)"

15. Johnathon

A relaxing and fun place for dogs!

Orlando, FL, 32807

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

6 repeat clients

"After a number of not-so-great boarding experiences I decided to give Rover.com a try. I hired Johnathon to walk and feed my 2 large pups (Boxer & Pitbull) w... (more)"

16. Stephanie

Energetic, Loving, and Creative

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs in my life off and on since I was 2 years old. I personally grew up with a range of dog sizes, from a 12 pound Jack Russel to a 98 po... (more)

17. Kelly

Pets stay in the comfort of home

Orlando, FL, 32803

House Sitting, Drop-In Visits

"Kelly came highly recommended by a neighbor. Before having the opportunity to meet Kelly we found ourselves in an emergency situation where we needed pet car... (more)"

Confirmed Holiday Availability
18. Jordan

I can't wait to meet your animals!

78233, Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Jordan was awesome. She met me and my dogs before we booked her and made me feel safe letting her into my home and taking care of my dogs. She did everything... (more)"

Confirmed Holiday Availability
19. Amanda

Former vet tech and animal lover!

Winter Park, FL, 32792

Dog Boarding, Drop-In Visits

"Mandy is always my first choice when looking for someone to watch my animals. She is caring, compassionate and experienced, having worked as a vet tech for m... (more)"

20. Gina

Animal lover your pup will love!

Winter Park, FL, 32789

Drop-In Visits, Dog Walking

1 repeat client

"Gina is a Pet Lover for sure! She will watch and take care of your Special Dog or Cat. She will meet their needs and get to know them as if they were her o... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

Pet owners love Winter Park pet sitters on Rover. 129 owners have reviewed sitters in Winter Park, FL, giving them an average rating of 5.0/5.

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

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect pet sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters who can provide the care your pet needs, when they need it.