Drop-In Visits in Winter Springs

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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Confirmed Holiday Availability
1. Nelson

Raised by wolves and fluent in dog.

Oviedo, FL, 32765

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

About: Hello I'm 30 years old and have been caring for dogs since I was 12. Dogs have been my favorite thing since I was a toddler, even my first word was... (more)

2. 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)

Confirmed Holiday Availability
3. 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)"

Available this weekend
4. 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)"

Confirmed Holiday Availability
5. Shavonne

Biscuits & Playthings

Oviedo, FL, 32765

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

1 repeat client
No Reviews Yet

About: Providing care for your pet like you would is my top priority. No pet wants to go to a kennel while you enjoy your time away! Bring him/her to me (... (more)

6. Chelsea

Furbaby Mom of 5!

Lake Mary , FL, 32746

House Sitting, Drop-In Visits, Dog Walking

About: I am a lover of all animals and treat them with the utmost love and respect! If I could save them all I would - but in the meantime I am passionate... (more)

7. Sarah

I love all animals especially dogs!

Sanford, FL, 32772

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I needed someone to watch my dogs last minute. Sarah promptly replied! She is professional and personable. She knew how to interact with both my elderly d... (more)"

8. Maggie

Enthusiastic & Caring Dog Lover

Oviedo, FL, 32765

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

1 repeat client

"After one night with Maggie, Annie didn't want to leave. Maggie cared for her like she was her own and truly loves being around dogs. I would highly recommen... (more)"

Confirmed Holiday Availability
9. Rebecca

I'll love your dog as if its my own

Lake Mary , FL, 32746

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca was the best! I left her for a weekend with my dog and my very cantankerous (to say the least) cat, and she was courageous and bold and took care of... (more)"

Confirmed Holiday Availability
10. Susan

Z`s Wags & Walks

Casselberry, FL, 32707

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

12 repeat clients

"Susan Z is THE BEST! She is so caring and always sends me pictures and videos during her drop in visit! I'm so lucky to have her help. Thank you Susan Z! ❤️ (more)"

Confirmed Holiday Availability
11. Rosanne

TLC While YOU ARE AWAY

Winter Springs, FL, 32708

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

4 repeat clients

"Rosanne was my dog/house sitter while I lived in Orlando. I cannot say enough positive things about this amazing lady!! On a regular basis, she would come to... (more)"

12. Mila

Leave your pet with a caring friend

Lake Mary, FL, 32746

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

2 repeat clients

"We used Mila while we were out of town for a night. She's incredibly accommodating, even came to the house for a meet and greet! She followed all the instruc... (more)"

13. Margarita

Your babies are in good hands!

Lake Mary, FL, 32746

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

4 repeat clients

"She is charming and so sweet with dog's. She is really patience, she knows how take care and treat with dog's is nice, concluding is a dog lover ;) (more)"

14. Patricia

Dogs are my best friends!

Casselberry , FL, 32707

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have used Patricia twice. She has a good relationship with my dog, she really likes Patricia, and Bella was well cared for. I recommend Patricia to care fo... (more)"

15. Chris

I'm overall fun, energetic and nice

Lake mary, FL, 32746

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

About: I'm 19, go to school at SSC and I just love dogs in general. I enjoy playing with them, taking them outside and go for a run with them, I just love... (more)

Confirmed Holiday Availability
16. 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)"

17. Frank

Patient, caring, loves cats/dogs

Fern Park, FL, 32730

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

"Frank, is the most reliable and best cat sitter I have ever used. You will not regret using him!! Very nice young man too. If you hire him, I'm sure you will... (more)"

Confirmed Holiday Availability
18. Gisselle

Compassionate animal lover!

Longwood, FL, 32750

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

1 repeat client

"About one month before a previously planned and paid for trip to the UK, our dog was diagnosed with advanced terminal bladder cancer. In the past we boarded... (more)"

Confirmed Holiday Availability
19. Juliana

I'm a dog lover!!!!

Winter springs , FL, 32708

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

About: I grow up with animals around me specially dogs since I was little until two years ago my 14 old Labrador die and desire not to have any more of my... (more)

20. Scarlett

Scarlett the experienced pet sitter

Longwood, FL, 32750

House Sitting, Drop-In Visits

"Scarlett provided the best care for my dogs. She was reliable,, trustworthy, and went the extra mile to keep my dogs happy. It is great to have someone provi... (more)"

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Pet owners love Winter Springs pet sitters on Rover. 62 owners have reviewed sitters in Winter Springs, FL, giving them an average rating of 5.0/5.

Want to be added to this list of sitters in Winter Springs? 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.