Pet Sitting in Winter Garden

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jayson S.
Sitter Profile Image: Jayson S.
1.
Top Dog!
Winter Garden, FL, 34787
Drop-In Visits

Jayson and I grew up together and have always had pets. He wis a very big animal lover overall, but especially to dogs! There’s not a better person to care for … (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Amanda C.
Sitter Profile Image: Amanda C.
2.
Pets deserve the very best!
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Dog Walking

Amanda was so kind and professional. I felt so at ease knowing our pup was in good hands. I’ll definitely be booking with her in the future ! (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kristi A.
Sitter Profile Image: Kristi A.
3.
TLC offered
Winter Garden, FL, 34787
Drop-In Visits, Dog Walking

Kristi is amazing! My husband and I had to leave to go out of town last minute and I was so worried what would we would do with our furbaby. I reached out to Kr… (more)

from

$40

per visit
Sitter Profile Image: Karen R.
Sitter Profile Image: Karen R.
4.
Happy Pet, Happy Life
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Thank you for being so kind and caring for our fur babies. I appreciate your promptness and communication. I’m sure the boys were very happy to see a friendly… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Brandi M.
Sitter Profile Image: Brandi M.
5.
We love dogs & have the experience!
Ocoee, FL, 34761
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I used Brandi at the last minute and was very impressed . Her communication was great , she was punctual and did all that I requested. I will definitely use her… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Poliana D.
Sitter Profile Image: Poliana D.
Wholehearted animal lover
Windermere, FL, 34786
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Poliana was absolutely wounderful. She cared for our furry friends like they were her own. She sent 8 or more pictures of them having fun several times a day. S… (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Malik G.
Sitter Profile Image: Malik G.
7.
I love animals and their hearts.
Ocoee, FL, 34761
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Malik once again did a wonderful job with our cat, Little Buddy! It was for a two week period, longer than we've ever been away and everything went smoothly - … (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: MARK B.
Sitter Profile Image: MARK B.
8.
For great pet care, and Exercise
Windermere, FL, 34786
House Sitting, Drop-In Visits, Dog Walking

Outstanding! My little one is only 2 months old, Mark is incredibly patient with her. He is on time and sends lots of pupdates. When I get home I find my little… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lani E.
Sitter Profile Image: Lani E.
9.
Live, laugh, love pets 🐾
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lani grew up with Dobermans so she loves caring for big dogs. She is a responsible person and will do exactly as you instruct her to care for your pet. I would … (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alexis A.
Sitter Profile Image: Alexis A.
10.
Animal lover- any kind, any breed!
Windermere, FL, 34786
House Sitting, Drop-In Visits, Dog Walking

Alexis is great for all your dog care needs! She is the biggest animal lover I know and is so sweet and caring with them. She’s taken care of my dogs for the pa… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Rachel M.
Sitter Profile Image: Rachel M.
11.
My dog and I are a pet sitting team
Windermere, FL, 34786
House Sitting, Drop-In Visits, Dog Walking

I have known Rachel for well over 2 years now and she is nothing short of spectacular. She is extremely kind, patient, and loving. Her love for her fury baby, M… (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sydney W.
Sitter Profile Image: Sydney W.
12.
I’d love to care for your pup! :)
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sydney was awesome! It was a whirlwind of a couple weeks and she took such good care of my furbsbies! I would Def recommend and use her again! (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Sterling S.
Sitter Profile Image: Sterling S.
Experienced and Loving Pet Sitter
Winter Garden, FL, 34787
Drop-In Visits, Dog Walking

Sterling obviously loves animals and they know it! He has been such a help with my two pups and cat. I know he has worked dog rescue in his past and really ca… (more)

from

$19

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Brooklyn F.
Sitter Profile Image: Brooklyn F.
I will be your pets best friend!
Ocoee, FL, 34761
House Sitting, Drop-In Visits, Dog Walking

Brooklyn is a phenomenal pet caregiver. She has taken care of a plethora of pets ranging from common household animals(cats, dogs, birds) to exotic pets (variou… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sabrina R.
Sitter Profile Image: Sabrina R.
15.
I have a warm heart for cold noses!
Wintergarden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Sabrina has worked with guinea pigs, green anole, several cats and several dogs. She has cared for them and has a loving heart for all living things. She woul… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ava A.
Sitter Profile Image: Ava A.
16.
Ava 
Verified Enhanced Background Check
Sincere and honest care for pets!
winter garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Ava helped me out in a pinch and I am so grateful to her! She took lots of pictures and gave a detailed summary when she left. I will definitely be using her in… (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Kellie-Lynn R.
Sitter Profile Image: Kellie-Lynn R.
While you’re away,let me sit & stay
Ocoee, FL, 34761
House Sitting, Drop-In Visits, Dog Walking

This was our first Rover experience and Kellie felt like part of the family the minute we met her. We knew we made a good choice. She kept us updated every vi… (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Rachel S.
Sitter Profile Image: Rachel S.
18.
🐾 UCF Pre-Vet Student 🐾
Apopka, FL, 32703
House Sitting, Drop-In Visits, Dog Walking

Rachel communicates well in order make sure I felt comfortable and so friendly to myself and especially my mini schnauzer. Consistent communication was apprecia… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alyssa F.
Sitter Profile Image: Alyssa F.
19.
Aspiring zookeeper who loves pets
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Alyssa did a great job looking after our three cats! They are very shy and I warned her she might not see them at all throughout the week. She got two of them t… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lisa B.
Sitter Profile Image: Lisa B.
20.
Hamlin Cat Care and Dog Walking
Winter Garden, FL, 34787
Drop-In Visits

Lisa is a cat whisperer! She did such a great job with my cats, one of whom which isn’t the biggest fans of people. I am so happy with her work and can’t wait t… (more)

from

$25

per visit

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.

Drop-In Visits