Pet Sitting 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.

Search Results

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Cortney S.
I expect the best for my babiesWinter park, FL, 32792
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Courtney has really been great to work with. Meet up was a breeze my dogs immediately became fond of her. It was a match right away. I would highly recommend Co… (more)

from
$19
per visit
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Christina S.
OrangeCounty Animal Services FosterWinter Park, FL, 32789
Drop-In Visits, Dog Walking

Christina did an amazing job watching my three cats while I was away for three days. This was my first time using rover and I was very impressed. She provided m… (more)

from
$16
per visit
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David W.
3.
Dog and cat whispererWinter Park, FL, 32789
House Sitting, Drop-In Visits, Dog Walking

What can I say. David is a heaven sent. I travel a lot for work and I downloaded this app as a last minute thing. I’m extremely happy with David. My fur baby’… (more)

from
$23
per visit
Confirmed availability: Memorial Day
Ashley G.
4.
Your dog is in the best hands!Maitland, FL, 32751
Drop-In Visits, Doggy Day Care, Dog Walking

Ashley is THE BEST attentive caring and compassionate dog sitter we have ever had. After working with her for several months, we had a weekend trip and she came… (more)

from
$23
per visit
Confirmed availability: Memorial Day
Kiri M.
5.
Your Pets Second Best Friend!Colonicaltown North, Orlando, FL, 32803
House Sitting, Drop-In Visits, Dog Walking

Kiri was wonderful. She is very trusting and immediately I could tell she had a true love for animals. She updated me with photos along the walk and she was rig… (more)

from
$25
per visit
Confirmed availability: Memorial Day
6.
Worked professionally w dogs (3yrs)South Eola, Orlando, FL, 32801
Drop-In Visits, Dog Walking

Payne was lovely with Mia! Always sent a ton of photos/updates so I knew exactly what happened during the drop-ins. Will be using Payne again! (more)

from
$15
per visit
Calendar Recently Updated
A dog's best friend!Winter Park, FL, 32789
Drop-In Visits, Dog Walking

Lindsey has taken wonderful care of our mini Golden doodle. We entrust her for our vacations knowing Carter is in great hands. Before moving to FL, Lindsey was … (more)

from
$15
per visit
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8.
Only the best for your fur babies!Baldwin Park, Orlando, FL, 32814
Dog Boarding, Drop-In Visits, Dog Walking

Tyla is amazing with animals! I’ve had her walk my dogs in the past and she never failed to make sure they were tired out and cared for. I would definitely reco… (more)

from
$17
per visit
Calendar Recently Updated
We Love Small DogsCasselberry, FL, 32707
Dog Boarding, Drop-In Visits, Dog Walking

Kathleen is amazing!! Having two English Bulldogs working full time and being Mom to 3 .. I wanted to be sure I found someone trustworthy and that can help give… (more)

from
$20
per visit
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10.
Who let the dogs out? I will!Maitland, FL, 32751
Dog Boarding, Drop-In Visits, Dog Walking

Alaina was very reliable & professional! She took great care of our girls and even played outside with them, without being asked. We’re grateful that she kept o… (more)

from
$16
per visit
Confirmed availability: Memorial Day
11.
No Ruff TimesMaitland, FL, 32751
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lauren has not only taken care of our dog, but she was a huge part of the behavior training and fun tricks training for our doodle! She is definitely worth hiri… (more)

from
$24
per visit
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12.
Vegan Mom of a 3-Legged Kitty AngelColonicaltown North, Orlando, FL, 32803
Drop-In Visits, Dog Walking

Ariel was great! I used her for drop ins on our cats while we were away. She showed up on time and kept our babies happy and healthy while we were gone. Her com… (more)

from
$18
per visit
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Will care for yours like my own!Maitland, FL, 32751
Dog Boarding, Drop-In Visits, Dog Walking
14 years of experience

About: I grew up with dogs in my household and currently have one 9 year-old Shih Tzu. I’m a part-time nurse and my fiancé works from home. We have a lot of… (more)

from
$20
per visit
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14.
A dogs best friend!Maitland, FL, 32751
House Sitting, Drop-In Visits, Dog Walking

Helena was amazing with Cooper and Olivia. Great communicator and listener. She made sure she sent us pics everyday. Recommend her to anyone. Will use her agai… (more)

from
$13
per visit
Confirmed availability: Memorial Day
15.
I’ll love your pet as if its my ownWinter park, FL, 32792
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kya is one of the most caring and reliable individuals I've ever met. She is a hard worker and one of the biggest dog lovers. Any dog is lucky to have Kya as th… (more)

from
$15
per visit
Calendar Recently Updated
16.
Dog Daycare staff & Senior dog momWinter Park, FL, 32792
Drop-In Visits, Dog Walking

Amanda was amazing! My Zuri enjoyed her visit ♥️ (more)

from
$20
per visit
Confirmed availability: Memorial Day
17.
Certified Vet Assistant here! :)Winter Park, FL, 32789
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Love Sandra! She was very communicative during a drop in visit with our cats. She came by to meet our cats before we left which I liked. One is really skittish … (more)

from
$35
per visit
Calendar Recently Updated
18.
Can you sniff the adventure?Winter Park, FL, 32789
House Sitting, Drop-In Visits, Dog Walking

Kesia was an amazing sitter!! She provided amazing care for my cat and she was very happy while I was away (which is a big deal she misses me a lot). I couldn’t… (more)

from
$30
per visit
Confirmed availability: Memorial Day
19.
I'll love your furbaby like my own!Winter Park, FL, 32792
Dog Boarding, Drop-In Visits

I worked with Kristen for 7 years. After that, I hired her to take care of my cats whenever I was out of town. Kristen has always been reliable, and her love fo… (more)

from
$20
per visit
Calendar Recently Updated
20.
Animals are Angels with fur!Winter Park, FL, 32792
House Sitting, Drop-In Visits, Dog Walking

I never worry about the care of my girls, Eve & Phoebe while I'm away when they're with Stacie, which is so very comforting to any (single) pet parent. She was … (more)

from
$20
per visit

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.