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 pet.

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Top rated Winter Park pet sitters

1 / 1
Sitter Profile Image: Cheyenne L.
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Cheyenne L.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
42 reviews
14 repeat clients
15 years of experience
Orlando, FL, 32807

Cheyenne was sooooo amazing with my dog. I needed someone to take her potty twice in one day and she was GREAT! She sent photos, kept me posted when she got there, and shared details and photos of her visit. We will definitely use Cheyenne again!

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Bethany A.
Sitter Profile Image: Joyce R.
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Joyce R.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
128 reviews
21 repeat clients
40 years of experience
Casselberry, FL, 32707

I can brag about Miss Joyce all day - totally reliable and amazing with our pups - Highly recommended indeed- she has been our go to for years 😊 we love her!

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Angie K.
Sitter Profile Image: Ariana M.
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Ariana M.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
47 reviews
21 repeat clients
15 years of experience
Casselberry, FL, 32707

We had a wonderful experience with Ariana! She was very patient and quick to respond to messages, and she managed to win over our grumpy senior terrier while we were out of town. When our flight was delayed by several hours she was able to come back for an extra visit to feed and walk her. This was our first experience with Rover.com, and I’m so glad we picked Ariana. I would definitely contact her again next time we need someone to care for our dog.

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Anika K.
Sitter Profile Image: Heather G.
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Heather G.
from
$20
per visit
5 out of 5.0 stars
18 reviews
4 repeat clients
10 years of experience
Winter Park, FL, 32792

Thank you so much , Heather, really appreciated you taking care of Deliah

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Louise R.
Sitter Profile Image: Lyle & Karen P.
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Lyle & Karen P.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
10 years of experience
Winter Park, FL, 32792

Lyle and Karen did drop-in visits for my dog while I was out of town for the weekend. They sent pictures after every visit and made sure that I saw that he’d had a walk, eaten, and his water bowl was full. They also gave him his medicine in the mornings. Overall, they were very communicative and my dog seemed to like them.

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Misa O.
Sitter Profile Image: Charlene A.
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Charlene A.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
24 reviews
11 repeat clients
8 years of experience
Winter Park, FL, 32792

She is the best and super nice!

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Melanie F.
Sitter Profile Image: Renee P.
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Renee P.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
42 reviews
12 repeat clients
14 years of experience
maitland, FL, 32751

My Pluto loves Renee! I have an energetic cat so I appreciate her playing with Pluto the entire visit to get her energy out. She is always on time, does well with keeping things tidy and well nurtured by my cats needs. Would definitely recommend!

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Chelsea D.
Sitter Profile Image: Kelley A.
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Kelley A.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
176 reviews
64 repeat clients
20 years of experience
Winter Park, FL, 32792

Kelley was a great communicator and provided updates and photos while we were away. I felt like our boys were in great hands and am sure they enjoyed having a new friend to play with!

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Bronwyn H.
Sitter Profile Image: Ciara G.
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Ciara G.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
34 reviews
5 repeat clients
25 years of experience
Maitland, FL, 32751

Ciara was a great dog sitter! She was so responsive and really took the time to get my pup acclimated to her. I would definitely recommend her to others!

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Maddie R.
Sitter Profile Image: Makenna W.
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Makenna W.
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
30 years of experience
Colonicaltown North, Orlando, FL, 32803

Makenna is the best! We hired her for drop in visits to check on our house and elderly cat while we were away on vacation. She was quick to respond to requests, quick to communicate any concerns, flexible, friendly, and easy to work with. She also sent us beautiful pictures of our happy cat! We will definitely be booking her again.

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Mara T.
Sitter Profile Image: Sally O.
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Sally O.
from
$20
per visit
5 out of 5.0 stars
38 reviews
11 repeat clients
12 years of experience
Winter Park, FL, 32789

I had never utilized this app before so I was very scared at first but Sally made everything seamless. Very happy to have picked her to take care of my babies considering that cats are not the same as dogs. She immediately connected with them and I felt at easy while being away. She sent us pictures and updates every single day and was always quick to respond.

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Gabriela G.
Sitter Profile Image: Kayla R.
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Kayla R.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
23 reviews
8 repeat clients
15 years of experience
Orlando, FL, 32803

Kayla is great, she took care of my cats while I was out of town. She is very reliable , flexible and communicative . Provided updates and several pictures of my cats. Would recommend.

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Cristina M.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$15
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
8 years of experience
Winter Park, FL, 32792

I’ve never seen my pup so lovey and sweet with a stranger! Rachel treats my dog as if he was her own!! Giving him all the love, attention and play time I could ever ask for! I feel so relieved to have found Rachel :-‘)

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Jessica C.
Sitter Profile Image: Zoe P.
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Zoe P.
Star Sitter
from
$23
per visit
5 out of 4.9 stars
100 reviews
43 repeat clients
10 years of experience
Winter Park, FL, 32792

Zoe was incredible with my two cats! She made sure to spend time with my very social fur baby while being patient with the one who’s more shy. Highly recommend her!

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Jacqueline D.
Sitter Profile Image: Paulina K.
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Paulina K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
65 reviews
23 repeat clients
12 years of experience
Winter Park, FL, 32789

Paulina was awesome with our Maverick! She followed all instructions we gave and he loved hanging with her. Would recommend her to anyone on here

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Hayley M.
Sitter Profile Image: Natalie D.
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Natalie D.
Star Sitter
from
$18
per visit
5 out of 4.9 stars
94 reviews
34 repeat clients
20 years of experience
Winter Park, FL, 32789

I am beyond grateful for the amazing care Natalie gave to my two babies, Mochi and Luna! She treated them like her own making sure they were well-fed, safe, and showered with love and attention. I came home to two happy, relaxed kitties, and that says it all. I highly recommend her to anyone looking for a trustworthy and compassionate pet caregiver. Thank you Natalie.

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Kerly G.
Sitter Profile Image: Heather C.
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Heather C.
Star Sitter
from
$19
per visit
5 out of 5.0 stars
57 reviews
12 repeat clients
17 years of experience
Winter Park, FL, 32789

Heather is always great with my monsters! Even the skiddish baby comes out to play. I look forward to having her sit the boys anytime I have to leave town.

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Marnie D.
Sitter Profile Image: MICHELLE L.
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MICHELLE L.
from
$22
per visit
40 years of experience
Winter Park, FL, 33424

About: Over 40 years as a devoted pet owner, I’m now retired in Winter Park, FL and excited to share that same love and care with your furry baby. My husband and I love to travel but when we are home here in Winter Park FL, I would love to dedicate some of my time to caring for animals. And so this begins my Rover chapter and career! It seems to be a great fit for me. I love to walk, talk and play with your dog. I promise to take special care of your beautiful furry baby. As a retiree with a big heart for animals, I have a flexible and open schedule. I am able to fully accommodate your specific timing and availability needs, whether that means early mornings, evenings, or short-notice care. With the Doggie Care at my home, I will be hosting dog/dogs from one client at a time. I can assure you that your furry baby/babies will have all my undivided attention. I will gladly host up to two dogs from the same family. After over 40 years of loving and caring for my own pets, I promise to treat your dog or cat with the same warmth, compassion, and respect. I have plenty of love to spare!

Sitter Profile Image: Maya C.
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Maya C.
from
$13
per visit
5 out of 4.2 stars
8 reviews
2 repeat clients
4 years of experience
Winter Park, FL, 32792

Maya was very accommodating and quick to respond to any questions or concerns. I'd happily rebook with her!

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Ariana M.
Sitter Profile Image: Isabella P.
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Isabella P.
from
$15
per visit
8 years of experience
Winter Park, FL, 32789

About: I have grown up with two beautiful samoyeds since I was born and I would take them out for walks daily, take care of them when my parents were out of town, and play with them always! I am currently in an interim time period before my job starts and can take care of your pups throughout the day when needed, just send me a message! Whenever I have any other animals in my home I make sure they are very comfortable and have fresh water, a treat, and a toy near! As for a clients home, I would follow the same idea, but ask for any specific direction from the pet mom/dad!

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Sitter Profile Image: Cheyenne L.
Verified Enhanced Background Check
Sitter Profile Image: Cheyenne L.
Verified Enhanced Background Check

Cheyenne L.
Star Sitter

I love pups of all shapes and sizes
Orlando, FL, 32807
3.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
42 reviews
14 repeat clients
Profile image

Cheyenne was sooooo amazing with my dog. I needed someone to take her potty twice in one day and she was GREAT! She sent photos, kept me posted when she got there, and shared details and photos of her visit. We will definitely use Cheyenne again!

Availability updated today
Sitter Profile Image: Joyce R.
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Sitter Profile Image: Joyce R.
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Joyce R.
Rover 101
Star Sitter

Purr..fessional Pet Sitter
Casselberry, FL, 32707
4.0 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
128 reviews
21 repeat clients
Profile image

I can brag about Miss Joyce all day - totally reliable and amazing with our pups - Highly recommended indeed- she has been our go to for years 😊 we love her!

Availability updated 6 days ago
Sitter Profile Image: Ariana M.
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Sitter Profile Image: Ariana M.
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Ariana M.
Rover 101
Star Sitter

Your pet's second best friend!
Casselberry, FL, 32707
2.8 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
47 reviews
21 repeat clients
Profile image

We had a wonderful experience with Ariana! She was very patient and quick to respond to messages, and she managed to win over our grumpy senior terrier while we were out of town. When our flight was delayed by several hours she was able to come back for an extra visit to feed and walk her. This was our first experience with Rover.com, and I’m so glad we picked Ariana. I would definitely contact her again next time we need someone to care for our dog.

Availability updated today
Sitter Profile Image: Heather G.
Verified Enhanced Background Check
Sitter Profile Image: Heather G.
Verified Enhanced Background Check

Heather G.

Experienced dog (and cat) mom
Winter Park, FL, 32792
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
18 reviews
4 repeat clients
Profile image

Thank you so much , Heather, really appreciated you taking care of Deliah

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lyle & Karen P.
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Sitter Profile Image: Lyle & Karen P.
Verified Enhanced Background Check

Lyle & Karen P.
Star Sitter

Local couple that loves animals!
Winter Park, FL, 32792
2.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Lyle and Karen did drop-in visits for my dog while I was out of town for the weekend. They sent pictures after every visit and made sure that I saw that he’d had a walk, eaten, and his water bowl was full. They also gave him his medicine in the mornings. Overall, they were very communicative and my dog seemed to like them.

Availability updated today
Sitter Profile Image: Charlene A.
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Sitter Profile Image: Charlene A.
Verified Enhanced Background Check

Charlene A.
Star Sitter

Patient, loving, caretaker
Winter Park, FL, 32792
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
24 reviews
11 repeat clients
Profile image

She is the best and super nice!

Availability updated today
Sitter Profile Image: Renee P.
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Sitter Profile Image: Renee P.
Verified Enhanced Background Check

Renee P.
Star Sitter

caring for pets is my passion
maitland, FL, 32751
2.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
42 reviews
12 repeat clients
Profile image

My Pluto loves Renee! I have an energetic cat so I appreciate her playing with Pluto the entire visit to get her energy out. She is always on time, does well with keeping things tidy and well nurtured by my cats needs. Would definitely recommend!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kelley A.
Verified Enhanced Background Check
Sitter Profile Image: Kelley A.
Verified Enhanced Background Check

Kelley A.
Star Sitter

Caring, Dependable and Trustworthy
Winter Park, FL, 32792
2.5 mi. away
Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
176 reviews
64 repeat clients
Profile image

Kelley was a great communicator and provided updates and photos while we were away. I felt like our boys were in great hands and am sure they enjoyed having a new friend to play with!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ciara G.
Verified Enhanced Background Check
Sitter Profile Image: Ciara G.
Verified Enhanced Background Check

Ciara G.
Star Sitter

Will treat your fur baby as my own
Maitland, FL, 32751
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
34 reviews
5 repeat clients
Profile image

Ciara was a great dog sitter! She was so responsive and really took the time to get my pup acclimated to her. I would definitely recommend her to others!

Availability updated today
Sitter Profile Image: Makenna W.
Verified Enhanced Background Check
Sitter Profile Image: Makenna W.
Verified Enhanced Background Check

Makenna W.

Lifetime of Love for Dogs 30+ yrs
Colonicaltown North, Orlando, FL, 32803
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Makenna is the best! We hired her for drop in visits to check on our house and elderly cat while we were away on vacation. She was quick to respond to requests, quick to communicate any concerns, flexible, friendly, and easy to work with. She also sent us beautiful pictures of our happy cat! We will definitely be booking her again.

Availability updated 13 days ago
Sitter Profile Image: Sally O.
Verified Enhanced Background Check
Sitter Profile Image: Sally O.
Verified Enhanced Background Check

Sally O.
Rover 101

Tail-Wagging Care for Your Fur Baby
Winter Park, FL, 32789
2.2 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
38 reviews
11 repeat clients
Profile image

I had never utilized this app before so I was very scared at first but Sally made everything seamless. Very happy to have picked her to take care of my babies considering that cats are not the same as dogs. She immediately connected with them and I felt at easy while being away. She sent us pictures and updates every single day and was always quick to respond.

Availability updated today
Sitter Profile Image: Kayla R.
Verified Enhanced Background Check
Sitter Profile Image: Kayla R.
Verified Enhanced Background Check

Kayla R.
Star Sitter

Love is a four-legged word 🐶
Orlando, FL, 32803
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
23 reviews
8 repeat clients
Profile image

Kayla is great, she took care of my cats while I was out of town. She is very reliable , flexible and communicative . Provided updates and several pictures of my cats. Would recommend.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rachel R.
Verified Enhanced Background Check
Sitter Profile Image: Rachel R.
Verified Enhanced Background Check

Rachel R.

i’ll love your pet as much as you
Winter Park, FL, 32792
2.1 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

I’ve never seen my pup so lovey and sweet with a stranger! Rachel treats my dog as if he was her own!! Giving him all the love, attention and play time I could ever ask for! I feel so relieved to have found Rachel :-‘)

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Zoe P.
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Sitter Profile Image: Zoe P.
Verified Enhanced Background Check

Zoe P.
Star Sitter

Professional Pet Sitting 🐾
Winter Park, FL, 32792
1.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit
5 out of 4.9 stars
100 reviews
43 repeat clients
Profile image

Zoe was incredible with my two cats! She made sure to spend time with my very social fur baby while being patient with the one who’s more shy. Highly recommend her!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Paulina K.
Verified Enhanced Background Check
Sitter Profile Image: Paulina K.
Verified Enhanced Background Check

Paulina K.
Rover 101
Star Sitter

Reliable Cat and Puppy Sitter!
Winter Park, FL, 32789
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
65 reviews
23 repeat clients
Profile image

Paulina was awesome with our Maverick! She followed all instructions we gave and he loved hanging with her. Would recommend her to anyone on here

Availability updated today
Sitter Profile Image: Natalie D.
Verified Background Check
Sitter Profile Image: Natalie D.
Verified Background Check

Natalie D.
Rover 101
Star Sitter

Vet Tech + Clinic Supervisor 🐾
Winter Park, FL, 32789
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 4.9 stars
94 reviews
34 repeat clients
Profile image

I am beyond grateful for the amazing care Natalie gave to my two babies, Mochi and Luna! She treated them like her own making sure they were well-fed, safe, and showered with love and attention. I came home to two happy, relaxed kitties, and that says it all. I highly recommend her to anyone looking for a trustworthy and compassionate pet caregiver. Thank you Natalie.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather C.
Verified Background Check
Sitter Profile Image: Heather C.
Verified Background Check

Heather C.
Rover 101
Star Sitter

Check meowt!
Winter Park, FL, 32789
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
57 reviews
12 repeat clients
Profile image

Heather is always great with my monsters! Even the skiddish baby comes out to play. I look forward to having her sit the boys anytime I have to leave town.

Availability updated today
Sitter Profile Image: MICHELLE L.
Verified Enhanced Background Check
Sitter Profile Image: MICHELLE L.
Verified Enhanced Background Check

MICHELLE L.

Heart Full of Love for Pets!
Winter Park, FL, 33424
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
3 reviews

Michelle has watched our dog, Misha, over the years and we always trust that he is in good hands with her. He's always SO happy to see Michelle and excited to go over her house. We appreciate her attention to Misha's food allergies, and that he's the only dog when he's there. Her house is very clean and spacious and we love their beautiful fenced in patio/yard. Misha doesn't want to leave! Highly recommend Michelle as your next dog walker or sitter. Your fur baby will be well loved and taken care of.

Availability updated 12 days ago
Sitter Profile Image: Maya C.
Verified Enhanced Background Check
Sitter Profile Image: Maya C.
Verified Enhanced Background Check

Maya C.

Care for Pets, Anytime
Winter Park, FL, 32792
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 4.2 stars
8 reviews
2 repeat clients
Profile image

Maya was very accommodating and quick to respond to any questions or concerns. I'd happily rebook with her!

Availability updated 13 days ago
Sitter Profile Image: Isabella P.
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Sitter Profile Image: Isabella P.
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Isabella P.

A Girl that Misses her Hometown Dog
Winter Park, FL, 32789
0.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
1 review

We have always had dogs in the family, specifically samoyed’s. Bella has always been part of the dog walking and loving process for all our dogs and treated them like the family. She knows the love and need a routine of eating, walking and general attention every day. She’s ready and willing to treat your dog like her own! ❤️

Availability updated today

Over 838 pet parents in Winter Park have booked pet sitting

Winter Park pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Renee did a fantastic job taking care of Gator! Sent photos every time and was very good about following his car instructions. Would love for her to take care of my cat again!

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Maren S.
Drop-In Visits
5 out of 5.0 stars

Gracie was awesome. Great communication and sent nice pictures during her drop in to take care of my cat. Would book her again for sure!.

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John Y.
Drop-In Visits
5 out of 5.0 stars

Carolina was amazing with my dog, who can be nervous around new people. She took the time to understand her needs and build a bond with her. She is responsive, reliable, and professional and truly went above and beyond.

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Renee Vermette P.
Drop-In Visits
5 out of 5.0 stars

Nina was exceptional! She was punctual, professional, attentive and very responsive. She kept us updated with photos and messages, which gave us such peace of mind while we were away. Nina exceeded our expectations when it came to an unanticipated situation. Our smoke alarm battery started dying and the beeping was scaring our animals. Nina not only figured out where the noise was coming from, but she also went out of her way to replace the batteries, resolving the issue. She treated our pets as if her own, giving them love, attention, and playtime. Its clear she genuinely enjoys being around animals and goes above and beyond to ensure their comfort and happiness. We are so grateful for her and everything she did for our furry babies. It means the world to us knowing we have someone trustworthy, compassionate, and capable to rely on. We’ll absolutely be using her services again!

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Cameron G.
Drop-In Visits
5 out of 5.0 stars

Rebecca does a wonderful job taking care of my kitties when I'm away. I have been using her for three years and really appreciate the fantastic job she does!! I highly recommend her.

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Monica
Drop-In Visits
5 out of 5.0 stars

Did a great job taking care of our 2 kitties! Stayed and played with them the whole drop in, even had our shy cat coming out to greet her by the end ! would definitely recommend

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Bailey H.
Drop-In Visits
5 out of 5.0 stars

Heather was wonderful! She was communicative, shared photos of our boys during her visits, and asked all the right questions during our initial meet that I didn't even think about. I would highly recommend her to watch your fur babies!

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Korri L.
Drop-In Visits
5 out of 5.0 stars

Makenna is the best! We hired her for drop in visits to check on our house and elderly cat while we were away on vacation. She was quick to respond to requests, quick to communicate any concerns, flexible, friendly, and easy to work with. She also sent us beautiful pictures of our happy cat! We will definitely be booking her again.

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Mara T.
Drop-In Visits
5 out of 5.0 stars

Cali did such a good job with Baker! Lots of playtime and hangouts on the porch, which he loved. She sent lots of pictures and was a great communicator while we were gone. Highly recommend!!

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Ashley G.
Drop-In Visits
5 out of 5.0 stars

I can’t say enough great things about Spencer who cared for our three dogs while we were away! From the moment we met him, I felt completely at ease knowing our pups would be in great hands. He took the time to learn each dog's unique personality and needs, and it really showed in the level of care he provided. We received daily updates with photos, which meant the world to us. The dogs looked so happy and relaxed in every picture! When we returned home, everything was spotless, and it was clear that our pets had been well-loved and well-cared for the entire time. It’s not easy to find someone you trust with your pets, especially when you have three of them—Spencer exceeded every expectation. We will definitely be using him again in the future. Highly recommend to any pet parent looking for truly exceptional care!

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Danielle C.
Drop-In Visits
5 out of 5.0 stars

Alexa was so responsible and attentive with our fur baby Enzo! She communicated with us every visit she did & was loved on Enzo like he was her own. We definitely will be using Alexa again!! ♥️

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Taylor W.
Drop-In Visits
5 out of 5.0 stars

Laura was fantastic to work with! She took great care of my cat while I was away. She was quick to respond to my last minute request and I greatly appreciate it!

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Lauren W.
Drop-In Visits
5 out of 5.0 stars

Isabel was a great help with my two adult cats while I was away. She did everything that was asked and was communicative and flexible with her drop ins. :-)

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Hannah H.
Drop-In Visits
5 out of 5.0 stars

Sophie is the best cat sitter we have had. She is responsive, very kind, and makes our cats feel loved. She pays attention to detail and always documents how our cats are behaving. We have had Sophie watch our cats over the past two years and we always feel secure knowing she is taking care of them.

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Lara M.
Drop-In Visits
5 out of 5.0 stars

Lyle & Karen were great communicating with us, providing pictures and updates regarding our fur kids. They were timely and we would recommend them and will book them in the future.

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Christopher H.
Drop-In Visits
5 out of 5.0 stars

Kenya was on time and very attentive to the care instructions for Maya. My furbaby was very happy when I got home. I look forward to her taking care of Maya on my upcoming trip :-)

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Jeane M.
Drop-In Visits
5 out of 5.0 stars

Zoe is the best dog sitter we have had by far. Our dogs are a little picky about who they allow around them, and they both LOVED her. She was very communicative, nice, and just a wonderful person for both our dogs and us. We are definitely going to book with her again!

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Audrey L.
Drop-In Visits
5 out of 5.0 stars

Reyna is so great with our energetic pup - she’s 100% our go-to sitter! She always goes the extra mile, I’m so glad we have someone we trust 😊

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Delany G.
Drop-In Visits
5 out of 5.0 stars

We had Brighid stop in a few times to let our dog out while we were away and our dog really enjoyed having her. She was timely and very responsive. I will be using Brighid again for check ins and pet sitting!

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Taylor G.
Drop-In Visits
5 out of 5.0 stars

Kevin was a lifesaver with a last-minute request! He was super flexible and took great care of my dog. I’ll definitely be using Kevin again as a sitter and would totally recommend him to anyone needing a reliable and caring pet sitter. Thanks again, Kevin!

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Dennison S.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Winter Park is $20

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Winter Park average 5 repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover