Pet Sitting in Winter Garden

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Sitter Profile Image: Christina W.
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Sitter Profile Image: Christina W.
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1. Christina W.

Star Sitter
Experienced SAH dog handler
Orlando, FL, 32818
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
61 reviews
24 repeat clients
Profile image

Christina was great dropping in to visit our dog and cat for a week while we were away. Even though our dog got a bit worked up one day and got into some chewing trouble, she handled it smoothly and even cleaned up. Will definitely trust her again to watch our pets!

Availability updated 9 days ago
Sitter Profile Image: Victoria D.
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Sitter Profile Image: Victoria D.
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2. Victoria D.

Star Sitter
Trusted Fur Baby Bestie
Winter Garden, FL, 34787
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
38 reviews
8 repeat clients
Profile image

Victoria is fantastic, very attentive to our Vivi’s needs! Vivi loves seeing her! We will continue booking with Victoria for all of our longer days away:)

Availability updated yesterday
Sitter Profile Image: Karen R.
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Sitter Profile Image: Karen R.
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3. Karen R.

Star Sitter
Happy Pet, Happy Life
Winter Garden, FL, 34787
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
144 reviews
35 repeat clients
Profile image

Karen took great care of my kitties Nala and Tonks. I appreciated the daily updates and pictures. It was obvious that she cared about them, which is exactly what you want when trusting someone else to take care of your fur babies.

Availability updated 6 days ago
Sitter Profile Image: Adriana R.
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Sitter Profile Image: Adriana R.
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4. Adriana R.

Never met a dog that I didn’t like!
Ocoee, FL, 34761
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
112 reviews
28 repeat clients
Profile image

Adriana is wonderful! We had a meet and greet a few weeks ahead of time. Dexter seemed very happy with her drop in visits while we were away. After just one walk with her, she was his new walking bestie! She was punctual with her checking ins and kept us updated throughout! We will most definitely have Adriana care for our boy again!

Availability updated 19 days ago
Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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5. Poliana D.

Star Sitter
Real home away from home 🐾
Windermere, FL, 34786
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
390 reviews
122 repeat clients
Profile image

Poliana takes such great care of Minnie every time she comes to visit. We receive tons of pictures and updates while we are gone. I appreciate knowing that Minnie is in good hands and is happy while we are away. Poliana, Thank you so much for making me feel so confident in leaving Minnie and knowing you will take great care of her!

Availability updated today
Sitter Profile Image: Grey G.
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Sitter Profile Image: Grey G.
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6. Grey G.

Star Sitter
Happy fur-babies are my goal!
Winter Garden, FL, 34787
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
31 reviews
8 repeat clients
Profile image

Grey was so sweet and wonderful with our three cats while we were on vacation for almost 3 weeks. She sent detailed reports, so many pictures and was very communicative. We will definitely be booking with her again in the future!

Availability updated 6 days ago
Sitter Profile Image: Danielle H.
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Sitter Profile Image: Danielle H.
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7. Danielle H.

Pet parent ready to care for yours!
Ocoee, FL, 34761
3.6 mi. away
Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
39 reviews
13 repeat clients
Profile image

I can not say enough good things about or express how much we appreciate Danielle. On several occasions now, she has checked in on and taken excellent care of our two feline girlies. It is so nice to be able to go away and feel sure that they are safe, secure, and well-cared for. Thank you again, Danielle!

Availability updated 8 days ago
Sitter Profile Image: Emily W.
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Sitter Profile Image: Emily W.
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8. Emily W.

Top-notch sitting for your pup!
Oakland, FL, 34787
3.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
Profile image

Amazing as always!!! Emily watched our pups for a week while we went on a vacation. Even with our spotty cell service, she kept in constant communication and sent thorough updates with pictures! One of our dogs had an accident on the couch and we came back to it all cleaned up and the stained removed!! we couldn’t even tell where the accident had happened. 10000/10.

Availability updated 7 days ago
Sitter Profile Image: Julie B.
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Sitter Profile Image: Julie B.
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9. Julie B.

Star Sitter
Enjoy Florida, I got your fur baby!
Winter Garden, FL, 34787
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients

Julie watched my 2 dogs while my family and I went on a short vacation. My dogs are older and have been watched by local boarding facilities and another private individual in the past. I am always very concerned for my dogs while on vacation. They are a big part of our family and it always seems like no one could care for them to the extent that I hoped for. Then I met Julie! Julie watched my dogs in her home while we were away. She sent many pictures each day. I could tell from the photos that my dogs were being loved and cared for. They snuggled with Julie and her family members and even slept in the big bed! I could tell that my dogs were genuinely happy staying with her in her home. The experience was wonderful and I can’t thank Julie enough for loving and caring for my dogs like they were her own. We are going on another short vacation in a few months and will definitely ask Julie to watch our dogs again. The only worry I have is that they may not want to come home! I highly recommend Julie!

Availability updated 49 days ago
Sitter Profile Image: Jada S.
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Sitter Profile Image: Jada S.
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10. Jada S.

I love to care for pets
Ocoee, FL, 34761
3.6 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
5.0 out of 5 stars
2 reviews
1 repeat client

Jada has a huge heart and love for dogs. She has owned dogs and taken care of many different dog breeds her whole life. She is very responsible, dependable, and great at taking care of all of their needs. She thinks of everything, and I’m sure would love to walk your dog.

Availability updated 4 days ago
Sitter Profile Image: Imani Z.
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Sitter Profile Image: Imani Z.
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11. Imani Z.

Star Sitter
I care for your pets like family
Winter Garden, FL, 34787
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
Profile image

Imani was great caring for my cat when I was gone for over a month period. She was attentive to my instructions, communicative, left the space clean on my return, and most importantly interacted well with my cat.

Availability updated today
Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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12. Jennifer W.

Star Sitter
Love my furry friends!
Ocoee, FL, 34761
4.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
Profile image

Jennifer took great care of our guy Dexter for several drop-in visits. She spent time with him, fed him, walked him, and provided detailed reports and photos. We are so excited to have him stay with her for a week. We will definitely utilize her services in the future. Thank you Jennifer for making Dexter feel he has a new family member!

Availability updated yesterday
Sitter Profile Image: Scott E.
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Sitter Profile Image: Scott E.
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13. Scott E.

Certified Pet Groomer & Lover
Winter garden, FL, 34787
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

So far everything's been great the dogs love him. He updates me the whole time he is with them. 10 out of 10 I recommend

Availability updated 7 days ago
Sitter Profile Image: chrys w.
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Sitter Profile Image: chrys w.
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14. chrys w.

Providing love to fur babies
Winter garden, FL, 34787
2.5 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
42 reviews
3 repeat clients
Profile image

Chrys is always quick to respond to inquiries and is super great with our boy. She leaves great detailed reports cards which my husband and I love to read. Thanks so much for always taking great care of our boy.

Availability updated 6 months ago
Sitter Profile Image: Krystal O.
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Sitter Profile Image: Krystal O.
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15. Krystal O.

Embracing the Joy of Canine Care!
Oakland, FL, 34787
3.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
Profile image

Krystal did a great job with taking care of Kairo for the first time. She did what I asked and seemed excited to spend time with him which I know he loved.

Availability updated 20 days ago
Sitter Profile Image: Clinton R.
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Sitter Profile Image: Clinton R.
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16. Clinton R.

Compassionate Pet Sitter
Winter Garden, FL, 34787
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
15 years of experience

About: I’ve cared for dogs of all sizes and temperaments since I was 10, including senior pets and those with special needs like my dog with IVDD. My experience includes walking, feeding, bathing, administering medication, and ensuring pets feel loved and secure. I treat every pet as if they were my own, prioritizing their comfort and happiness. Pet care is a big part of my daily routine. I’m flexible as I currently work from home and can accommodate various schedules, offering care on weekends, evenings, and weekdays. Your pet’s happiness and care are my priority. I provide a safe and comfortable environment for pets in my care. With a secure, pet-friendly home and extensive experience caring for pets with special needs, I ensure their well-being and happiness. I also have proper tools like ramps and crates for safe handling if needed.

Availability updated 16 days ago
Sitter Profile Image: Destiny M.
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Sitter Profile Image: Destiny M.
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17. Destiny M.

Caring for fluffy or scaley friends
Winter Garden, FL, 34787
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
1 review

Destiny is the most caring, fun, reliable and attentive dog sitter you will ever have. Her love for all animals is so genuine and sweet. She has been caring for my dearest Duchess on a steady basis for about 2 years. Destiny is always there when I need her for a quick walk, or full weekend care while I’m away. She has been able to administer medicine when needed and gone above and beyond when duchess had extra needs while she was pregnant with puppies. Duchess ALWAYS looks forward to her play, and cuddle sessions with Miss Destiny. I always receive updates about her visit. Your animal will instantly have a new best friend with miss Destiny!

Availability updated 44 days ago
Sitter Profile Image: Remy S.
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Sitter Profile Image: Remy S.
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18. Remy S.

Star Sitter
Here to make your life easier:)
Winter garden, FL, 34787
2.0 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
96 reviews
17 repeat clients
Profile image

Couldn’t ask for a better Dog Walker for my puppy! I had an emergency trip out of town and was able to book Remy for a drop in visit outside her daily walk with River and it saved the day.

Availability updated yesterday
Sitter Profile Image: Michele B.
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Sitter Profile Image: Michele B.
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19. Michele B.

🐈 🐾 Pet’s Best Friend 🐾 🦜
Winter Garden, FL, 34787
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
74 reviews
30 repeat clients
Profile image

Michelle took the time to stay and watch my kitty eat each visit. She was on time every time. Great communication and beautiful pictures of her each day. Thank you Michelle.

Availability updated 2 days ago
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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20. Hannah R.

Star Sitter
Everything your pet needs! Msg me!
Winter Garden, FL, 34787
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5.0 out of 5 stars
53 reviews
20 repeat clients
Profile image

Hannah went above and beyond taking care of our elderly dog with mobility issues. She was very attentive to her needs and did everything we asked and more. We wouldn’t hesitate to book Hannah again in the future.

Availability updated 9 days ago

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