Pet Sitting in Windermere

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Idalis S.
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Sitter Profile Image: Idalis S.
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1. Idalis S.

Animals are people too :)
Florida Center North, Orlando, FL, 32811
5.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
108 reviews
20 repeat clients
from
$19
per visit

Idalis was so great she arrived for her check ins on time and Chewie was well taken care of. I loved that she checked in often with pictures. I had questions and she had no problem answering them for me. She made me feel reassured she took great care of our baby. I will be using her services every time. Thank you so much :)

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Sitter Profile Image: Anghi U.
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Sitter Profile Image: Anghi U.
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2. Anghi U.

animals are loved for free ❤️🐕
Kirkman South, Orlando, FL, 32835
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$20
per visit

Anghi was wonderful with our Olaf. She took great care and gave him lots of love. I would highly recommend her to take care of anyone’s loving pets.

Sitter Profile Image: Karen R.
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Sitter Profile Image: Karen R.
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3. Karen R.

Happy Pet, Happy Life
Winter Garden, FL, 34787
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
14 repeat clients
from
$20
per visit

Karen was great! She made me feel unbelievably comfortable leaving my two kittens with her. She sent many updates and pictures. My kittens loved her. She also brought in my packages and vacuumed before she left. I highly reccomend Karen.

Sitter Profile Image: MARK B.
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Sitter Profile Image: MARK B.
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4. MARK B.

For great pet care, and Exercise
Windermere, FL, 34786
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
66 reviews
33 repeat clients
from
$20
per visit

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 one sleeping after all the play and attention. Very kind and caring for my little one, will be using him in the future!

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Sitter Profile Image: Bonnie B.
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Sitter Profile Image: Bonnie B.
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5. Bonnie B.

Rover 101
Looking For A Reliable Sitter?
Metro West, orlando, FL, 32835
4.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
463 reviews
166 repeat clients
from
$20
per visit

I hired Bonnie to pet sit for the week and she was so great! Lots of notes and photos to show me what my pup was up to while I was gone. Would definitely recommend her to anyone that wants to make sure their pet is well taken care of while they’re gone ♥️

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Sitter Profile Image: Nikki W.
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Sitter Profile Image: Nikki W.
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6. Nikki W.

Trustworthy and Reliable
Orlando, FL, 32836
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$19
per visit

Nikki did a great job watching our pup, she was happy on our return and you can tell she got lots of attention!

Sitter Profile Image: Tathyana  F.
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Sitter Profile Image: Tathyana  F.
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7. Tathyana F.

Pets Care Inn
Windermere, FL, 34786
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
17 repeat clients
from
$20
per visit

Thank you for caring for Layla. This was our first time leaving Layla and you made us feel at ease. I really appreciated the photos and feedback.

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Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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8. Poliana D.

Wholehearted animal lover
Windermere, FL, 34786
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
250 reviews
94 repeat clients
from
$25
per visit

Poliana is great, very kind and friendly. We felt completely safe and comfortable leaving our beloved cat in her hands. Our cat and her got along quickly and she took care of him perfectly. She sent detailed report and pictures everyday. I strongly recommend her to anyone who needs a reliable person to look after their pets.

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Sitter Profile Image: Danielle H.
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Sitter Profile Image: Danielle H.
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9. Danielle H.

Pet parent ready to care for yours!
Ocoee, FL, 34761
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
11 repeat clients
from
$18
per visit

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!

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Sitter Profile Image: Adam C.
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Sitter Profile Image: Adam C.
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10. Adam C.

We are all living in a dogs world
Orlando, FL, 32819
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$15
per visit

Adam responded to my request for a last minute drop in sitter immediately and was able to come for a meet and greet the same day! He did a great job looking after my dog and made sure to have a good understanding of how to take care of her. Will definitely use Adam again in the future.

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Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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11. Elizabeth D.

Fur-tastic Pet Sitter!
Windermere, FL, 34786
1.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit

I am thrilled to share my experience with Elizabeth, who has been an exceptional pet caregiver for my two dogs, Max and Mia. Elizabeth's genuine love for animals is evident in every interaction she has with them. Elizabeth's commitment to her pets and the pets that she watches is unwavering. She ensures they are well-fed, clean, and happy, always going the extra mile to make sure their needs are met. Her trustworthiness is impeccable; she is always reliable, showing up on time and taking care of my pets as if they were her own. What sets Elizabeth apart is her down-to-earth nature. She is approachable, always willing to listen and offer advice. Her patience and understanding are remarkable. She is not just a pet caregiver; she is a friend to my pets, providing them with the love and care they deserve. In summary, Elizabeth is an incredible pet caregiver. Her love for animals, her dedication to her own pets, and her down-to-earth personality make her an invaluable asset to anyone looking for a reliable and caring pet caregiver. I wholeheartedly recommend Elizabeth for anyone in need of a pet caregiver who truly cares about the well-being of their pets.

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Sitter Profile Image: Allison W.
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Sitter Profile Image: Allison W.
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12. Allison W.

Rover 101
Paws-itively Passionate Pet Sitter
Windermere, FL, 34786
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$18
per visit

Ally was great! She took great care of our dogs and was a pleasure to work with. Will be reaching out in the future.

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Sitter Profile Image: Nancy K.
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Sitter Profile Image: Nancy K.
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13. Nancy K.

Lots of flexibility and pet lover!
Windermere, FL, 34786
1.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$19
per visit

Nancy is the one that you want to take care of your pets. She fed and walked our 2 frenchies at the hotel while we were at Universal. We came back to well fed and walked dogs - pooped out and all smiles.

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Sitter Profile Image: Bailey L.
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Sitter Profile Image: Bailey L.
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14. Bailey L.

No furry friend is too big or small
Windermere, FL, 34786
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$20
per visit

Bailey was great! She was prompt, communicative, and took great care of our dog, Neville. We definitely recommend her for drop-in visits!

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Sitter Profile Image: Jonathan W.
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Sitter Profile Image: Jonathan W.
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15. Jonathan W.

Animals are my favorite people!
Orlando, FL, 32819
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
12 repeat clients
from
$25
per visit

Jonathan was an amazing life saver for our last minute trip. He took amazing care of our girl and treated her like family making sure she had everything she needed while we were away. I would highly recommend him to anyone who needs a pet sitter and we will definitely be using him again in the future!

Sitter Profile Image: Ginger F.
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Sitter Profile Image: Ginger F.
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16. Ginger F.

I want to meet your best friend!
Ocoee, FL, 34761
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$13
per visit

Ginger left us such funny and cute pictures and updates while watching our pup when we were out of town. Thanks for taking such good care of her! We will definitely be using Ginger for future rover needs!

Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
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17. Rachel M.

My dog and I are a pet sitting team
Windermere, FL, 34786
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
12 repeat clients
from
$25
per visit

Rachel will be the best pet sitter for your pet! As a dog owner herself she is caring, kind, and simply adores animals! Rachel is dedicated and very reliable you can rest assured knowing she is caring for your pet!

Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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18. Claire G.

Near downtown Winter Garden!
Windermere, FL, 34786
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit

Claire was super communicative through out the service and did an awesome job with our cats! Would highly recommend her!

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Sitter Profile Image: Nye P.
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Sitter Profile Image: Nye P.
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19. Nye P.

Auntie to all furbabies!
Windermere, FL, 34786
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$25
per visit

We can’t say enough positive things about Nye and her quality of care! She visited our 2 older cats and an additional temporary cat who was still adjusting to the new environment twice per day. We were on an 8 day Cruise and are so pleased we found someone so wonderful and able to put us at ease from her very first contact. Each cat had something unique she had to deal with and she did so with flying colors. She sent at least 8 to 9 pics during each check in — more than we have their entire lives lol. Her caring energy and love for what she does was extremely obvious. We feel blessed and will most definitely employ her again for future trips out of town. Trustworthy. Safe. Loving to our “children”. Great attention to details. Able to navigate our high degree of security. What else can I say other than you should contact her for anything Rover related without hesitation! ??

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Sitter Profile Image: Kayla H.
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Sitter Profile Image: Kayla H.
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20. Kayla H.

Dogs > Everything
Windermere, FL, 34786
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$23
per visit

About: I have grown up always having a dog who I loved and cared for always. My dogs were my best friends & I know first hand how important a dog is in someone's life & promise to take care of your dog(s) like i would take care of mine - with love, respect, kindness & extra kisses, cookies and toe rubs if they're extra well behaved ;) I am patient, I understand most dogs very well and provide plenty of love and attention along with ability to follow a tinkle time schedule, give them exercise and of course feed them and rub their bellies. I am comfortable with most breeds, sizes and genders of dogs and would be honored to help care for your dog(s) while you are unable to. My daily routine and lifestyle revolves around making sure my pets are given plenty of love, attention, exercise, and food/water. I make social plans and work commitments around them, and I would do the same for your pets should you grant me permission to care for them in your absence. I do have a fenced in yard which I enjoy for extra precaution in case anyone feels particularly wild and gets the zoomies. My cats stay inside, but dogs can play in the outdoor fenced in space. I would do whatever you are comfortable with, as every pet and owner are different.

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Windermere Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Windermere are rated on average 5 out of 5 stars based on 224 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Windermere:

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 Windermere 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 pet sitter in Windermere, FL 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 educational opportunities 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 sitters and dog walkers.
Drop-In Visits