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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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
118 reviews
21 repeat clients
from
$20
per visit
Profile image

Idalis was great ! She quickly responded and was familiar with hotel we were staying at so it made it easier to make arrangements for our dogs. She kept in communication and we were at ease and could enjoy our vacation with her checking on our two Westies. It was a great experience overall!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sharon P.
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Sitter Profile Image: Sharon P.
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2. Sharon P.

Your pups in great hands!
Ocoee, FL, 34761
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$15
per visit
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Sharon was absolutely amazing! On time every time and always sure to provide an update. Matilda loves her and we'll definitely try to book Sharon again the next time we go on Vacation.

Confirmed availability: Memorial Day Weekend
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
62 reviews
18 repeat clients
from
$20
per visit
Profile image

Wonderful! Always left details and photos in each Rover Card. Was a nice enough to set up a meet and greet before we left to get the lay of the land and introduce herself to our Tony. Thank you!!

Confirmed availability: Memorial Day Weekend
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
85 reviews
35 repeat clients
from
$20
per visit
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Mark is awesome with our pup, who's always so happy to see him come over for a walk. Mark is always on time and very communicative, which is awesome!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tathyana  F.
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Sitter Profile Image: Tathyana  F.
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5. 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
59 reviews
18 repeat clients
from
$20
per visit
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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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Anghi U.
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Sitter Profile Image: Anghi U.
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6. 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
23 reviews
4 repeat clients
from
$20
per visit
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Anghi was wonderful to work with. She was very responsive to both my needs and the needs of my older cat Stanley. I woul highly recommend her and will definitely call her when I need pet care again!

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Sitter Profile Image: Nikki W.
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Sitter Profile Image: Nikki W.
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7. 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
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Nikki did a great job watching our pup, she was happy on our return and you can tell she got lots of attention!

Confirmed availability: Memorial Day Weekend
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
274 reviews
102 repeat clients
from
$25
per visit
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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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bonnie B.
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Sitter Profile Image: Bonnie B.
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9. 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
490 reviews
176 repeat clients
from
$20
per visit
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This was our first time leaving our two cats while we went on vacation. Bonnie treated them well and made them feel loved. It was great seeing the pictures each day. We highly recommend Bonnie.

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Sitter Profile Image: Imani Z.
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Sitter Profile Image: Imani Z.
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10. Imani Z.

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

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Sitter Profile Image: Danielle H.
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Sitter Profile Image: Danielle H.
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11. 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
27 reviews
12 repeat clients
from
$18
per visit
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nancy K.
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Sitter Profile Image: Nancy K.
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12. 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
14 reviews
5 repeat clients
from
$19
per visit
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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: Jennifer W.
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Sitter Profile Image: Jennifer W.
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13. Jennifer W.

Love my furry friends!
Ocoee, FL, 34761
3.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$20
per visit
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!

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Sitter Profile Image: Taryn N.
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Sitter Profile Image: Taryn N.
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14. Taryn N.

Worry free pet care!
ORLANDO, FL, 32819
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$15
per visit
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Taryn was hands down the best sitter I’ve hired to date! She was early, proactive, communicative, and amazing with our dogs and kitties!

Sitter Profile Image: Samantha F.
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Sitter Profile Image: Samantha F.
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15. Samantha F.

Happy and fun pet lover!
Ocoee, FL, 34761
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
30 repeat clients
from
$20
per visit
Profile image

Samantha did a wonderful job taking care of my cat and took care of him as if he were her own. She sent great updates with multiple pictures, let me know what he was up to and what they did, and did a great job at cleaning his litter box. I would definitely hire Samantha again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adam C.
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Sitter Profile Image: Adam C.
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16. 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
21 reviews
4 repeat clients
from
$15
per visit
Profile image

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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17. Elizabeth D.

Fur-tastic Pet Sitter!
Windermere, FL, 34786
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$12
per visit

Elizabeth has been such a saving grace. I'm a Registered Veterinary Technician and I am EXTREMELY picky when it comes to who cares for my babies especially since I have "special needs" pets. My 12 year old chinchilla, Rosko is really specific with people that he trusts and he really enjoys her company. She has helped me feel at ease leaving my favorite little guy with her. His cage is always so clean and he always looks so happy whenever I mention Elizabeth's name to him. He's on medication and when he sees Elizabeth, he's always excited to take anything from her. I also had a special needs dog (Rest in Peace Kahlua) that needed lots of extra care. My 15 year old arthritic pup needed to be let out often to pee and lots of medications to be given. She also needed to be fed in smaller batches. While I wouldn't subject anyone to the amount of care my old girl needed, I could fully trust that she was in great care whenever I had to leave Kahlua with her. I gave her all these instructions (because I'm THAT kind of dog mom) and she listened, asked questions and reassured me that she could do it. Right then, I knew my old girl would be loved, watched and taken care of. I got so many photos of them snuggling and even going out to the yard just to get some sun. I appreciated the photos and updates especially while I was away missing my pup. When my old girl finally passed, Elizabeth sent me photos of them together and was so kind to our family during one of the most difficult moments of my life. When you're looking for someone to care for your family member, why not choose someone who would love your babies like you do? Elizabeth is definitely that person.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
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18. 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

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, Markie, is unmatched and she always goes out of her way to make sure he is taken care above anything else. A very passionate lover of all animals, and will certainly make sure any special considerations, diets, or other needs are recognized and accomadated. Don't think twice about letting Rachel watch your furry friends. She is careful and attentive all the time, not too mention super intelligent, beautiful, and a very close friend of mine.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alan B.
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Sitter Profile Image: Alan B.
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19. Alan B.

You dog's new best friend!
Windermere, FL, 34786
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Alan has taken care of my dog for many years. He has always been careful to follow the rules and accomplishes his tasks successfully. He is also playful and loving towards my pets. I would recommend him to anyone who asks.

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Sitter Profile Image: Alejandra Z.
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Sitter Profile Image: Alejandra Z.
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20. Alejandra Z.

Certified Animal Lover Since 2006
Lake Butler, FL
0.6 mi. away
Drop-In Visits, Dog Walking
3 years of experience
from
$14
per visit

About: I’m currently an Animal Sciencs Major at UF looking for a way to share my love with more animals. I have volunteered at the Orange County Animal Shelter for 3 years and dealt with animals of every kind. I also have two dogs of my own that I love and care for very much!! I will always put your pets safety and health first! I have just gotten off of school for break, so I have plenty time to look after your cute pets! I’m mostly available during weekdays in the afternoon and during the weekends. However, my availability varies depending on prior commitments and school. I will always make sure to lock your doors and keep your pets safe. While walking and house drop in’s, if anything is out of the ordinary I will immediately let you know. I will follow all instructions you give me to the best of my ability to make sure your pet is safe and healthy!

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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