Pet Sitting in Windermere

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Sitter Profile Image: Dana Z.
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Sitter Profile Image: Dana Z.
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1. Dana Z.

Rover 101
Star Sitter
I love dogs with ENERGY!
Orlando, FL, 32821
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
276 reviews
110 repeat clients
Profile image

thanks so much for checking on chai!!! she had a great time on vacation and you were integral!! This weekend was the best behaved she’s ever been. Cannot thank you enough for picking up that baby tooth as I was able to find two more!!!! Will definitely book you again next year if available!

Availability updated today
Sitter Profile Image: Karen R.
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Sitter Profile Image: Karen R.
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2. Karen R.

Star Sitter
Happy Pet, Happy Life
Winter Garden, FL, 34787
5.5 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 was absolutely FABULOUS!!! She cared for our cats just as we would have! She gave updates everyday and pics to let us know how everything was going. Which was such a piece of mind while away on vacation. We will a thousand percent book Karen for any and all getaways and know that our pets in the best hands possible. Thank you Karen for everything and caring for our pets!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Victoria D.
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Sitter Profile Image: Victoria D.
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3. Victoria D.

Star Sitter
Trusted Fur Baby Bestie
Winter Garden, FL, 34787
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
36 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 today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Grey G.
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Sitter Profile Image: Grey G.
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4. Grey G.

Star Sitter
Happy fur-babies are my goal!
Winter Garden, FL, 34787
5.6 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

Purrrrrfect pet lover! Grey bonded quickly with our pets and when we came home it was like we were never gone. Our pets felt calm and happy. We are so comfortable leaving now. Thank you Grey.

Availability updated 2 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
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
389 reviews
122 repeat clients
Profile image

I could not have asked for a better first Rover experience! Poliana was incredibly quick to respond and check in and went above and beyond taking care of our cat! Would book again in a heartbeat.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Danielle H.
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Sitter Profile Image: Danielle H.
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6. Danielle H.

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

Danielle is awesome! She comes to be with my cat when I’m out of town. I love all the pictures she sends me and updates. She’s also very observant and makes sure my cat is set up with food water and clean litter. We love Danielle. She really does love animals ❤️❤️

Availability updated 3 days ago
Sitter Profile Image: Savannah L.
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Sitter Profile Image: Savannah L.
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7. Savannah L.

Star Sitter
Dr Phillips 7x24 care with love🐾
Florida Center North, Orlando, FL, 32811
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
Profile image

Went out of town extremely last minute, and Savannah was more than happy to accommodate with whatever I needed without any problem! She went above and beyond and spent lots of time with my pup, and sent me plenty of communication and pictures about her visits with my dog. She even brought in her dog food delivery for me when the packed was delayed. I could tell my dog loved her! Thank you for being so understanding and caring. My dog was definitely in good hands and it eased my mind being away from her, and your pet will be too! Highly recommend

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Cassia V.
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Sitter Profile Image: Cassia V.
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8. Cassia V.

Rover 101
Star Sitter
Joy and love
Windermere, FL, 34786
2.9 mi. away
Drop-In Visits, Dog Walking
from
$23
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
Profile image

This was our first time using a pet sitter instead of traditional boarding. It was an amazing experience and we will 100% do pet sitting again in the future. Cassia always gave detailed reports after her visits and we got lots of photos each time which was a huge plus. Our cat seemed much happier when we returned home this time vs our last trip when we boarded him. Cassia was absolutely amazing and we are thrilled to have found her!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lyndi T.
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Sitter Profile Image: Lyndi T.
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9. Lyndi T.

Rover 101
Star Sitter
Small pups paradise 🐶
Windermere, FL, 34786
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
111 reviews
21 repeat clients

I have never met someone who loves dogs as much as Lyndi. She takes such good care of her puppy, she works 6 hour shifts but doesn’t want her dog to be alone that long, so she leaves work in the middle of the day to make sure her dog is taken care of. That really shows dedication to her pet.

Availability updated yesterday
Sitter Profile Image: Nikki W.
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Sitter Profile Image: Nikki W.
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10. Nikki W.

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

Great again thank you for watching Buttercup!

Availability updated 9 days ago
Sitter Profile Image: Nicholas G.
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Sitter Profile Image: Nicholas G.
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11. Nicholas G.

Dependable Pet Care, Always!
Windermere, FL, 34786
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Our pup was very well cared for while we were away. We will definitely be using Nicholas again in the future. He did and amazing job and I love that he washed the dogs bowls before he fed him each time.

Availability updated 9 days ago
Sitter Profile Image: Scott E.
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Sitter Profile Image: Scott E.
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12. Scott E.

Certified Pet Groomer & Lover
Winter garden, FL, 34787
4.8 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

I had to book a sitter last minute for my dogs. Scott was very helpful, responsive and my dogs loved him. Thank you Scott!

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Victoria P.
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Sitter Profile Image: Victoria P.
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13. Victoria P.

Star Sitter
Dog and Cat obsessed pet friend! 🖤
Orlando, FL, 32819
3.0 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
Profile image

Victoria was amazing! Very patient and understanding when we had key trouble and very informative in the after visit reports. Would recommend and rebook in a heartbeat! Thanks so much!

Availability updated today
Sitter Profile Image: MARK B.
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Sitter Profile Image: MARK B.
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14. MARK B.

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

Mark is so awesome!! I cannot say enough good things about this man. He truly cares about your pets. Your pets will be safe and happy while you are away. A true stress reliever! Thank you, Mark, for all your help over the past year. We truly appreciate you!

Availability updated 39 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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15. Jennifer W.

Star Sitter
Love my furry friends!
Ocoee, FL, 34761
3.9 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 2 days ago
Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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16. Samantha R.

A friendly neighborhood pet sitter
Orlando, FL, 32819
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
Profile image

It was our first time using rover, it’s hard to travel while you have your pets at home and we are so glad for Samantha, she did awesome! Our other dog can be territorial when she doesn’t recognize the person and Samantha handled it well. Getting updates not only on the app, but also from her. We highly recommend Samantha, as she takes care of your pets as her own.

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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17. Elizabeth D.

Affordable & Reliable Pet Sitter!
Windermere, FL, 34786
1.9 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
9 reviews
Profile image

Elizabeth was SO good to our boy, Rocco. We appreciated her flexibility with our plans and would absolutely use her again.

Availability updated 79 days ago
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
from
$25
per visit
5.0 out of 5 stars
30 reviews
13 repeat clients

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!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Teresa E.
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Sitter Profile Image: Teresa E.
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19. Teresa E.

Caring For Your Animals Like Family
Windermere, FL, 34786
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
Profile image

This was my first time using Rover so I was a little nervous, but Theresa was wonderful and it was an extremely positive experience overall. She recently did a drop-in visit to check on my cat, Buddy, and went above and beyond in every way. Not only did she ensure Buddy was well-fed and had fresh water, but she also spent extra time with him, making sure he felt comfortable and loved while I was away. Theresa sent detailed updates with photos, which put my mind at ease and showed how happy and relaxed Buddy was in her care. It’s clear she genuinely cares for animals, and her attention to detail was top-notch. If you’re looking for someone trustworthy, caring, and professional to look after your pet, I highly recommend Theresa. She’ll treat your pet like her own!

Availability updated 9 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Nicholas S.
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Sitter Profile Image: Nicholas S.
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20. Nicholas S.

Your Fur Babies New Best Friend!
Windermere, FL, 34786
0.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
4 reviews

Nick did amazing job taking care of my dog Mika and my cat Luna. He was attentive and sends very detailed reports with the cutest pictures. I highly highly recommend Nick!

Availability updated 60 days ago

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