Dog Boarding in Windermere

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Sitter Profile Image: Kymry G.
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Sitter Profile Image: Kymry G.
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1. Kymry G.

Animal lover/close to local attract
Florida Center, Orlando, FL, 32819
4.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
314 reviews
91 repeat clients
from
$35
per night
Profile image

Kymry took the best care of our puppy! He was there almost 2 weeks. He enjoyed playing with the other dogs during the day. He will be going back soon!

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Sitter Profile Image: Joyce L.
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Sitter Profile Image: Joyce L.
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2. Joyce L.

I just love animals
Metro West, Orlando, FL, 32835
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$30
per night
Profile image

Joyce was fantastic. I never felt concerned or worried about my dog being with her. Joyce was as attentive and caring. She was the perfect pet parent when I could not be. I would recommend Joyce to anyone interested in a sitter that will love your dog as much as you do and care for your furry friend like her own child.

Sitter Profile Image: Tylor J.
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Sitter Profile Image: Tylor J.
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3. Tylor J.

Luxury Pet Retreat
Orlando, FL, 32835
4.0 mi. away
Boarding
5.0 out of 5 stars
10 reviews
8 repeat clients
from
$35
per night
Profile image

I'm absolutely thrilled with the care our dog received from Tylor! They were attentive, responsible, and showed a genuine love for our furry friend. Our dog seemed so happy and content in all the updates and photos they sent. We truly appreciate their professionalism and dedication to making sure our dog was well taken care of. We will definitely be using their services again and highly recommend them to anyone in need of a trustworthy and caring dog sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rennan C.
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Sitter Profile Image: Rennan C.
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4. Rennan C.

Animal lover!
Orlando, FL, 32836
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
7 repeat clients
from
$48
per night
Profile image

Rennan takes care of our dog like his own! He goes above and beyond to help us and accommodate us. He is the BEST and we use him every time we need someone to take care of our dog!

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Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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5. 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
275 reviews
102 repeat clients
from
$50
per night
Profile image

Poliana was the best! Very caring, friendly and helpful, she's made us comfortable and happy during our travel. She followed all our instructions and did a great job taking excellent care of our dog and frequently sending lovely pictures of our pet. She is extremely dedicated to her job and does it with love and pleasure. She answered our messages right away with detailed explanation. We will highly recommend her service.

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Sitter Profile Image: Mimi E.
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Sitter Profile Image: Mimi E.
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6. Mimi E.

Puppy lover
Winter garden, FL, 34787
4.4 mi. away
Boarding
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$30
per night
Profile image

Mimi did an excellent job watching Chloe!! She sent videos and kept me up to date in how Chloe was doing. I will most definitely have Mimi watch our baby again!

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Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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7. Nicole C.

I love dogs, and love long walks!!
Windermere, FL, 34786
3.5 mi. away
Boarding
5.0 out of 5 stars
37 reviews
15 repeat clients
from
$45
per night
Profile image

What a great environment for a dog! All household members are so friendly, cheerful and eager to interact with a new visitor. Our dog Tammy felt herself very comfortable from the first moment. Nicole is an excellent hostess, caring and attentive to any dog's needs. She sent us photos and videos of our dog every day of boarding. We felt absolutely confident that our dog was in good hands. We will highly recommend Nicole as a great and experienced dog sitter.

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Sitter Profile Image: Ana F.
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Sitter Profile Image: Ana F.
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8. Ana F.

Trustworthy and genuine pet lover
Metro West, Orlando, FL, 32835
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
16 repeat clients
from
$37
per night
Profile image

I booked boarding with Ana and I also loved it. My dog ​​and her got along super well, he never left her side for a moment (literally) haha. The communication, pics and updates were perfect. She also followed some small instructions/advice that I gave her so that way she would understand/know my dog ​​a little bit more. As a dog mom, I was calm knowing that my dog ​​was having fun and in good hands. I would definitely choose her again.😁

Sitter Profile Image: Gloria L.
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Sitter Profile Image: Gloria L.
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9. Gloria L.

I love animals and they love me 💕
Orlando, FL, 32819
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$50
per night
Profile image

Gloria was very welcoming to our two dogs. Her home is nice and our dogs seemed to settle in quickly. She kept me informed with notes and videos. I will definitely use Gloria again to care for our two dogs.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kim G.
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Sitter Profile Image: Kim G.
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10. Kim G.

Rover 101
A caring, fun wellness experience!
Windermere, FL, 34786
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
33 reviews
15 repeat clients
from
$49
per night
Profile image

Kim was very professional and kind. She sent daily pics of my pup. Very quick to respond. I felt comfortable and safe knowing my dog was in good hands.

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Sitter Profile Image: Jerry P.
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Sitter Profile Image: Jerry P.
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11. Jerry P.

Lake Butler Doggy Daycare
Windermere, FL, 34786
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
479 reviews
250 repeat clients
from
$55
per night
Profile image

Our dogs love Jerry and Jerry loves our dogs! You know he is doing something right when they love to see him but also love to come home to us.

Sitter Profile Image: Jadira R.
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Sitter Profile Image: Jadira R.
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12. Jadira R.

Here to take care of your fur baby.
Orlando, FL, 32819
6.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
2 repeat clients
from
$28
per night
Profile image

Sparky thought Jadira was a really fun dog sitter. She even had her nephew running laps with him outside while she filmed it. He LOVES to run! Thank you for taking such good care of him for the whole day!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julie B.
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Sitter Profile Image: Julie B.
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13. Julie B.

Enjoy Florida, I got your fur baby!
Winter Garden, FL, 34787
5.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$45
per night
Profile image

From first contact, Julie has been professional, friendly, helpful, and all around great sitter! Thank you to Julie for all of the help. We had to leave my dog with her three full days, but never felt sad because he was in good hands.. she was consistently in contact and sent photos all the time. When you have someone like Julie, helping things work, so much better! Thanks again, Julie 🙏🏼🐶

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Sitter Profile Image: Haley M.
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Sitter Profile Image: Haley M.
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14. Haley M.

Ready to LOVE on your Fur Baby!!!🐶
Winter Garden, FL, 34787
6.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
15 reviews
2 repeat clients
from
$40
per night
Profile image

Haley is awesome and really loved on our Golden, Ruby! Ruby got lots of playtime and attentions, and Haley sent us many pictures of Ruby during her stay.

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Sitter Profile Image: Jia L.
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Sitter Profile Image: Jia L.
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15. Jia L.

Fenced yard home 😃
Metro West, Orlando, FL, 32835
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
35 reviews
11 repeat clients
from
$50
per night
Profile image

This is the second time our dog Sadie stayed with Jia and her wonderful family. She took care of her like her own and sent many updates and pictures. Would recommend them to anyone!

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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
Kirkman South, Orlando, FL, 32835
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
9 repeat clients
from
$36
per night
Profile image

Samantha and alex are very sweet and responsible couple, they send pics all the time and my moro get to cuddle, walks, and plays. I wd totally used their service again . Thank you

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Susan P.
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Sitter Profile Image: Susan P.
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17. Susan P.

Loving Care Services - DISNEY AREA
Orlando, FL, 32836
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$50
per night
Profile image

What an absolute star! Sue was so wonderful and accommodating – and I could tell my dogs had a great time staying with her. This is my first time using Rover, and she definitely makes the company look good! Thank you so much Sue!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carilyn & Jorge M.
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Sitter Profile Image: Carilyn & Jorge M.
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18. Carilyn & Jorge M.

Taking care of your pets as our own
Orlando, FL, 32808
6.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
17 repeat clients
from
$30
per night
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Carilyn was able to care for my 2 puppies with very short notice. During my time apart she was very communicative which left me feeling relieved. I would definitely be using her for my dog sitting needs again.

Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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19. Jennifer W.

Love my furry friends!
Ocoee, FL, 34761
4.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$32
per night
Profile image

Jennifer is great. She took in our fur baby as if she were her own, sent us videos and pics and kept us updated every day. If we need a pet sitter again, we will be using Jennifer.

Sitter Profile Image: Craig E.
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Sitter Profile Image: Craig E.
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20. Craig E.

Your pooch will feel right at home!
ORLANDO, FL, 32819
6.9 mi. away
Boarding
5.0 out of 5 stars
9 reviews
1 repeat client
from
$35
per night
Profile image

My pup was in doggy heaven during her time staying with Craig. he was communicative and sent me great pictures of her enjoying her best puppy life. I would definitely book again.

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    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
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    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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Windermere Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Windermere are rated on average 5 out of 5 stars based on 995 reviews.


As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Windermere dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Windermere, FL who meets your - and your dog'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 dog - including background checks and 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 dog lovers for hire, and that includes offering pet boarding in Windermere, FL.

The cost of dog boarding in Windermere may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

In short, when you book Windermere dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Sweetwater, FL. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

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