Dog Boarding in Windermere

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Jerry P.
1.
Lake Butler Doggy DaycareWindermere, FL, 34786
Dog Boarding, Doggy Day Care

if I could give him more stars I would. I booked with a different rover person who CANCELED MY 4 day boarding at 330 am the day of a scheduled 8am drop off. … (more)

from
$45
per night
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Kymry G.
2.
Animal lover/close to local attractFlorida Center, Orlando, FL, 32819
Dog Boarding, Doggy Day Care

Kymry welcomed our little boy "Noli" with open arms. She took our booking even with short notice, coming to our rescue when another sitter canceled. Noli is a 6… (more)

from
$35
per night
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Poliana D.
Wholehearted animal loverWindermere, FL, 34786
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

The perfect sitter for my dog. She made my wife and I feel welcome, comfortable and treated my child like her own. Officially found his, my dog (Oreo), Orlando … (more)

from
$37
per night
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Nicole C.
4.
I love dogs, and love long walks!!Windermere, FL, 34786
Dog Boarding

Nicole and family were wonderful. My dog Maggie seemed to settle into their home very quick. All the pictures Nicole sent showed a happy and comfortable dog. (more)

from
$35
per night
Confirmed availability: Memorial Day
Jorge P.
5.
Dog lover familyOcoee, FL, 32818
Dog Boarding, Doggy Day Care, Dog Walking

Jorge (and family) took great care of our pup! He sent several pictures each day and responded to all communications. We would definitely recommend him and woul… (more)

from
$42
per night
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6.
Ted 
Verified Background Check
Responsible and loving dog careWinter Garden, FL, 34787
Dog Boarding, Doggy Day Care

My dogs didn't miss us whatsoever! We received so many photos and short videos of them the entire stay. Ted and Tatiana treated them like family. So thankful to… (more)

from
$30
per night
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Care for your dog way you wouldOrlando, FL, 32836
Dog Boarding, Doggy Day Care

Perfect in every way. Excellent communication with lots of updates/pictures. This was literally the “royal treatment”. Couldn’t have asked for a better experien… (more)

from
$70
per night
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8.
Animal lover & treat ur dog as mineOcoee, FL, 34761
Dog Boarding, Doggy Day Care

Lisa was great. Was very understanding of my dogs needs. In addition she was awesome with my nervousness as to leaving my dog for the first time. (more)

from
$45
per night
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9.
Fun & Loving Dog Whisperer 🐶Metro West, Orlando, FL, 32835
Dog Boarding

Daijah was great! She took great care of my little guy and kept me well updated. Her and my dogs because fast friends and She was always around to keep an eye o… (more)

from
$35
per night
10.
You're best friend can be mine too!Winter Garden, FL, 34787
Dog Boarding

If I could give Tori 20 stars, I would. This woman saved me after my previous sitter canceled last minute. She took my dog Carl in and cared for him like he was… (more)

from
$30
per night
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11.
Very cozy and dog loving homeOrlando, FL, 32819
Dog Boarding, Doggy Day Care, Dog Walking

Laura was amazing, she sent many photos! Very quick to respond and cares for mochi as she was her own. (more)

from
$50
per night
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12.
vaCATion Oasis for your kittyOrlando, FL, 32819
Dog Boarding

I want to say a big thank you ! My cat was with Julia for a week and 1 day , and I think this was his best week . Julia always sent me photos and let me know ho… (more)

from
$30
per night
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13.
🐾YOU HAD ME AT WOOF🐶Windermere, FL, 34786
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lexi did an excellent job with our fur babies. The cats are not fond of new people but tolerated her with their snobbish behavior and allowed her to feed them. … (more)

from
$50
per night
14.
Jia 
Verified Background Check
Fenced yard and dog free home 🥰🥰Metro West, Orlando, FL, 32835
Dog Boarding, Doggy Day Care

This was my first time leaving my fur baby with someone while I was out of town, I was super nervous and hesitant as I never used pet boarding option, however I… (more)

from
$29
per night
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15.
We love dogs & have the experience!Ocoee, FL, 34761
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Great experience. She tool good care of our puppy and kept us updated everyday even sending pictures of our puppy. I would recommend her anyday. (more)

from
$28
per night
Confirmed availability: Memorial Day
Happy paw happy life! Woof 🐶Metro West, Orlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mimi was great with our puppy. She sent pics and kept us updated on her status. Will definitely book again. (more)

from
$25
per night
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17.
Who let the dogs out? I did... =DMillenia, Orlando, FL, 32839
Dog Boarding, Doggy Day Care

Great service and timely reply!!!!! Loki definitely enjoyed his time away from home. It was our first time using the Rover app and Mr. Rodney made the process s… (more)

from
$55
per night
Calendar Recently Updated
Best Home for Lazy DogsFlorida Center North, Orlando, FL, 32811
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Drake has a wonderful time on his stay with Nickolas. I felt so comfortable with all the daily updates and photos. I was so nervous at first trying a new sitter… (more)

from
$25
per night
Confirmed availability: Memorial Day
19.
JETT & ALLIE LOVE HAVING COMPANY!!Orlando, FL, 32819
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sheri is wonderful! She understands dogs, will listen to whatever needs you have, and her house is a great setup for dogs to play and have fun. I was slightly c… (more)

from
$38
per night
Confirmed availability: Memorial Day
Vacation for your dogOrlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care

Michelle is an amazing dog person!! She's a doting dog mom to a sweet but slightly neurotic pup herself, and she's taken wonderful care of our girl. She genuine… (more)

from
$50
per night

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?