Dog Boarding in Windermere

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

Confirmed availability: Memorial day
Jerry P.
1.
Lake Butler Doggy DaycareWindermere, FL, 34786
Dog Boarding, Doggy Day Care

Jerry was fantastic with our high- energy Lexy and Milo. They made new friends and had a blast at his doggy daycare/ overnight stay. He kept us updated with lot… (more)

from
$40
per night
Calendar Recently Updated
Kristi A.
2.
TLC offeredWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristi is amazing. She took a last, and I mean, last minute request to watch my pups the day before Christmas Eve. If it weren’t for her, I would have missed my… (more)

from
$45
per night
Kim H.
3.
Kim 
Verified Background Check
I love all pets have a great yardOrlando, FL, 32819
Dog Boarding

Kim was so great with our lab! She sent multiple pictures and updates during her stay. She was very flexible and so sweet with her to make her feel as loved as … (more)

from
$40
per night
Calendar Recently Updated
Ana Helena C.
Dogs are my favorite kind of peopleOrlando, FL, 32819
Dog Boarding

Ana was all around wonderful! She immediately liked my pup and it showed. She took her on long walks and sent me lots of updates and photos. We already booked o… (more)

from
$40
per night
Confirmed availability: Memorial day
Daijah B.
5.
Fun & Loving Dog Whisperer 🐶Metro West, Orlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

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
$25
per night
Confirmed availability: Memorial day
6.
Animal lover/close to local attractFlorida Center, Orlando, FL, 32819
Dog Boarding, Doggy Day Care

This was our second time leaving our little Maltese puppy, "Chili", with Kymry and Onix... this time for nine days, as we vacationed on a cruise ship. As alway… (more)

from
$30
per night
Calendar Recently Updated
7.
Dog Lover/Close to local AttractionKirkman North, Orlando, FL, 32811
Dog Boarding, Doggy Day Care

Erika was AMAZING!!!!! We were nervous since it was our first time using this service!!! Mrs. Erika kept us updated and even sent the most adorable pics. Our ne… (more)

from
$27
per night
Calendar Recently Updated
Best Home for Lazy DogsFlorida Center North, Orlando, FL, 32811
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

The best and most attentive person who ever took care of my Charlie. Thank you for making my son feel at home and for sending me pictures every day. Nickolas'… (more)

from
$20
per night
9.
dedicated to pets wellbeingWindermere, FL, 34786
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Tracy was absolutely amazing! It was our first time leaving our dog with a “stranger”, so we were a bit nervous, but Tracy made us feel at ease from the moment … (more)

from
$35
per night
Calendar Recently Updated
10.
Born and raised with dogs!Winter Garden, FL, 34787
Dog Boarding, Doggy Day Care, Dog Walking

Second time we have used Carlos now. I am so thankful for his flexibility. He also always responds within minutes whenever we message him. Our pup enjoys stayin… (more)

from
$30
per night
Confirmed availability: Memorial day
11.
I will treat your pets like my petsOrlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

In town to take care of my ill mother from South Carolina. Needed a sitter for our baby Kylah last minute and Alexa was not only gracious accepting her last min… (more)

from
$35
per night
Calendar Recently Updated
12.
Dog lover with a huge fenced yard!!Winter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care

Lorena is amazing! Our dog Kaylee spent 12 days under her care and came home a happy dog! Based on our dog’s behavior we know she was well cared for and loved. … (more)

from
$30
per night
Calendar Recently Updated
Always home, Dog walking path,GatedMetro West, Orlando, FL, 32835
Dog Boarding, Doggy Day Care

Awesome people. They’ve been taking care of my dog for a while now. Love how they are with my pet, treat her like their own. Will use again for sure (more)

from
$27
per night
Calendar Recently Updated
14.
Animal lover & treat ur dog as minOcoee, FL, 34761
Dog Boarding, Doggy Day Care, Dog Walking

Lisa was awesome with our 2 pups. She was so accommodating and it felt like we left them with family. She provided daily photos and updates which was nice. They… (more)

from
$38
per night
Calendar Recently Updated
Safe & clean, home full-timeWinter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Dog Walking

Amazing Family ! So sweet and kind felt 100% comfortable leaving my baby with them. Kept me up to date and sent pictures of my baby having so much fun !Will boo… (more)

from
$25
per night
Calendar Recently Updated
We will love your dogs like our ownWindermere, FL, 34786
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was awesome, I could tell when I met her that she would take great of my baby and in fact she did! She took my dog for walks and made him part of the … (more)

from
$25
per night
Calendar Recently Updated
17.
Fur mom to two beautiful catsWinter garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine did great with Mochi, she made sure he was comfortable with the other animals in the home, sent plenty of updates and photos, and made sure to stick wit… (more)

from
$40
per night
Calendar Recently Updated
18.
Ready to give your dog lots of loveOrlando, FL, 32821
Dog Boarding, Doggy Day Care

Suzette watched Moe for NYE weekend. Moe had a great time brining in 2021. She shared plenty of fun Moe pics. Will definitely use again in the future (more)

from
$45
per night
Calendar Recently Updated
19.
Pet Free House and Fenced in YardOrlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Laura did a great job watching our pup while we were out of town. She was always extremely quick to respond to texts and calls and made sure Neville felt right … (more)

from
$50
per night
Confirmed availability: Memorial day
20.
Dr Phillips Alma Doolittle!Orlando, FL, 32836
Dog Boarding, Doggy Day Care

Alma was beyond accommodating and provided me (and my dog) with the kind of Rover experience that you see advertised when finding out about the app. Without eve… (more)

from
$35
per night

Rover also offers Dog Boarding in:


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?