Dog Boarding in Windermere

Browse Pet Caregiver profiles below to find the best dog boarder for your pet’s needs. Find nearby dog boarders who are experienced with your dog’s breed, age or size. Then choose from the available Caregivers to submit a request for your preferred date and time.
Best dog boarders in Windermere

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Best dog boarders in Windermere

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1. Carrie E

Orlando, FL, 32836

from$58per night

Five stars

5 (207)

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from$58per night

Orlando, FL, 32836

2. Mark B

Lake Butler, FL, 34786

Five stars

5 (1009)

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Lake Butler, FL, 34786

3. Emily W

Lake Butler, FL, 34786

from$73per night

Five stars

5 (171)

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from$73per night

Lake Butler, FL, 34786

4. Ariel C

Newnan, GA, 30263

from$75per night

Five stars

5 (51)

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from$75per night

Newnan, GA, 30263

5. Karina T

Orlando, FL, 32835

from$108per night

Five stars

5 (5)

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from$108per night

Orlando, FL, 32835

6. Nicholas G

Lake Butler, FL, 34786

Five stars

5 (39)

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Lake Butler, FL, 34786

7. Aja A

Winter Garden, FL, 34787

from$59per night

Five stars

5 (462)

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from$59per night

Winter Garden, FL, 34787

8. Chris V

Winter Garden, FL, 34787

from$66per night

Five stars

5 (136)

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from$66per night

Winter Garden, FL, 34787

9. Sylvia S

Orlando, FL, 32818

Five stars

5 (625)

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Orlando, FL, 32818

10. Adair M

Orlando, FL, 32819

Five stars

5 (169)

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In-Home Training ·

Digital Training

Orlando, FL, 32819

11. Kariela O

Winter Garden, FL, 34787

from$59per night

Five stars

5 (170)

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from$59per night

Winter Garden, FL, 34787

12. Desiree H

Horizon West, FL, 34787

Five stars

5 (2)

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Horizon West, FL, 34787

13. Samantha S

Orlando, FL, 32836

Five stars

5 (9)

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Orlando, FL, 32836

14. Malinda M

Horizon West, FL, 34787

from$59per night

Five stars

5 (805)

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from$59per night

Horizon West, FL, 34787

15. Melissa P

Orlando, FL, 32821

Five stars

5 (387)

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Orlando, FL, 32821

16. Mallory C

Orlando, FL, 32819

from$75per night

Five stars

4.9 (19)

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from$75per night

Orlando, FL, 32819

17. Blake M

Austin, TX, 78731

Five stars

5 (1075)

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Austin, TX, 78731

18. Vanessa G

Paradise Heights, FL, 32703

Five stars

5 (51)

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Paradise Heights, FL, 32703

19. Karter E

Winter Garden, FL, 34787

Five stars

5 (50)

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Winter Garden, FL, 34787

20. Kate R

Forest Hills, NY, 11375

from$75per night

Five stars

5 (23)

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from$75per night

Forest Hills, NY, 11375

21. Stacey S

Lake Butler, FL, 34786

Five stars

5 (702)

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Lake Butler, FL, 34786

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How to book pet caregivers near me
  • Skip the kennel

    Sittings take place at your home and boardings take place at your pet caregiver's home.

  • Flexible transportation

    All pet caregivers offer pick-up and drop-off for boarding services.

  • Live updates

    Your pet caregiver will send photos and videos throughout the service in addition to a thorough report card.

Why find pet care through Wag!?

Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Customer Reviews

Going on vacation? Dog Boarders through Wag! are available to care for your pup whenever you’re not. Every dog boarder has passed an enhanced background check. Get updates and photos through the app from the pet boarder while you are away.

Leomie D.-avatar

Leomie,

Windermere

Nicholas is great. His reports are always detailed and he is an excellent communicator. And he is always there when I m in a pinch at work. Thank you for always treating my Shiloh as if she were your own.

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Windermere

Omg too cute!! Thank you again for going above and beyond and being such a good pal to the girls. I love seeing them be themselves and be so comfortable with you.

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Windermere

Oh my goodness thank you so much for the fabulous update and good communication!!

Five starsFive starsFive starsFive starsFive stars
Cocky F.-avatar

Cocky,

Windermere

The Best!!!! Thanks for taking care of Luke

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

I can t say enough wonderful things about Samantha! She s super communicative, positive and kind. I love her report cards - always a bright spot in my day - and my pup adores her. Can t recommend enough!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Samantha is so kind and wonderful, I can t say enough great things about her. My pup always looks forward to seeing her, and her communication is so very appreciated!

Five starsFive starsFive starsFive starsFive stars
Elizabeth E.-avatar

Elizabeth,

Windermere

She s great with my pup!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Nick is absolutely fantastic! He s incredibly communicative, kind, and great with my little pup. I m so appreciative of his help and his update messages always make my day!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Nick is absolutely wonderful and incredibly accommodating. Delilah loves him and it s great to have peace of mind during the day that she has a sincerely happy person greeting her for her walk. :)

Five starsFive starsFive starsFive starsFive stars
Gaby R.-avatar

Gaby,

Windermere

Nicholas was fantastic!!! He made sure everything was flawless and my fur babies were so happy to meet him Koby wanted to play with his favorite toy! The ultimate approval! And Trixie wanted belly rubs! They were cloud nine! 100000/10 recommend!!! I was stress free and updated throughout the walk.

Five starsFive starsFive starsFive starsFive stars
Leomie D.-avatar

Leomie,

Windermere

Nicholas is great. His reports are always detailed and he is an excellent communicator. And he is always there when I m in a pinch at work. Thank you for always treating my Shiloh as if she were your own.

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Windermere

Omg too cute!! Thank you again for going above and beyond and being such a good pal to the girls. I love seeing them be themselves and be so comfortable with you.

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Windermere

Oh my goodness thank you so much for the fabulous update and good communication!!

Five starsFive starsFive starsFive starsFive stars
Cocky F.-avatar

Cocky,

Windermere

The Best!!!! Thanks for taking care of Luke

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

I can t say enough wonderful things about Samantha! She s super communicative, positive and kind. I love her report cards - always a bright spot in my day - and my pup adores her. Can t recommend enough!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Samantha is so kind and wonderful, I can t say enough great things about her. My pup always looks forward to seeing her, and her communication is so very appreciated!

Five starsFive starsFive starsFive starsFive stars
The best dog friendly neighborhoods in Windermere
48

Pugsgiving

Pugsgiving - bet you never heard of that before!
It’s exactly what it sounds like, a celebration of pugs and pug rescue in the lovely area of Windermere. This event is hosted by the Pug Rescue of Florida, and all dogs are welcomed to join and celebrate this event—well-behaved dogs are even more than welcomed! There are door prizes, raffle prizes, and even vendors to shop from. This is one of the biggest fundraising events for the Pug Rescue and is filled with lots of love and food! Grab your dog and head over to the Ramada Gateway Convention Center to learn more. 
36

Brunch with Your Pup

Wake up your pups, grab the picnic blankets and join in for the Mennello Museum Sculpture Garden for the first brunch of the year, held the first Sunday of the year! This event is hosted by The Urban Dog Real Estate Group and is here to feed you and your dogs. There will be mimosas, coffee and brunch—even a waffle station! Come check out all the goodies provided by local bakeries like Pookie’s Pet Nutrition & Bow Wow Bakery. Treat your best, furry pup to the catered to dog’s buffet - don’t worry, there will be human food, too! 
24

Gainesville Vegfest

Eating vegetables doesn’t have to be boring! Rhe Pug Rescue of Florida is hosting a Vegfest in Gainesville Florida, very close to Windermere, to bring more awareness of their shelter to people in the surrounding area. This event will have many activities and various veggie creations for you and your pup to test out! There will also be available foster pugs at the fest. Don’t forget to bring $1 for the Kissing Booth (to kiss the doggies of course)! All proceeds will go to the rescue to assist with caring for these beautiful animals in the best way possible. 
12

Posh Pooch Fest

Is your dog a diva? Do they hold their leash in their mouth while out on a walk? Or do they act like they don’t hear you when you holler for them to come back inside? This event may be the one for you, as it’s titled the Posh Pooch fest—dedicated to all those pups who purposely leave kibbles on the floor for you to pick up! This event is hosted by the Pug Rescue of Florida and is a day filled with fun and activities for you and your dog, it’s a great way for your pooch to socialize with other diva-dogs and have a grand time playing! 
0

Poochapalooza

If you live an active life and your dog does too (or the vet recommended they start), this event is for you! Poochapalooza -a party for the pups! This event is held at Lake Louisa State Park in Clermont, Fl and is free. It’s twenty minutes outside the town of Windermere and will allow for your dog to make some friends, hike, eat and enter into some great draws. This event is great for the whole family, and the only thing you pay for is parking, which is about $5 per carload. Come check it out and get active!
Frequently asked questions
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