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

Book trusted sitters and boarders

Filter icon
Recommended
Boarding

At the Caregiver’s home

Type to search cities...

$10

$90

1 mi30 mi
Home Preferences
Pet Experience
Training Experience
Health Wellness

Best dog boarders in Windermere

Book trusted sitters and boarders

Recommended
Promoted Caregiver
Carrie  E avatar

1. Carrie E

Wag! Expert icon
Location icon

Orlando, FL, 32836

from$58per night

Five stars

5 (182)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$58per night

Location icon

Orlando, FL, 32836

Dawson R avatar

2. Dawson R

Wag! Expert icon
Location icon

Windermere, FL, 34786

from$73per night

Five stars

5 (30)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Location icon

Windermere, FL, 34786

Lauren F avatar

3. Lauren F

Wag! Expert icon
Location icon

Orlando, FL, 32835

Five stars

5 (85)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Orlando, FL, 32835

Callie S avatar

4. Callie S

Wag! Expert icon
Location icon

Horizon West, FL, 34786

from$66per night

Five stars

5 (61)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$66per night

Location icon

Horizon West, FL, 34786

Jena  P avatar

5. Jena P

Wag! Expert icon
Location icon

Windermere, FL, 34786

from$50per night

Five stars

5 (19)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$50per night

Location icon

Windermere, FL, 34786

Sharann T avatar

6. Sharann T

Wag! Expert icon
Location icon

Orlando, FL, 32835

Five stars

5 (4)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Orlando, FL, 32835

Aja A avatar

7. Aja A

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$59per night

Five stars

5 (452)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Location icon

Winter Garden, FL, 34787

Chris V avatar

8. Chris V

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$66per night

Five stars

5 (106)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$66per night

Location icon

Winter Garden, FL, 34787

Sylvia S avatar

9. Sylvia S

Wag! Expert icon
Location icon

Orlando, FL, 32818

Five stars

5 (616)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Orlando, FL, 32818

Alyssa C avatar

10. Alyssa C

Wag! Expert icon
Location icon

Pine Hills, FL, 32808

Five stars

5 (79)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Pine Hills, FL, 32808

Yhsis T avatar

11. Yhsis T

Wag! Expert icon
Location icon

Horizon West, FL, 34786

from$58per night

Five stars

3 (2)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$58per night

Location icon

Horizon West, FL, 34786

Becca B avatar

12. Becca B

Wag! Expert icon
Location icon

Orlando, FL, 32836

from$59per night

Five stars

5 (54)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Location icon

Orlando, FL, 32836

Kariela O avatar

13. Kariela O

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$59per night

Five stars

5 (164)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Location icon

Winter Garden, FL, 34787

SHARYN H avatar

14. SHARYN H

Wag! Expert icon
Location icon

Orlando, FL, 32818

from$59per night

Five stars

4.9 (75)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Location icon

Orlando, FL, 32818

Jonathan D avatar

15. Jonathan D

Wag! Expert icon
Location icon

Gotha, FL, 34734

Five stars

5 (113)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Gotha, FL, 34734

Vanessa G avatar

16. Vanessa G

Wag! Expert icon
Location icon

Paradise Heights, FL, 32703

Five stars

5 (44)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Paradise Heights, FL, 32703

Brianna D avatar

17. Brianna D

Wag! Expert icon
Location icon

Pine Hills, FL, 32808

Five stars

5 (14)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Pine Hills, FL, 32808

Brandon A avatar

18. Brandon A

Wag! Expert icon
Location icon

Austin, TX, 78758

Five stars

5 (4334)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Austin, TX, 78758

Teony S avatar

19. Teony S

Wag! Expert icon
Location icon

Orlando, FL, 32808

Five stars

5 (91)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Orlando, FL, 32808

Malinda M avatar

20. Malinda M

Wag! Expert icon
Location icon

Horizon West, FL, 34787

from$59per night

Five stars

5 (781)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Location icon

Horizon West, FL, 34787

Tarynn  S avatar

21. Tarynn S

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

Five stars

5 (82)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Winter Garden, FL, 34787

1

2

3

4

5

How to book pet caregivers near me

  • skip the kennel icon

    Skip the kennel

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

  • flexible transportation icon

    Flexible transportation

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

  • live updates icon

    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.

John H.-avatar

John,

Windermere

Great communication

Five starsFive starsFive starsFive starsFive stars
Allan W.-avatar

Allan,

Windermere

Chris was fantastic and personable!

Five starsFive starsFive starsFive starsFive stars
Frank M.-avatar

Frank,

Windermere

Reliable and clearly loves dogs. Highly recommend.

Five starsFive starsFive starsFive starsFive stars
Albert S.-avatar

Albert,

Windermere

Carrie always takes fabulous care of my fur baby

Five starsFive starsFive starsFive starsFive stars
Albert S.-avatar

Albert,

Windermere

Carrie goes over the top with our dog Angel.

Five starsFive starsFive starsFive starsFive stars
Carissa C.-avatar

Carissa,

Windermere

We really appreciate your taking care of this for us. It was wonderful to see the videos of them. Thank you again.

Five starsFive starsFive starsFive starsFive stars
Jason T.-avatar

Jason,

Windermere

Thank you so much!!!! She looks so precious in that picture we miss her so much

Five starsFive starsFive starsFive starsFive stars
Brittany E.-avatar

Brittany,

Windermere

Thank you for taking care of Athena! She had lots of fun and the photos were amazing!

Five starsFive starsFive starsFive starsFive stars
Juan O.-avatar

Juan,

Windermere

He did awesome 100% recommended

Five starsFive starsFive starsFive starsFive stars
Brittany E.-avatar

Brittany,

Windermere

Thank you so much for taking care of Athena!!! And thanks so much for all the photos and love

Five starsFive starsFive starsFive starsFive stars

The best dog friendly neighborhoods in Windermere

48

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

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

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

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

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

How much does a dog boarding cost in Windermere, FL?

plus-wag-green-icon

How do I find and choose a pet sitter in Windermere, FL?

plus-wag-green-icon

Do pet sitters stay overnight?

plus-wag-green-icon

How to book a dog boarding or pet sitting in Windermere, FL?

plus-wag-green-icon

We're America's most trusted dog walking service

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


© 2024 Wag Labs, Inc. All rights reserved.


© 2024 Wag Labs, Inc. All rights reserved.