Dog Boarding in Winter Park

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 Winter Park

Book trusted sitters and boarders

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 Winter Park

Book trusted sitters and boarders

Recommended

1. Yaneliz R

Orlando, FL, 32807

Five stars

5 (211)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32807

2. Samantha C

Orlando, FL, 32822

Five stars

5 (32)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32822

3. Maisun W

Winter Park, FL, 32789

Five stars

4.8 (4)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32789

4. Faith J

Winter Park, FL, 32792

from$66per night

Five stars

5 (47)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$66per night

Winter Park, FL, 32792

5. Emily H

Fairview Shores, FL, 32789

Five stars

5 (81)

Walk ·

Drop-In ·

Sitting ·

Boarding

Fairview Shores, FL, 32789

6. TING-YU P

Winter Park, FL, 32792

Five stars

4.7 (20)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32792

7. Philippe E

Maitland, FL, 32751

from$73per night

Five stars

5 (522)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Maitland, FL, 32751

8. Sara D

Orlando, FL, 32814

Five stars

5 (179)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32814

9. Valeria V

Orlando, FL, 32814

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32814

10. Theresa L

Orlando, FL, 32807

from$73per night

Five stars

5 (221)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Orlando, FL, 32807

11. Madeline R

Maitland, FL, 32751

from$59per night

Five stars

5 (179)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Maitland, FL, 32751

12. Emily M

Winter Park, FL, 32792

Five stars

5 (122)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32792

13. Sydney W

Altamonte Springs, FL, 32701

from$59per night

Five stars

5 (13)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Altamonte Springs, FL, 32701

14. Kaila C

Fairview Shores, FL, 32804

from$73per night

Five stars

5 (20)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Fairview Shores, FL, 32804

15. Jaz G

Maitland, FL, 32810

from$73per night

Five stars

5 (74)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Maitland, FL, 32810

16. Linwood D

Orlando, FL, 32810

from$58per night

Five stars

5 (56)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$58per night

Orlando, FL, 32810

17. Abbie G

Casselberry, FL, 32707

from$73per night

Five stars

5 (50)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Casselberry, FL, 32707

18. Zharia A

Altamonte Springs, FL, 32701

from$59per night

Five stars

5 (223)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Altamonte Springs, FL, 32701

19. Erica O

Casselberry, FL, 32707

from$73per night

Five stars

4.7 (21)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Casselberry, FL, 32707

20. Liv L

Orlando, FL, 32806

Five stars

5 (176)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32806

21. Kendall H

Altamonte Springs, FL, 32701

Five stars

5 (24)

Walk ·

Drop-In ·

Sitting ·

Boarding

Altamonte Springs, FL, 32701

22. Julia B

Orlando, FL, 32806

from$59per night

Five stars

5 (59)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Orlando, FL, 32806

1

2

3

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.

Paxton B.-avatar

Paxton,

Winter Park

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

Five starsFive starsFive starsFive starsFive stars
Emma S.-avatar

Emma,

Winter Park

Super responsive and you can tell they love what they do! Our dog was in good hands

Five starsFive starsFive starsFive starsFive stars
Rachel S.-avatar

Rachel,

Winter Park

Thank you for all you do!!

Five starsFive starsFive starsFive starsFive stars
kehylis V.-avatar

kehylis,

Winter Park

The best reviews ever!!!!

Five starsFive starsFive starsFive starsFive stars
grace P.-avatar

grace,

Winter Park

Millie can be a bit difficult and Jonathan was so wonderful with her! 5 stars!

Five starsFive starsFive starsFive starsFive stars
Rachel S.-avatar

Rachel,

Winter Park

Kimberly is so very great with my dog I don t want anyone else taking care of my dog!

Five starsFive starsFive starsFive starsFive stars
grace P.-avatar

grace,

Winter Park

Wonderful job and took great care of my girl!! Highly recommend!!

Five starsFive starsFive starsFive starsFive stars
Alexandria  S.-avatar

Alexandria,

Winter Park

Theresa is so great with my dog Zander. He loves her!! She is always so kind and patient with him as he is an older dog

Five starsFive starsFive starsFive starsFive stars
Rob M.-avatar

Rob,

Winter Park

Thank you thank you thank you!!! My boy looked so happy!!! You were tremendous!

Five starsFive starsFive starsFive starsFive stars
Katherine S.-avatar

Katherine,

Winter Park

Thank you so much!

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Winter Park

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

Five starsFive starsFive starsFive starsFive stars
Emma S.-avatar

Emma,

Winter Park

Super responsive and you can tell they love what they do! Our dog was in good hands

Five starsFive starsFive starsFive starsFive stars
Rachel S.-avatar

Rachel,

Winter Park

Thank you for all you do!!

Five starsFive starsFive starsFive starsFive stars
kehylis V.-avatar

kehylis,

Winter Park

The best reviews ever!!!!

Five starsFive starsFive starsFive starsFive stars
grace P.-avatar

grace,

Winter Park

Millie can be a bit difficult and Jonathan was so wonderful with her! 5 stars!

Five starsFive starsFive starsFive starsFive stars
Rachel S.-avatar

Rachel,

Winter Park

Kimberly is so very great with my dog I don t want anyone else taking care of my dog!

Five starsFive starsFive starsFive starsFive stars

The best dog friendly neighborhoods in Winter Park

48

Doggie Art Festival

This annual event attracts thousands of attendees to Winter Park every April, from art owners who love dogs to dog owners who love art! Come on down with the whole family to enjoy a day featuring pet-inspired artists, local pet-related vendors, live music, and adoption organizations. There will even be a photographer on site to take holiday card pictures of you and your dog! This free event takes place in North Central Park and is sponsored by two local businesses, the Doggie Door and BullFish Baldwin Park. All proceeds benefit the Sebastian Haul Fund, helping retired greyhounds find their forever families. Both two and four-legged guests are welcome and encouraged to attend!

36

Park Avenue Pet Costume Contest

Every October, the area's dapper dogs gather in North Central Park for a day of fur-raising fun! The event, hosted by The Doggie Door, features dog costume contests, rescue groups, pet-related vendors, trainers, raffles, and more! There is a medium/large dog costume contest at 10:30 a.m. and a tiny/small dog costume contest at 12 p.m. There will even be pet trick-or-treating from 12 to 3 p.m. with more than thirty Park Avenue merchants participating. All pet treats are graciously provided by a local dog bakery. Think your cute canine has what it takes? Come strut your mutt and enter them to win all sorts of prizes!

24

Howl O' Woof at the Mennello Museum

Come celebrate Halloween with your best friend in the Mennello Museum's stunning sculpture garden! Costumes are encouraged for both humans and pets. All who participate will be entered for a chance to win gift baskets from Woof Gang Bakery! This new annual celebration includes a pet costume contest, trick-or-treating through the lakeside garden, local pet vendors, a doggie photo booth, a cash bar, pet pools, and even complimentary dog treats! Enjoy the beautiful sculptures, Halloween-themed dog art, and delicious food and beverages. This family and pet-friendly event is free for Mennello Museum Pet Members and $10 per pet for non-members. You don't want to miss this evening of tail-wagging fun!

12

Lake Baldwin Park

Lake Baldwin Park is the perfect outdoor destination for you and your furry friend! This dog-friendly city park is entirely fenced in and well-behaved dogs under voice control are welcome to be off-leash during the park hours of 8 a.m. to sunset. The beautiful, shady park boasts sandy beaches and trails along Lake Baldwin's shore. It is the perfect place to spend a day with your canine companion! Amenities include pavilions, picnic areas, a boat ramp and dock, restrooms, and even a doggie wash station for your dirty dog! Let your pal run in the grass or play fetch in the water- this park is a dog's oasis!

0

Paws in the Park

Every February thousands of people gather in the beautiful Lake Eola Park for Paws in the Park, central Florida's largest dog walk and pet festival! The event is a fundraiser to support the Pet Alliance of Greater Orlando in their mission to shelter, rehome, and heal pets with compassionate and responsible care. Bring your furry friend along to participate in the massive dog walk to raise funds and awareness for animal welfare and the efforts of the Pet Alliance. It's free to register and you are encouraged to fundraise individually or as part of a team! The walk is followed by a fun festival full of dog and family-friendly activities as well as lots of pet-related vendors, freebies, and information. Get your paws down there to support a great cause!

Frequently asked questions

How much does a dog boarding cost in Winter Park, FL?

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

Do pet sitters stay overnight?

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

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


© 2025 Wag Labs, Inc. All rights reserved.


© 2025 Wag Labs, Inc. All rights reserved.