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. Mickeala B

Edgewood, FL, 32809

from$59per night

Five stars

4.9 (48)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Edgewood, FL, 32809

2. Aidimar L

Altamonte Springs, FL, 32714

from$59per night

Five stars

5 (8)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Altamonte Springs, FL, 32714

3. Eric T

Orlando, FL, 32806

from$59per night

Five stars

5 (10)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Orlando, FL, 32806

4. Emily C

Orlando, FL, 32826

from$58per night

Five stars

5 (5)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$58per night

Orlando, FL, 32826

5. Gabi S

Winter Park, FL, 32792

Five stars

5 (156)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32792

6. Agnieszka F

Winter Park, FL, 32792

Five stars

5 (100)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32792

7. Emily H

Fairview Shores, FL, 32789

Five stars

5 (96)

Walk ·

Drop-In ·

Sitting ·

Boarding

Fairview Shores, FL, 32789

8. Kimani M

Goldenrod, FL, 32792

Five stars

5 (56)

Walk ·

Drop-In ·

Sitting ·

Boarding

Goldenrod, FL, 32792

9. Philippe E

Maitland, FL, 32751

from$73per night

Five stars

5 (563)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Maitland, FL, 32751

10. Mary F

Casselberry, FL, 32707

Five stars

5 (10)

Walk ·

Drop-In ·

Sitting ·

Boarding

Casselberry, FL, 32707

11. Lexi J

Orlando, FL, 32807

from$59per night

Five stars

5 (46)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Orlando, FL, 32807

12. Edward K

Casselberry, FL, 32707

Five stars

5 (9)

Walk ·

Drop-In ·

Sitting ·

Boarding

Casselberry, FL, 32707

13. Emily M

Winter Park, FL, 32792

Five stars

5 (146)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32792

14. Brandon A

Austin, TX, 78758

Five stars

5 (4352)

Walk ·

Drop-In ·

Sitting ·

Boarding

Austin, TX, 78758

15. Kristina L

Altamonte Springs, FL, 32714

from$59per night

Five stars

5 (50)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Altamonte Springs, FL, 32714

16. Abbie G

Casselberry, FL, 32707

from$91per night

Five stars

5 (62)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$91per night

Casselberry, FL, 32707

17. Yaneliz R

Orlando, FL, 32807

Five stars

5 (271)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32807

18. Johnathan G

Orlando, FL, 32817

from$166per night

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$166per night

Orlando, FL, 32817

19. Julia B

Orlando, FL, 32806

from$59per night

Five stars

5 (67)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Orlando, FL, 32806

20. Lowry A

Orlando, FL, 32806

Five stars

5 (44)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32806

21. Teony S

Orlando, FL, 32808

Five stars

5 (110)

Walk ·

Drop-In ·

Sitting ·

Boarding

Orlando, FL, 32808

22. Khimberly T

Winter Park, FL, 32792

from$73per night

Five stars

5 (103)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Winter Park, FL, 32792

23. Roberto D

Altamonte Springs, FL, 32714

Five stars

5 (491)

Walk ·

Drop-In ·

Sitting ·

Boarding

Altamonte Springs, FL, 32714

24. Bryan A

Oviedo, FL, 32765

from$79per night

Five stars

5 (473)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$79per night

Oviedo, FL, 32765

1

2

3

4

5

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.

Andrew T.-avatar

Andrew,

Winter Park

THANK YOU Kimberly for your excellent service and for taking care of my sweet girl :)

Five starsFive starsFive starsFive starsFive stars
Elizabeth E.-avatar

Elizabeth,

Winter Park

Amazing updates and was great with my blind pup!

Five starsFive starsFive starsFive starsFive stars
Kala V.-avatar

Kala,

Winter Park

Things you from Cooper & I

Five starsFive starsFive starsFive starsFive stars
Ohamie G.-avatar

Ohamie,

Winter Park

Kristina was amazing! She send videos and pictures of our pups and even left us two rolls of poopy bags since we were out. Definitely adding her to our favorites list.

Five starsFive starsFive starsFive starsFive stars
sara R.-avatar

sara,

Winter Park

She always goes out of her way to make sure he has a good experience. And his behavior is improving.

Five starsFive starsFive starsFive starsFive stars
Margot H.-avatar

Margot,

Winter Park

Thank you!!

Five starsFive starsFive starsFive starsFive stars
sara R.-avatar

sara,

Winter Park

She always gives my dog a little exercise. I love that!

Five starsFive starsFive starsFive starsFive stars
Donna B.-avatar

Donna,

Winter Park

Thank you for being patient with Tibby. She is still learning.

Five starsFive starsFive starsFive starsFive stars
Emmanuel P.-avatar

Emmanuel,

Winter Park

It was great to see their first interaction together. Looking forward to many more.

Five starsFive starsFive starsFive starsFive stars
sara R.-avatar

sara,

Winter Park

She s so sweet with my pup and always gives me an active visit. He loves it!

Five starsFive starsFive starsFive starsFive stars
Andrew T.-avatar

Andrew,

Winter Park

THANK YOU Kimberly for your excellent service and for taking care of my sweet girl :)

Five starsFive starsFive starsFive starsFive stars
Elizabeth E.-avatar

Elizabeth,

Winter Park

Amazing updates and was great with my blind pup!

Five starsFive starsFive starsFive starsFive stars
Kala V.-avatar

Kala,

Winter Park

Things you from Cooper & I

Five starsFive starsFive starsFive starsFive stars
Ohamie G.-avatar

Ohamie,

Winter Park

Kristina was amazing! She send videos and pictures of our pups and even left us two rolls of poopy bags since we were out. Definitely adding her to our favorites list.

Five starsFive starsFive starsFive starsFive stars
sara R.-avatar

sara,

Winter Park

She always goes out of her way to make sure he has a good experience. And his behavior is improving.

Five starsFive starsFive starsFive starsFive stars
Margot H.-avatar

Margot,

Winter Park

Thank you!!

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.