Dog Boarding in Winter Springs

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 Springs

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$10

$90

1 mi30 mi
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Best dog boarders in Winter Springs

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Recommended

1. Emily C

Orlando, FL, 32826

from$53per night

Five stars

5 (15)

Walk ·

Drop-In ·

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Boarding

from$53per night

Orlando, FL, 32826

2. Kathleen B

Winter Springs, FL, 32708

Five stars

5 (37)

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Winter Springs, FL, 32708

3. Bryan A

Oviedo, FL, 32765

from$79per night

Five stars

5 (531)

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from$79per night

Oviedo, FL, 32765

4. Ariadnae P

Longwood, FL, 32750

from$73per night

Five stars

5 (9)

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Drop-In ·

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Boarding

from$73per night

Longwood, FL, 32750

5. Brandon N

Casselberry, FL, 32707

Five stars

5 (7)

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Casselberry, FL, 32707

6. Madeline R

Maitland, FL, 32751

from$59per night

Five stars

5 (189)

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from$59per night

Maitland, FL, 32751

7. Camille B

Oviedo, FL, 32765

Five stars

5 (154)

Walk ·

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Boarding

Oviedo, FL, 32765

8. Agnieszka F

Winter Park, FL, 32792

Five stars

5 (113)

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Sitting ·

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Winter Park, FL, 32792

9. Natalie L

Winter Park, FL, 32792

Five stars

5 (17)

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Drop-In ·

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Boarding

Winter Park, FL, 32792

10. Emily M

Longwood, FL, 32750

from$66per night

Five stars

5 (21)

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Drop-In ·

Sitting ·

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from$66per night

Longwood, FL, 32750

11. Sydney W

Altamonte Springs, FL, 32701

from$59per night

Five stars

5 (16)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Altamonte Springs, FL, 32701

12. Kelly M

Longwood, FL, 32750

Five stars

5 (183)

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Drop-In ·

Sitting ·

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Longwood, FL, 32750

13. Daphne M

Orlando, FL, 32826

from$59per night

Five stars

5 (36)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Orlando, FL, 32826

14. Christopher W

Altamonte Springs, FL, 32701

Five stars

5 (0)

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Drop-In ·

Sitting ·

Boarding

Altamonte Springs, FL, 32701

15. Emily M

Winter Park, FL, 32792

Five stars

5 (168)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Park, FL, 32792

16. Juan C

Sanford, FL, 32771

from$70per night

Five stars

5 (1)

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from$70per night

Sanford, FL, 32771

17. TING-YU P

Winter Park, FL, 32792

Five stars

4.8 (31)

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Boarding

Winter Park, FL, 32792

18. Roberto D

Altamonte Springs, FL, 32714

Five stars

5 (529)

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Altamonte Springs, FL, 32714

19. Kari S

Sanford, FL, 32771

from$59per night

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Sanford, FL, 32771

20. Logan W

Orlando, FL, 32816

Five stars

5 (0)

Walk ·

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Sitting ·

Boarding

Orlando, FL, 32816

21. Gabi S

Winter Park, FL, 32792

Five stars

5 (161)

Walk ·

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Boarding

Winter Park, FL, 32792

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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.

Jason C.-avatar

Jason,

Winter Springs

Took great care of our pup!

Five starsFive starsFive starsFive starsFive stars
ethel D.-avatar

ethel,

Winter Springs

She is amazing with our babies. Goes above and beyond.

Five starsFive starsFive starsFive starsFive stars
Jhoshua C.-avatar

Jhoshua,

Winter Springs

Thank you! Wonderful.

Five starsFive starsFive starsFive starsFive stars
Lara Jane R.-avatar

Lara,

Winter Springs

We love Bryan! And our dogs love him too!

Five starsFive starsFive starsFive starsFive stars
Leandra M.-avatar

Leandra,

Winter Springs

Patient, kind, and attentive. I appreciate all you did to make my rescue baby feel safe. You re a gem.

Five starsFive starsFive starsFive starsFive stars
Evan  D.-avatar

Evan,

Winter Springs

Great photos, timeliness and was super kind. My pets loved her!

Five starsFive starsFive starsFive starsFive stars
Delaney V.-avatar

Delaney,

Winter Springs

Amazing care for my pup! My call box wasn t working to let Natasha in and she stayed until she was able to get into my apartment complex. I could not get a hold of my property manager and I was so worried about my dog being trapped in the apartment. Natasha said don t worry I won t leave Dylan . That is the definition of above and beyond!!!! Thank you so much for waiting patiently to get into my apartment and for giving a great walk and care for my dog. I truly appreciate you, Natasha. (Next time I will make sure my call box is working!)

Five starsFive starsFive starsFive starsFive stars
Maxine J.-avatar

Maxine,

Winter Springs

My dogs were in great care of Lexi. I appreciate the entire feedback and most importantly the care and walk she gave to my two dogs. I definitely will recommend her.

Five starsFive starsFive starsFive starsFive stars
Kristina L.-avatar

Kristina,

Winter Springs

Babies received lots of love and I received great communication from Mary during her visit. Thank you so much!

Five starsFive starsFive starsFive starsFive stars
corin B.-avatar

corin,

Winter Springs

So awesome!

Five starsFive starsFive starsFive starsFive stars
Jason C.-avatar

Jason,

Winter Springs

Took great care of our pup!

Five starsFive starsFive starsFive starsFive stars
ethel D.-avatar

ethel,

Winter Springs

She is amazing with our babies. Goes above and beyond.

Five starsFive starsFive starsFive starsFive stars
Jhoshua C.-avatar

Jhoshua,

Winter Springs

Thank you! Wonderful.

Five starsFive starsFive starsFive starsFive stars
Lara Jane R.-avatar

Lara,

Winter Springs

We love Bryan! And our dogs love him too!

Five starsFive starsFive starsFive starsFive stars
Leandra M.-avatar

Leandra,

Winter Springs

Patient, kind, and attentive. I appreciate all you did to make my rescue baby feel safe. You re a gem.

Five starsFive starsFive starsFive starsFive stars
Evan  D.-avatar

Evan,

Winter Springs

Great photos, timeliness and was super kind. My pets loved her!

Five starsFive starsFive starsFive starsFive stars
Frequently asked questions
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How do I find and choose a pet sitter in Winter Springs, FL?
Do pet sitters stay overnight?
How to book a dog boarding or pet sitting in Winter Springs, FL?

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© 2025 Wag Labs, Inc. All rights reserved.