Dog Boarding in Winter Haven

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 Haven

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 Haven

Book trusted sitters and boarders

Recommended

1. Paola R

Haines City, FL, 33844

Five stars

5 (18)

Walk ·

Drop-In ·

Sitting ·

Boarding

Haines City, FL, 33844

2. Alexandra M

Winter Haven, FL, 33880

Five stars

5 (12)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Haven, FL, 33880

3. Lauren R

Winter Haven, FL, 33880

from$59per night

Five stars

5 (5)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Winter Haven, FL, 33880

4. Ashlynn V

Winter Haven, FL, 33881

from$45per night

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$45per night

Winter Haven, FL, 33881

5. Geraldine V

Miami, FL, 33169

Five stars

5 (8)

Walk ·

Drop-In ·

Sitting ·

Boarding

Miami, FL, 33169

6. Jessica F

Winter Haven, FL, 33881

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

Winter Haven, FL, 33881

7. Vanessa M

Auburndale, FL, 33823

from$73per night

Five stars

5 (47)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Auburndale, FL, 33823

8. Brittany G

Winter Haven, FL, 33880

from$59per night

Five stars

5 (6)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$59per night

Winter Haven, FL, 33880

9. Jaitza M

Dundee, FL, 33838

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

Dundee, FL, 33838

10. Sean G

Haines City, FL, 33844

from$73per night

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Haines City, FL, 33844

11. Lacey G

Haines City, FL, 33844

Five stars

5 (40)

Walk ·

Drop-In ·

Sitting ·

Boarding

Haines City, FL, 33844

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.

Brock G.-avatar

Brock,

Winter Haven

I m so so glad, thank you so much!

Five starsFive starsFive starsFive starsFive stars
Ashley G.-avatar

Ashley,

Winter Haven

Lacey is great thank you for taking care of my pup!

Five starsFive starsFive starsFive starsFive stars
Amber P.-avatar

Amber,

Winter Haven

Thank you so much! This was the first time using this service and it was very convenient and easy. Thank you so very much!

Five starsFive starsFive starsFive starsFive stars
Marqui H.-avatar

Marqui,

Winter Haven

Paola is the truth. Buttercup will cut through the weak. Paola has been through twice!

Five starsFive starsFive starsFive starsFive stars
Omega C.-avatar

Omega,

Winter Haven

My dog ADORES Vanessa.

Five starsFive starsFive starsFive starsFive stars
Omega C.-avatar

Omega,

Winter Haven

Blue is always to see Vanessa. Always a pleasure to see her

Five starsFive starsFive starsFive starsFive stars
Omega C.-avatar

Omega,

Winter Haven

Great Walker

Five starsFive starsFive starsFive starsFive stars
Steven  D.-avatar

Steven,

Winter Haven

Always timely and takes great care of our crazy golden!

Five starsFive starsFive starsFive starsFive stars
Reginal L.-avatar

Reginal,

Winter Haven

Thanks again for helping out when we really needed it

Five starsFive starsFive starsFive starsFive stars
Reginal L.-avatar

Reginal,

Winter Haven

She s Very helpful on time and it seems as thought she has a natural dog whisperer trait definitely recommend her

Five starsFive starsFive starsFive starsFive stars
Brock G.-avatar

Brock,

Winter Haven

I m so so glad, thank you so much!

Five starsFive starsFive starsFive starsFive stars
Ashley G.-avatar

Ashley,

Winter Haven

Lacey is great thank you for taking care of my pup!

Five starsFive starsFive starsFive starsFive stars
Amber P.-avatar

Amber,

Winter Haven

Thank you so much! This was the first time using this service and it was very convenient and easy. Thank you so very much!

Five starsFive starsFive starsFive starsFive stars
Marqui H.-avatar

Marqui,

Winter Haven

Paola is the truth. Buttercup will cut through the weak. Paola has been through twice!

Five starsFive starsFive starsFive starsFive stars
Omega C.-avatar

Omega,

Winter Haven

My dog ADORES Vanessa.

Five starsFive starsFive starsFive starsFive stars
Omega C.-avatar

Omega,

Winter Haven

Blue is always to see Vanessa. Always a pleasure to see her

Five starsFive starsFive starsFive starsFive stars
The best dog friendly neighborhoods in Winter Haven
48

Santa Paws Jr.

Tis the season to ring in the holidays with an adorable, Christmas event with your pooch and the Humane Society of Polk County has made sure you'll have that opportunity! Grab your four-legged friend, and maybe even some two-legged friends, and join all the local canines down at Jensen's Corner Bar for a festive night of holiday fun! You and your pooch will enjoy live holiday entertainment, signature cocktails, puppy treats, appetizers, and a raffle - all while raising money for the pups-in-need of Polk County.
36

Bark in the Park

Time to get your bark on, pups! Join the annual Bark in the Park event in Winter Haven's downtown Main Street. Watch as it is transformed into puppy paradise, complete with pet-friendly vendors, live music, delicious doggo foods (and human foods too), drinks and more. This free event is a yearly tradition that you and your pooch won't want to miss! Remember to mark it on your calendar for next spring.
24

Pup Parks

We're sure your pooch loves a good carnival or pup fundraiser, but sometimes you just have to let Fido off his leash and be a dog. Luckily, Winter Haven has plenty of places you and your canine buddy can do so. Check out the Simmers-Young Park, a local pup favorite that features plenty of shade, lots of space to run, and seating for the humans, too. This park has divided dog areas for both big mutts and tiny pooches. Make sure to clean up after your doggo when you're at the dog park! The Bark Park at Veterinary Healthcare Associates is another great choice for a fun place to go with your doggo. This park requires a bit more effort to get in, though, as you must sign a release of liability from your vet and provide current vaccination updates.
12

Doggo Dining

If you've got yourself a pup that's a fiend for food and you hate leaving him at home while you dine on delicious, local treats, Winter Haven has plenty of dog-friendly and dog-encouraged restaurants for you and your canine to enjoy! Some fan favorites are The Fire Restaurant, Saigon Garden, and Woody's Bar-B-Q. These spots have lovely patio seating that welcomes four-legged guests and will make sure to provide them with water bowls while you dine on yummy eats.
0

Too Cute To Spook Paw Spooktacular

If you and your pooch are always looking for a good spook, look no further than this festive Halloween event in Winter Haven! This Spooktacular event is the ultimate pup Fall Festival for you and your four-legged friend. With pet treats, pet costumes, a pumpkin patch to explore, raffles, photo ops, and more,  you won't want to miss it! It's free to attend this event, but you and your pooch will be helping a worthy cause if you decide to donate. All proceeds from the festival will go to benefit Oscars Cause pet financial assistance program.
Frequently asked questions
How much does a dog boarding cost in Winter Haven, FL?
How do I find and choose a pet sitter in Winter Haven, FL?
Do pet sitters stay overnight?
How to book a dog boarding or pet sitting in Winter Haven, 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.