Dog Boarding in Winter Haven

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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Candice R.
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Sitter Profile Image: Candice R.
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1. Candice R.

Happy Partner for Happy Paws 🐾
Winter Haven, FL, 33880
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
150 reviews
51 repeat clients
from
$30
per night

Our two dogs enjoyed their stay with Candice. She sent daily updates including videos and pictures. Our pups came home happy and healthy. We will definitely be back!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn B.
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Sitter Profile Image: Jenn B.
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2. Jenn B.

Rover 101
🐾Your pet’s home away from home 🐾
Winter Haven, FL, 33880
3.7 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
28 reviews
13 repeat clients
from
$30
per night

The care provided to our lab by Jenn was excellent, as always. We are so appreciative that we are able to go on vacations knowing our sweet guy is in good hands.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melinda M.
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Sitter Profile Image: Melinda M.
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3. Melinda M.

Where Pets are Treated like Family.
Winter haven, FL, 33880
3.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$28
per night

Melinda took great care of our 4 pups. I would hire her again to care for them. Also Melinda was very accommodating with the timeframes changing. Very grateful for her.

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Sitter Profile Image: Carmen G.
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Sitter Profile Image: Carmen G.
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4. Carmen G.

I love and enjoy to take care dogs
Winter Haven, FL, 33880
1.0 mi. away
Boarding, Doggy Day Care
from
$35
per night

Carmen G. would be an excellent pet sitter due to her compassionate nature and strong sense of responsibility. Her attention to detail and genuine love for animals ensure that your pet would receive safe and loving care. Carmen's dedication to providing exceptional customer service would also make her a reliable and trustworthy choice for any pet owner seeking peace of mind while away.

Sitter Profile Image: Annette A.
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Sitter Profile Image: Annette A.
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5. Annette A.

I'm a Loving & Attentive Caretaker!
Auburndale, FL, 33823
6.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
32 reviews
17 repeat clients
from
$30
per night

I loved Annette's service, she is excellent and so is her service. my dog ​​was very happy. She sent me photos and she was always in communication with me. highly recommended

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Sitter Profile Image: Elizabeth J.
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Sitter Profile Image: Elizabeth J.
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6. Elizabeth J.

Simple Life
Winter Haven, FL, 33880
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$32
per night

She did a wonderful job I would recommend her anytime

Sitter Profile Image: Saan A.
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Sitter Profile Image: Saan A.
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7. Saan A.

We are PAWsitively the best!!!
Winter haven, FL, 33881
2.3 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per night

The young man was amazing with our dog. He not only sent us pictures but also kept us in the loop of things. Hes so good that we had to extend our day out and he without a problem stood with our dog and made sure he was well taken care of... Communication was beautiful and the services was outstanding.. I will definitely have him watch our dog again without a doubt.. Thank you

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Sitter Profile Image: Kentsy P.
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Sitter Profile Image: Kentsy P.
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8. Kentsy P.

Rover 101
Animal Lover 🐾 Stay at home mom ♥️
Lakeland, FL, 33813
10.1 mi. away
Boarding
5.0 out of 5 stars
49 reviews
15 repeat clients
from
$29
per night

Kentsy was awesome with my 13 year old Havanese who has always stayed home with family in the past when I have been away, so this was a new experience for him. He took some adjusting the first couple days as he has anxiety issues, but she was patient and great with him. House was very clean and she sends a lot of pictures and updates. He was happy and up playing when I picked him up. I am thankful that I have found her, and would definitely recommend her, and use her again !

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Sitter Profile Image: Colleen J.
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Sitter Profile Image: Colleen J.
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9. Colleen J.

24 hour "Spoil your Pet service"
Winter Haven, FL, 33884
6.1 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$30
per night

Collen was so kind, lovely and take care amazing of my dog. Definetly I will booking with her again. My dog Iki have a lot of fun with Colleen. Iki is a grumpy old dog but Colleen treat him amazing and she understood him super!

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Sitter Profile Image: Mike L.
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Sitter Profile Image: Mike L.
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10. Mike L.

Pet service for dogs under 30 lbs
Haines City, FL, 33844
8.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
11 repeat clients
from
$26
per night

Mike and his lovely wife were SO good to my dog. I had a last minute cancellation & they were able to accommodate us with no issue. He communicated effectively and send me pics everyday while we were away. If I ever happen to be in the area again and needing a sitter we will absolutely be going back to Mike.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jaclyn H.
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Sitter Profile Image: Jaclyn H.
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11. Jaclyn H.

Rover 101
Stay at home dog mom!
Dundee, FL, 33838
9.0 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$38
per night

Jacklyn was amazing! Can wait to bring my girl to her again. My nalas first time ever stay with someone else and she guided both us and Nala through a bit of anxiety separation. Loved it! Thank you for your care Jacklyn!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sonia G.
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Sitter Profile Image: Sonia G.
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12. Sonia G.

The doggy whisperer :)
Winter haven, FL, 33880
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$30
per night

Sonia was great with our two dogs for our 8 day vacation. She sent plenty of pictures and was always quick to reply to our messages. Very reasonably priced and within a short drive to PHL. Very happy with our experience and would recommend for all.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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13. Ana G.

Beloved pets in lovely hands
Winter haven, FL, 33880
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$20
per night

We LOVED Ana. It was so nice being able to enjoy our weekend and know our babies were in good hands. She sent updates throughout the whole weekend along with pictures and videos. 10/10 recommend. Thank you again ana!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patricia H.
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Sitter Profile Image: Patricia H.
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14. Patricia H.

Rover 101
Home 24/7. Your dog's vacation home
Auburndale, FL, 33823
6.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
55 reviews
22 repeat clients
from
$30
per night

Patricia was so kind and friendly when we met. She is an expert taking care of dogs! Charlie stayed with them for over 2 weeks and my Charlie was happy and well taken care off. Open communication, daily pics and videos, and always available for questions. Charlie will be back Patricia. We highly recommend Patricia to take care of your dog!

Sitter Profile Image: Jaime P.
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Sitter Profile Image: Jaime P.
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15. Jaime P.

Rover 101
Jaime’s Pet Care!
Winter Haven, FL, 33881
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
112 reviews
58 repeat clients
from
$40
per night

All we can say is, Thank You. We had a very last minute, urgent need to board our 2 JRT and once again Jamie/Keith responded ever so quickly and we were able to drop our 2 boys off and whisk away. Their flexibility with our schedule made an urgent matter far less stressful than anticipated. We never hesitate to utilize Jamie’s services. Her care is superior and our 2 boys love their visit’s at this home. Don’t hesitate in utilizing Jamie for any of your pets needs. Dinah~ (Brooks and Rusty)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Deone H.
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Sitter Profile Image: Deone H.
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16. Deone H.

Rover 101
Less stress on you and you're pets
Auburndale, FL, 33823
5.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
34 reviews
12 repeat clients
from
$35
per night

Deone did a great job taking care of our two dogs for a week. Each day she informed us how they were doing and it made our week away stress free as far as the pets were concerned. We highly recommend Deine and will definitely use her again.

Sitter Profile Image: Eva M.
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Sitter Profile Image: Eva M.
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17. Eva M.

Happy Place for your Fur Baby🐶❤️🏠
Winter Haven, FL, 33884
5.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$45
per night

Buster was so loved and cared Eva went beyond my expectations in food and even gave a bath to my doggie she’s a sweet momma and loves dogs I can tell. We will book her again.

Sitter Profile Image: Kamara S.
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Sitter Profile Image: Kamara S.
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18. Kamara S.

Love love love animals,
WINTER HAVEN, FL, 33881
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night

Kamara is very professional. She will be on time. She is very responsible and attentive. They will be in very good care. She has had similar work caring for others.

Sitter Profile Image: Myyah P.
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Sitter Profile Image: Myyah P.
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19. Myyah P.

Your Babies Bestfriend 🐕‍🦺 🐈
Winter haven, FL, 33880
4.1 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
20 repeat clients
from
$28
per night

Myyah is fantastic. She went above and beyond taking care of Bella Bella has separation anxiety and is not easy to take care of. We really appreciate your help and kindness towards Bella. Highly recommend Myyah

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Sitter Profile Image: Shiva W.
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Sitter Profile Image: Shiva W.
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20. Shiva W.

A Fur-Baby's Home Away from Home
Winter Haven, FL, 33884
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$26
per night

Shiva was absolutely amazing with all the updates and pictures

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Winter Haven Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Winter Haven are rated on average 5 out of 5 stars based on 884 reviews.


Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winter Haven, FL dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winter Haven, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

The cost of dog boarding in Winter Haven may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

In other words, when you use Rover to find Winter Haven dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Belleville, NJ. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

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