Dog Boarding in Winter Haven

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Confirmed availability: Easter Weekend
Sitter Profile Image: Melinda M.
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Sitter Profile Image: Melinda M.
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1. 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
16 reviews
6 repeat clients
from
$28
per night

Melinda was great! Very friendly personality, easy to talk to and made me feel very comfortable leaving Rocky in her care. First time using Rover and Melinda definitely left me with a good impression. Was gone for 7 days and Melinda sent me pictures and occasional videos of Rocky to assure me he was in great care and having fun. Thanks again :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Candice R.
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Sitter Profile Image: Candice R.
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2. 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
136 reviews
49 repeat clients
from
$30
per night

George was with Candice for 12 nights. She took the time to send lots of pics and video showing me he was being well taken care of, and that he was having a great time being spoiled with attention, play and love. Thanks so much for taking care of my little old man, Candice!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jenn B.
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Sitter Profile Image: Jenn B.
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3. Jenn B.

Rover 101
🐾Your pet’s home away from home 🐾
Winter Haven, FL, 33880
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
12 repeat clients
from
$30
per night

Jenn was absolutely amazing! She responded quickly when I checked in on my little one and sent us photos too. He was a little nervous for my and my husband to leave at first but she just scooped him up and he seemed to calm having some cuddles.

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Sitter Profile Image: Annette A.
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Sitter Profile Image: Annette A.
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4. 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
14 repeat clients
from
$30
per night

Annette was very kind and took good care of my pug Lucy. She gave me updates with photos everyday which helped ease my mind about leaving her for the first time. Lucy became one of the family! Will definitely use Annette again to care for Lucy when we go out of town. Definitely recommend her!

Sitter Profile Image: Saan A.
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Sitter Profile Image: Saan A.
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5. 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: 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

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Sitter Profile Image: Kentsy P.
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Sitter Profile Image: Kentsy P.
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7. Kentsy P.

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

She watched our two dogs over the weekend, and was great! Lots of updates, very kind and professional. Definitely will use her again in the future!

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Sitter Profile Image: Colleen J.
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Sitter Profile Image: Colleen J.
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8. 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
44 reviews
14 repeat clients
from
$30
per night

By all the pictures I received, my dogs were having a great time! I’ll definitely book again! Colleen’s home is welcome and inviting and my doggos were very welcomed.

Sitter Profile Image: Carmen G.
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Sitter Profile Image: Carmen G.
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9. 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: Pierre C.
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Sitter Profile Image: Pierre C.
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10. Pierre C.

Companionship for your babies
Winter Haven, FL, 33880
1.7 mi. away
Boarding
from
$30
per night

The coolest dude ever! My neighbor, my barber, my friend and now also my pet sitter. My family and I travel a lot and he has taken care of my dog a few times already Rocco doesn’t even want to come home half the time lol Rocco is always in great spirits when I pick him up and the love and care definitely shows. I recommend Pierre hands down! Thank you man!

Confirmed availability: Easter Weekend
Sitter Profile Image: Victoria W.
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Sitter Profile Image: Victoria W.
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11. Victoria W.

There when you can’t be 💗🐾
Auburndale, FL, 33823
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
20 repeat clients
from
$40
per night

Victoria was a wonderful host for our 3 dogs! She took really good care of them for 5 days while my husband and I were traveling out of state. I loved receiving photos and updates about how our dogs were doing during their stay with her. I could tell she is a very kind person and definitely a dog lover! I highly recommend her!

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Sitter Profile Image: Deone H.
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Sitter Profile Image: Deone H.
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12. 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
27 reviews
9 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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Colleen & Rodney B.
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Sitter Profile Image: Colleen & Rodney B.
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13. Colleen & Rodney B.

Would love to watch your fur baby’.
Winter Haven, FL, 33881
1.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$36
per night

Collen is caring, kind, friendly and just loves pets! She is reliable and trustworthy, and spends time playing with them, which is so important. I highly recommend Colleen for your pet sitting needs!

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Sitter Profile Image: Jaclyn H.
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Sitter Profile Image: Jaclyn H.
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14. Jaclyn H.

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

Excellent service. Jaclyn was very nice and keep us informed of our dog at all times. Sending pictures and videos. We’re very happy with the care she provided to our dog. definitely use her services again, and recommend her as well. 😊👍🐶

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Sitter Profile Image: Mike L.
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Sitter Profile Image: Mike L.
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15. 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
42 reviews
10 repeat clients
from
$26
per night

Pecas was taking care really well! Mike and his family enjoy taking care of our dog. They send me pictures and updates of our dog, they took care of my dogs like if was one of their family members. I will definitely used their service again and recommend them to my family for future dates. God bless

Confirmed availability: Easter Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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16. 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
14 reviews
3 repeat clients
from
$20
per night

Ana was an excellent sitter! She kept me updated about my baby when I was away. She even washed him and groomed him and washed his bed and toys!! I would definitely and am going to book with her again . I could tell Elsa had fun with her and prince ! She is very sweet and very communicating with you .

Confirmed availability: Easter Weekend
Sitter Profile Image: Sonia G.
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Sitter Profile Image: Sonia G.
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17. 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 is responsive and caring. I felt comfortable leaving my lil baby with her while we were out of town for a funeral. My usual sitter cancelled last minute and Sonia swooped in ans saved the day. She made a shitty situation a little better and I really appreciate the love and care she gave my girl while we were away.

Confirmed availability: Easter Weekend
Sitter Profile Image: Shiva W.
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Sitter Profile Image: Shiva W.
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18. 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
2 reviews
1 repeat client
from
$26
per night

Shiva was absolutely amazing with all the updates and pictures

Sitter Profile Image: Marquette S.
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Sitter Profile Image: Marquette S.
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19. Marquette S.

Your babies new best friend 🐾
Winter Haven, FL, 33884
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per night

Marquette did an amazing job watching my dog! She provided frequent and consistent updates with pictures and videos to let me know how he was doing. She was extremely accommodating to my schedule and just did a great jov overall keeping my dog. Would definitely recommend and plan to book again in the future.

Sitter Profile Image: Myyah P.
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Sitter Profile Image: Myyah P.
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20. 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 and her family are wonderful! We received updates and pics. Our babies had a blast. Would recommend her and definitely gonna use her services again.

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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, knowledgeable, 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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