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

Candice was amazing with our pup! She sent us pictures & videos during his stay. She was very personable & you can tell she loves what she does. We will definitely be using her in the future. Thank you again!?

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 was great. She sent updates, photos and was easy to reach. My dog was happy to get to spend time with other dogs under her supervision. 10/10

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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

Annette was amazing! She updated us with many photos. Nala washed and brushed out nice and fluffy when we picked her up. Our little girl was comfortable staying with Annette and we will definitely chose her again to sit our little girl.

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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
48 reviews
15 repeat clients
from
$29
per night

I’m so happy with the service that Kentsy provided. I felt safe leaving sofi with her and her family. She was attentive and always stayed in communication with me sending me pictures of my princess. I will continue working with her in the future I highly recommend her.

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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

Colleen and her husband are awesome. Our 1y/o highly energetic dog stayed with them for 8 days. He had the most times O would say. Walks,Play, Rest, Cuddle name it..he was in a loved home. Colleen also sends pics regularly. Highly recommended.

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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 was great with Dakota. He had pictures everyday of her. He seems to truly care about our pets. I would most definitely have him keep Dakota again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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11. 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

A great experience for our furry babies and us. Ana and her boyfriend were very sweet, caring, kind and professional. We had to change our schedule to the next day due to heavy rain and she was very accommodating. She gave our babies their meds. Her dogs are very sweet, well mannered and great playmates. Her backyard is a pet play haven beautiful with trees, large and fenced. Our babies were very happy and well cared for. We are very happy and appreciative and will definitely use Ana again.

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

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

Jaclyn was amazing! She sent me pictures/ videos and kept me updated. I definitely felt that Bella was well cared for and safe. I am very satisfied and content. I highly recommend her and I will be using her services again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sonia G.
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Sitter Profile Image: Sonia G.
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13. 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 an amazing sitter! She watched both my Shiba and Pit mix together for 9 days. They had such a great time with her and her family! I have never left them with a Rover before and was a little nervous. However, from the moment we all met Sonia, I new both my fur babies would be in excellent hands. She also sent updates and pictures throughout their stay. Highly recommend Sonia to others looking for a caring, capable and fun sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Deone H.
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Sitter Profile Image: Deone H.
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14. 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 was thorough in learning about my puppy’s behavior. My puppy came home content and well cared for by Deone. I would recommend Deone and thankful to have found her to care for my dog when I’m away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patricia H.
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Sitter Profile Image: Patricia H.
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15. 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

I am very happy about leaving my dog with Patricia. Lola was very happy and well cared for. I will choose Patricia again next time I have to leave Lola. I was updated every day with photos or videos of Lola.

Sitter Profile Image: Eva M.
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Sitter Profile Image: Eva M.
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16. 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: Jaime P.
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Sitter Profile Image: Jaime P.
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17. 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

Amazing! Amazing! Amazing! Jamie did a wonderful job taking care if both my dogs. She is a dog lover and has a great home for the dogs to stay. In the past even with an in home pet sitter my boxer refused to eat in my absence, 2nd day and she was eating and have a great time with her new friends both dog and human. Highly recommend!!

Sitter Profile Image: Myyah P.
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Sitter Profile Image: Myyah P.
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18. 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

Such a great sitter! I got daily pictures and updates on Luna. She had such a blast their and she was so friendly. I will definitely be using her in the future!

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Sitter Profile Image: Shiva W.
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Sitter Profile Image: Shiva W.
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19. 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

Sitter Profile Image: Kamara S.
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Sitter Profile Image: Kamara S.
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20. 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
$30
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.

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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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