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
148 reviews
50 repeat clients
from
$30
per night

Candice and Forrest were fantastic with Duke and Buddy! Made my vacation a whole lot more relaxed knowing there were in great hands. Also received videos of my fur babies!! When I picked them up, they were so exhausted! That tells me they had a blast!!

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

I am very happy that I was able to connect with Jenn when I found myself in a bind with our fur baby Louie. At the last minute we were notified that Louie would not be able to be with us during our mini vacation to GA. Looking through ROVER trying to find someone at last minute to stay with Louie Jenn responded she was available the days we were going to be out. Honestly I was a bit afraid of how Louie was going to behave or how well he would be doing since this was the first time we were leaving him with a sitter. Luckily Jenn was able to help us and care for our Louie. I was happy to see that Louie would also have other pets to play with and be able to go out to the backyard as he usually does everyday, it made me feel at ease. Louie came home happy to be back and to see us, we missed him also. Thank you Jenn for caring for Louie and making him feel safe and at your home. We will definitely be reaching out when Louie needs another sleepover at his friend's house. Thank you for caring for him, Romero Family.

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Sitter Profile Image: Carmen G.
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Sitter Profile Image: Carmen G.
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3. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melinda M.
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Sitter Profile Image: Melinda M.
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4. 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

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

Kentsy is a dog whisperer. Our little dog feels very comfortable with her love and care. And enjoys her stay thoroughly. Kentsy regularly sends pictures and messages. This is very helpful and to know that our dog is well taken care of. We feel very comfortable with Kentsy’s care. Recommend Kentsy for all

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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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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10. 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

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 .

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Sitter Profile Image: Mike L.
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Sitter Profile Image: Mike L.
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11. 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.

Sitter Profile Image: Jaime P.
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Sitter Profile Image: Jaime P.
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12. 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

Jaime is great! I will definitely use her service again!! She sent pictures and messages that kept me up to date with how Lilly was doing. Jaime has a big fenced in yard for the dogs to run around. She played ball with Lilly right before I picked her up so she was nice and calm for the ride home. She even gave her a bath!! Jaime went above and beyond my expectations, and I highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jaclyn H.
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Sitter Profile Image: Jaclyn H.
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13. 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

Bailey had a fun time with Jaclyn and her dog, Betty. I will book her again and have shared her name with my friends. Thank you for all the videos and pictures!

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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
11 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: Memorial Day Weekend
Sitter Profile Image: Sonia G.
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Sitter Profile Image: Sonia G.
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15. 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: Patricia H.
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Sitter Profile Image: Patricia H.
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16. 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

After my longtime pet sitter moved away I was in a state of panic trying to find a new sitter for my baby. As soon as I met Patricia she calmed my fears. I could tell right away that she was very patient and loving. She put up with my texts and requests for updates and photos really well. I loved getting the photos of Lola playing with her dogs. I would definitely recommend Patricia and I intend on having Lola stay with 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.

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Sitter Profile Image: Lisa B.
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Sitter Profile Image: Lisa B.
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18. Lisa B.

You will wag your tail too
Auburndale, FL, 33823
7.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$29
per night

Lisa and her son Eli did a wonderful job taking care of our Koda. It was his first time staying away from home since we got him, and it seemed like he had a great vacay . Will totally feel comfortable leaving him there the next time we are in need of a fur baby sitter.

Sitter Profile Image: Tania G.
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Sitter Profile Image: Tania G.
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19. Tania G.

Experienced & Loving Dog-Mom
Winter Haven, FL, 33881
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$26
per night

Mrs. Tania has been a long time friend of mine who I have had watch my pets several times while on trips. My dog is always so excited to see her when she arrives at the front door as they both know they’re gonna have fun! Tania is very trustworthy and I would highly recommend her.

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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

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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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