Dog Boarding in Winter Haven
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Candice R.

“Wow! What a great pet-sitting experience! Our pups, Cobin and Daisy, are older dogs and haven't boarded in over a year. We had previously used a large boarding facility and, while we felt they were safe, they both used to come home stressed, exhausted, and with very little voice, as if they had barked the whole time. After spending the weekend with Forest and Candice, both Cobin and Daisy seem happier than we've seen them in a long time! They are honestly smiling and wagging tails like we haven't seen in years. We keep feeling like they are thanking us for finding them such great sitters! Just enough other dogs to have some fun and lots of love and attention from C and F made for a wonderful stay. And we loved seeing the frequent videos of their visit! We have already booked a longer stay and couldn't be more excited to have found such amazing people who love on our dogs as much as we do. Thank you, Rover and Candice and Forest! Cobin and Daisy can't wait to see you again!”


Jenn B.

“Jenn was great with Knightro! Could tell he was well cared for and had a great time! Will definitely be booking with Jenn whenever is needed!”


Elizabeth J.

“We will definitely use Elizabeth’s services again in the near future! She kept us updated throughout the stay and made our smoky feel at home. Huge thank you to Elizabeth and her family!”


Katie Z.

“Katie was amazing! She took great care of my two fur babies and treated them like her own. I received updates with pictures daily. She was awesome with my anxious husky mix and worked with his needs to make him comfortable. I will absolutely contact her again next time, without a doubt.”


Colleen & Rodney B.
“Miss Colleen is a obvious lover of dogs and other animals. She's very interactive with the pets, playing and showing each pet attention with the goal of lessening the anxiety of separation from their owners while away. Hey home is clean, safe and sharable with her 4 legged guests. Her back yard is large enough to run and it is maintained with no droppings. She's easy to communicate with and enjoys showing videos or pics of the pets at ease. I'd definitely recommend her sitting services.”


Ana G.

“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 .”


Myyah P.

“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”


Eva M.

“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.”


Annette A.

“Annette was by far the best dog sitter ive ever used!!! She took such great care of my fur baby. She sent me pictures and videos everyday. I could truly tell that my dog was happy and extremely well taken care of. I will 100% be using her again. If youre looking for someone that really cares about your dog and you can really trust look no further!!!! I would give 10 stars if i could.”


Patricia H.


“Patricia and Pablo are absolutely wonderful, they exceeded my expectations with care for my little Buck!!!! They send videos of interaction and I was updated regularly on how he was doing !!!!! It’s a great feeling to know your pup is in good hands and cared for!”


Amber E.


“Having Elli stay with Amber while I was on a cruise took the stress away from being away from her. I knew she was in good hands and was being pampered by her daughters. She sent pictures which made me smile and warm my heart. I would recommend Amber & gang to doggy sit at anytime. I will certainly be using her again when needed!”


Colleen J.

“It was our first time leaving our baby at a sitter and as normal we were nervous about it. We had a meet and greet with collen few days ago and she was very welcoming. My puppy enjoyed his stay and we were at ease knowing he is in better hands. She send tons of pics and updates (always a great thing) Highly recommend her and her compassion towards your baby!”


Ashley W.

“Ashley took great care of my dog and I appreciated her staying in touch, letting me know how Baylee was adjusting. I would definitely recommend her to others.”


Jesmarie M.

“Jesmarie was great. I had to find a last minute dog sitter and Jesmarie responded quickly. She sent us updates and pictures on how our pup was doing during the stay. I would highly recommend Jesmarie!”


Kentsy P.


“Our dogs love going to Kentsy when we are away. They always seem so excited when we arrive and she always sends pictures and communicates with us.”


Deone H.


“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.”


Debra K.

“This was our puppy's second stay with Debra and she had a great time! Debra is great with communication and sending us updates. She is so caring and attentive to our puppy! Highly recommend!”




Denise V.

“We have been looking for a dog sitter for our Rat terrier Susie, and after visiting a couple of places we felt comfortable the minute we meet Denise. Her place just feels right and very Comfortable. So we decided to leave Susie with her for one day and she loved it. For many years boarding our dogs in different places, I will for sure say she is the best! I would highly recommend her to anyone that needs a safe comfortable and trustworthy person to leave there family members. After all our pets are our family. Will for sure use Denise ? again in the future.”


Mike L.

“They are absolutely wonderful! We have a usually reactive dog and it was so hard to find a sitter who only takes one client and doesn't have a dog of their own and is willing to work with the yelling of a Chihuahua mix. To say I was shocked when I heard he was such a good boy for them would be an understatement! He got treats and love and didn't even want to get in the car to get home ? and he loves the car!”


Marquette S.

“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.”
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1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
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Winter Haven Dog Boarding ratings
Dog boarders in Winter Haven are rated on average 5 out of 5 stars based on 884 reviews.