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

Over 21 pet parents in Countryside have booked dog boarding
Countryside, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Leda is great with Ruben and knows how to care for him when he has mom & dad separation blues. We know that we will pick-up a well cared for puppy. Leda's home is super dog friendly and allows dogs to be themselves, safe and comfortable during their stay. We have big gratitude for Leda.”

“Leo and Sarahi were absolutely fantastic! They took great care of our dog and kept us updated every day with photos and videos, which gave us so much peace of mind. Highly recommend!”

“Ariana is absolutely amazing with our nervous pup. Our dog has separation anxiety, but was completely at ease during her stay. Ariana sent dozens of photos throughout the day of our dog relaxing, and interacting with other friendly dogs. She is a true professional, and we will be sure to be repeat customers for the future!”

“Ambar was FANTASTIC with Mist (my 66lb greased lightning, teething, reactive escape artist). My dog is a high drive handful & a half, but Ambar took excellent care of her & kept her away from the triggers to her berzerker mode. She also let Mist have high octane zoomies to her heart's content in a securely fenced backyard. I got LOTS of happy pup pics & was able to actually relax on vacation. Highly recommend! 😍”

“Thank you so much for the care and love you showed my Italian Greyhound, Leo. I really appreciate the pictures and updates while we were away. I really do feel like he was part of your family while we were away.”

“Last minute connection with Iliana and her family. Life savers. They are very accomodating, communicative and playful with Leyla. She ran, played basketball and was very well cared for. Will be using from now on. Highly recommended.”

“We left our dog with Nathaniel for more than two weeks and he took great care of him! He sent us updates and took care of him like his own. I would absolutely use Nathaniel for any future needs.”

“so amazing!!!! kristie is obviously a pro at this! not only did she take such great care of my olive but she took her to the dog park everyday and sent videos of her with other dogs just being dogs and it was such a relief. not only an amazing experience for myself, but for olive as well!”

“We highly recommend Dana! This was a great first experience using Rover. She sent lots of pictures and updates and we didn't have any worries. Their fenced yard was great for our pup to run around in!”

“Al and his family were so great with my fur babies. I had an emergency family situation where I had to look for a sitter last minute. Although he was taking care of other pups, he worked with me and agreed to take mine in. While they were there, he kept me updated throughout each day, letting me know how they were adjusting. He also sent photos daily which gave me a peace of mind as well. It was such an easy, stress free experience with Al, and I will 100% be booking with him again!”

“Jennifer was amazing with Asher on his overnight stay! Very communicative, well experienced with active dogs, and provided lots of play for Asher. Would highly recommend, we look forward to another stay!”

“Renee and family were extremely welcoming to our dog, Whiskey. They kept him on his schedule with walks, meals, and even medication. He got lots of love and attention and made himself at home. While we were away, Renee kept in touch with updates and pictures. I am so grateful that this wonderful family have Whiskey a home while we traveled. I would absolutely send him back to Renee and family any time and recommend them to anyone.”

“Excellent care takers for my senior German ❤️ received updates every day, videos and pictures, she knew how to comfort my German when he did not want to eat his food. If ever in the area of Orlando, I would definitely book with Yaine again and definitely recommend her!!”


“Lady E's care was excellent; they always kept me informed about how she was doing, sending me videos and photos. When I went to pick her up, she looked happy and well cared for. I'm happy because my dog was happy.A+++++++***+++++++++They deserve 1000000 stars.”

“We are so happy to have found Carly! She promptly responded to initial our inquiry to address and ask questions as well as accommodating our scheduling needs. She provided many updates during our pup’s stay which included pictures. We felt very comfortable and will absolutely seek her for future boarding needs!”

“Leonardo was great with my boy Bleu. He communicated well and was punctual. He sent me videos throughout the stay which gave me peace of mind. I will definitely book with him again.”

“I’m very happy with the care my dogs received — everything was taken care of, and they were happy and relaxed when I got back. Communication was great, and I truly appreciated the thoughtful and attentive approach. IHighly recommend!””

“Amazing was so happy with how they took care of our Duchess of Lilylove. The best treatment and recieved pictures everyday. She will be returning and I feel so confident and blessed to have her being taken care of.”

“Martha & her family took great care of my little yorkie. It was our first time using Rover and her first time not staying at a family members home. We couldn’t be more happy with the care and updates we received! If we’re in the Orlando area again we would definitely feel comfortable leaving her with Martha & her sweet family!”

The median cost per night for dog boarding in Countryside is $40
Dog parents share their Rover experiences - Countryside
Ariana was amazing and provided comfort and care to my pups while I was away. Thankful to have come across her page and found that she’s a fellow epi dog mom. This was my first time leaving my Aussie since he got diagnosed with epilepsy in 2024 and thankful to have found a place and person I feel comfortable leaving him and his brother with. Loved all the photo updates too. 🐶🐶❤️🫶

Dana was amazing as usual with our pups. She sent us daily pictures and updates. It felt great knowing that Hardy and Poe were excited to go back to Dana’s. They got absolutely spoiled with so much love and playtime and I know that if I ever need boarding again I would 1000% book with Dana again.

Nika & Yevhen were Awesome. They treated Tammi like their own dog. Gave me daily updates unprompted. It made a great deal to me. Tammi really liked them and felt comfortable with them. Tammi was a rescue dog I got when she was 1 yr old. I have only had her for 6 months when I went on my first vacation away from her. I was afraid she would have separation anxiety. She did fine, I was the one with separation anxiety. 😜 I highly recommend! Thanks Nika & Yevhen!

We have a young dog (Coco) who we adopted 6 months ago and we thought was reactive with other dogs (because of his behavior on a leash) when I initially reached out to Doug, and found out he watched other dogs, we were VERY hesitant on having him around other dogs. When I talked to Doug, he gave me a glince of hope that it may not be how we imagined or assumed. We did a meet and greet and he was right! Our Coco stayed with him for 4 days and he did wonderfully! Doug was very communicative, sent us update pics and was overall an excellent sitter. I am so thankful for Doug because now I know Coco does in fact get along with other dogs. It is very apparent that Doug is knowledgeable with dogs and is very experienced. We are so thankful for him and will definitely be coming back for his services. Thank you Doug!! 🫶🏼

Andrea was absolutely wonderful with our little 16 year Marley! 🐾❤️ She took such great care of him, and it gave us so much peace of mind knowing he was in such caring and capable hands. Marley was happy, comfortable, and well cared for, which means everything to us. We truly appreciate the love and attention Andrea gave him and would absolutely trust her with Marley again. We Highly recommend Andrea! 🐶💕

Yevhen took great care of my Kylo and sent pictures of his walks and at the house. He asked me how much he should feed Kylo, how often etc. Which is important because Kylo loves to eat too much so I told him to feed him in very small amounts. Kylo was well taken care of and I'm glad Yevhen was able to take care in such short notice! Highly recommended!

Jesse and Kelly are amazing. We took a road trip with our dog and we did not expect to find such a responsive, flexible and accommodating dog day care. If you are in town with your pup you can rest easy knowing Jesse and Kelly will take care of them. We dropped off really early at 630a and picked up 10:30. We felt at ease leaving our dog with them. Thank you so much.

Jack was absolutely amazing with Milo! From the very beginning, he was incredibly flexible, accommodating, and easy to communicate with, which made the whole experience stress-free! Milo was so comfortable with Jack, and seeing how quickly he warmed up to him made both my boyfriend and me feel completely at ease. It was obvious Milo had a great time! Jack kept us updated throughout the stay with messages and plenty of pictures, which we really appreciated. We couldn’t have asked for a better sitter, and we’ll definitely be booking with Jack again anytime we need someone to watch Milo. Highly recommend him to anyone looking for a caring, reliable, and trustworthy pet sitter!😊

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