Dog Boarding in Winter Garden

Your dog stays overnight at a reliable dog sitter's home whilst you're away

1219 results for Dog Boarding in Winter Garden, FL

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Idalis L.

(90)
34 repeat clients
from $35.00
per night

Idalis always does a phenomenal job taking care of our fur baby. She treats our dog as if it’s part of her family. I love seeing the videos and pictures throughout the day and we always without fail get a good morning photo to let us know how she slept and a good night to let us know that she’s doing well and ready for bed. It’s a no-brainer to leave our dog with Idalis. Her and her family are genuinely great people.

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Mimi E.

(60)
21 repeat clients
from $30.00
per night

Mimi is a real deal and I’m so glad we found her. I don’t know what we’ll do if she ever moves! My pup loves her and I feel so comfortable leaving her in Mimi’s care (last stay was for 2.5 weeks). We have two more vacations booked this year and Mimi is the first person I write once I book our flights!

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Connor R.

(16)
5 repeat clients
from $35.00
per night

Connor was great! He was very friendly, flexible and saved me with a last minute request. My girl loved him and Maui. She looked very happy when I picked her up. Would definitely book again.

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Brooke A.

(268)
84 repeat clients
from $30.00
per night

Brooke was very professional and friendly and had necessary accommodations available. Meowie became accustomed quickly with her! She sent frequent pictures and updates and even gave her a goodie bag. If I needed a sitter again, I would definitely pick her!

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Kallee & Daniel C.

(9)
4 repeat clients
from $42.00
per night

Kallee was everything you could want in a Rover and more! From the beginning she was so friendly and quick to respond and accommodated us last minute. When we arrived she gave us a tour of where our pup would stay and made sure we felt comfortable! The best part is she kept us updated the whole time with lots of photos and videos the entire stay. Our pup absolutely loved her dogs and we think she had even more fun than us on her vacation! Couldn’t recommend Kallee and her family enough for boarding your pup!!

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Poliana D.

(616)
166 repeat clients
from $55.00
per night

Poliana is great. Her communication is absolutely top notch. I always feel our pup is in great hands. And when it’s time to pick our pup up, she always seems sad to leave 😂. Can’t recommend Poliana highly enough!!!

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Kayla W.

(174)
88 repeat clients
from $30.00
per night

When Cam comes to your house, she feels like she’s home. I love that…and Coco is her best friend. Thank you for being patient with my travel delays with the blizzard of 2026!😂

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Sarah L.

(39)
18 repeat clients
from $45.00
per night

Sarah is an amazing sitter! She, and her family, have captivated my normally shy dog and going to the sitter is one of her favorite things to do now. If you want your pet taken care of, AND LOVED, properly while you are away I seriously advise you to try to book Sarah first.

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Brittany H.

(256)
104 repeat clients
from $39.00
per night

Second time leaving our dogs with Brittany! This experience is much better than per se a dog boarding place! Definitely will be repeat customers. Thank you Brittany!

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Jared C.

(58)
21 repeat clients
from $45.00
per night

my boys enjoyed this day once again with Jared and his three dogs. They love to play so it’s like one big play date. Jared is a great communicator. He sent several daily photos so while we were away, we were able to see their smiley faces and know that they were having so much fun. Jared was also super flexible as our plane was delayed and we had luggage problems at the airport… He was in communication and told me not to worry about it that the boys would be there when we got there. Thank you so much again for the great day. And we will look forward to seeing you and using you in the future. !

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Elizabeth R.

(32)
10 repeat clients
from $45.00
per night
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Savannah L.

(152)
45 repeat clients
from $50.00
per night

Savannah watched our Golden-doodle Penny for a week while we were out of town. She provided lots of updates, photos and videos during Penny’s stay. We would recommend using Savannah.

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Kymry G.

(637)
143 repeat clients
from $35.00
per night

Kymry took great care of my dog. She sent pics every day. I can tell my dog was loved and enjoyed her stay. My dog also made many new friends during her stay. I will ask her again in the future.

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Venessa T.

(93)
37 repeat clients
from $40.00
per night

Vanessa is the best dog sitter I’ve had while using Rover! She is very kind and attentive with Rey. Rey loves her time spent at Vanessa’s. She is prompt to respond and is very easy to communicate with. She is flexible with my travel plans and always makes things easy. I can’t recommend her enough.

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Christopher F.

(10)
3 repeat clients
from $35.00
per night

Chris was fantastic with Jeter! He has two large dogs which was perfect for Jeter to run around with and get some energy out as he stayed there for a week. Chris was able to take Jeter on extremely short notice, which was very, very much appreciated. He also sent regular daily updates so we could see Jeter hanging out with the other dogs and having a blast. Very highly recommend!

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Ashley L.

(11)
3 repeat clients
from $50.00
per night

Our two boys spent 6 days with Ashley and her family and they had the best time Ashley is a wonderful pet sitter who took excellent care of our boys. She was a great communicator . She sent daily photos and videos which I love ♥️! She would communicate on how they were doing. She is very warm and friendly and was great with our pets! When we came home after our week away our pets were relaxed and happy. I would highly recommend using Ashley next time you need a pet sitter!!

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Jonathon & Aimee B.

(10)
1 repeat clients
from $40.00
per night

We feel extremely fortunate to have found Jon and Aimee on Rover. Their profile looked good, and they were even nicer in person. They took outstanding care of our 45lb doodle, giving him the run of the house and backyard. He was excited to see us when we picked him up, but spent just as much time thanking them as greeting us. Their location in the Dr Phillips area was convenient for our stay near the Orange County Convention Center, Universal, Sea World and Icon Park. Best of all, they were flexible with drop off and pick up times, sent lots of photos/videos and promptly responded to all questions and requests.

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Tisha F.

(12)
4 repeat clients
from $28.00
per night

Tisha was absolutely amazing with our sweet doggy. She communicated the entire time we were away helping put us at ease and we knew right away our dog was very comfortable with her. We will be booking again!

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Monica S.

(37)
10 repeat clients
from $45.00
per night

Monica was a great sitter while we were on vacation! She was very communicative leading up to us dropping our dog off and asked great questions to ensure our dog would have the best time while we were away. She sent us lots of updates, pictures, and videos to keep our minds at ease. We will definitely book with Monica when we need a sitter in future!

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Linda L.

(43)
12 repeat clients
from $45.00
per night

Linda was awesome and took great care of my baby! She was so kind and gentle with him when he got scared during the thunderstorms. I got updates and photos everyday. So grateful to Linda for her help!


Find Dog Boarding in Winter Garden

The alternative to dog boarding kennels

Are you looking for Dog Boarding in Winter Garden to take care of your beloved dog? You are in the right place! We currently have 1219 experienced, loving and background-checked dog care specialists in Winter Garden. Our sitters offer a variety of pet services such as home dog boarding, dog walking and doggy daycare. Make an informed decision based on reviews, response rates and contact at least 3 approved Dog Boarding professionals. Your dog will be delighted to be looked after by our loving dog sitters.