Dog Boarding in Windermere

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

1152 results for Dog Boarding in Windermere, FL

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Jonathon & Aimee B.

(11)
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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Kymry G.

(646)
143 repeat clients
from $35.00
per night

Kymry did a wonderful job with our elderly pup. She went above and beyond to make sure she was comfortable and cared for, sending us picture updates every day. She treated our dog like one of her own. I'd highly recommend her. Thank you, Kymry!

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Christopher F.

(11)
5 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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Mimi E.

(61)
21 repeat clients
from $30.00
per night

Mimi took amazing care of Izzie while we were away for a week! She provided frequent updates, pictures and videos and gave us peace of mind while we were away!

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Jamie L.

(54)
13 repeat clients
from $50.00
per night

Jamie was a lovely host for our pups Henry & Lucy! They communicated every step of the way, followed all care instructions in detail, and sent several photo updates throughout the stay. Henry & Lucy appeared to have made themselves at home with their family!

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Elizabeth R.

(42)
11 repeat clients
from $45.00
per night
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Poliana D.

(634)
172 repeat clients
from $55.00
per night

Poliana goes above and beyond every single time. This was my mom’s first time boarding her dog and she was so nervous. Poliana put her mind at ease by sending pictures and videos of her dog settling in and playing with the other pups. Poliana’s will always be our dog boarder as long as she offers the service. The dogs love their home away from home! <3

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Savannah L.

(167)
49 repeat clients
from $50.00
per night

Savannah was great. Easy arrangement and big fenced in yard for the dogs. I don’t think she does walks since there’s a big yard for them to run around in. Daily pictures and dogs seemed happy. Stayed 1 night. Would definitely consider boarding with her again!

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Jerry P.

(630)
314 repeat clients
from $55.00
per night

Our Scout enjoyed his time with Jerry. I wasn't expecting 8 other dogs but he quickly became a part of the pack. He was exhausted when he got home. Jerry also was very responsive.

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Monica S.

(38)
11 repeat clients
from $45.00
per night

Monica did an amazing job with our dog, Mila. She sent so many videos and updated us all of the time. Mila looked so happy in every video she sent. Next time we book a sitter Monica will be our first choice!

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Jordan B.

(13)
3 repeat clients
from $40.00
per night

I’m glad I found Jordan she help me in time of need with my dog Zeke thanks again Bless Day

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Idalis L.

(92)
35 repeat clients
from $35.00
per night

I am so happy to have found such caring and friendly Petsitters. They were just wonderful with Leo and he had the best time. They kept me updated throughout the stay and I will definitely trust them again!

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Reakha P.

(13)
4 repeat clients
from $30.00
per night

Reakha was so sweet for watching our girl Leah! She sent us pictures and videos of Leah having a ball with her dog! Would definitely recommend!

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Sarah L.

(40)
18 repeat clients
from $45.00
per night

Sarah was amazing! She was very responsive, kept me updated, and took really great care of my baby! Don’t miss out on her outstanding service and care!

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Rennan C.

(176)
55 repeat clients
from $48.00
per night

Rennan was absolutely amazing with my golden retriever puppy : ) He is incredible with animals, caring and attentive. I received lots of pictures and updates and felt extremely comfortable leaving my pup with Rennan. I will definitely be a return customer!

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Connor R.

(19)
6 repeat clients
from $35.00
per night

Connor was great, he watched Winnie for 4 nights, gave updates throughout the stay and she came home happy and healthy!! We will definitely be using Connor again!

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Jared C.

(63)
23 repeat clients
from $45.00
per night

Jared took excellent care of our dog, Lincoln! He was very attentive, sent us lots of photos and updates, and made us feel completely at ease while we were away. Lincoln was well cared for, and it was clear he was in great hands. We will definitely be using Jared again and highly recommend him to anyone looking for a trustworthy and caring sitter!

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Alberto C.

(14)
6 repeat clients
from $45.00
per night

We had a wonderful experience with Alberto and would absolutely book with him again. From the very beginning, he was responsive, flexible, and reassuring, especially with our last-minute trip plans and small schedule changes. Throughout Cooper and Gus’s stay, Alberto sent frequent updates, photos, and even videos, which gave us so much peace of mind while we were away. It was clear they were happy, comfortable, and well cared for. He really took the time to let us know how they were doing each day, including how they slept and how their days went, which we truly appreciated. Alberto was also very accommodating with their routine and flexible sleeping arrangements, and communication was excellent from drop-off through pick-up. The boys came home happy and relaxed, which says everything. Highly recommend Alberto to anyone looking for a caring, communicative, and reliable sitter! 🐾💛

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Venessa T.

(101)
38 repeat clients
from $40.00
per night

Vanessa was great with our golden. Plenty of room to run and play outside and our dog loved playing with her other dogs/clients. She sent pics and videos along the way. I will be boarding with her again. Thank you Vanessa for loving on my dog!

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Kallee & Daniel C.

(13)
6 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!!


Find Dog Boarding in Windermere

The alternative to dog boarding kennels

Are you looking for Dog Boarding in Windermere to take care of your beloved dog? You are in the right place! We currently have 1152 experienced, loving and background-checked dog care specialists in Windermere. 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.