House Sitting in Windermere

Your pet stays in your home as a reliable pet sitter drops in feed and play with them

388 results for House Sitting in Windermere, FL

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Karen D.

(31)
9 repeat clients
from $30.00
per night

Karen did a great job taking care of our doggos for the weekend! She was very communicative, sent lots of updates, and treated our dogs like they were her own. We’d definitely recommend her for all your dog sitting needs!

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Shelley R.

(42)
14 repeat clients
from $35.00
per night

Shelley was amazing, she kept me updated all the time which I love, she was very respectful of the property and stuff, she left everything clean and organized when she left, and our dog really seemed to love her company and having her close, and Nala doesn't trust others easily but Shelley made it happen, we were very happy with her service and care and how responsible and thoughtful she was during her stay with Nala, she also followed our instructions extremely well and even helped us to clean Nala's ears due to an infection. Highly recommended!

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Tiffany P.

(11)
4 repeat clients
from $50.00
per night

Tiffany was sweet the second we met her, and our fur babies loved her! She updated us throughout each day and sent tons of photos. Thank you so much for taking such good care of Louie and Nollie!

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Brittney C.

(27)
10 repeat clients
from $45.00
per night

Brittney was absolutely amazing with our pit Choco. We booked her for a home stay and she went above and beyond. Our dog really seemed to be so comfortable and he got some time to play with her pup too. She is professional and kept us updated multiple times per day. We will definitely be booking with her again 😊

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Alyson F.

(73)
22 repeat clients
from $50.00
per night

Alyson was fantastic. Not only did she do a great job making our pups feel safe and have fun during our absence, she also made sure you update us on how they were doing during our whole trip. Whether that was through multiple texts or multiple pics she really had a hands on approach of making sure the pups were safe and happy while also keeping us posted along the way. 10/10 would recommend her for any of your Doggy needs.

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Yelena L.

(30)
5 repeat clients
from $57.00
per night

My husband and I are absolutely thrilled to have had Yelena work with us this past weekend. We were so nervous about having a "stranger" in our home and leaving our girl dog but from the moment we met Yelena, all of that nervous energy was laid to rest. She certainly is ... a " dog whisperer!" We instantly connected on kore than one level. Thank you again! We hope to connect again in the future

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Liz M.

(6)
3 repeat clients
from $70.00
per night

Our doggy enjoyed another wonderful booking with Liz! We always feel confident that we are leaving our dog in the very best care when we leave him with Liz. She is quick to respond, sends updates and pics, and is missed by our doggy when she leaves. We have already booked her again for next month and will continue to do so! Thank you, Liz!

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Lindsay L.

(67)
21 repeat clients
from $75.00
per night
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Jasmine G.

(37)
9 repeat clients
from $35.00
per night
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Nathan B.

(81)
36 repeat clients
from $105.00
per night

Nathan was wonderful to work with, very accommodating and was just great with Lager. Sent regular updates throughout his stay in our apartment and we will definitely be working with him in the future.

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Alexis T.

(19)
12 repeat clients
from $50.00
per night

My dogs loved Alexis! She had to stop by the day after we got home from our trips and they were both so excited to see her again. Would definitely rebook!

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Sarah H.

(183)
77 repeat clients
from $78.00
per night

Sarah did a great job staying with Cheyenne (our Black Lab/Australian Cattle Dog mix). We received continuous updates on e-mails, as well as pictures. When we remembered things about Cheyenne's personality or habits and sent Sarah e-mails to let her know, she always responded back positively. Sarah came by for a pre-stay visit with us and Cheyenne in order to meet/bond and receive instructions from us. She also was willing to feed our Koi during her stay. On our next trip we will definitely check to see if Sarah is available and is she is and she is willing, we know who will be staying with Cheyenne. We highly recommend her for your pet without any hesitations.

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Nickolas J.

(259)
61 repeat clients
from $50.00
per night

Nick was wonderful! He spent a long weekend in our home with our babies. He took such great care of Nelly (standard goldendoodle) & Stella (medium goldendoodle). When we got home, our house was spotless and he even set the trash cans on the curb for our weekly pick up. We will definitely be using him again!!

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Sarah V.

(3)
3 repeat clients
from $40.00
per night
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Rhonda M.

(6)
2 repeat clients
from $45.00
per night
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Jonathan W.

(42)
19 repeat clients
from $75.00
per night

Jonathan has again done an amazing job with our pets. He is timely, great at sending daily updates with accompanying pics, and truly feels like an extension of our family when it comes to caring for our pets. The home was left in pristine condition, and we rest easy knowing our babies are in great hands. Highly recommend Jonathan!

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Jennifer L.

(6)
1 repeat clients
from $40.00
per night

Jennifer was wonderful with our dog and house. She was professional and on communicated very well. We were at ease on our trip because we knew our dog was in safe hands.

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Aaliyah R.

(4)
1 repeat clients
from $33.00
per night

Aaliyah did an excellent job petsitting. I felt super comfortable trusting her with my pets’ care. Her communication was great and reassured me that my dog and cat were in safe hands while I was on vacation. I would definitely book again!

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Isabella K.

(1)
from $30.00
per night
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Taylor A.

(21)
7 repeat clients
from $45.00
per night

Taylor was awesome with our three boys! Can’t wait to have her watch them again!!


Find House Sitting in Windermere

Trusted and local house sitters

Are you looking for house sitting in Windermere to take care of your beloved pet? You are in the right place! We currently have 388 experienced, loving and background-checked house sitters 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 house sitting professionals. Your dog will be delighted to be looked after by our loving house sitters.