House Sitting in Windermere

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

729 results for House Sitting in Windermere, FL

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Therese F.

(25)
3 repeat clients
from $38.00
per night

Therese is wonderful! Our animals love her and she is an excellent communicator which made our trip away stress free.

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Lynn L.

(73)
31 repeat clients
from $42.00
per night

Victoria was a fantastic house sitter for our two fur-babies! She was responsible, respectful, and responsive. She sent lots of pics and gave us the peace of mind I desperately needed for a 6-day vacation away from home. HIGHLY recommend her for any dog sitting needs! :)

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Nickolas J.

(210)
53 repeat clients
from $45.00
per night

Moose LOVES when Nick stays with him! I always get tons of updates and photos which of course I love when I'm away as it makes me feel totally comfortable that Moose is being looked after well. Already have Nick booked again for my next vacation. 100% recommend!!

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Chandrika B.

(42)
11 repeat clients
from $55.00
per night

We feel soo comfortable leaving our bub with Chandrika. She’s so incredibly kind and caring to him and I know he’s treated well and taken care of while we’re gone!

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Amber P.

(8)
1 repeat clients
from $40.00
per night

Amber was amazing and put us at ease about leaving our fur baby for the first time. She provided daily updates and helped our baby stay in his routine. We would not only highly recommend but have already booked her for our next family vacation.

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Mariza V.

(3)
from $35.00
per night
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Diahann B.

(9)
1 repeat clients
from $35.00
per night

Diahann watched our little pug Frank while we were away for the weekend! She was great about keeping us updated with pictures and messages and she took great care of Frank while we were away! I hope we are lucky enough to have Diahann watch Frank again for us the next time we are away! Thanks Diahann!

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Alex P.

(11)
3 repeat clients
from $27.00
per night

Alex is wonderful. I have only left Lilly one other time for a day when going to Disney. She is five and has never been away from me. I am home all day. When meeting Alex, she immediately started running in circles for Alex to play. She took her toys to him. I prayed for a sign she would be fine, this was it. Alex Is an angel in disguise. Lily is a Chihuahua. .

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Alyson F.

(48)
11 repeat clients
from $40.00
per night

Alyson was fantastic! She stayed at our home with our Golden Retriever and she really made us feel at ease while we were gone. She sent lots of pictures and she kept our home spotless! We will definitely have her watch our dog again!

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Imani Z.

(17)
3 repeat clients
from $27.00
per night
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Nathan B.

(64)
25 repeat clients
from $97.00
per night

Nathan took wonderful care of our girls, Atlanta and Dallas. He was attentive to their needs and extremely loving. He sent lots of pictures and videos and kept us up to date on what they were all doing. He also took great care of our home and left it very clean. We look forward to having Nathan take care of our girls again very soon. Thank you, Nathan.

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Nicholas G.

(4)
from $29.00
per night
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Sarah C.

(34)
9 repeat clients
from $35.00
per night

Sarah took the best care of my Zoey! I am one of those overprotective dog mamas and had extensive instructions for my 12 year old girl, which Sarah came over early to go over and took fantastic care of Zoey while I was away! She is super kind, sweet, responsible and a great communicator, sending updates and pics throughout sitting. It felt great to come home to a very happy, well taken care of pup and not to mention my apartment too. I’m so happy to have found Sarah, definitely our new sitter, and highly recommend! Thanks so much Sarah!!! :)

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Victoria D.

(9)
from $50.00
per night
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Taryn N.

(20)
6 repeat clients
from $60.00
per night

Taryn was absolutely incredible with our two boys. She was super attentive and very communicative. She sent us so many pictures of the boys which made us feel so at ease that they were being taken care of and loved on. Taryn truly allowed us to be able to enjoy our vacation worry-free! We will absolutely rebook with her in the future!

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Kaitlyn J.

(6)
from $50.00
per night

Took great care of our pups and was super communicative.

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Olivia A.

(40)
13 repeat clients
from $95.00
per night

Our dog can be very anxious, reactive, and often not very comfortable with new people. She did really well with Olivia, though, and it was so nice to enjoy our vacation knowing our dog was being cared for. She also did other home tasks during the housesitting (brought in the mail, watered plants, etc) which was very much appreciated. We’d have absolutely no concerns with Olivia watching our dog in the future.

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Chelsea D.

(58)
18 repeat clients
from $100.00
per night

Chelsea was communicative and willing to go with the flow during her week with my pup! An allergic reaction made my dog particularly unhappy (and likely not particularly fun to deal with), but Chelsea addressed the problem and kept me up to date through the whole ordeal. It’s hard to leave your pets behind, but Chelsea made it easier since I knew someone was taking good care of her.

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Jonathan W.

(28)
12 repeat clients
from $75.00
per night

Jonathan was great with Milo. He sent me lots of pictures every day and let me know what Milo was up to and that he ate his breakfast and dinner. Milo is an older dog with arthritis. I will be using Jonathan next time I need to go out of town.

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MARK B.

(141)
40 repeat clients
from $75.00
per night

Mark has been pet sitting our dog for a few years now and he is just terrific. He takes wonderful care of our dog, Koda, and sends lots of photos and updates so we have peace of mind while we're away. Koda can be difficult to walk and is picky with food, and Mark handles all of that great. We are so glad we found him!


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Are you looking for house sitting in Windermere to take care of your beloved pet? You are in the right place! We currently have 729 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.