House Sitting in Windermere

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

485 results for House Sitting in Windermere, FL

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Haley J.

(5)
from $40.00
per night

Haley was an absolute pleasure to work with! She eased my mind when we did the meet and greet right away and I could tell immediately that she was such a big time animal lover! I felt totally at ease with her in my home with my dog and cat while I was gone. She was a tidy guest as well— my home looked better when I got back then when I left! She followed all of my directions perfectly, sent photos and updates, and even worked on obedience with my boy! I will definitely use her again.

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Shelley R.

(21)
7 repeat clients
from $35.00
per night

Shelley was great. Very communicative and active with our animals. We would highly highly recommend her!

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Mackenna C.

(8)
3 repeat clients
from $40.00
per night

Mackenna is an amazing sitter! We were nervous leaving our senior, anxious dog alone while we were gone, but because of her, he was comfortable and happy the whole stay! She was extremely attentive, sent daily updates, pictures, and left “report cards.” If you need above and beyond care for your pets— especially seniors, I HIGHLY recommend her. We will definitely be using her again!!

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Nickolas J.

(248)
60 repeat clients
from $50.00
per night

Nick and Matt were nothing short of amazing to our old lady! They were flexible, thorough, kind, and great communicators.🥹 We’re so grateful we found them!

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Karen D.

(20)
3 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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Devona S.

(93)
36 repeat clients
from $30.00
per night

Devona does a great job with all three of our dogs! She sends frequent pictures letting us know they dogs are in good hands and is always communicative through her stay.

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Diahann B.

(18)
7 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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Yelena L.

(12)
1 repeat clients
from $51.00
per night

Very professional. She sent pictures of all our four-legged kids, followed instructions, and left our home as clean as she found it.

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Alyson F.

(65)
19 repeat clients
from $50.00
per night

Alyson did an amazing job taking care of my three dogs. Each of them is so different, but she really understood what they needed. I could tell that she loves animals and goes the extra mile. She made sure to feed them just right, played with them in ways they like, and kept me updated on how they were doing. It was clear that Alyson cares about their happiness and comfort. I appreciate her so much for making sure my dogs felt loved while we were away. Alyson is not just a dog sitter; she's someone who genuinely cares about animals. I'm grateful to have found her!

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Sarah H.

(160)
67 repeat clients
from $72.00
per night

Sarah is great. She’s very communicative, sends pictures and keeps us up-to-date. We’ve used her several times and will continue to do so! Thanks Sarah!

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Jezabell D.

(17)
4 repeat clients
from $50.00
per night

Jezabell was great, very consistent updates and pictures let me know that my pup was being well taken care of, she also left my house very clean after staying there for a few nights. Would definitely book again

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Brittney C.

(18)
5 repeat clients
from $45.00
per night

Brittney C. is the most amazing dog sitter on the planet. She is also a very kind, honest, and good human being. This was my first experience with Rover and I read many reviews etc. before deciding on Brittney and we couldn't have possibly made a better choice. Our dog Romie, is very shy , very spoiled, and quite "dramatic" and really does get sad when she is not with her "human mom and dad!" Brittney's constant patience and reassuring manner got her to eat and eventually even come out of her "hiding" space. Brittney was very communicative with her messages and photos while we were away and we had a nightly " what's going on with Romie" session at dinner every night making our trip away much more pleasureable and not anxiety ridden because we "left her"' , This woman is an angel that I would trust in our home for any amount of time. We feel like she became an extention of our family and can only wish any person who truly loves their animal to have a care giver who is as efficient, honest, and loving as Brittney! Thank you Rover and thank you Brittney!

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MARK B.

(223)
48 repeat clients
from $75.00
per night

Mark is a great pet sitter and I highly recommend him! He took care of our two English Bulldogs who have eye drops…skin issues..and various pills. He did an excellent job following all of our instructions and taking care of them. They looked great when we returned! He is also very good at seeding pictures and letting you know how they are doing. Mark is the best pet sitter we have ever had!

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Nathan B.

(78)
31 repeat clients
from $100.00
per night

Nathan is incredible! He’s clearly very good with the dogs. He send frequent updates and photos. We will definitely be using him again. Thank you for everything!

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Skylar D.

(11)
6 repeat clients
from $40.00
per night

Skylar did a great job. First time leaving my dogs at home and she did a great job keeping us informed and feeling comfortable with their stay

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Jonathan W.

(38)
18 repeat clients
from $75.00
per night

Jonathan was great! Our dogs were clearly well taken care of and he even provided daily updates to us that 100% matched their personalities! (Right down to one of our dogs being a shadow)

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Lindsay L.

(56)
19 repeat clients
from $58.00
per night
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Nicole L.

(4)
from $45.00
per night
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Taylor S.

(38)
13 repeat clients
from $95.00
per night

Taylor was absolutely AMAZING! Such amazing communication, I got so many amazing photos each and every day! I felt so safe knowing my boys were with her!

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Nye P.

(2)
from $50.00
per night

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 485 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.