House Sitting in Windermere

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

473 results for House Sitting in Windermere, FL

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Karen D.

(20)
2 repeat clients
from $30.00
per night

Karen was nothing short of amazing for my kitten while we were gone for the weekend. She is so kind, and went above and beyond to make sure he wasn’t lonely for his first time away from us. I can 100% recommend her, as a crazy cat mom!! 🤍

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Lindsay L.

(54)
16 repeat clients
from $58.00
per night
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Yelena L.

(9)
1 repeat clients
from $45.00
per night

Yelena was great. Very responsive, sent tons of pictures and had great communication throughout her stay with our pups!

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Lauren H.

(27)
6 repeat clients
from $55.00
per night

Lauren took great care of Jack! I could tell from the videos that Jack was happy and comfortable with her, which puts my mind at ease. I would highly recommend her!

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Brittney C.

(17)
4 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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Shelley R.

(18)
6 repeat clients
from $35.00
per night
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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.

(157)
66 repeat clients
from $65.00
per night

We're repeat clients of Sarah's. She always does an exceptional job with our fur babies! Nelly and Stella love staying in the comfort of our home while we're traveling and we appreciate Sarah accommodating us and making that happen. 🙌🏽

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Kristin O.

(10)
1 repeat clients
from $39.00
per night
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Haley J.

(4)
from $30.00
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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Nickolas J.

(248)
60 repeat clients
from $50.00
per night

We would 100% recommend Nickolas. He was super communicative over the three days he sat with our pups and was sensitive to their needs as senior dogs. We will definitely use him again!

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Jezabell D.

(15)
3 repeat clients
from $50.00
per night

Jezabell would get more that 5 stars if I could give more here. no issues what so ever. Great communicator and now our dog has a new best friend

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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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Nathan B.

(78)
31 repeat clients
from $100.00
per night

This was our first time using Rover and Nathan did a great job helping us feel at ease. He came and did a “meet and greet” the day before and then took excellent care of our 12 week old puppy! Thanks Nathan!

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Alexis T.

(19)
10 repeat clients
from $50.00
per night

Great first experience having Alexis house sit for our dog and cat. She was attentive and asked questions to ensure how we may want care. We got great pictures throughout the week. We would recommend and book Alexis again.

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Devona S.

(89)
36 repeat clients
from $30.00
per night

Devona was a great sitter for my two dogs! I was nervous because my girl is 5 weeks post knee surgery and needed close attention. Devona was happy to come to the house, see the set up, and learn how to keep my girl safe as she recovered. Her communication was quick and efficient, and she sent lots of photos, which I loved!

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Pilar G.

(13)
4 repeat clients
from $42.00
per night

Pilar was so wonderful housesitting our pets. She took our dog on many walks, helped with training, and loved her while we were away. She also was great with our cats and made sure they were loved and cared for as well. She's such an animal lover, I wouldn't hesitate to go with her again next time we are out of town!

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Samantha F.

(94)
35 repeat clients
from $100.00
per night

Samantha was amazing and Cooper loved her! She took wonderful care of him and Cooper was so happy to see us when we returned! The house looked great, Cooper was happy! Thanks for being such a wonderful friend to him and for really going above and beyond. It means the world to him and to our entire family! Thank you Samantha and I will always recommend you to everyone who needs care for their furry friends :)

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Steffanie D.

(23)
6 repeat clients
from $50.00
per night

Steffanie is a repeat sitter for us and she does a wonderful job! She is professional, friendly, flexible with adjusting the schedule and very attentive. In addition, the house is always spotless. She immediately alerted us when our female dog wasn’t acting herself and took extra special care of her until we got home. We are always happy to have Steffanie watch our pets and home.

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Jonathan W.

(38)
18 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!


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 473 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.