House Sitting in Winter Park

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

769 results for House Sitting in Winter Park, FL

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Kenya C.

(151)
30 repeat clients
from $40.00
per night

Kenya continues to break down the walls of our sometime aloof and stubborn senior Shiba Inu. It’s been such a pleasure to see him take to her more and more with each stay. Kenya really works hard to connect with him. …and it’s paying off.

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Lexus & Tiffany A.

(30)
9 repeat clients
from $42.00
per night

Lexus was amazing to our two big pups! They can be a handful but she had no issues and was with them the entire time! Highly recommend Lexus to anyone in the UCF area!!!!

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Hailey P.

(383)
102 repeat clients
from $38.00
per night

Haley is so efficient, sweet, and reliable! My flight got canceled due to a hurricane, and she was able to help and maneuver with watching my dog as I was trying to find my way back home! My dog isn’t naturally outgoing, but with Hailey, my dog looks and appears very happy/comfortable! You won’t go wrong with booking her!

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Rob & Wynn K.

(52)
10 repeat clients
from $55.00
per night

We love Wynn and Rob and so do our pets! It’s so wonderful to have people you can count on to love on your pets and your home while you’re traveling. We are so grateful for Wynn and Rob. They genuinely care about our pets and our kitties and boxer love them too. They are great with big dogs and take our dog on daily walks. They are very conscientious about caring for our pets and our home. Everything is spotless when we return and our pets are happy and healthy too! Wynn and Rob also help us with package deliveries and they are overall super helpful. We will continue to book them

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Christina M.

(7)
2 repeat clients
from $70.00
per night

Christina is a gem. I feel so comfortable leaving Baldur with such a lovely, caring , capable person.

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Peter B.

(43)
15 repeat clients
from $26.00
per night

Peter did a wonderful job! This was my first time hiring a house sitter to watch my animals so I was nervous to leave them with someone I don’t know. Peter came for the meet and greet and had a wonderful energy about him. The animals all went up to him and instantly appeared comfortable around him. He was extremely communicative the entire time by sending updates and pictures. I would 100% recommend him to anyone!

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Michael D.

(39)
16 repeat clients
from $60.00
per night

This is the third time that Michael has watched our dogs, and he is always very responsive and takes great care of our dogs and our home. This time in particular, Michael was extremely understanding as our travel plans changed last minute due to canceled flights, and his flexibility saved our weekend.

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Kiri R.

(60)
23 repeat clients
from $55.00
per night

Kiri was great again house sitting for our dog Axel! She was on time and sent plenty of updates. We will definitely use her again in the future. Thanks Kiri!

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Marina S.

(59)
20 repeat clients
from $30.00
per night

We have a high anxiety dog who lived over a year in a shelter and so he had to stay at our home during some recent travel. Marina was so nice and patient (especially considering his anxiety takes the form of barking at new people for a while until he settles). She took the time to come and meet him ahead of her stay and she was very communicative while she was here. Thank you so much for taking care of our babies and our house!!

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Heather C.

(71)
17 repeat clients
from $63.00
per night

Happy Fur babies! Heather was fabulous..She is very dependable and dedicated...She communicated with video and phone and most of all when i came home my animals were content....highly recommend her..Thank you Heather

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Glacie D.

(44)
13 repeat clients
from $50.00
per night

Glacie is so great! She sent photos often, is very responsive, and when we were getting in late at night on her last day she came back by and made sure Duke was fed, had his night time meds and let out to potty. Very appreciative of her for taking care of my boy!

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Destiny P.

(21)
6 repeat clients
from $63.00
per night

Destiny is our go-to sitter for our 12yo chocolate lab! She takes great care of him and is the most respectful houseguest we've ever had. Dependable and great communication, 11/10 recommend!

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Danielle M.

(13)
6 repeat clients
from $63.00
per night

Danielle was incredible with our pup Stella while my husband and I were out of town for the weekend! She provided detailed updates, lots of photos, and really made us feel at ease about how our pup was doing while we were away. I’d recommend Danielle to anyone looking for a sitter, we will definitely be asking her to sit for us again!

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Hannah L.

(36)
14 repeat clients
from $45.00
per night

Hannah was great! Highly recommend! Our dog sitter had to cancel last minute; my wife and I contacted Hannah and she made herself available the same day to come to meet our dogs so they could get comfortable with her before she stayed to house sit with them. Our dogs loved her and felt comfortable with her immediately, for any dog-person that is the is the ultimate test! She stayed in contact while we were away and sent pictures so we didn’t miss our pups too much. The house was clean when we arrived home and the dogs were happy! We will definitely be calling Hannah to babysit our dogs in the future! Thanks so much Hannah!

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Richard D.

(30)
9 repeat clients
from $60.00
per night

Second time Richard has sat for my dogs. First time was an older, sick dog and this time with a 6 month old puppy. Dogs were quickly at ease with Richard and presented different challenges. Richard excelled both time

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Oriana R.

(37)
15 repeat clients
from $60.00
per night

I recently had the pleasure of entrusting my beloved corgi, Lucy, to Oriana, and I cannot express enough how grateful I am for her exceptional care. From the moment I met Oriana, her warmth and genuine love for animals were evident. She took the time to understand Lucy's personality, preferences, and quirks, ensuring that my little furball felt comfortable and loved while I was away. Oriana maintained a consistent routine that kept Lucy happy and engaged. She sent me regular updates and adorable photos, which truly put my mind at ease. I loved seeing Lucy's wagging tail and playful antics, knowing she was in such capable hands. Oriana also took the initiative to take Lucy on daily walks and play fetch. Her attention to detail was remarkable—she not only followed Lucy's feeding schedule perfectly but also made sure she had plenty of playtime and cuddles. Oriana's patient and caring nature made a significant difference in Lucy's experience, and I could tell that my corgi was genuinely happy during her stay. When I returned, Lucy was not only healthy and well-groomed but also seemed to have formed a special bond with Oriana. It's clear that she went above and beyond to provide a nurturing environment. I wholeheartedly recommend Oriana for any pet care needs; her passion and dedication are unmatched. Thank you, Oriana, for taking such wonderful care of Lucy! You truly are a gem!

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Ashlee B.

(95)
19 repeat clients
from $70.00
per night

Ashlee always takes such great care of our babies. She has been able to accommodate two trips with limited notice which has been great for us when the opportunity for last minute travel plans arise. We'll definitely book her again in the future. 😊

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Colleen C.

(20)
6 repeat clients
from $42.00
per night

Colleen is the sweetest. She was very communicative and sent daily pictures of Daphne. She also left my apartment even neater than when I originally left which I think is just so thoughtful and totally not necessary. Thank you colleeen!

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Alicia K.

(29)
8 repeat clients
from $86.00
per night

So happy Alicia was available for the holiday long weekend! I was able to relax knowing she was taking care of the house and Monty. Came home to a happy dog and clean home! Great communication too!

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Lisa E.

(4)
1 repeat clients
from $36.00
per night

Find House Sitting in Winter Park

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Are you looking for house sitting in Winter Park to take care of your beloved pet? You are in the right place! We currently have 769 experienced, loving and background-checked house sitters in Winter Park. 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.