House Sitting in Winter Park
Find a loving dog sitter to watch your dog overnight in your home.
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Katy H.

“Katy got along great with our 10 year old chihuahua mix rescue, Lucy Our dog gets separation anxiety so we decided to find a sitter to stay at our house. Lucy was happy and so were we thanks to Katy”


Paula T.
“Paula is a very caring and loving person who I can trust very much taking care of my pet, she is the sweetest and you can tell she is an animal lover.”


Nathan Y.

“We were so happy we found Nathan! He stayed with our nervous little pup and she did so well with him! We loved getting pictures of her while we were away. We look forward to having Nathan stay with our pup again very soon!”


Ryan E.
“Ryan lived with us for 2 years and during that time not only did he become a great addition to the family but he became Buku’s (Rhodesian Ridgeback) best friend between all the hikes and time they spent together. He even surprised us with teaching him new tricks. He is very trustworthy and there is no question in my mind that he loves dogs, what else can you ask for?”


Noah S.
“Noah took amazing care of my dog! He was walked daily and followed Care instructions to a T. He responded quickly and sent phot updates of my dog. Felt very comfortable leaving my dog with him and allowed me to relax on my vacation knowing he had everything handled. I will definitely use him again in the future.”


Codey S.
“Codey was amazing! My dogs loved him and he sent me pictures and comments all week long. He left my house clean and did everything I asked. Will be using him again soon!!”


Emma B.
“Emma is awesome! She's done a great job with our dog and cat. She's attentive and affectionate and makes sure they're fed, walked, and played with. They were both well cared for and really bonded with her. She's also very reliable and communicative with the people as well as the animals! We'd totally recommend her for pet-sitting and/or house-sitting, and look forward to next time our critters get to spend time with her.”


Taylor A.

“Taylor was very friendly and easy to work with. She sent great updates and my dogs really liked her. I would definitely book with her for in home pet sitting again!”




Ken S.

“Ken was amazing with my senior dog - even took him to work with him! Kept me up to date when I was out of the country for 10+ days and left my house in better shape than I left it. Would trust Ken again and highly recommend!!”


Blake M.
About: I’ve taken care of kids and animals my whole life because I love providing love and care to all living things! I enjoy taking pets on walks, engaging them with their toys, and of course giving them some good pats and scratches :) I am currently transitioning out of education and into a remote career (job still very much pending, haha). I am trying to provide pet-care and childcare in the meantime, so many my days are completely open to meet your schedules needs! Any pet in my care will be getting the VIP treatment where attention, playtime, and affection are concerned. Coming from my time managing classes of over 35 middle schoolers and their art supplies, I am a very flexible, detail oriented person, who follows instructions closely which would translate well into specific care needs for any pet. You tell me what your pet needs and I will make it happen at a high quality!


Harley J.
About: I work from home so am able to take out a dog many times a day. If your dog likes to walk they can join me and my golden retriever (3 yrs old) on our twice daily walk around Wash Park. I have a fenced in yard and am used to having dogs around (I grew up with labs and currently my family has a Newfoundland that occasionally visits). My dog is very sweet and plays well with all dogs. I've pet sit for over 5 years and have been a nanny for families with dogs. No kids and my house is non-smoking. I love visiting dog friendly restaurants and would take your pups with me if you're comfortable with that! Let me know any questions. I work from home and am able to walk the dogs before work, at lunch, and after! Plus let them out to play during the day. I have a fenced in yard and a friendly pup to tire out any visitors! I also have an extra crate if needed to ensure they have nap time :)


Tiffany S.
“Tiffany has cared for our cat several times while we were away for a few months. She was great and treated him like he was her own. He needed daily medication and she was great providing that extra layer of care as well. Highly recommend Tiff to care for your pet. She’s awesome!”


Jeremy K.
“I am thrilled to share my recommendation for Jeremy as a responsible and loving dog caregiver. As an owner of a energetic husky named Chubs I have had the pleasure of witnessing Jeremy's exceptional care, compassion, and dedication towards my dog. I’ve witnessed Jeremy go above and beyond to provide a comfortable and stimulating environment for every dog in his care. His attention to detail ensures that dogs under his care receive the proper exercise, nutrition, and medical attention they require, leaving their owners with peace of mind. For several years Jeremy has always been my first choice when finding someone to watch Chubs. In addition to being an exemplary caregiver, Jeremy is also an excellent communicator. He understands the importance of regular updates and maintains open lines of communication whenever he’s watching my dog. Jeremy provides detailed feedback, photos, and videos. This is something I greatly appreciate when I’m away from my Chubs. I wholeheartedly recommend Jeremy as a responsible and loving caregiver. With Jeremy, you can rest assured that your beloved dog will receive the utmost care, affection, and happiness they deserve. He is truly a dog's best friend!”


Shayla S.
About: I have had dogs for most of my life and I have been a trusted dog/cat sitter for many families in the community. I currently have 2 dogs at home. One med breed and one giant breed that has had medical issues in the past so have have experience having a dog with a special diet, medications, and daily physical therapy. I work as a Dispatcher so I am on a 3 days on 4 days off then 4 days on 3 days off schedule. If the dog is well behaved I have been able to bring them into work with me on occasion. I also have 2 friendly dogs of my own that are happy to have dogs friends come over and stay! My Boyfriend is happy to stay home with my pups so I can come house sit for others. I have a dog friendly Subaru forester and have had experience with having to lift dogs in and out of vehicles or having to use a ramp. My home is very dog friendly as I have 2. You have to go through the yard to enter the home so I often keep the front door open so they can relax in the large fenced in yard. The fence is approx 4ft tall and does not have gaps. There is plenty of room for kennels if needed. There are no stairs in my home. I have house sat for many people and took care of dogs, cats, and small animals.


Darby H.
About: I have had dogs all my life and have taken care of all animals large to tiny since I was young (i.e. horses, dogs, cats, Guinea pigs, etc…). I’m an animal lover and find joy in being active while having a companion by my side! I usually work during the day (Wednesday-Sunday). For dogs, I go on walks minimum twice a day, morning and evening. Then on my days off I love to take the pups on longer walks on trails or to go play in the park (owner permitting, of course). In my client’s homes I am accustomed to helping water plants as needed and keeping their furry friend on a schedule. I love to spend the evenings playing and/or cuddling with the pups and helping them to feel as comfortable as possible.


Rachael O.

“We just got back from a weekend away and I gotta say, Lauren was amazing! She was wonderfully accommodating to our reactive dog, showcasing not only her experience, but also her genuine kindness towards animals. Lauren sent us photos and updates all weekend - it was so reassuring to see our dog happy and relaxed. You can tell she really gets dogs and they just naturally trust her. Thanks a million, Lauren!”


Anna S.
“Anna walks my 2 pups every week. She does an amazing job picking them up on time & sending photo updates. She communicates frequently with me & seems very organized. I would definitely recommend her to others!”


Lauren N.
“I have a 12 year old lab with health issues, and I trust Lauren to take wonderful care of her. Lauren loves dogs unconditionally (and they love her back).”




Mitchell D.
“I've left my dog with Mitchell countless times over the past 6 years and I've always come home to find my pup was having too much fun ;) Mitchell is a great dog walker with a nose for what your furry friend wants to do. In fact, my dog just asked me today "when am I going back to Uncle Mitchell's?" Thumbs up to this dog lover.”


Sasha M.
About: I've taken care of friends, families and neighbors dogs since I was a kid. Everyone in my family besides me is allergic to dog and cat hair, so I could never have a pet of my own growing up. I looked for ways to involve animals in my life through pet sitting. I have recently completed both dog and cat trainings at an animal shelter back home before moving to Colorado. I have such a deep appreciation for animals and would love to help you with yours! I am also fully COVID vaccinated. I'm currently working 9am-5pm, and live within 10 minutes to my house so I have the ability to stop back home when needed. I am home every night and usually go to bed around 11pm. I have a good-sized backyard and live in a friendly neighborhood with sidewalks on every street for safe walks. I have two roommates and although we don’t have any pets of our own right now, we are all animal-lovers and open to pets in our house.
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Winter Park House Sitting ratings
House sitters in Winter Park are rated on average 5 out of 5 stars based on 32 reviews.