House Sitting in Winter Park
Find a loving dog sitter to watch your dog overnight in your home.
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1. Jadyn L.
“Jadyn did a great job with my little fur ball. She walked her multiple times and took many pictures. She was also flexible with her time when we ran into a traffic issue. Definitely will use her again.”
2. Brad B.
“Brad did an excellent job taking care of our dogs and our home!! He agreed to house and dog sit for three weeks, which is a lot to ask. He met us at the house ahead of booking and even did an additional phone call before the stay started, and I had faith he would do a great job. He sent us photos regularly and took our dogs on daily walks and many days took them to some local hiking spots which was so great. He kept the house exactly as we left it and clean on our return. His communication was great and the dogs were happy and content to see us. We will be using Brad again!!”
3. Keaton B.
“I'm so glad we found Keaton to watch our pups! He is kind, responsible, considerate and a great communicator. Plus our pups loved having him around. Our place was left in perfect condition. I would recommend him to anyone and we will definitely use him again in the future.”
4. Victoria B.
“Outstanding in every way! My pup takes a lot of meds and has to stick to a schedule. Victoria flawlessly executed the plan without any issues. She is also loving, kind and attentive with our boys who are somewhat high maintenance!!! A+++”
5. Madison C.
“Madison was so helpful. We had an emergency and she was very fast in her communication. She came to our home and watched our pack. She was very respectful of our home and left it in tip top shape along with keeping our babies very happy! We can’t wait to rebook with her the next time we need a sitter!”
6. Patricia K.
“Pat was wonderful with our puppy! Great communication with daily updates including pictures and video. She clearly loves dogs and takes her job caring for them very seriously -we appreciated her background in Search & Rescue dog training - she was extremely knowledgeable. We will definitely use her in the future!”
7. Leah B.
“Did a great job taking care of our doggies (one of whom is deaf) and our kitty on an overnight stay. Much recommended!!”
8. Whitney D.
“Whitney is a dog lover to her core! She has 4 dogs of her own and has always had a love for ALL dogs. She's cared for my 15-year-old black lab who has several health issues, as well as my 11-year-old schnauzer with diabetes. Whitney is reliable and capable of caring for even the most difficult pups! My dogs love her, and so does my family!”
9. Jordan V.
“Jordan is wonderful! He helped make our family ski vacation a big success! We rented a dog friendly home in Breckenridge and brought our five month old puppy, Josie. Jordan cared for Josie every day while we were skiing . He was always on time, was very flexible with our schedule, and communicated well throughout the week. And Josie fell in love with him! He took her for walks, sent us photos and updates, fed her as requested snd paid good attention to her. Jordan also gave us helpful hints about local family attractions. He really made it so easy to have Josie with us. We enthusiastically recommend him!”
10. Brittany C.
“Brittany was a great sitter for our pup Cora! We were visiting the area for a wedding and Brittany kept my mind at ease while we attended the event, knowing that Cora wasn’t alone for a long period of time. Brittany was easy to communicate with, kept us updated and arrived early! I highly recommend her to care for your pet :)”
11. AnnaLiese J.
“AnnaLiese was great!!! We have never left our dog with a stranger before. Our dog loved her and she spent the day hiking with him and relaxing at her house while we went to a concert. I would definitely recommend AnnaLiese.”
12. Elizabeth M.
“We are so happy with the care, attention and communication we got from Elizabeth! She was comfortable handling our 3, sometimes rowdy, pups and sent frequent pics and updates. We will definitely request her again! Top notch!!”
13. Jai R.
“Jai was a great pet and house sitter. He provided pictures and updates every day. I loved hearing about his and Ivy's day. I would recommend him and plan to use him in the future!”
14. Molly W.
“Molly did a good job with my high maintenance puppies! She was flexible and willing to meet up without a ton of notice. She sent pictures and updates throughout her stay which made me feel more comfortable about being away.”
15. Patti B.
“Patti was great! very responsive and professional. She sent me lots of pictures and videos during her stay. Left me house in great condition and my dogs seems well taken care of! I would recommend her to others and would use her again!”
16. Kayla C.
“Kayla was amazing! The dogs loved her and everything was as it should be upon return. Plus she sent the CUTEST pictures of them while I was out of town. AND was willing to come over and meet them prior to me leaving. We will def be rebooking.”
17. Kayla P.
“Kayla was responsive, professional and our home was clean and tidy after her stay. It's clear that she cares deeply about animals and we trusted her with our dog and cat. We would definitely book with Kayla again in the future!”
18. Katie B.
About: With 5 years of pet care experience, I'm qualified to give young puppies and older adults a good, loving home while their owners are gone. My Bernese Mountain Dog Fraser is an excellent companion to all dogs. :) I currently work remote with flexibility and have time to feed, walk, and care for dogs during the week and weekends. I can check in on dogs throughout the day at their homes or have them stay over at mine, either scenario works for me. I live in Granby Ranch with plenty of walking trails to keep your dogs exercised and happy. I also have my three year old Bernese mountain dog Fraser, who is an excellent companion to all dogs. :)
19. Kyra N.
About: I have been dog, cat, and housing sitting for over ten years now. People trust me with their loved ones and homes while they are away. I enjoy going on daily walks and I am also a runner. I would enjoy to take some furry friends on these walks with me. I am kind, trustworthy, and loving. I will make sure your house and furry friend is taken care of by following the appropriate guidelines and regulations you have put forth. I have a degree in communications from UW-Madison. I know how to effectively articulate my thoughts and feeling in a professional manner.
20. Codey S.
“Codey was awesome.!!! I got pictures and videos every day without having to ask for them. My house was cleaner when I got home than when I left and Codey even washed his sheets and towels. My mind was at ease with Codey taking care of my puppy, Cody.”
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House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winter Park on Rover as of Jul 2024 was about $65 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2024, there are 112 house sitters in Winter Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 90% of Winter Park house sitters respond in under an hour.
House sitters in Winter Park have an average of 15 years of experience. House sitters with repeat customers have an average of 8 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winter Park.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winter Park house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
