House Sitting in Winfield Hill
Find a loving dog sitter to watch your dog overnight in your home.

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Top rated Winfield Hill house sitters

“Madeline was great with our two dogs. She came for two meetings prior to watching them and asked great questions, took notes and was very attentive. We are very appreciative and the boys were happy!”


“Kailyn loved on my dog just as I would have. She asked questions about his care, which was appreciated. Kailyn also left my house clean which was nice to come home to after vacation.”


“Mallory took great care of my apartment, fish, and cat. Percy is slow to warm up to new people, but she treated him to his favorite hobby of balcony time and I knew he was in wonderful hands! Would definitely book again!!”


“Meaghan was great! Our dogs absolutely loved her and had a great time during our absence. She was timely, communicative, and had no issues with our anxious pups and their many needs. We can’t recommend her enough and will absolutely rebook with her!”


“Baylee is AMAZING! From start to finish and all the in between's, she is far more than i could have asked for. I have never boarded my babies and thought I'd give this Rover thing a try for in home sitting, so they could be comfortable in their own environment. I was at ease the entire trip away, she kept in contact and even sent us photos and little messages about our babies. I never worried once about having someone I didn't know in my home, that's how comfortable she made me feel and I hope she felt the same. My babies needed to be fed a special diet and meds daily and she was on top of everything. She even took the sheets off the bed, washed them and re-made the bed before leaving! I didn't ask her to do that, but it doesn't surprise me that she did. She has spoiled us, so if ever go anywhere else, there's nobody other than Baylee that I would ever call. BOOK her! You will not be sorry, she is precious! P.S. I think they miss her, because they've been pouting since we returned!”


“Caitlin is terrific! The pups loved her and, despite them being a husky handful, she managed beautifully. It allowed us to have a stress-free vacation knowing our house and especially our babies were well cared for with love and attention. Thanks Caitlin!”


“Finding someone to care for our pets and home was genuinely was biggest concern prior to traveling. Gwen was a wonderful sitter and completely took my worries aways. Her attention to detail and flexibility calmed my demanding pets while we were away. I highly recommend Gwen to anyone looking for someone reliable that will ensure your fur babies are cared for, loved and safe. Thank you Gwen!”


About: I have taken care of multiple animals. I have experience in providing medication as well as dog walking. I’m excited to have the opportunity to love on your fur baby while you are away. I currently work Tuesday through Friday. I’m available for lunch time walks and evening care on these days. I am mostly available Saturday, Sunday and Monday. I live on 10 acres and have space for your fur babies to run around. I currently have 1 small dog and two cats that get along well with other animals. I have the ability to crate your babies as well. If I am in your home, I strive to make your fur baby feel comfortable and safe.

About: I have had animals all of my life. I have been personally responsible for the care of my pets since I was seven years old. I was always raised to treat my pets like family, and I do the same with all animals I interact with. I regularly pet sit for my friends and family, and have been doing so since I was a teenager. I have experience with cats, dogs, lizards, snakes, birds, frogs, and most rodents. I am a stay at home wife and mother, so I have a lot of free time in my day. My children are young, so I cannot have animals in my home that don’t get along well with children. I have three friendly, well trained dogs to get along with each other greatly. They’ve gotten along with any other dogs that have been under my care. They are also great with my small children. My dogs get fed twice a day, they get walked on demand, and they are allowed to sleep where they please. When they were puppies, they did sleep in a crate in my room. But as they were trained, they were allowed to use the crate as they please. My dogs are very spoiled, they get plenty of treats, they have lots of toys, they have their own beds, and their own blankets.

“Hannah is kind, laid-back, and clearly shows she cares about making your dogs comfortable and happy while staying with them. I highly recommend her and will be asking her to come back to watch our dogs.”


“Shannon was absolutely amazing with my baby over the past few days. She was super communicative the entire time I was away, and FaceTimed me many times so that I could check in to see what my pup was up to! I don’t think he even realized I was away because he was having so much fun with Shannon the entire time. I will definitely request Shannon the time I have to leave town for any length of time. I cannot thank her enough!”


“Mariah did an amazing job taking care of my cat while I was away! She communicated clearly, sent regular updates, and really understood how to approach my shy cat. Highly recommend her to anyone looking for a reliable and caring sitter!”


“Tanée was amazing! I’d highly recommend her to anyone looking for a more than reasonably priced house/pup sitter. Not only did she look after my fur baby with the love and care she’d give her own animals, she also looked after my home and even did some cleaning! I’m so impressed with her work ethic and the amount of effort and energy she put into keeping me updated on my puppy’s wellbeing. She really was such a blessing to find! I’m definitely booking again with her. She clearly loves doing what she does. Thank you Tanée!!”


“Ridge did an amazing job, and was great communicator! He took care of my two boys while we were out of town and we felt super comfortable knowing he was there! Would definitely rebook with him and 10/10 would recommend”


About: With a lifelong passion for animals, I bring years of hands-on experience to pet sitting, starting from my teenage years working alongside my sisters in grooming and boarding facilities. I have cared for dogs of all sizes and a wide range of breeds, as well as cats. As a pet owner myself—a Great Pyrenees mix and two cats—I understand the importance of reliable, compassionate care. I currently work full time with a flexible schedule, including remote work for most of the week and full availability on weekends. Whether you need care for a dog or a cat, you can trust that your pet will be in attentive, loving hands. I currently work full time but, my job allows for me to set my own schedule and offers me the ability to work from home. Other than that, I have free weekends! I provide attentive, reliable in-home care for both dogs and cats, allowing your pets to remain comfortable and relaxed in their own environment while you’re away. With experience caring for animals of all sizes, breeds, and temperaments—including those with special dietary needs—I tailor my visits to meet the unique routines of each pet. Whether it’s daily walks, playtime, feeding, medication, or litter box maintenance, I treat every pet with the same care and attention I give my own.
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Madeline W.

“Madeline was great with our two dogs. She came for two meetings prior to watching them and asked great questions, took notes and was very attentive. We are very appreciative and the boys were happy!”


Yu Bing J.

“Did an outstanding job! The pets are well loved in your atmosphere”


Kailyn R.

“Kailyn loved on my dog just as I would have. She asked questions about his care, which was appreciated. Kailyn also left my house clean which was nice to come home to after vacation.”




Megan M.Star Sitter

“Toby seemed very comfortable with Megan! Megan have me updates to let me know how Toby was doing! I am very thankful for her knowledge and comfort for Toby.”


Lucas D.

“Lucas was exceptional in taking care of my dog from beginning to end. He truly loves dogs and it shows in his approach. I highly recommend him!”


Mallory J.

“Mallory took great care of my apartment, fish, and cat. Percy is slow to warm up to new people, but she treated him to his favorite hobby of balcony time and I knew he was in wonderful hands! Would definitely book again!!”


Meaghan R.Star Sitter

“Meaghan was great! Our dogs absolutely loved her and had a great time during our absence. She was timely, communicative, and had no issues with our anxious pups and their many needs. We can’t recommend her enough and will absolutely rebook with her!”


Baylee P.

“Baylee is AMAZING! From start to finish and all the in between's, she is far more than i could have asked for. I have never boarded my babies and thought I'd give this Rover thing a try for in home sitting, so they could be comfortable in their own environment. I was at ease the entire trip away, she kept in contact and even sent us photos and little messages about our babies. I never worried once about having someone I didn't know in my home, that's how comfortable she made me feel and I hope she felt the same. My babies needed to be fed a special diet and meds daily and she was on top of everything. She even took the sheets off the bed, washed them and re-made the bed before leaving! I didn't ask her to do that, but it doesn't surprise me that she did. She has spoiled us, so if ever go anywhere else, there's nobody other than Baylee that I would ever call. BOOK her! You will not be sorry, she is precious! P.S. I think they miss her, because they've been pouting since we returned!”


Caitlin H.

“Caitlin is terrific! The pups loved her and, despite them being a husky handful, she managed beautifully. It allowed us to have a stress-free vacation knowing our house and especially our babies were well cared for with love and attention. Thanks Caitlin!”


Allison D.Star Sitter

“Allison was great! So attentive and gave great updates with pictures! She let me know what was going on with both of my boys and I highly recommend her.”


Gwen S.Star Sitter

“Finding someone to care for our pets and home was genuinely was biggest concern prior to traveling. Gwen was a wonderful sitter and completely took my worries aways. Her attention to detail and flexibility calmed my demanding pets while we were away. I highly recommend Gwen to anyone looking for someone reliable that will ensure your fur babies are cared for, loved and safe. Thank you Gwen!”


Hannah B.
“Hannah has always taken such great care of our animals while our family is away. She sends pictures and updates and make our babies feel welcomed. She goes above and beyond the care that was asked of her. Our big fur babies love long walks with her too.”


Mary M.
“Mary is an amazing person inside and out! She is very kind and patient and caring for those she loves and she LOVES animals! She has watched my animals for me quite a few times and she always gives them tons of love and attention along with their basic needs of course. My animals get super excited even when they hear her voice from the other room! I would definitely recommend her to anyone in need!”


Hannah D.

“Hannah is kind, laid-back, and clearly shows she cares about making your dogs comfortable and happy while staying with them. I highly recommend her and will be asking her to come back to watch our dogs.”


Shannon R.

“Shannon was absolutely amazing with my baby over the past few days. She was super communicative the entire time I was away, and FaceTimed me many times so that I could check in to see what my pup was up to! I don’t think he even realized I was away because he was having so much fun with Shannon the entire time. I will definitely request Shannon the time I have to leave town for any length of time. I cannot thank her enough!”


Myriah K.

“Mariah did an amazing job taking care of my cat while I was away! She communicated clearly, sent regular updates, and really understood how to approach my shy cat. Highly recommend her to anyone looking for a reliable and caring sitter!”


Wren A.

“Wren was wonderful. Wren took great care of our three fur babies. We didn't have to worry while we were away. We will be using Wren again in the future.”


Tanée B.

“Tanée was amazing! I’d highly recommend her to anyone looking for a more than reasonably priced house/pup sitter. Not only did she look after my fur baby with the love and care she’d give her own animals, she also looked after my home and even did some cleaning! I’m so impressed with her work ethic and the amount of effort and energy she put into keeping me updated on my puppy’s wellbeing. She really was such a blessing to find! I’m definitely booking again with her. She clearly loves doing what she does. Thank you Tanée!!”


Ridge M.

“Ridge did an amazing job, and was great communicator! He took care of my two boys while we were out of town and we felt super comfortable knowing he was there! Would definitely rebook with him and 10/10 would recommend”


Frances K.
“Frances has a very caring heart when it comes to animals. She give them the time and space they need to acclimated to a new person and new areas. She uses alot of positive reinforcement and treats them like her own. Frances has 10+ years of experience with animals and im confident she will do amazing with this company.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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 Winfield Hill on Rover as of Aug 2025 was about $40 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 Aug 2025, there are 145 house sitters in Winfield Hill. 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, 91% of Winfield Hill house sitters respond in under an hour.
House sitters in Winfield Hill have an average of 13 years of experience. House sitters with repeat customers have an average of 4 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 Winfield Hill.
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. Winfield Hill 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.
