House Sitting in Winfall
Find a loving house sitter to watch over your pets and your home.

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Top rated Winfall house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“I'm so grateful to find Anna on Rover! She is very sweet and communicates really well which is very important to me when someone is with my babies! I highly recommend Anna if you need a pet sitter. She will really take the time to understand your pets needs.”


“I will definitely book Celeste again to take care of Sadie. I really like that Celeste is familiar with the temperament of Yorkies.Sadie was well taken care of and enjoyed her play time and snuggling up with Celeste. She seemed calm and peaceful when I came home and the place was clean and tidy. No accidents on the floor like a previous sitter had left.”


About: As a pet parent myself, I treat every pet like family not just a job. I know how important it is to have someone who genuinely cares. “I send consistent updates, pics, and videos so you always know your pet is safe, happy, and in good hands.I take time to learn your pet’s personality, quirks, and routines to give them care that feels like home.Whether it’s cuddles, playtime, or just being calm company, I adapt to your pet’s energy and needs not the other way around. I also help with my mom's pet transport business so Ive been around all breeds and know how to care for them. Pet care is naturally part of my everyday life ,I'm a pet parent myself, so my days already revolve around feeding, walking, playing, and giving lots of love. Adding other pets into my routine just feels like expanding the family In My Home When pets stay in my home, they’re treated like family. I make sure they have a cozy, stress-free space with plenty of playtime, walks, and cuddles. I stick to their usual routine,mealtimes, potty breaks, and sleep schedule to help them feel at ease. I also keep my home clean, pet-friendly, and safe, with lots of toys and comfy spots for relaxing. In Your Home (house sitting/drop-ins): When I’m in your pet’s home, I aim to keep things as close to their normal routine as possible. I follow feeding instructions, walking times, medication needs, and any quirks that make your pet feel secure. I also make sure your home stays clean and respected:mail brought in, lights managed, and your pet loved on every step of the way. I’m big on communication, so you’ll always get daily updates, photos, and any notes on how things are going. Whether your pet is playful or more low-key, I match their vibe and make sure they’re comfortable and cared for.

About: I’ve been taking care of pets for as long as I can remember. There was always a pet at home. My best friend in elementary school was my cat, but we had wonderful dogs as well - I grew up with greyhounds. I’ve had a Great Dane, and cared for a Malamute, so size is no issue. If your baby has fur, I already love it. (And if your baby is hairless for whatever reason, I still love it!) At this point in my life, my schedule is entirely my own to command, so I’m able to open it up. My routines are flexible and I can do what’s needed. I’m happy to maintain whatever routine your pet is used to. Walking, crating, however you and your pets live life, I can support and continue.

“Amber is wonderful. She house sat/ pup sat for us for 4 nights and did a wonderful job. Not only did our pups accept her as one of the family, but she took excellent care of our home as well going above and beyond our expectations. We appreciated the pictures of our pups and she was great at communicating with us while we were gone. We will definitely be asking Amber to watch our pups in the future.”


About: I have taken care of animals since I was 10,family friends and neighbors have trusted me and I love animals I treat them just like big babys!! I have a dog of my own and also 3 ducks who we love dearly ❤️ we have a large yard for our animals to run around in. I love all types of animals❤️ I am a very well trusted person. I am 25 and I am married. I also who have a daughter is who is almost 3 and she is very much an animal lover too. I am also in school to become a teacher! Since I am going to school and am a stay at home mom I am pretty much available anytime ! I can also house animals in my home. I will do whatever request the owner ask! I love all animals all sizes. I have a lot of experience with animals. Growing up my family and I fostered and rehoused dogs all the time so I am pretty knowledgeable about animals and their needs.

“Anna did an excellent job caring for our two golden doodles, on short notice no less. She came right over after I contacted her to meet the dogs. They treated her like an old friend almost immediately, which told us everything we needed to know. Throughout the week, Anna was punctual, thorough, and kind. She is an excellent communicator, and truly knows how to care for animals. We feel lucky to have found her and will definitely utilize her services again in the future.”


About: I don’t just care for your pets, I strive to make them see me as part of the family! Also love to clean, so you know you will return to your house with it being just as clean as you left it. Ample training with young pups as well as caring for older animals. I work a job where I make my own hours, so I can fit whatever requirements into my schedule. No need to worry about long stretches without your loved one being checked on! Multiple walks are given each day (depending on their needs), with the option to run with them if they are high-energy dogs. All for the cuddles and playing inside for those that need either or both instead!

“Naomi has done drop in visits and also house sitting for us several times and our fur babies always seem very happy and well taken care of. Can’t say enough nice things about her!”


About: I’ve taken care of a verity of pets and owned anything from fish, Reptiles, Rodents, Cats, and Dogs. I can also do additional tasks such as cleaning and plant care. I am versatile and can stay at the house or commute. I am also experienced at giving medications to animals as well. Feel free to ask me any questions regarding the sitting or my experience related to pet sitting. I can let sit anytime before/after classes. I’m am currently attending Liberty University and am taking classes throughout the week. Feel free to ask any questions related to the schedule. I make sure that the animals are comfortable, fed, and refreshed before resting. If I am eating at the place I’m house sitting I make sure the animals are fed before I eat (also makes it easier to avoid prying eyes watching me while I eat). Before I end the day I make sure everything is done and that the house is secure. Before the owners come back I make sure to clean and wash everything (if the owners don’t mind me doing this).

About: I’ve spent over 10 years caring for dogs, from energetic puppies to gentle seniors. I specialize in fun river walks, safe handling, and making every dog feel loved and secure. Pet care is a big part of my daily life. I’m available most weekdays and weekends for walks, drop-ins, and adventures to keep dogs happy and exercised. I always provide a safe and calm environment. I’m experienced with all dog sizes and can follow any routine to keep pets secure and comfortable.

“Christian dog sat for us in our home and was absolutely amazing!! The first day he was there we found out that my husbands mother passed away. It was an extremely difficult and emotional time for us and we knew we were going to have to extend our time away. Christian was so understanding and immediately put us at ease by extending his time with our Milo. He was very attentive to Milo and all his anxieties, walking him every day and keeping us updated on how he was doing. We came home to a spotless house, he had collected our mail and also took care of our garbage. Nothing is more important than knowing our pets are well taken care of while we're gone, Christian went above and beyond and we are very grateful.”


“James was AMAZING!!!! He took such great care of my dog and sent me pictures to let me know how she was doing. He also had to deal with my dog wetting the bed and was so gracious and understanding about it! I would highly recommend him!”


About: I’ve had a dog since I was 8 years old he is now 14, we got another dog when I was 20, but I have taken care of dogs since I can remember my parents often travel and I get put on dog duty, I have also had the pleasure of dog sitting many of dogs from our church, I’ve gone from going to the house twice a day to walk the dog to being at the house 24/7 while the family is away I have a lot of free time and would love to fill it with your pet I currently work part time at Boonsboro Country club, most days my shifts go from 4;30 to 10 but i am very flexible with the needs of the pet and or the owner In my apartment complex I have a fenced in dog area, I am also very comfortable with new settings, as well as walking and providing the best care for your pet
Loving house sitters in your neighborhood
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Anna O.

“I'm so grateful to find Anna on Rover! She is very sweet and communicates really well which is very important to me when someone is with my babies! I highly recommend Anna if you need a pet sitter. She will really take the time to understand your pets needs.”


Madison K.

“Madison is excellent she sent us daily photos and interacted with the pups all day. She came back and forth without missing a beat we will use her again for sure.”


Isa A.Star Sitter

“Fantastic job taking care of our dog and cat. Both for walks and overnights. Followed our instructions and pets look well cared for. Definitely recommend.”


Luke F.

“Luke was wonderful in caring for our two dogs. Very confident in dealing with large dogs. Dogs were very happy and would book with Luke again.”


Celeste B.

“I will definitely book Celeste again to take care of Sadie. I really like that Celeste is familiar with the temperament of Yorkies.Sadie was well taken care of and enjoyed her play time and snuggling up with Celeste. She seemed calm and peaceful when I came home and the place was clean and tidy. No accidents on the floor like a previous sitter had left.”


Aramis R.
“So much to say about this young man. My Jessi adored him and he treated her like a princess. I didn't even have to text for updates since he was sending them constantly. 1000% perfect recommend. The whole family does dog sitting and it's great to know my jessi is in good hands when she's with Aramis.”


Madeline H.
“Madeline LOVES MY PETS, and they love her! I never feel bad leaving my cats and dogs behind, because it’s a treat for them to spend time with them. I strongly recommend her service. You won’t regret hiring her, but please, don’t take all the availability! Leave some dates for me!”


Arabella & Dylan R.

“They were amazing to work with!”


Amber B.Star Sitter

“Amber is wonderful. She house sat/ pup sat for us for 4 nights and did a wonderful job. Not only did our pups accept her as one of the family, but she took excellent care of our home as well going above and beyond our expectations. We appreciated the pictures of our pups and she was great at communicating with us while we were gone. We will definitely be asking Amber to watch our pups in the future.”


Hannah B.
About: I have taken care of animals since I was 10,family friends and neighbors have trusted me and I love animals I treat them just like big babys!! I have a dog of my own and also 3 ducks who we love dearly ❤️ we have a large yard for our animals to run around in. I love all types of animals❤️ I am a very well trusted person. I am 25 and I am married. I also who have a daughter is who is almost 3 and she is very much an animal lover too. I am also in school to become a teacher! Since I am going to school and am a stay at home mom I am pretty much available anytime ! I can also house animals in my home. I will do whatever request the owner ask! I love all animals all sizes. I have a lot of experience with animals. Growing up my family and I fostered and rehoused dogs all the time so I am pretty knowledgeable about animals and their needs.


Anna D.

“Anna did an excellent job caring for our two golden doodles, on short notice no less. She came right over after I contacted her to meet the dogs. They treated her like an old friend almost immediately, which told us everything we needed to know. Throughout the week, Anna was punctual, thorough, and kind. She is an excellent communicator, and truly knows how to care for animals. We feel lucky to have found her and will definitely utilize her services again in the future.”


Cody G.
About: I don’t just care for your pets, I strive to make them see me as part of the family! Also love to clean, so you know you will return to your house with it being just as clean as you left it. Ample training with young pups as well as caring for older animals. I work a job where I make my own hours, so I can fit whatever requirements into my schedule. No need to worry about long stretches without your loved one being checked on! Multiple walks are given each day (depending on their needs), with the option to run with them if they are high-energy dogs. All for the cuddles and playing inside for those that need either or both instead!


Naomi K.


“Naomi has done drop in visits and also house sitting for us several times and our fur babies always seem very happy and well taken care of. Can’t say enough nice things about her!”


Charles T.

“Charles was great! Took great care of my dog and kept me updated with pictures daily. Will be booking with him again in the future!”


Jadyn D.

“Mollie always has a good time Jadyn. Jadyn is best sitter around! Her photos and follow up on how the stay is going really puts our minds as ease awhile away.”


John D.
“John is extremely knowledgeable and caring when it comes to pets of any kind. He is meticulous in every detail, super clean, and respectful. He is trustworthy and great at communicating with the pet owner. We have left him in charge of our home and pets for a week at a time on many occasions and have always been more than satisfied with his work ethic and great care for our home and pets.”


Mikayla Y.
About: I’ve spent over 10 years caring for dogs, from energetic puppies to gentle seniors. I specialize in fun river walks, safe handling, and making every dog feel loved and secure. Pet care is a big part of my daily life. I’m available most weekdays and weekends for walks, drop-ins, and adventures to keep dogs happy and exercised. I always provide a safe and calm environment. I’m experienced with all dog sizes and can follow any routine to keep pets secure and comfortable.


Christian W.

“Christian dog sat for us in our home and was absolutely amazing!! The first day he was there we found out that my husbands mother passed away. It was an extremely difficult and emotional time for us and we knew we were going to have to extend our time away. Christian was so understanding and immediately put us at ease by extending his time with our Milo. He was very attentive to Milo and all his anxieties, walking him every day and keeping us updated on how he was doing. We came home to a spotless house, he had collected our mail and also took care of our garbage. Nothing is more important than knowing our pets are well taken care of while we're gone, Christian went above and beyond and we are very grateful.”


James R.

“James was AMAZING!!!! He took such great care of my dog and sent me pictures to let me know how she was doing. He also had to deal with my dog wetting the bed and was so gracious and understanding about it! I would highly recommend him!”


Joshua S.
About: I’ve had a dog since I was 8 years old he is now 14, we got another dog when I was 20, but I have taken care of dogs since I can remember my parents often travel and I get put on dog duty, I have also had the pleasure of dog sitting many of dogs from our church, I’ve gone from going to the house twice a day to walk the dog to being at the house 24/7 while the family is away I have a lot of free time and would love to fill it with your pet I currently work part time at Boonsboro Country club, most days my shifts go from 4;30 to 10 but i am very flexible with the needs of the pet and or the owner In my apartment complex I have a fenced in dog area, I am also very comfortable with new settings, as well as walking and providing the best care for your pet
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 Winfall on Rover as of Aug 2025 was about $39 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 152 house sitters in Winfall. 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, 89% of Winfall house sitters respond in under an hour.
House sitters with repeat customers have an average of 2 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 Winfall.
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. Winfall 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.
