House Sitting in Winfall
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Top rated Winfall house sitters

“Christianna was so great with my babies. We have a usual dog sitter but he was unavailable due to a family issue and I was so nervous to try someone new but knowing she has animals of her own and has been doing this for so long, really helped ease my anxiety. She came to do a meet and greet and right away they loved her. She sent pictures and updates the whole time we were gone and they looked so relaxed with her!”


“Brittany was fabulous and even my Lab who is afraid of everyone accepted Brittany pretty quickly. She was great with pictures and updates!! Highly recommend!”



“Angie house sit for my 14 week old puppy while I was at the conference for 4 days. I was very impressed by how much she was attentive to my puppy, letting me know how he was doing on a regular basis, and even training him a few commands. I came home, finding much better-behaving dog, and her notes about what she observed about my dog and suggestions. My puppy and I definitely look forward to seeing her again!”


“Andrea is absolutely amazing! We have a fairly big farm with lots of different animals. She took great care of everyone and made sure they had everything they needed and more. We’ve already booked her for our next two trips away from the farm. Thank you, Andrea!”


“I could not be happier with Lauren as a pet sitter. She is an exceptional person and communicated consistently while I was gone and I really appreciated all the photos of “my babies”! I would highly recommend her and I’m disappointed that I will be moving away from the area and will not be able to continue to use her services long term.”


About: == FULL TIME DOGGIE DAYCARE AND BOARDING! == Thank you for stopping by! Please read on to learn more about how we got started in the pet care business. == ABOUT US == We are a military family full of dog lovers (who isn't) and have been since we were children. This journey started after volunteering for a few months at a local humane society and wanting to spend more of our time with dogs. Since starting our Rover journey, we have been trusted with the privilege of caring for many of our friends' and family's dogs. With us, you can be sure that your dog will be in the hands of someone who enjoys dogs and their loving nature! == MEET AND GREETS == We personally do not require meet and greets but are more than willing to accomodate your request to have one, as we understand and value a mutually harmonious fit between all parties. Meet and greets will take place in the front yard and be limited to 10-15 minutes. Also, please know that we do not give tours due to liability reasons, however there are pictures on our profile to reference if needed. Our home is spacious, safe, secure and clean! PLEASE NOTE THE FOLLOWING: Daycare rates cover up to 12 hours ( pricing can be adjusted for half days etc) Boarding rates covers 24 hours *If a daycare stay exceeds 12 hours, additional rates will be automatically applied. **If a boarding stay exceeds 24 hours by more than 2 hours, additional rates will be automatically applied. ***A convenience fee of $10 will be applied to any drop off or pick up prior to 7am. Please note that any photos and updates will be sent between the hours of 9am -9pm. If you have any further questions that were not answered here, please feel free to reach out to us. Thanks for reading and we hope to meet you and your best friend! == SCHEDULE == Our family is are full time dog sitters (spouse, mother in-law) and Eric still works his full time job in the military typically 8am-2pm. We are committed to have a dog loving and caring life while balancing our "weekends". We are typically able to accommodate changes in your schedule/needs to adjust pick up and drop off times. Please let us know as soon as possible about any adjustments needed. == DURING YOUR PUPS STAY == Upon a dog's first arrival, we strictly monitor their interactions with any other dog to be aware of any dynamics we need to be concerned about. We do not hesitate to separate dogs into different play areas if anything seems off. Our property is fully fenced on all sides, and we have gates to keep even the best escape artist pups safe. Dogs have full access to our entire downstairs which open up to a well-maintained fenced in yard. == FEEDING == During feeding time, your dog will fed in their crate or a play pen area to prevent food aggression and upset stomachs caused by consuming foreign dog food of other pups. == SLEEPING == Crate-trained dogs will sleep in crates (please specify if your dog is used to a certain size, as we have a wide variety of sizes available. Dogs who are not crate trained will sleep in a pen. Special accommodations can be made for dogs who are not able to do either of those. == WALKS == While it is our goal to make sure each dog get proper exercise and socialization, we do not provide walks during boarding due to liability and risk factors involved with walks (dogs escaping from harness, eating something off the side walk, coming into contact with an unfriendly dog, etc). We do, however give them plenty of outdoor time with the other dogs or solo to socialize and play, which we find is ample exercise for the pups that stay with us. REQUESTED INFORMATION ABOUT YOUR PET Prior to dropping off, please fill out your dog's bio as much as possible. == THINGS WE WOULD LIKE TO KNOW ABOUT YOUR DOG == -Is your pup sick and/or contagious? -Quirks or habits that would be helpful to know (humping, chewing on paws, separation anxiety, excessive barking, etc). -Current or past illnesses, injuries, or traumatic history/triggers. -If they are taking any medication or require any special care instructions. -Is your pup up to date on vaccinations and flea & tick medication. We understand vaccines are not bulletproof and that some illnesses may have an extended incubation period but we highly recommend the vaccines to create the safest experience. *Please know that we are unable to care for sick/contagious dogs. If your pup shows any signs of disease or illness, please let us know beforehand so we can make sure you receive a proper refund. If we discover that your pup is exhibiting obvious symptoms of disease with the first 12 hours with us, your dog will need to be picked up and no refund will be issued. I work 2-3 days a week. Spouse is a stay at home mother. One of us is always at home and available to give your fur baby all of the attention that they need! Trustworthy military member (20 yrs of active-duty service). We can provide care in our home or come to you. I also work as a full-time volunteer for Chesapeake Humane Society helping with dog care team and enrichment.

“If I could give Vanessa more stars I would! The house was in great shape. She straightened and vacuumed the house. Piper and Dilly seemed very well cared for. We trust our girls instincts and they both warmed right up to Vanessa when they met her. I would highly recommend her!”


About: I have always been surrounded by animals from a young age. I now live in a home with 6 dogs! I have been in the veterinary industry for 2 years, with the hope of it becoming a career. I currently work a full-time at a veterinary hospital. My job is an 8-5 but if your babies are not used to that schedule then I am willing to accommodate to them! In my client's, I prioritize pets' well-being by ensuring they receive proper nutrition, regular exercise, grooming, and veterinary care. I provide companionship and mental stimulation through play and interaction, maintaining a safe, comfortable environment. I also follow specific care routines, respecting each pet's unique needs.

About: Putting pets and their people at ease with reliable, conscientious care. I have over 10 years of hands-on pet care experience, caring for a variety of animals including cats, dogs, rabbits, birds, and even otters. Since 2014, I’ve consistently provided daily care that includes feeding, walking, grooming, training, administering medications, and maintaining clean living environments. I currently own a Belgian Malinois and two Persian cats, which has given me extensive experience with high-energy and high-maintenance breeds. My background includes not only routine care, but also behavioral training and attention to the unique needs of each species, demonstrating both responsibility and a strong passion for animal welfare. I’m a military spouse, at the moment I’m going to be available any time of the day and night. Text and calls are available all week 24/7. Also I’m I full time mom, I have a 3 year old boy, he is always with me, that’s why I choose this job so I can have the opportunity to work choosing my own schedule. He is a sweet boy. I don’t have a fence at my home, but I always take my dog on a leash outdoors for a potty break and also to have a time for a walk.

“Trez’Sheer did an excellent job watching my dog. Moose is complicated; he is a senior dog with many special needs. He is a fully blind, partially deaf dog with anxiety. He also takes nighty medication. Trez’Sheer handled all his needs well. She communicated with me daily and quickly whenever I reached out to check in. She stayed in my home, kept my house tidy, and treated my home and dog respectfully. I’d use Trez’Sheer’s pet sitting services in the future if she is willing to put up with Moose again. I was anxious about leaving Moose for eight days, but he was in good hands with Trez’Sheer.”


“Lacy did a great job with all three of our dogs. She was on time and took care of all their needs. Very happy. Thanks again.”


About: I've had dogs in my care for the past 20 years, from puppies to seniors. I have cared for them all. There is just something about being around dogs that brings me joy. I work from home full time, so taking care of your fur baby is easy for me. I also have my own pup so I'm sure they would get enough play time in. I have a fenced in yard and one very active 3 years old (spayed) female fur baby that is a ball of energy. Note, dogs must be dog friendly to come chill with us. My dog Willow is very submissive and loves other dogs.


About: I grew up with lots of animals and have plenty of experience. I have experience with senior animals. I have some experience in dog training as I trained my Labrador Retriever as a puppy in doggie obedience school. My Lab is now currently a senior doggie. We breed and raise pedigreed Mini Rex, and pedigreed Netherland Dwarf bunnies for showing and pets. My husband also has experience working with a vet some years ago, as well as experience in dog breeding. I homeschool a preteen and teenager. I'll be able to look after your pet so he or she will not have to stay crated all alone at home. Can provide frequent potty breaks for your pets. Our dogs stay on heartworm, flea, and tick prevention. We do have some caged pets but they will be in a separate part of the house during boarding 🙂

“Tyler did a great job watching Reba, keeping me informed of how she was doing and sending lots of pictures.”


“Selma did a great job housesitting with our dog Bistro; he really loves her! She sent lots of pictures so I knew that Bistro was doing well while I was gone. We will definitely use Selma again.”


About: I have lived on a farm and taken care of multiple farm animals as well as watched peoples dogs of different sizes. I love to match the energy in the room and look to adapt to make the experience the most comfortable. I am currently flexible as I take gigs one at a time. I will prioritize this job to make sure each animal has the best care. I will listen to instructions and take care of your pet wherever needed. I am aware of fences, doors, and other infrastructure necessary to keep animals safe.

“When I got home, I could tell my dogs were very well taken care of! They loved it! Rebecca was so professional and sent photos of the doggies while I was out of town! I will definitely be using Rebecca again for the amazing service my dogs received!”


About: I’ve lived around dogs(all types of breeds and temperaments) for over 35+ years. Family and friends have relied on me to watch their fur babies. I currently work full time, but I am home by 3:30 every day. Weekends are wide open. I pride myself on being flexible and responsible. I’ve cared for a variety of pets : hamsters, rabbits, cats, dogs, and even horses. I take care of your four legged children while you are busy with life. Rest assured they will be loved in your absence.

“We are so happy with our experience with Sarah H. we have already booked her again! She took great care of our dogs and our house!!! I am so grateful to have found someone I can trust! Our dogs loved her!!!”


About: I have taken care of animals since I was 16 years old. I have experience with anything from home sitting, check in visits, as well as providing animals with medication needs. I love animals and look forward to meeting your sweet fur babies. I currently work at chowan hospital 5 days a week from 8:30 to 5:30 as a occupational therapy assistant. I am free most afternoons and most weekends. Unfortunately I am not able to bring your pets home, but I am more then happy to help make you and your pets life easier.
Loving house sitters in your neighborhood
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Christianna T.
Star Sitter


“Christianna was so great with my babies. We have a usual dog sitter but he was unavailable due to a family issue and I was so nervous to try someone new but knowing she has animals of her own and has been doing this for so long, really helped ease my anxiety. She came to do a meet and greet and right away they loved her. She sent pictures and updates the whole time we were gone and they looked so relaxed with her!”


Brittany B.

“Brittany was fabulous and even my Lab who is afraid of everyone accepted Brittany pretty quickly. She was great with pictures and updates!! Highly recommend!”




Angie S.

“Angie house sit for my 14 week old puppy while I was at the conference for 4 days. I was very impressed by how much she was attentive to my puppy, letting me know how he was doing on a regular basis, and even training him a few commands. I came home, finding much better-behaving dog, and her notes about what she observed about my dog and suggestions. My puppy and I definitely look forward to seeing her again!”


Andrea G.
Star Sitter


“Andrea is absolutely amazing! We have a fairly big farm with lots of different animals. She took great care of everyone and made sure they had everything they needed and more. We’ve already booked her for our next two trips away from the farm. Thank you, Andrea!”


Lauren S.

“I could not be happier with Lauren as a pet sitter. She is an exceptional person and communicated consistently while I was gone and I really appreciated all the photos of “my babies”! I would highly recommend her and I’m disappointed that I will be moving away from the area and will not be able to continue to use her services long term.”


Eric C.
Star Sitter

About: == FULL TIME DOGGIE DAYCARE AND BOARDING! == Thank you for stopping by! Please read on to learn more about how we got started in the pet care business. == ABOUT US == We are a military family full of dog lovers (who isn't) and have been since we were children. This journey started after volunteering for a few months at a local humane society and wanting to spend more of our time with dogs. Since starting our Rover journey, we have been trusted with the privilege of caring for many of our friends' and family's dogs. With us, you can be sure that your dog will be in the hands of someone who enjoys dogs and their loving nature! == MEET AND GREETS == We personally do not require meet and greets but are more than willing to accomodate your request to have one, as we understand and value a mutually harmonious fit between all parties. Meet and greets will take place in the front yard and be limited to 10-15 minutes. Also, please know that we do not give tours due to liability reasons, however there are pictures on our profile to reference if needed. Our home is spacious, safe, secure and clean! PLEASE NOTE THE FOLLOWING: Daycare rates cover up to 12 hours ( pricing can be adjusted for half days etc) Boarding rates covers 24 hours *If a daycare stay exceeds 12 hours, additional rates will be automatically applied. **If a boarding stay exceeds 24 hours by more than 2 hours, additional rates will be automatically applied. ***A convenience fee of $10 will be applied to any drop off or pick up prior to 7am. Please note that any photos and updates will be sent between the hours of 9am -9pm. If you have any further questions that were not answered here, please feel free to reach out to us. Thanks for reading and we hope to meet you and your best friend! == SCHEDULE == Our family is are full time dog sitters (spouse, mother in-law) and Eric still works his full time job in the military typically 8am-2pm. We are committed to have a dog loving and caring life while balancing our "weekends". We are typically able to accommodate changes in your schedule/needs to adjust pick up and drop off times. Please let us know as soon as possible about any adjustments needed. == DURING YOUR PUPS STAY == Upon a dog's first arrival, we strictly monitor their interactions with any other dog to be aware of any dynamics we need to be concerned about. We do not hesitate to separate dogs into different play areas if anything seems off. Our property is fully fenced on all sides, and we have gates to keep even the best escape artist pups safe. Dogs have full access to our entire downstairs which open up to a well-maintained fenced in yard. == FEEDING == During feeding time, your dog will fed in their crate or a play pen area to prevent food aggression and upset stomachs caused by consuming foreign dog food of other pups. == SLEEPING == Crate-trained dogs will sleep in crates (please specify if your dog is used to a certain size, as we have a wide variety of sizes available. Dogs who are not crate trained will sleep in a pen. Special accommodations can be made for dogs who are not able to do either of those. == WALKS == While it is our goal to make sure each dog get proper exercise and socialization, we do not provide walks during boarding due to liability and risk factors involved with walks (dogs escaping from harness, eating something off the side walk, coming into contact with an unfriendly dog, etc). We do, however give them plenty of outdoor time with the other dogs or solo to socialize and play, which we find is ample exercise for the pups that stay with us. REQUESTED INFORMATION ABOUT YOUR PET Prior to dropping off, please fill out your dog's bio as much as possible. == THINGS WE WOULD LIKE TO KNOW ABOUT YOUR DOG == -Is your pup sick and/or contagious? -Quirks or habits that would be helpful to know (humping, chewing on paws, separation anxiety, excessive barking, etc). -Current or past illnesses, injuries, or traumatic history/triggers. -If they are taking any medication or require any special care instructions. -Is your pup up to date on vaccinations and flea & tick medication. We understand vaccines are not bulletproof and that some illnesses may have an extended incubation period but we highly recommend the vaccines to create the safest experience. *Please know that we are unable to care for sick/contagious dogs. If your pup shows any signs of disease or illness, please let us know beforehand so we can make sure you receive a proper refund. If we discover that your pup is exhibiting obvious symptoms of disease with the first 12 hours with us, your dog will need to be picked up and no refund will be issued. I work 2-3 days a week. Spouse is a stay at home mother. One of us is always at home and available to give your fur baby all of the attention that they need! Trustworthy military member (20 yrs of active-duty service). We can provide care in our home or come to you. I also work as a full-time volunteer for Chesapeake Humane Society helping with dog care team and enrichment.


Vanessa M.

“If I could give Vanessa more stars I would! The house was in great shape. She straightened and vacuumed the house. Piper and Dilly seemed very well cared for. We trust our girls instincts and they both warmed right up to Vanessa when they met her. I would highly recommend her!”


Laila C.
“Laila was amazing with my dogs. She’s a responsible and experienced pet caregiver. I highly recommend her for anyone in need of a pet caregiver.”


Antonella B.
About: Putting pets and their people at ease with reliable, conscientious care. I have over 10 years of hands-on pet care experience, caring for a variety of animals including cats, dogs, rabbits, birds, and even otters. Since 2014, I’ve consistently provided daily care that includes feeding, walking, grooming, training, administering medications, and maintaining clean living environments. I currently own a Belgian Malinois and two Persian cats, which has given me extensive experience with high-energy and high-maintenance breeds. My background includes not only routine care, but also behavioral training and attention to the unique needs of each species, demonstrating both responsibility and a strong passion for animal welfare. I’m a military spouse, at the moment I’m going to be available any time of the day and night. Text and calls are available all week 24/7. Also I’m I full time mom, I have a 3 year old boy, he is always with me, that’s why I choose this job so I can have the opportunity to work choosing my own schedule. He is a sweet boy. I don’t have a fence at my home, but I always take my dog on a leash outdoors for a potty break and also to have a time for a walk.


Trezsheer P.

“Trez’Sheer did an excellent job watching my dog. Moose is complicated; he is a senior dog with many special needs. He is a fully blind, partially deaf dog with anxiety. He also takes nighty medication. Trez’Sheer handled all his needs well. She communicated with me daily and quickly whenever I reached out to check in. She stayed in my home, kept my house tidy, and treated my home and dog respectfully. I’d use Trez’Sheer’s pet sitting services in the future if she is willing to put up with Moose again. I was anxious about leaving Moose for eight days, but he was in good hands with Trez’Sheer.”


Lacey F.

“Lacy did a great job with all three of our dogs. She was on time and took care of all their needs. Very happy. Thanks again.”


Brandy V.
About: I've had dogs in my care for the past 20 years, from puppies to seniors. I have cared for them all. There is just something about being around dogs that brings me joy. I work from home full time, so taking care of your fur baby is easy for me. I also have my own pup so I'm sure they would get enough play time in. I have a fenced in yard and one very active 3 years old (spayed) female fur baby that is a ball of energy. Note, dogs must be dog friendly to come chill with us. My dog Willow is very submissive and loves other dogs.




Laura B.
About: I grew up with lots of animals and have plenty of experience. I have experience with senior animals. I have some experience in dog training as I trained my Labrador Retriever as a puppy in doggie obedience school. My Lab is now currently a senior doggie. We breed and raise pedigreed Mini Rex, and pedigreed Netherland Dwarf bunnies for showing and pets. My husband also has experience working with a vet some years ago, as well as experience in dog breeding. I homeschool a preteen and teenager. I'll be able to look after your pet so he or she will not have to stay crated all alone at home. Can provide frequent potty breaks for your pets. Our dogs stay on heartworm, flea, and tick prevention. We do have some caged pets but they will be in a separate part of the house during boarding 🙂


Tyler M.

“Tyler did a great job watching Reba, keeping me informed of how she was doing and sending lots of pictures.”


Selma M.

“Selma did a great job housesitting with our dog Bistro; he really loves her! She sent lots of pictures so I knew that Bistro was doing well while I was gone. We will definitely use Selma again.”


Nathan M.
“Nathan is a great individual to take care of pets. He consistently takes care of our three cats and one dog. Nathan has also taken care of other pets on multiple occasions.”


Rebecca R.

“When I got home, I could tell my dogs were very well taken care of! They loved it! Rebecca was so professional and sent photos of the doggies while I was out of town! I will definitely be using Rebecca again for the amazing service my dogs received!”


Jamie M.
About: I’ve lived around dogs(all types of breeds and temperaments) for over 35+ years. Family and friends have relied on me to watch their fur babies. I currently work full time, but I am home by 3:30 every day. Weekends are wide open. I pride myself on being flexible and responsible. I’ve cared for a variety of pets : hamsters, rabbits, cats, dogs, and even horses. I take care of your four legged children while you are busy with life. Rest assured they will be loved in your absence.


Sarah W.

“We are so happy with our experience with Sarah H. we have already booked her again! She took great care of our dogs and our house!!! I am so grateful to have found someone I can trust! Our dogs loved her!!!”


Roslyn B.
“Roslyn has watched my two girls (Sophie and Maggie) numerous times and they absolutely love her! She officially has the title as “Aunt Ros” in our house hold and the girls get so excited to see her! Our dogs are like our children and I could not recommend her enough! She is super trust worthy and very passionate with all of our animals!”
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?
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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 $50 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 33 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, 91% of Winfall house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 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.
