House Sitting in Winfall

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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.

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Sitter Profile Image: John D.
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John D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
7 years of experience
Lynchburg, VA, 24502

John was great! He took Louie out to parks, walks, even to lunch! I was worried about leaving him alone, but with John, it was easier. I highly recommend him and will use him again. He sent pictures all the time and was highly responsive to all text messages/phone calls.

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Angela C.
Sitter Profile Image: Isa A.
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Isa A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Lynchburg, VA, 24504

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.

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Dalia G.
Sitter Profile Image: Charles T.
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Charles T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
25 years of experience
Lynchburg, VA, 24502

Charles was absolutely wonderful with Owen and Seamus. He was communicative the entire time, sent great pictures, and made everything feel easy and under control. Both of my pets clearly felt comfortable with him, and I appreciated how helpful and attentive he was throughout the stay. I highly recommend him to anyone looking for a reliable, genuinely caring sitter.

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Emma S.
Sitter Profile Image: Grace M.
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Grace M.
from
$50
per night
7 years of experience
Rustburg, VA, 24588

About: I have worked at a vet clinic for the past 7 summers. I have experience with all types of pets especially dogs and cats in a medical and home setting. I have three dogs of my own. I have a very flexible schedule during the summer as I am a college student who works remotely. I don’t have a set schedule it varies day to day. I love to spend quality time with your fur babies. If they enjoy cuddles I am your girl. I will take them on walks, play fetch, or simply be someone to keep them company.

Sitter Profile Image: Madeline H.
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Madeline H.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Lynchburg, VA, 24502

Maddy was great with our two dogs! She was very prompt and professional and provided updates/pictures. It's definitely a relief to know they are in good hands when we're away!

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Taryn K.
Sitter Profile Image: Arabella & Dylan R.
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Arabella & Dylan R.
Star Sitter
from
$35
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
Lynchburg, VA, 24501

Arabella & Dylan were very attentive to Makkachin. :) They tag teamed her care like pros, Arabella tapping in before Dylan left, and in total were with her for 5.5 hours, never leaving once! They were punctual, attentive to directions, which they followed to the letter, and gave her tons of attention and exercise, full of play, walks, and snuggles. They also fed her and kept her safe. She was happy and worn out in the best way. I would definitely use them again!

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Suzanne H.
Sitter Profile Image: Kelsey F.
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Kelsey F.
from
$65
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
5 years of experience
Lynchburg, VA, 24504

Kelsey is an amazing sitter! Our dog Gypsy took to her immediately, and they had the best time. Kelsey is so good at sending updates on how everything is going. She kept my house in perfect condition. It’s such an ease on my mind that she comes and stays and keeps Gypsy in her element. Highly recommend Kelsey!

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Nancy A.
Sitter Profile Image: Oleksandra V.
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Oleksandra V.
Star Sitter
from
$42
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Forest, VA, 24551

Aliya is great with my pup! He’s always excited to see her and when I get home he is happy and calm. She takes him out for walks and runs him. He is always fed appropriately. She is very tidy in the house and respectful of my space. I trust her being alone in my home overnight and I am so grateful she is able to help me take care of my sweet pup.

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Ivy S.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$38
per night
2 years of experience
Forest, VA, 24551

About: Hello! I have 2 years of experience with dog walking + a handful of occasions where I have been trusted to pet-sit / board. I consider myself a loyal dog (and cat!) owner with a great work ethic. For the 2 years of dog walking, I walked a German Shepard — his name was Val. I walked Val consistently, in weather that ranged from 90-40 degrees Fahrenheit, up until his owner moved into a nursing home and Val was rehomed. I loved the big guy like he was my own dog - filling his water, scooping out his dog food, brushing him out, and playing fetch. I never missed a day I was scheduled unless there was a sudden change in plans (I was sick, she cancelled my walk, or an event took place where I couldn't arrive in time to walk him). Recently, my family has adopted our beloved goldendoodle puppy — Corduroy. I love him unconditionally, and so much of my free time is spent helping him get his energy out. I am a homeschooler, with all days free except for Wednesday evenings and Sunday mornings. For walking purposes, I am available any time it is not dark outside and not preoccupied. Please note that my price for drop-ins, overnight care, and dog walking vary by location. The closer you are, the cheaper it will be. Below is how I determine payment: 0-5 miles from my home and/or workplace = $40 per night / drop in / walk Every additional 0.5 mile is $1 I make sure everything is taken care of. From basic expectations to leaving the house exactly how I found it — if not better. If it’s not my house or my pet, then I’m obligated to go by my clients rules.

Sitter Profile Image: Ava M.
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Ava M.
from
$35
per night
5.0 out of 5 stars
1 review
1 year of experience
Lynchburg, VA, 24502

About: What sets me apart is that caring for dogs has always been part of my everyday life. Growing up, my parents frequently puppy-sat for multiple dogs, which taught me how to handle different personalities, energy levels, and routines. I also have two dogs of my own at home, giving me firsthand experience with daily care, patience, and responsibility. In addition, I have experience with dog walking and hosting pups, so I understand how to keep dogs safe, comfortable, and happy both on walks and in a home setting. I treat every dog like they’re my own. Pet care fits naturally into my daily routine. As a student-athlete at Liberty, I’m very structured with my time, which makes it easy for me to plan walks, feedings, playtime, and check-ins around my classes and training schedule. Caring for dogs is something I genuinely enjoy and find relaxing, so I’m happy to make it a consistent part of my day and week while still being reliable and attentive to each pet’s needs. I currently do not offer pet care in my own home since I live in an apartment complex. When caring for pets in a client’s home, I am very respectful of their space and follow all instructions closely. I make sure pets stay on their normal routine, including feeding, walks, playtime, and any special care they need. My goal is to keep pets comfortable, safe, and stress-free while maintaining a clean and respectful environment in my clients’ homes.

Sitter Profile Image: Anna D.
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Anna D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Evington, VA, 23320

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.

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PJ T.
Sitter Profile Image: Tracey B.
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Tracey B.
from
$50
per night
15 years of experience
Evington, VA, 24550

About: Animals have always been a central part of my life. As a pet owner myself, I understand that our pets are family members, not just animals. My personal dogs receive the same love, attention, and care that I would want for any pet entrusted to me. In addition to caring for my own pets, I have more than 15 years of hands-on experience with dogs and cats, including owning and operating a nonprofit animal rescue for five years. Through my rescue work, I cared for hundreds of dogs of all ages, breeds, sizes, and temperaments, including puppies, seniors, special-needs pets, and dogs recovering from illness or surgery. I am experienced with administering medications, monitoring health concerns, and recognizing when a pet may need extra attention or veterinary care. I know that every pet has a unique personality and routine, and I strive to make them feel safe, comfortable, and loved while their family is away. Whether your pet enjoys long walks, playtime, cuddles on the couch, or simply having a calm companion nearby, I will care for them as if they were my own. I currently have a flexible schedule, which allows me to provide attentive care and accommodate a variety of pet care needs. Because I spend a significant amount of time at home, your pet will receive plenty of attention, companionship, exercise, and potty breaks throughout the day. I understand the importance of maintaining routines and will work with you to ensure your pet’s schedule, feeding times, medications, and preferences are followed closely. Whether your pet is energetic and playful or prefers a quieter environment, I can provide the level of care and attention they need. Safety is always my top priority. My experience running an animal rescue taught me how to properly introduce dogs, recognize signs of stress, manage different personalities, and provide a safe environment for pets with varying needs. I have a securely fenced yard and closely supervise outdoor time. I can also accommodate medications, special feeding instructions, crate training, and senior pet care.

Sitter Profile Image: Ella C.
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Ella C.
from
$30
per night
1 year of experience
Lynchburg, VA, 24502

About: I have 3 small female dogs of my own-2 chihuahuas and a shih tzu mix. I have helped my family care for them for around 7 years. I care for my 3 small dogs every day with my family. I feed and water them in the mornings and evenings. They are taken out every 2-3 hours by myself or someone else in my home. I care for pets by treating them like a part of the family. When caring for pets in others’ homes, I respect their boundaries and space. I follow all instructions closely, keeping things tidy and on schedule. I can send updates and pictures so owners can feel confident that their pets are happy and well cared for.

Sitter Profile Image: Brittney P.
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Brittney P.
from
$60
per night
5.0 out of 5 stars
105 reviews
57 repeat clients
8 years of experience
Gladys, VA, 24554

Brittney and Steve are absolutely fantastic. Before them, I was constantly checking my phone to see if our dog, Gracie, had been checked on. Not once on our trip did I have to worry. Our Gracie also just went through hind limb amputation due to cancer, and their diligence is just amazing. They made sure to take extra time with us to go over her new routine. Gracie can be a bit of a princess, and it was just calming to know that there was someone taking extra time with her. The text updates and pictures made us smile while on vacation. Definitely an amazing choice! If I could give more stars I would!

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Brittany S.
Sitter Profile Image: Tanner H.
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Tanner H.
from
$45
per night
5 years of experience
Lynchburg, VA, 24504

About: Throughout my life, me and my family have constantly had dogs and cats in and out of the house, ranging from small puppies/kittens to largest dogs. I’ve rescued so many animals with my mother and it has become a norm to be around multiple at a time.I love being with animals and enjoy spending time with all types. I’m a part time employee so weekdays I’m free from 11:30 to around 3 but on Fridays and Saturday I’m free all day. Sundays after 4pm I can feed, play, or walk any animal and can adjust to all personalities. I can ensure that whatever instructions you give me I will do my best to make them happen and make sure you animals is well taken care of.

Sitter Profile Image: Bradley S.
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Bradley S.
from
$40
per night
5.0 out of 5 stars
4 reviews
22 years of experience
Lynchburg, VA, 24502

About: We love PETS. my son and i would like to take care of your animals. I'm new to the USA and my english is not perfect. I have a lot of available time to take care of your PETS. My husband is a corporate pilot and gone for long periods of time. during these times i like to take care of PETS. i can come to your home. please message me I am very flexible. I can come to your home and take care of your PETS. I can take him for a walk. I can bring him to my home.

Sitter Profile Image: Eleni M.
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Eleni M.
from
$75
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Forest, VA, 24551

Eleni watched our dogs at the last minute and was readily available for a meet & greet, where our dogs bonded with her instantly. Sent us photo updates & kept good communication throughout our being away. Happy to know we can call in her whenever we need someone to sit our furbabies!

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Debbie M.
Sitter Profile Image: Toni M.
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Toni M.
from
$45
per night
25 years of experience
Rustburg, VA, 24588

About: I am a chubby, southern gal w/ a love for animals & nature! I have so much love to give. I enjoy visiting the fur babies, taking them on adventures, taking their pics and speaking time with them, when their designated humans are away 🥰 I have experience with senior & shelter animals. I have experience with blind and epileptic dogs, as well. I try to be open to their moods and surroundings at all times. Hi there! Lucky for you, my schedule is basically wide open! I have one guy who gets walked twice a day and one girl who gets care once a week. I am typically available 8am-8pm. They are always on a leash or lanyard! Never outside alone. Car rides and long walks, trips to the park, or wherever they may like to go!

Sitter Profile Image: James R.
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James R.
from
$65
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
34 years of experience
Lynchburg, VA, 24502

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!

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Emily J.
Sitter Profile Image: Matthew L.
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Matthew L.
from
$28
per night
40 years of experience
Lynchburg, VA, 24503

About: Dogs are the best adventure animals they are always the most loyal doesn’t matter how bad of a day you have or they have. They’ll always be there next to you no matter what happens. I work mostly from 11 to 6 so I’ll have mornings and evenings to be with your beloved family members to give them the love when you are not around. It’s an honor to be able to spend time with them. If I’m going to your house, I would bye-bye and follow whatever way you like to have your loved pets taken care of. At my house right now I have cats so they are indoor outdoor with a little box available inside.

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The median cost per night for house sitting in Winfall is $43

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Sitters in Winfall average 3
repeat house sitting clients

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 Jun 2026 was about $43 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.

If you’re searching for a Winfall house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 147 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, 90% 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.