House Sitting in Winfields Mill

Find a loving house sitter to watch over your pets and your home.

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Top rated Winfields Mill 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: Margaret W.
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Margaret W.
from
$27
per night
5.0 out of 5 stars
3 reviews
30 years of experience
Richmond, VA, 23224

Meg did a great job at looking over our house and animals! Everything went smoothly and I would 10/10 recommend in the future.

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John O.
Sitter Profile Image: Bethany R.
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Bethany R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
35 years of experience
Church Road, VA, 23833

Bethany did an amazing with my babies. She pays attention to details. I highly recommend her and I will use her again.

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Maegan C.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Midlothian, VA, 23832

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

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Katie O.
Sitter Profile Image: Colin G.
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Colin G.
from
$40
per night
6 years of experience
Byrd Park, Richmond, VA, 23220

About: I’ve taken care of many pets before including dogs, cats, and birds. I love animals and have 2 cats of my own. I have also house/pet sit for my family and many family friends in the neighborhood I grew up in. I’m currently doing school and working a part time job, however my schedule is very flexible outside of that, I usually have free time in the mornings and evenings I have 2 cats and play with them every day, they are indoor cats but love going outside. When I dog sit for my family and family friends, they let me stay at their house most of the time. I take the dog(s) on long walks (if needed) 3/4 times a day and spend as much time as I can with them. I never put the dog(s) in their crates when I’m at the house and usually let the dog(s) sleep with me.

Sitter Profile Image: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
4 years of experience
Richmond, VA, 23236

Ada house sat my dog who was both diabetic and recovering from bronchitis which required shots and other medications twice a day. She not only cared for MMO’s medical needs but provided emotional support for him in my absence. She sent pictures and conducted a River video chat with me to ensure not only Momo’s emotional support but for mine as well. I felt confident my beloved pet was in good hands.

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Mary k S.
Sitter Profile Image: Caitlynn V.
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Caitlynn V.
from
$63
per night
4.9 out of 5 stars
19 reviews
4 repeat clients
8 years of experience
Quinton, VA, 23141

Caitlynn was great, she came on short notice and was polite, very clean and was very communicative and sent me lots of pictures and updates. The pups were clearly well taken care of and I will use her again for sure.

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Chase M.
Sitter Profile Image: Lauren K.
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Lauren K.
from
$40
per night
4.8 out of 5 stars
6 reviews
30 years of experience
Hopewell, VA, 23860

Lauren was great. Super friendly and could tell she truely cared about taking care of our dog and 2 cats. She sent pictures and updates and asked questions to make sure she was doing everything right. She was accommodating with a more last minute booking to house sit for a weekend. Would definitely reccomend Lauren!

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Leila C.
Sitter Profile Image: Peyton B.
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Peyton B.
from
$28
per night
20 years of experience
Jackson Ward, Midlothian, VA, 23112

About: Growing up my family always had at least one or more pets of various breeds so I have 20+ years of experience around animals. I have cared for dogs, cats, fish, lizards, rabbits, goats, and hedgehogs. Personally, my husband & I have 2 dogs currently, 9 & 10 years old, one having epilepsy & is dependent on medication. I have helped raise/care for/train puppies, kittens, baby rabbits, & baby goats. The only pet I'm not comfortable with is snakes, my little sister has one but I only look at it from 3ft away in its enclosure, haha. I work part time Tu/W/Th 8A - 5P, I do not mind caring for pets those days, however I will be gone all day. Otherwise, I'm available for your pets needs! My personal routine with my pets: My husband helps me care for our pets daily but his schedule is a bit different than mine, so our dogs are let out at least within 4-6 hours those days. Otherwise, we let them out every 2-4 depending on their needs (which they have been trained to lets us know if they need to go sooner). Our medical dog is on a 12 hr medication schedule. I'd prefer to care in my clients home due to one of my dogs having a reactive past, it was quite a transition when we inherited our other dog. If you have a specific routine, I'm ready to follow it to the T! I'm comfortable walking dogs on leash, hanging out/playing with them in a fenced yard, or just chilling inside. As mentioned, I have experience with medically dependent pets. I have an escape artist, so I'm always vigilant of their proximity to me and prepared to run/chase in the event something happens. I can stay at the home with the pets or I can visit throughout the day!

Sitter Profile Image: Zaine M.
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Zaine M.
from
$45
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Courtland, VA, 23837

Very reliable and great with our dogs!

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Sarah P.
Sitter Profile Image: Chelsea W.
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Chelsea W.
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
14 years of experience
New Kent, VA, 23124

Chelsea is an amazing and professional dog sitter. She made the extra effort to gain our rescue dog’s trust before we left town with get to know visits. While we were gone she gave regular updates and photos. I always felt confident and secure leaving our dogs in her care. She is transparent and trustworthy. My dogs were secure and happy on our return.

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Kathleen S.
Sitter Profile Image: Hanna F.
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Hanna F.
from
$70
per night
10 years of experience
Courtland, VA, 23837

About: I have been a professional dog trainer for over 8 years now and I have over 10 years of experience caring for animals of all breeds, sizes and ages! I currently work from home and I have the ability to create my own schedule! I am available weekends and weekdays. My schedule is pretty flexible! I have a full fenced in yard about 1 acre. I do have personal dogs of my own and one cat. I normally don’t do interactions with my personal pets just as precaution and to keep everyone safe! I can crate your dog if needed as well!

Sitter Profile Image: Bianca T.
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Bianca T.
from
$40
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
20 years of experience
Petersburg, VA, 23805

About: Hello! My name is Bianca. I have always loved and had a connection to all sorts of animals. I have nearly 20 years of experience caring for dogs, cats, reptiles, fish, and rodents. I currently have 2 fur babies (Oden & Luna), a crested gecko named Biscotti, and a tree frog named Ice Ferg Slim. I currently have a remote job where I make my own hours, this allows me the flexibility to care for your pet without rushing. I can be available as early as 6am or as late as 9pm. Don't worry about my babies, my fiancé works from home full time as well so they are never without love and care! When visiting your home, I will be sure to follow any provided instructions. For your cats, I can provide drop-in food and water, play time, and cuddles (if your cat likes). For your dogs, I am comfortable with feeding and giving clean water, providing exercise and/or playing their favorite games, brushing, cleaning off paws, using a crate, or any other requests. I am very comfortable with walking/playing with big dogs too (rottweilers are my fav)! While taking care of your baby, I will treat them as my own and will ensure that their environment is clean, safe and secure after each visit.

Sitter Profile Image: Andrea M.
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Andrea M.
from
$30
per night
12 years of experience
Dinwiddie, VA, 23841

About: I’ve helped take care of dogs for many years from the family dogs, families dogs, and friends dogs. I will feed your dogs accordingly to your schedule and instructions I’m able to take them on walks around the neighborhood or let them out in your fenced in yard. Playing with them is always apart of the plan. I’m currently available full time during the days Monday-Friday so I have the full week and weekend to give my full undivided attention to your fur babies and make sure they have the best time while you are away. I would take care of your animals however you prefer , If you have a fenced in yard I would let them out back. Depending how active the dog is i would take them on 1-2 walks throughout the day. I would make sure they have food/water to eat.

Sitter Profile Image: Ayla P.
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Ayla P.
from
$100
per night
19 years of experience
Petersburg, VA, 23805

About: I've taken care of dogs, cats, reptiles and a broad range of animals from a little girl. neighbors have always trusted me to watch their babies and treat them with the upmost care. I have experience feeding, training, walking, grooming and transporting pets ranging of all ages. As a Licensed Veterinary Technician and animal lover, you can trust your pets in my hands with my education and passion to grow. I am currently looking to fill my schedule outside my four day work week to spend with more furry friends doing what I love ! I own a young large breed dog and a small geriatric cat, therefore routine is absolutely necessary, from feeding to administering medication and grooming I cover all areas as a Licensed Veterinary Technician.

Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$28
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Southsuide Estates, Petersburg, VA, 23805

About: I'm Kimberly, a dedicated pet sitter with extensive experience in animal care. I ensure your pets receive love, attention, and safety, promoting their happiness while you’re away. Trust me to keep your furry friends happy and healthy! Pet sitting offers me flexibility to manage my schedule, allowing me to customize services for pet owners while ensuring every pet receives the love and attention they need. I prioritize safety by ensuring secure environments during walks and in clients' homes, using proper equipment, observing pet behavior, and staying vigilant to prevent any potential hazards.

Sitter Profile Image: IVY L.
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IVY L.
from
$70
per night
18 years of experience
Mechanicsville, VA, 23111

About: I've grown up caring for a variety of animals in my home as well as working with various shelters like RSPCA and BARK over the years. I love all creatures and adore catering to each animal. I value unique care based on each fur baby's personality and needs. My schedule is quite flexible currently! I can take same day bookings. Currently, I work with animals in between talent bookings as a SAG actress. I'm basically a stay at home mom who loves fur babies. In my own home I am on the third floor so, walking and potty breaks are around my complex. Theyre strict about breeds here unfortunately, but that also limits other dog exposure(if your doggie baby happens to not enjoy other dogs). I do currently have one 2 year old calico cat in home. She is shy and sweet. I additionally have a son who is happy to have fur baby guests and responsible about pet safety as well.

Sitter Profile Image: Joyce H.
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Joyce H.
from
$35
per night
4.7 out of 5 stars
27 reviews
14 repeat clients
5 years of experience
Henrico, VA, 23231

About: Hi my name is Joyce and I love working with animals as I have many animals of my own. I have a pup, a baby hamster, a turtle and 2 fish. I love animals and I treat them like they are my children. My skills are walking my pup (this includes a nice walk, and picking up their feces with a plastic bag), bathing them when needed, feeding them and playing with them. I make sure my fish and turtle are fed and their tanks are cleaned and up to date. I also make sure my hamster is fed and his cage is cleaned and up to date. All other animals are treated the same with lots of loyalty, much respect and lots of love. I’m currently working part-time on the weekends, so I’ll have plenty of time to play with your pups and show them all the attention they need! I Have two friendly pups that will keep your fur baby company! But if your dog don’t get along with other dogs I can keep them separated to make your fur baby is more comfortable. I’m currently working part-time. So I’ll have plenty of time to care for your pups and give them all the attention they need!! :) :) I have a nice size back yard and I also got a pup of my own that can keep your fur baby company! She’s very playful and If needed I can easily crate her.

Sitter Profile Image: Gayle J.
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Gayle J.
from
$50
per night
40 years of experience
Henrico, VA, 23231

About: I’m 66 but I’m a young 66 year old women. I’d be honored to take care of your pets! I’d take care of them as if they were my own! I’ve had pets all my life (cats, dogs, and etc) I’m currently available at all times and everyday! I have my own transportation. I can always leave at any time to do a drop in for your pet! Night or day! I will follow your instructions closely and obey your house rules. I have many experiences with house sitting and pet sitting and pet sitting within my own home!

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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. 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 away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Winfields Mill is $40

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.

Sitters in Winfields Mill average 6
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 Winfields Mill on Rover as of Jun 2026 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.

If you’re searching for a Winfields Mill 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 104 house sitters in Winfields Mill. 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, 87% of Winfields Mill house sitters respond in under an hour.

House sitters with repeat customers have an average of 6 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 Winfields Mill.

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. Winfields Mill 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.


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winfields Mill house sitting needs. On Rover, it's easy to find a loving dog sitter in Winfields Mill who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winfields Mill house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winfields Mill for your dog — people who'll treat him like family.

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