Pet Sitting Winnie

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Winnie, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sophia J.
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Sophia J.
from
$15
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Blackstone, VA, 23824

“Sophia did an excellent job watching over our dog. She asked questions, took notes, and let us know of any concerns. Of course she also sent us plenty of pictures. We are so grateful for her!!”

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Lynn M.
Sitter Profile Image: Crystal D.
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Crystal D.
from
$15
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Blackstone, VA, 23824

“Crystal was great! Highly recommend! Very quick to respond. She came for a meet and greet. She asked questions and made us feel comfortable and reassured that our dog would be well taken care of. She sent pictures and let us know how he did every visit. We will be using her services in the future.”

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Tina S.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$32
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
17 years of experience
Crewe, VA, 23930

About: My love of dogs started when I rescued my first dog. Since then, I have acquired a load of knowledge not only in how to care for them, but also how to train them. I can provide mental and physical stimulation for your furry friend and bring most of my own equipment - I can also use the tools your pet is most familiar with. I can assess your pet to determine what your pet may need for stimulation, make suggestions for daily care, and learn at least some of their body language. My dogs and I are always interacting whenever I'm home, but most of our intentional fun/training happens outdoors daily. This includes both training and walking. I also help some of my friends train their dogs whenever our schedules allow. I believe your dog should ALWAYS be in training and you can make almost any situation a training opportunity. Your pets can be treated as my own and/or according to your specific instructions. Do you have multiple dogs that need to be separated? No problem. Can your dogs be together but need to be supervised so tension doesn't continue to build? I got you covered there too! Does your dog pull too much on walks, need to learn how to act in-doors? I can work with your dog on those things as well in addition to other things!

Sitter Profile Image: Emilyanne N.
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Emilyanne N.
from
$50
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Crewe, VA, 23930

About: I walk an Jog everyday. I love dogs a puppies and cats! I also have 3 pet rabbits so if you have a rabbit I can take care of it as well. I have 4 dogs and 4 cats. 2 of my dogs are pure breed German shepherds and 1 is a Golden Shepherd so I’m not scared of big dogs!! I can do any drop in visit for cats or dogs or walks I’m a stay at home mom. My time is pretty free daily. I’m available for any drop in visit or daily walks. I also did Certified nursing my junior year of high school at a vocational school. I will follow all care instructions for the clients house and everything they tell me for the care of the pets they have so they know it’s right.

Sitter Profile Image: Claudia D.
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Claudia D.
from
$15
per visit
10 years of experience
Blackstone, VA, 23824

About: Whether your precious purse pooch needs a structured routine while you’re at work or you have to leave your gigantic baby home while going on vacation, I’ve got you covered! I have 10 years of experience taking care of my own pets (cats and dogs!) and friends and family have trusted me to feed, play, and meet their dogs needs while they’re away. I work part time and am saving up to go back to college in the Fall, so until then my availability is pretty open to help. Whether its early mornings, nights, or weekend stays, I am flexible when it comes to my schedule and value consistent communication when changes come up. I have reliable transportation and can accommodate last minute needs or plan for more structured, longer care. At the moment, I prefer to take care of pets in the comfort of their own home since I don't have a big enough space to invite your pets into. You know your pet best and sticking to what they're familiar with as far as feedings, exercise, and other care is what I will prioritize. My approach is calm, steady, and confident. High energy doesn't overwhelm me and big personalities don't intimidate me. Did you think of your feisty cat with the big attitude just now? Or is your dog sprinting a relay race from room to room as you read this? I would love to meet them! I focus on creating a balanced environment where dogs feel safe, comfortable, and understood.

Sitter Profile Image: Emily K.
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Emily K.
from
$25
per visit
10 years of experience
Kenbridge, VA, 23944

About: I have experience caring for pets of all kinds, making sure they’re fed, exercised, and comfortable. I’m reliable, attentive, and focused on keeping every pet safe, happy, and loved. I’m currently in college, which gives me a flexible schedule and plenty of time to care for pets. I’m available most days from morning through the evening and can adjust to fit your needs. I provide a safe, clean, and calm environment for every pet. I follow each pet’s routine closely, keep a close eye on behavior, and make sure they feel comfortable and secure. In clients’ homes, I respect their space, keep things tidy, and provide regular updates with photos so you always feel at ease.

Sitter Profile Image: Deborah S.
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Deborah S.
from
$20
per visit
2 repeat clients
30 years of experience
Amelia Court House, VA, 23002

About: I have taken care of all kinds of pets, from horses to kittens. I have recently completed a Red Cross course in dog and cat first aid. Providing quality care to meet your pets’ specific needs is my goal. My flexible routine allows me to provide pet care through out the week. Whether it’s a quick check in or a long walk, I’ll be there. Your home deserves to be respected. I can be trusted to treat your home as gently as I treat your pet. Your home will be left the same as it was when I arrived.

Sitter Profile Image: Hannah R.
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Hannah R.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
5 years of experience
McKenney, VA, 23872

About: I’ve had experience taking care of small animals and big animals since I grew up with both. I currently have older dogs at the house but I also have a pup of my own here as well. I am currently not employed and love to work with animals so this is what I chose to do, I love taking care of animals and always have. I’m very used to taking animals out on walks, feeding them, and loving on them since that is what I do with my own. I treat others animals the same way I’d want mine to be treated.

Sitter Profile Image: Charleen K.
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Charleen K.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Lodore, VA, 23002

“Charleen was great with our two dogs! She did a great job communicating and showing that our pups are happy and healthy. Thank you!”

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Rachel H.
Sitter Profile Image: Lauren K.
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Lauren K.
from
$16
per visit
4.8 out of 5 stars
• 8 reviews
2 repeat clients
30 years of experience
Hopewell, VA, 23860

“Lauren was really great, especially given our cat is very skiddish/scared and runs under the sofa at the slightest noise. Thank you for being caring and compassionate. When we go out of town again, Lauren will definitely be our selection. We highly recommend her.”

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Brandon N.
Sitter Profile Image: Ken D.
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Ken D.
from
$25
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
15 years of experience
Oxford, NC, 27565

“Ken was really great for my special needs cat and my reactive dog. He was patient and kind with my dog as she warmed up to him and followed all the little nuanced instructions for my elder cat’s routine. I was gone for four full days and returned to calm and happy pets. This was my first pet sitting experience, and he immediately set my mind at ease. He sent pictures and notes every day. Definitely recommend. Im looking forward to him pet sitting again! Thanks Ken!”

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Melanie H.
Sitter Profile Image: Sarah T.
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Sarah T.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
22 years of experience
Moseley, VA, 23120

“Sarah did a wonderful job taking care of my cat! She kept me updated regularly and was very accommodating. I highly recommend!!”

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Andrew D.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
9 repeat clients
20 years of experience
Midlothian, VA, 23114

“Amazing !! We have had Ashley pet sit for us a few times and she always goes above & beyond !!”

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Katie W.
Sitter Profile Image: Marina S.
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Marina S.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Richmond, VA, 23225

“We had a great experience with Marina! She is reliable, caring, and wonderful with our dog. It gave us such peace of mind knowing he was in good hands while we work such long hours. I definitely recommend her to anyone looking for a trustworthy and caring dog walker!”

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Sabrina J.
Sitter Profile Image: Nadia J.
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Nadia J.
from
$14
per visit
5.0 out of 5 stars
• 45 reviews
21 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

About: My partner and I bring over 10 years of dog care experience and 5+ years managing a stable multi-dog group. We carefully watch body language, work to prevent issues early, and keep feeding routines steady so each dog feels comfortable, safe, and well cared for. We’re comfortable working with multi-dog households, different energy levels, and group dynamics. Our focus is creating a safe, structured, and positive environment where dogs can socialize, play, and settle comfortably. My specialty is organization and structure, my partner specializes in socialization and behavioral management. Pet care is part of our daily life. Someone is home throughout the day. We organize our schedule around the dogs in our care so they receive consistent supervision, play, and individual attention. We have a fenced backyard and fenced front yard, giving dogs safe space to move, explore, and play. Inside we provide a dedicated dog room and crates for dogs of all sizes, creating a comfortable and secure place for them to rest when needed. Dogs are thoughtfully grouped by temperament, with attention to proper rest rotation and consistent feeding routines to support balance and comfort. Whether in our home or a client’s home, we focus on safety, supervision, and each dog’s individual needs. We follow established routines, maintain a steady and secure environment, and make sure every dog feels comfortable, cared for, and at ease.

Sitter Profile Image: Gayle J.
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Gayle J.
from
$35
per visit
40 years of experience
Richmond, VA, 23237

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!

Sitter Profile Image: Ebonee D.
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Ebonee D.
from
$40
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Chesterfield, VA, 23832

About: I have always been a animal lover since little and still am today. I have taken care of families pets while they away for several years. I have own my own fur babies that I adore. My friends and family relied on me to walk and feed, and watch their pets often. The last 6 months I have been taken care of a Family GoldenPoddle and I love every bit of it. I'm currently working remote so my schedule is flexible. I open to care for your pets in your home or in my home. Most of the time, I will just need 24 hr heads up before I can commit to date . I have a pet friendly neighborhood with designated pet areas. I live in a safe and quiet neighborhood with sidewalks. During my 6 months with my family dog , all of the people in the area loved saying hi to the pets I care for.

Sitter Profile Image: Kayla L.
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Kayla L.
from
$30
per visit
6 years of experience
Manson, NC, 27553

About: I have experience working for a pet rescue company. I cleaned kennels, walked, feed, sitter, & also trained animals. I love animals and have some of my own 6 cats and one dog . I am open to any availability. I will make sure our schedules work together shoot me a text or call and we can figure it out for the week. Days that’s I am for sure open are Monday, thursdays, fridays and Tuesday’s . I am also focused & gentle. I like to pay attention to my surrounding and take time with what I’m doing. I take very care of my babies and I would treat your with the same love and respect! All there everyday needs and everything that they are used to and like will be done ! I want to do nothing but make you and your animal comfy and safe

Sitter Profile Image: Raeann C.
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Raeann C.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Virgilina, VA, 24598

“Raeann was great! She took great care of my two cats while I was away for a long weekend. Sent pics and updates, gave one of my boys his injectable medication each day, and gave them some extra loving on top of it too! Even vacuumed before I got home! It was wonderful peace of mind knowing they were well taken care of and would definitely book again!”

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Katie P.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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FAQs for Pet Sitting - Winnie

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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