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

Winchester, 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.
“Catherine is incredible! I cannot say enough kind things about her. Will be booking with her for all of my future trips. She accommodated multiple schedule changes at the last minute, called immediately when my cat had gotten sick all over the house, remained calm, and cleaned it all! She gave him his meds every single day with updates and made my vacation worry free. Thank you so much!”
About: I’ve been around dogs and cats my entire life, and I give every pet patient, loving, and reliable care. I’m great with puppies, senior pets, and animals that need a calmer approach. You can count on me for respect, communication, and genuine love for your pet Pet care naturally fits into my day because I already structure my schedule around being active and available. I set aside dedicated time for walks, feeding, check-ins, playtime, and updates to owners. I’m reliable with routines, so your pet gets consistent care at the same times each day. Whether it’s morning potty breaks, midday walks, or evening feedings, I make sure their schedule is steady and stress-free When I’m in a client’s home, I follow your routine exactly—feeding, potty breaks, walks, playtime, crate training, or whatever your pet is used to. I keep your home clean, make sure everything is locked and secure, and always double-check food/water levels. I send plenty of pictures and updates so you know your pet is safe, loved, and comfortable. My goal is for your pet to feel like I’m just a friendly extension of their family while you’re away

About: I have over 5 years of pet care experience and work at Critter Fixer Veterinary Hospital, caring for animals with safe, attentive, professional care! Through this experiencde, I gained valuable knowledge of animal health, behavior, and safety. My experience includes feeding, walking, administering medications as directed, monitoring pets for signs of illness, providing enrichment and exercise, and ensuring each pet receives individualized attention. I am comfortable caring for dogs of different breeds, sizes, ages, and energy levels, and I strive to provide and safe, loving, and stress-free environment for every pet in my care. Pet care is a consistent part of my daily and weekly routine. I plan my schedule around providing timely potty breaks, feeding, walks, playtime, and check-ins. I make sure Im avaliabe throughout the day depending on bookings, and I adjust my routine to meet each pet's needs while maintaining reliability and consistency. In my home or client's home, I follow each pet's normal routine as closely as possible to help them feel comfortable and secure. This includes feeding on schedule, regular potty breaks, walks, playtime, and any medication intructions. I also provide supervision, enrichment, and a clean, safe environment. I adapt my care based on each pet's age, energy level, and specific needs to ensure they feel safe and well cared for.
About: -personal experience with puppy care and following personalized schedules and routines -puppy trained and potty trained -taught basic commands to two dogs -regularly walked multiple dogs at once -integrated training with fun I’m currently a stay at home mom and have a flexible schedule that I am able to accommodate for my needs so I can make sure your pet gets all the love and care they need. Regular feeding and walking Crate training Cleaning up paws and wiping down if needed Setting up a space for the pup to thrive Plenty of playtime and outdoor time.
“We were on vacation for the holidays and Camron took such great care of our baby! He was always on time with drop in visits, took photos, and communicated daily- We’re so thankful for him!”


About: Hi! I have 8 years of experience caring for pets and do well with animals of all ages and sizes. I love making pets feel safe, happy, and comfortable while their owners are away. I know how important it is to trust someone with your pets, so I always strive to make both the pet and owner feel comfortable. I treat every pet with the same care, attention, and love I would give my own! (The pfp is my baby!) I currently work a part time job! My mornings and late afternoons are always open! I have most weekends off and a very flexible schedule I make sure my pets are well taken care of. With my 8 years of experience I have work with all types of animals at different stages of life! I am comfortable with give curtain meditation or treatments! I have fostered a few animals that have needed extensive care due to their injuries before being placed with me. I’m calm, caring and think about the animals when having to work with them!
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.
How to book pet sitting

1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Winchester
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Winchester
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.

