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.
“Hilda was amazing! She always showed up exactly when I needed her to and made sure to send me pictures every visit, which gave me total peace of mind. She was reliable, communicative, and clearly great with my dogs. I’ll definitely be booking with her again!”
“I had a last-minute work trip come up and Hannah was more than willing to help care for my two dogs while I was gone for 36 hours. She was trustworthy, sent many pictures, and gave me a full summary of each visit. 10/10 would book again! Thanks!”
“Crystal was absolutely amazing 😍 We have never used a Rover sitter before for our dogs, so we were hesitant. But she was amazing and the dogs absolutely loved her. I've never seen Ember warm up to someone so fast! Crystal stayed in contact with me and took such good photos of the dogs! I'll definitely book her again if we need a sitter ❤️”
“Nina did such an amazing job with my kitties! They are pretty wary of strangers but within a short time they’d warmed up to her. My home was in excellent condition and I loved the pictures I received of my babies. I was continuously reassured that they were in great hands and doing just fine without me. Thank you, Nina!”
“Michelle is amazing. She sent me so many drop-in photos and detailed updates during every visit, which gave me total peace of mind while I was away. She was incredibly attentive, kept me in the loop about everything, and treated my dog with so much care. I could tell my pup was happy and comfortable the entire time. I highly recommend Michelle to anyone looking for a reliable and thoughtful sitter. I will absolutely book with her again!”
“First time using Ashley and she was wonderful. She treated our baby with sweetness and lots of love. She played with him and cleaned up after him, which was awesome. The one on one attention she gives is extraordinary. Thank you Ashley and we will definitely be calling on you in the future .”
“McKinzie did a great job taking care of my pups. There were no issues, and communication was excellent throughout. I would definitely recommend her and will gladly use her services again in the future.”
About: I’ve had dogs and cats my whole life and have had reptiles and birds the last 7-8 years and fish for about 4 years fish and reptiles ARE included in my pet care! looking to expand my care with things I already know and have a great passion for. I’ve had big dogs and small dogs growing up. Ive also worked alongside with a credible trainer and amazing reptile keeper! Ready for anything you throw my way! It’s what I strive to do I’m always looking forward to caring for animals including my own I have a huge joy in knowing the wellbeing of my animals and furry friends. Having a surplus of my own pets petcare is a big part of my day to day lifestyle. I always go outside with your pet so they are supervised, and will talk to pet parents to understand how there dogs/cats/reptiles personality is, I can administer oral medication when needed for special needs or senior dogs/cats/reptiles
“This was our second booking with Mackenzie and we just love how she treats our kitties. She is always so caring and attentive to their needs. We will continue to book with her! Great with communication too.”
“Brandee was awesome, we went on a 12 day vacation! She went above and beyond to make sure Princess and my house was safe and kept in good condition!! I will definitely be using Brandee again for Princess on my future vacations. Thanks again!!”
About: Hello, my name is Tiffany, and I absolutely love animals 🐶🐈⬛🐕🦺🐇🦆🐎I have more than fifteen years of experience dealing with dogs and cats of all breeds and sizes.I have two years as a pet stylist, cutting hair, nails, cleaning teeth and ears.❤️ Choosing me to be your Pet Sitter/ walker is a great choice because I truly do it for the love of the animals. I love being able to give your pet back to you happy, healthy and even clean if that's what you want! I have no problem taking care of the nail's, teeth and ears on request !!! I help ensure pet keeps up with training and create a healthy environment to make pup confedent and comfortable 😊 Pet care is everything in my routine that makes me genuinely joyful to be able to see a pet grow and learn and to be a part of the life of the pet as well as the pet parent! As well as knowing that I am creating a loving environment as well ❤️ I will perform whatever services required to take care of your pet.Whether that is walking sitting medicine time or feeding time i can get it done! I love giving them love, as well as doing things that they enjoy like playing with their ball or a specific toy or maybe even belly rubs!
About: With over a decade of experience caring for dogs and cats, I bring a deep passion and commitment to every pet I care for. Since I was 18, I have been adopting and rescuing animals, working with animal protection foundations, and dedicating my time to giving animals a safe and loving environment. What sets me apart is my hands-on experience with both rescue animals and pets of all ages, including puppies and senior animals. I understand their unique needs and have the patience and skills to ensure they feel comfortable and loved. Your pets will have plenty of space to roam and play in my spacious home, complete with a backyard and a beautiful park just steps away. Whether it’s playtime, cuddles, or gentle care for older pets, I provide a safe and happy experience tailored to each pet’s needs. I’m currently studying from home and I have plenty of time to take care of your pets. This will be like spa for your pet a day or days where will be like vacations to run, play and have so much love ☺️ I have a big house and yard, also a nice park to go for a walk, you can be sure your pets will be safe, feeling loved and happy to play around with their toys 🧸. Don’t worry because your pets won’t be with other pets if you choose that, I understand how important they are for you🐶
“Mackenzie was great! She took great care of my kitty and my house and made sure he fed and had love while I was gone. She is very responsive to messages and I would highly recommend her. I will definitely use her again!”
About: I am a professional pet care provider with over 13 years of professional experience caring for dogs and cats, along with over 18 years of personal experience caring for my own cats. I have experience working with animals of all shapes, sizes, breeds, ages, and temperaments, and I understand that every pet has their own personality, routine, and individual needs. My experience includes dog walking, drop-in visits, cat care, senior pet care, and caring for pets with different personalities and activity levels. I am also comfortable administering some medications when needed. I provide patient, attentive, and compassionate care while following each pet’s routine and their owner’s instructions closely. My goal is to make every pet feel safe, comfortable, and cared for while you’re away. I work a part-time position Monday through Friday from 4:30 PM to 9:30 PM. I am available during the daytime Monday through Friday. I have open availability on weekends and can accommodate drop-in visits throughout the day. I’m happy to work with each pet’s individual routine and scheduling needs whenever possible. I believe keeping a pet’s routine as consistent as possible helps them feel safe, comfortable, and less anxious while their owner is away. I follow each client’s instructions and their pet’s normal routine closely, including feeding and watering schedules, bathroom breaks, walks, and other daily care. During each visit, I spend quality time with the pet based on what they enjoy and are comfortable with. I’m happy to play, provide affection and attention, or simply keep them company if they prefer a quieter visit. My goal is to provide dependable, consistent, and compassionate care so pets can remain comfortable in their own home and owners can have peace of mind while they’re away.
“Sasha is an amazing animal lover! She went above and beyond caring for my baby boy Mochi while I was away. Hosting excellent communication and a gentle touch with my pup I give her 12/10!”
About: Hi! I’m Thomas, and I’ve been caring for pets for about 10 years, including dog walking, dog sitting, cat sitting, feeding, playtime, and everyday pet care. I genuinely love animals and enjoy getting to know each pet’s personality and routine. I’m reliable, attentive, and committed to making sure your pets feel safe, happy, and cared for while you’re away. I also have a dog of my own, Rocky! I’m available to provide pet care 7 days a week with flexible availability throughout the day. I communicate clearly with pet owners about my schedule and make sure I have enough time to give every pet the attention, exercise, and care they deserve. My goal is to provide reliable, dependable care while making sure each pet feels comfortable, safe, and well cared for. Your pet’s safety and comfort are my top priorities. I follow each owner’s instructions carefully and take time to understand their pet’s personality, routine, habits, and needs. During walks and visits, I stay attentive to my surroundings and make sure pets are secure at all times. I’ll also provide updates and photos so you know how your pet is doing while you’re away. My goal is to create a calm, positive experience where both you and your pet feel comfortable and confident in my care.
Pet parents share their Rover experiences - Winchester
Debbie took care of my 2 pets, did drop in visits for 2 weeks. She is an excellent pet sitter. Debbie is very caring, always punctual, and consistently provided detailed information and photos of my pets. One of my pets slightly sprained his leg while playing and Debbie immediately notified me. She stayed longer to care for my pet and checked on him again the same day. Debbie followed instructions very well and she even cleaned my food containers. My pets enjoyed being cared for by Debbie. She went above and beyond, and provided excellent service. I definitely will contact Debbie in the future for pet sitting. Thank you much Debbie!
Junny went above and beyond accommodating my unusual schedule to best support my cat and two dogs. He gave my cat daily medication, engaged my ever energetic puppy, and doted on all three. I am grateful for his help and flexibility and for the adorable photos he shared throughout the week!
Cannot recommend Adam enough. Friendly, professional, and a clear animal lover. We have two cats who aren’t usually friendly to new people, and I work from home so they’re not used to being in an empty house. We were surprised how quickly they warmed up to Adam during his visits, and honestly they seemed disappointed when we came back!
Absolutely amazing cat sitter — could not recommend Liyuan more highly! Liyuan took exceptional care of my cat, Lottie, and I truly could not have asked for a better sitter. From the very beginning, she was thoughtful, responsible, and incredibly attentive. She treated Lottie not just as a pet, but as her own baby — with genuine care, patience, and affection.
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. 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.
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