Dog Sitting in Winchester

About: Hi! I’ve been an animal lover my entire life and have always had pets of my own. I worked as a kennel technician for 2 years and later as a veterinary technician for almost 2 years, where I gained hands-on experience caring for dogs and cats of all ages, temperaments, and medical needs. My background means I’m comfortable recognizing signs of stress or illness, administering basic medications, and providing calm, attentive care. While I’m no longer working in a clinic setting, the knowledge and experience I gained continue to guide how I care for every pet. I treat every animal like they’re my own — with patience, love, and close attention to their individual needs. Whether your pet loves playtime, long walks, or just quiet cuddles, I’m here to make them feel safe and happy while you’re away. I work during the week, so I primarily book weekends to give pets my full attention. When in my care, your furry friend gets walks, playtime, cuddles, and lots of love — all on a schedule that keeps them happy and comfortable. ❤️ I am available for drop ins/ walks during the week around lunch time and Fridays for boarding after 5pm! I treat every pet like family. Whether in my home or yours, they get a safe, cozy space, fresh water, walks, playtime, and plenty of love. I follow their routine and give updates so you know they’re happy and comfortable. ❤️

“Alyssa is so amazing with the pups, and I'm very grateful for her professionalism.”

Christian G.

“She’s Fantastic! My dog loves her! She very reliable and flexible! She was very helpful when I booked the wrong time and changed her visit time last minute!”

Lynnette C.

“Isabella we as BEST! She communicated from the start and we were able to work out the best schedule. She sent cute pictures and videos of my girls (two cats) every time she visited and kept me up to date on their shenanigans. The girls are happy and healthy. Couldn’t have asked for a better sitter!”

Abigail B.

“We had a family emergency and had to leave our Dog Piff at home and Shaghayegh was amazing! She really went above and beyond for my family and made sure our dog was taken care off. She let us know before and after she left and always sent pictures everyday! I would 100% use her again!”

Victoria o.

“Always just the best caregiver, so grateful for her!”

Craig H.

About: When you can’t be there, I make sure tails keep wagging and paws stay happy! Reliable pet sitting, walks, and drop-in visits that keep your furry friends loved, safe, and entertained. I'm currently available for a part-time schedule to take care of your fur baby. Don't hesitate to reach out for your pet-sitting needs. Thank you. I bring a calm and positive demeanor that you and your fur baby will pick up on, I look forward to meeting you. Thank you.

“Great job! This was the first time we were away for an extended time since getting our kittens and our first time using Rover. We're glad we found Christa. She did a wonderful job and kept us updated with pictures each visit. She was also quick to respond to any questions we had. 10/10 would recommend!”

Meghan D.

“Allison was fantastic with my two cats this weekend! Timely, communicative, and trustworthy :) She was also great about my last-minute booking, since I’d just moved to the area and had to unexpectedly be out of town. Would book her again!”

Jessica K.

“Meghan was awesome with our three pups for a week! I was out of town for work and my husband works long hours — so she stopped by mid day to let them out. I got picture updates and the pups seemed to be loving it! We would not hesitate to book her again!”

Natalie H.

“Julie is an animal whisperer! She got my very shy rescue cat to open up to her in just a few visits. Also very easy to get a hold of when I needed to. I will definitely be booking with her again.”

Shannon L.

About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).

“Absolutely the best! Kayla is very responsible and very attentive to my pups, they love her.”

Lex L.

“Casey is fantastic with our two dogs! Highly recommend.”

Kelly H.

About: Hi my name is Jose Alfredo and I can be very laid back and socially outgoing with a fun and friendly personality! I love being around friendly pets and I was a previous cat owner for 4 years. I also used to share my place with my close friend and his dog of 3 years who I helped care for many times. I have other family members and friends who have pets as well and I have been around them long enough to love and know me. I have spent a lot of time around other people's dogs most of my life and have great experience with both dogs and cats. Being around other people's pets over time has given me the opportunity to know and understand different dog and cat personalities and each ones individually unique needs and traits. Book me and I will walk your dog, feed it, play with it and make sure it has gone to the bathroom. I will tend to your cats' need as well and make sure it's fed, hydrated and help maintain it's litterbox's cleaniliness and given lots of attention! I am also willing to help with small house chores like taking out the trash, bringing the bin to the front, watering your plants or any other simple house duties for no extra charge! At the moment I will go to you to take care of your pet in your home so you don't have to worry about putting your pet in a new environment it's not used to. I will make sure everything in your home is as tidy as before I even arrived. As long as you can provide me with the proper details and instructions about your pets' needs, where things are and how to get in and out of the house, then I promise you everything will be done as requested. As a way of building trust, we will arrange to do a proper meet and greet at your home or a public place like the park. This is so me and your pet can get familiar with each other, earn trust between owner and sitter, and have comfortability and assurance that your pet and home will be in good hands. Thank you for choosing me to care for your pets! I am currently flexible with availability for most days of the week as I do not have any other full time job at the moment. However, I currently am a student studying full-time and sometimes get involved in campus events, extracurriculars, and other student organizations. So Tuesdays and Thursdays I'm typically more busy with classes. But as long as the requested time works around my schedule and classes then we can make it work and I can be available whenever I am not spending time on campus. I do prefer to be notified at least 3 days in advance for requests but I am also willing to take up to same day bookings as long as I am completely free for that day, but it is not guaranteed. But please do try to reach out and book with me in advance at first if possible. I also prefer to schedule a meet and greet prior to accepting booking requests for new first time clients. But I will be more than happy to work with you so I can make a new furry friend if we are a great fit for each other! I used to play with my roommate's dog every day and feed him or take him outside to potty when the roommate was not around or unable to. I play ball with his dog, tug of war and give him belly rubs. His dog is also very attached to me as I am to him. I also was a cat owner for 4 years who I took care of every day from feeding him to ckesning his litterbox and playing with him. I hope to form this same kind of relationship with your pet!

About: Hey there my name is Allison and I am a huge animal lover! I will love on your fur babies while you are gone and make sure they have what they need! As someone that has every pet but a dog of her own and has always wanted one, I will completely take advantage of the time I get with yours! I am comfortable with whatever is in need feeding, walks, backyard play, even just hanging out at the house and keeping your animal company! I have experience with a wide range of animals and I will make sure your needs are met! I am so excited and looking forward to meeting you and your sweet fur baby! Whatever animal comes my way I will make sure they are taken care of!

“Very communicative and friendly. This was our first time using rover. Maribeth accepted our request/date check very promptly which was great for our last minute trip. Will definitly look for her service in the future.”

Brennon E.

“Maya was very responsive and quick to adjust when our schedule changed. We got pictures and updates each visit. She took great care of our kitties and we are so grateful!”

Maggie J.

About: I work full time at Shenandoah University and am joining Rover to formalize my side hustle, which Ive largely managed through word of mouth thus far. I’ve lived with dogs for about 25 of my 30 years of life - mostly hounds (most recently 2 bassets). And I’ve watched dogs of all sizes, the smallest being a chihuahua mix and the largest a Great Dane. Over the last 5 years or so, I’ve dog sat for friends, family, and connections in the Winchester area. The longest engagement was 6 weeks, but I normally do long weekends or week long jobs. All animals are different and I respect you, their owner, to tell me what’s best for your furry friend. I also will be transparent and over communicate with you so we both can be confident your animals have everything they need. I’m comfortable dispensing medication - including to the really picky ones (I can take a pill/pill pocket and sculpt it pretty much exactly the same shape and size as any mainstream kibble brand). I have experience with puppies and with our senior citizens, who both just need a little extra care and attention. I feel comfortable listening to animals and getting to know their personalities, which are all so different yet equally endearing. If they are trying to say something, though, I feel pretty confident I will notice it - especially after we’ve spent a few hours together. And, if they’re trying to say something and I don’t understand? I’ll reach out just to make sure. I just really, really love animals. I most often watch dogs but have also cared for cats, lizards, bunnies, chickens, and horses (although horses were largely just feeding and brushing/attention). I also have a rescue cat of my own, Luna, who has made me certain I’m equally a dog person AND a cat person. I work 9-5 M-F, and occasionally am tied up on weekends with happenings on campus. I can take an hour lunch (and flex a bit beyond if necessary) to visit the animals for attention and potty breaks. I am single, sober, and genuinely grateful for the work and the company. Animals have so much love to give, and i try to reciprocate that love indiscriminately. Thanks for your consideration and please let me know if I can answer any questions, hop on a zoom call, or speak to any specific needs you find important. No request is too small and I’m grateful for any and all details I can use to keep your animals feeling secure, loved, and cared for in your absence. I work full time at Shenandoah University as an Administrative Assistant in the Office of Global Engagement. My role is in-person on the main campus in Winchester. My routine hours are 9-5 with an hour lunch around 12 or 1. But, there’s a lot of flexibility, especially over the summer when the students are back home. My team is small and I am able to shift my hours when I communicate with them in advance (I.e. I’ll take 2 hours midday but clock in at 8, etc). Outside of work, my schedule largely centers around community and service work. I’m really involved with the recovery community and attend several meetings and events a week, although I can be flexible there too. Most days I’m up no later than 7 am and asleep by 11. But all these things can flex, depending on your and your pets needs. I live alone with a stray-turned-adopted cat named Luna (who I’m preparing to spay, which is part of my need for a more stable second income!). My place has a small fenced area in the back, enough room for a pup to potty but not much more. But I’m also about a half a mile from Jim Barnett Park and I love their walking trails and their dog park. I’d prefer to house sit at your house, but I’m open to certain scenarios if I can ensure your animal is comfortable in my space. Let’s talk about the details!

About: I love both cats and dogs and have had them my whole life! Today, I have a 4-year-old Shiba Inu that I rescued. I was given a Tuxedo cat for my fourth birthday and we got a Husky mix when I was around 10. I fed them and walked and played with them my whole childhood. When I was in college, I started fostering animals— both cats and dogs— for years on end. Some of the animals needed eye drops and oral medication which I helped administer. I even helped my mom adopt one of the cats I fostered! I promise to love and care for your pets as if they are my own! I work remotely from 2-10pm on Tuesdays-Saturdays! I’m best fit for mid-day, morning or late night walks and I am free for all-day/ overnight care on Sundays and Mondays. If I am able to work remotely from your house, I could also potentially work weekdays and weekday night. I can play with your pet and take your dog on long walks! I also have treats and toys at my disposal that I can share (per permission from the owner of course!)