Dog Sitting Winchester

“We have been using Shawn for over 6 months for weekday drop-in visits with a very elderly dog. Shawn has been 100% reliable and a total pro the one time that the dog became very ill while home alone in the morning. Shawn invented a new outside game for our 13-yr-old pup, and now the dog wants to play the Shawn game anytime we are in the yard. We feel extremely fortunate to have found Shawn on Rover…she gives us total peace of mind that our wonderful dog is well-cared for. Shawn is completely trustworthy and totally dedicated to the well-being of our pet.”

Carolyn R.

“Caitlin was great to our furry family members! She was very flexible with timing and it was great to have peace of mind while traveling. Thank you so much!”

Lucas C.

“Sanela is a very responsive cat sitter and goes above and beyond. Our cat seemed ok at initial meeting but for the second visit our cat Beans was mean toward Sanela. It’s unfortunate but cats are cats, Sanela still stayed and gave her treats and shared photos.”

Meghan Z.

About: I know first hand how much love there is between a dog and their owner. For that reason, I believe trust, transparency, and fun are the pillars of my dog walking service. When you entrust me to care for your pet, I will make sure they are always safe, hydrated, and having fun! I also always send updates after walks letting clients know how the walk went and that dogs are home safe. As a dog owner, I have had family dogs ranging from a 6 lbs Yorkie to a 65 lbs Lab. Outside of my own pets, I have experience cat- and dog-sitting for friends and family and am excited to be able to take on more dog walking clients. I am comfortable walking dogs of many breeds, sizes and ages. I can't wait to meet your furriest family members! I am a graduate student, so I often have a flexible schedule to work around your needs. I am available for early morning and evening walks every day of the week and midday walks every day Wednesday-Sunday. Safety is my top priority for your pet, your home, and myself. This is why before working with your pet, I will request a meet-up with you to better understand your pet. In this meeting we can discuss if your pet has any aggression or fear around other dogs, escape-artist tendencies, or special needs so that walks can be as safe and secure as possible.

“Natalie was wonderful! My cat can be territorial while were away. Natalie was patient, understanding, and extemely communicative. If you need a trustworthy and kind petsitter Natalie is your person!”

Staci D.

About: I've loved animals for as long as I can remember. Growing up, my family always had pets, including dogs, cats, and rabbits. Caring for them taught me responsibility, patience, and how to understand each pet's unique personality. I know that leaving your pet with someone else can be stressful, so my goal is to make both you and your pet feel comfortable and confident. I treat every pet as if they were part of my own family, providing plenty of love, attention, playtime, and care based on their individual needs and routine. Whether your pet enjoys long walks, interactive play, quiet companionship, or simply sticking to their daily schedule, I'll make sure they feel safe, happy, and well cared for while you're away. Communication is very important to me. I'll send regular photo and video updates, along with messages about how your pet is doing, so you can enjoy your time away with peace of mind. I'm available for last-minute bookings whenever possible. I have experience caring for puppies, senior pets, and multi-pet households. I'm happy to follow your pet's feeding schedule, medication routine, and any special instructions. I am currently working part time and have sufficient extra time to care for your kitten or cats! My availability is before 11 am and after 1pm daily. I have an apartment with a yard to walk around within gated community if needed. Additionally, it is on the ground floor for convenience or easy access.

“This was our first experience with a pet sitter since moving to the United States, so I was a little nervous about leaving our house keys with someone. I was also worried because my English is not very good and I wasn’t sure if I would be able to communicate my wishes clearly. However, she was incredibly kind, caring, and clearly someone who truly loves animals. She made us feel completely comfortable and gave us great peace of mind while we were away. I would absolutely ask her to take care of our precious cats again in the future. Thank you so much for taking such wonderful care of them!”

T S.

“Samichya and her husband were fantastic caretakers for my two beagles. They were wonderfully communicative throughout the stay, always quick to respond, and I felt completely at ease knowing my dogs were in such good hands. I came home to happy pups and a house left in great shape. Highly recommend their care.”

Nicholas W.

“Everything went smoothly. Animals were well cared for and seemed happy!”

Danielle F.

“Carol was very communicative and great at following instructions. She took great care of our kitties. I would recommend her and book her again!”

Sara M.

“Kerri is extremely flexible and wonderful with our pup. She is patient and kind. Our pup is the happiest to see her! She is definitely our go-to person to entrust our pup’s care !”

Divya A.

About: I have grown up with animals all my life! I first started walking my neighbors German Shepard when I was 12 years old and I grew up with three cats in the our household. I had my own dog Guiness who was a silly goofy boxer until last year. I’m comfortable around any size dog as well as cats I have a unique work schedule where I have pretty early shifts; 6am-2pm or 7am-3pm as well as later shifts on Thursdays 12pm-8pm so I have availability most people won’t have with an 8am-5pm job. I also work Sunday-Thursdays so I’m available all day On Fridays! When I had my dog this schedule was really nice so he would only be left alone at home for 4 hours at a time. I know how important it is to make sure your pet gets their energy out and bathroom breaks when you’re not there. I make sure any environment I’m in is clean and pet friendly whether that means crating your dog if they need to be after visiting or making sure I’m aware of my surroundings in walks. My dog was reactive towards other dogs so I have experience with reactivity and will be aware of other dogs while on walks. During visits I would love to play with your pet with their toys, puzzles, or lick mats whatever they need I’m there! I do have experience giving dogs medication as well if that’s something you need! I don’t have experience giving cats medication.

“Caroline was available during a busy time of year and super flexible to accommodate a 30-min visit with my cat, Ms. M. We scheduled a quick check-in visit beforehand and she met Ms. M for about 30 minutes, reviewed any instructions, and I left her a set of keys. I appreciated having someone to make sure my cat had a bowl of wet food and some company while I am away for a week. Caroline was also flexible in setting up a time to handoff my spare set of keys. All and all it was a smooth experience and I’d recommend Caroline to others looking for cat care!”

Kira N.

“Lindsey has been great with our puppy! I love the check ins and pictures from each drop in. Lindsey can actually get her to walk in the leash and she is such a happy pup during the day!”

Lauren C.

“Heather took excellent care of my cat while I was out of town for a whole week. She provided me with regular updates, sent tons of pics of play time or just to get clarification on anything. I left some notes on details about my cat and things items to address and she followed them to the letter! She even offered to brush her when I mentioned she likes that. Could not recommend Heather any stronger! She’s awesome!”

Rex N.

“Hillary was a great find in the "eleventh hour" of my search for service. She dropped in and took really good care of my dog while I was far away for the day. I felt confident from our first texts and Hillary's generous effort to come to my home for a meet n greet. Hillary followed through with great communication, lots of photos and follow up texts. I would call her again in a heartbeat and highly recommend her services ! Thank you so much!”

Christine S.

“Nico had a great time and missed Emma when she left”

Maura F.

About: Although I don’t have the most experience, I played a large part in the raising and training of my friend’s dog when he was just a puppy in this past year. I treated him as one of my own, and I will do the same with your pet! I am a full-time PT student looking to earn some money on the side and I am available to play with your pets during my spare time. I usually have classes until 5 pm on weekdays and free on most weekends so my schedule can accommodate! I will always prioritize your pet’s safety and treat them as if they were one of my own. I will take this responsibility very seriously and always model my services based on your instructions.

About: I grew up with dogs and have cared for them since I was young. I’ve dog sat from weekends to three+ weeks for many years. I love a good long walk mag as well make a pup happy to come along!! I’m free week days before 3pm. If there are other times needed occasionally please ask my schedule can be flexible. I’d be happy to create routines and have some regular walking buddies! I’m very comfortable controlling dogs on walks and keeping them safe. I have learned how to communicate in a way that dogs respect and respond positively too. I have also worked in a gym for many years I’ve got the strength to make sure we all stay safe 💪

About: I am a freelance artist by trade, I'm looking to earn some supplementary by putting to good use my love of animals and experience as a lifetime pet owner. I have been the primary caretaker for animals basically my whole life, growing up alongside furry siblings as long as I can reliably remember, including several dogs with behavioral issues such as separation anxiety and jealousy problems. My mother trained as a vet tech and taught me a lot, and is always happy to help even now if I need an extra hand or some expert advice. I have trained dogs, including potty training and dissuading problem behaviors (excessive barking, begging for food, etc.) I have experience caring for dogs in individual, group, and playgroup settings and love all animals. I cannot drive but I can engage in light to moderate dog walking just fine! I use public transport and ridesharing to get around. If you have any further questions about what might be within my wheelhouse feel more than free to ask! As a freelance artist, my schedule for work is fairly flexible and I can plan around pet care time and stays away from home with a lot of freedom, making it possible for me to keep my schedule fluid and make the animal in my care the priority of my routine. I have an apartment in Arlington I spend most of my time at but it's not the best for pets so for boarding jobs I visit and make use of my parents home in Winchester. They and their dog love the company! It has a fenced outdoor area where dogs can easily run, play, and of course go to the bathroom. It is accessible via a basement door and most dogs get the hang of it pretty easily (but I am happy to provide extra help for dogs who struggle with stairs or need other extra accomodations.) It is also home to my parents who love furry guests, and of course Emma, an extremely friendly and patient English Setter who adores playing hostess! I am also of course happy to visit other homes to care for pets, both for drop ins and overnight. I will always take the safety and cleanliness of your home seriously! In other's homes I'm happy to adapt to what resources are available and what areas and routines the dog is generally used to and comfortable with in their own usual environment!