House Sitting Roxbury

“Hallie was fantastic with my boy, Mac! She kept him company at my house overnight and kept us updated through the night. Mac can be a bit difficult in the rain and Hallie kept him safe and sound haha!”

Dayna R.

“Nicole did a great job pet sitting while we were out of the country for 5 days! We got updates throughout the time and our dog seemed happy and relaxed. We also came home to a spotless house which is an added perk. ☺️ thank you Nicole!”

Camilla B.

“Michelle and our dog, Meeko, are basically besties now!!! Michelle is a great sitter, we never worry when she is watching our dog, she is a great communicator, always cheerful and so trustworthy! Michelle is the best!”

Sandy G.

“We could not have asked for a better dog sitter! From the moment we left, she was incredibly communicative, sending multiple updates every day with pictures and videos that truly put our minds at ease. Shelby always looked so happy and comfortable, which meant everything to us. When we returned home, it was spotless. On top of that, when there was a possibility of a flight cancellation, she immediately offered to stay an extra day without hesitation. She is kind, responsible, and genuinely wonderful. We feel so lucky to have found her and would recommend her without hesitation to anyone looking for exceptional care for their home and pet. We look forward to her watching Shelby again.”

Monica T.

“Claire is absolutely the best dog sitter you could find. We came home from an extended trip to find out senior dog calm and happy after Claire’s overnight stays at our home. Claire sent photos, videos and text updates daily which were lovely and reassuring.”

Deborah M.

“LisaLeigh did a great job providing frequent text and photo updates so I knew how my puppers were doing”

Will B.

About: I’ve cared for a wide variety of dogs and cats, including pit bulls, golden retrievers, poodles, senior dogs, and tabby cats. I’ve also cared for pets with medication and dietary needs, including both oral and injectable medications. My goal is to make every pet feel safe, comfortable, and genuinely cared for while you’re away. Whether that means a long walk, plenty of play and attention, sticking closely to their feeding routine, or simply giving a nervous or senior pet some extra patience, I’m happy to adapt to their individual needs. I’ll keep you updated with how your pet is doing and treat your pet with the same care and attention I’d want for my own. I currently work evening shifts at my family’s restaurant in Darien, so I’m generally available for pet care during the mornings and afternoons, as well as some evenings. My work schedule does not interfere with housesitting, and I’m able to provide attentive care throughout the day and overnight. For walks and drop-in visits, I’m happy to work around my evening schedule and coordinate times that work best for you and your pet. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

“I am so glad we went with Katharine to take care of our dog while we were away. She was very thoughtful, caring and asked the right questions. You can most certainly trust Katharine with your pet, and home should you need care in the form of house sitting. Communicative and professional, we would look to hire again. She was terrific”

Bruce U.

About: I have had a dog myself for 10 years now and he has been a blessing for me to really learn how dogs think. Being able to take of him for the last 10 years has given me the experience I need to be able to take care of your pet as well. I currently work full time but I do have the flexibility to go and check on your pet during the day if you are local to me or else I am free after 4pm during the week. I am also free on the weekends from 8am - 8pm. I would also be available for overnight boarding at your home. I always make sure they feel safe, loved and comfortable in their familiar environment. I stick closely to their normal routine, including feeding times, walks and playtime and any specific care instructions you provide as I know that some dogs are very sensitive to any change. I can also provide daily photos or videos so you know they’re happy and well cared for while you’re away.

“Chris did a great job taking care of my dogs while i was away on a work trip. We did a meet and greet beforehand where he asked a lot of good questions. During the stay he kept me closely updated on how my dogs were doing and sent a lot of pics which was nice. Would definitely recommend. Professional and a big dog lover.”

Rob T.

“Carrigan took great care of Sadie. She was on time and in touch with us regularly while we were away. Sadie was happy to see us and Sadie was well taken care of in our absence. I recommend her and we will re-book with her next time we are away.”

Alison S.

About: I've been around and had dogs/cats my entire life and have always had a genuine love for animals. Growing up with dogs has helped me understand the importance of patience, consistency, and providing a safe, loving environment. I have 3 years of hands-on pet care experience, including recently raising two Maltese brothers and staying actively involved in their daily care and well-being. Through this experience, I've learned the importance of maintaining routines, giving each dog individual attention, and making sure they feel happy, comfortable, and loved. I treat every animal as if they were my own and want every pet parent to feel confident knowing their furry family member is in caring, dependable hands! Pet sitting is something I'm excited to incorporate into my weekly routine because caring for animals has always been a big part of my life. I'm committed to being reliable, flexible, and making sure every pet receives the time, attention, and care they deserve. I would plan my schedule around each booking to ensure I can maintain their usual routines, including walks, feeding times, playtime, and companionship. I also understand the importance of communication with pet parents and would provide updates and photos to help them feel comfortable while they're away. Having grown up around dogs and recently caring for two Maltese brothers, I understand how important it is to provide a safe, comfortable, and loving environment for pets. Whether caring for pets in my home or a client's home, I would prioritize their individual needs, follow their established routines, and make sure they receive plenty of attention, affection, exercise, and playtime. In a client's home, I would respect their space and follow all instructions regarding feeding, walks, medications if needed and appropriate, and general care. My goal is to help every pet feel secure and comfortable while giving their owners peace of mind knowing their pets are being well cared for.

“What a wonderful cat sitter! She took great care of my three cats, and was very gracious about a misunderstanding on my end. Great to work with. She house sat for me and also left the place in a wonderful condition. I would be happy to leave my babies with her again, fully recommended.”

Holly P.

“Kelly did a great job taking care of our two cats! Followed instructions and easy to communicate with. Booked her last minute and it worked out great. Will definitely be using her in the future to take care of our girl :)”

Molly T.

About: I'm Steven, a former science teacher who turned a lifelong love of animals into full-time pet care. I've cared for my own dogs for years (John, a Yorkie, and Lucy, my senior Chihuahua) and have looked after friends' and neighbors' dogs, cats, and small pets for as long as I can remember. I'm Fear Free Certified and Red Cross Pet First Aid & CPR certified, and I'm fully insured and bonded. Teaching taught me patience, routine, and how to read what someone needs when they can't say it in words, which is exactly what good pet care takes. Every booking is handled personally by me, so you'll always know who's showing up at your door. I do this full-time, so your pet is a priority, not a side gig. For house sitting I keep your pet on their normal routine, same feeding times, walks, and bedtime, and I send photo and text updates throughout so you can relax while you're away. I follow feeding and medication instructions exactly (I give my own senior dog her meds on a strict schedule, so I take it seriously). Every booking starts with a free meet & greet so your pet and I are comfortable before anything is confirmed. Since I come to you, your pet stays in their own home, familiar surroundings, their own bed and yard, which keeps them calmest, especially seniors and anxious pets. I treat your home with respect: doors locked, mail brought in, plants watered if you'd like, everything left as I found it. I have two dogs of my own, John, a Yorkie, and Lucy, a senior Chihuahua, so I'm comfortable with everything from high-energy pups to gentle senior care.

About: I have experience caring for dogs and cats of all ages through walks, drop-ins, and overnight stays. I’ve cared for my own two family dogs as well as pets for multiple families, so I’m comfortable stepping into different routines and environments. I also worked in an emergency veterinary clinic in an administrative role, where I was around a wide range of pet personalities and situations. That experience helped me better understand animal behavior, stress signals, and the importance of clear routines and communication between owners and caregivers. I’m reliable with following instructions closely, including feeding schedules, routines, and administering medications when needed. I understand how important consistency is for pets, especially when their owners are away. My approach is to match each pet’s energy—whether that means calm companionship or active play—while making sure they feel safe, comfortable, and cared for. My goal is always to maintain their normal routine as closely as possible so they feel at ease until you return. My schedule is built around a full-time job, working Monday through Friday from 7–4. I’m available early mornings, evenings, and have the most flexibility on weekends. I can occasionally do midday check-ins depending on my workday, and I’m open to walks, drop-ins, and overnight stays. I’m reliable and do my best to accommodate requests with some advance notice. My goal is to provide consistent, dependable care that fits smoothly into both my schedule and your pet’s routine. I prioritize each pet’s safety, comfort, and routine while caring for them in the client’s home. I follow all instructions closely, including feeding schedules, walk routines, and any specific care guidelines to keep pets consistent and comfortable. I’m respectful of the home and make sure everything is kept clean, secure, and as I found it. I’m very mindful of doors, gates, and leashes during walks and visits to ensure pets are always safe. My approach is calm and attentive so pets feel at ease while their owners are away. My goal is to provide dependable care and give owners peace of mind knowing their pets are in good hands.

“My dog had medical difficulties when she was watching him and she took such good care of him! She’s easy to communicate with and cares about dogs”

Jacqueline W.

About: Caring for dogs has always been my passion. For more than 10 years, my family and I have opened our home and hearts to pets—fostering, rehoming, and even providing medical care when needed. My daughter had worked in a veterinary hospital, so I know how to give medication, insulin, and special attention to senior pets. But what really matters is this: when your dog stays with us, they’re never just a guest—they’re family. We’re home full-time, so your pet will always have company, love, and care. Their happiness and safety are my top priority. Here we meet professionalism, Medical care and Vacation time for your pet. My daughter is currently working remotely. We are both retired and are always home. We provide: 2-4 walks a day. - 24/7 supervision - fenced backyard - walks to the beach/ park - toys - extra bowls - extra leashes - blankets - treats Why Book With Us In our home, every pet is treated like family. We offer a fully fenced backyard for safe playtime, a clean and calm environment, and constant supervision—your pet is never left alone. We closely follow each pet’s routine to make sure they feel comfortable, secure, and loved. For extra peace of mind: • 24/7 supervision with someone always home • Ring cameras in both the front and backyard for added security • Just one block from Stamford Veterinarian and three blocks from Springdale Vet in case of emergencies Whether in our home or yours, we put your pet’s safety, happiness, and comfort first—and keep you updated every step of the way.

About: I haven taken care of dogs and cats since I was 14 years old, and have always had a dog or cat in my household growing up. I grew up with a 110 pound Rhodesian Ridgeback and now have a German Shepherd/Husky mix. I also have a cat at home and am comfortable taking care of cats. I have a lot of experience with dogs over 50 pounds and am comfortable with any size. I have had friends parents throughout high school ask me to care for their pets during vacation. I currently dog walk throughout the weeks for different families, and house sit often as well. I have included pictures of some of the dogs I have taken care of. I work from home and am very flexible when it comes to days and times. I am also able to work remotely from your home. My pet care is done in the clients home. I try to keep the pet comfortable in what they are familiar with in order to stick to their current routine as well.

About: I have always had a very deep love for animals 🐈🐩and caring for them truly makes me happy, I am a very patient calm and loving person and I treat every pet like family. I have a lot of experience with dogs and cats, including senior pets, blind pets, and pets that need medications or extra care. I also work in healthcare so I have knowledge in first aid and monitoring health conditions which helps me provide safe attentive and responsible care for every pet while making them feel comfortable loved and at home. I currently work part-time in healthcare, which allows me the flexibility to dedicate quality time to caring for pets. Animals have always held a special place in my heart, and I genuinely love making them feel safe, comfortable, and loved. My goal is to create a calm, caring environment where your pet feels at home, with plenty of attention, affection, playtime, and supervision. I’m available on weekends, evenings, overnight stays, and most weekdays after work, and I would be honored to care for your furry family member as if they were my own. Your pet’s safety, comfort, and happiness are my top priorities. I provide a calm, clean, and loving home where every pet can feel safe and relaxed. I have two separate private rooms available if your dog or cat prefers a quiet space to rest, needs time to adjust, or if you request separate accommodations. I also have a very friendly cat who is gentle and comfortable around both dogs and cats. I have reliable transportation, so I can take dogs to nearby parks for walks, fresh air, playtime, and exercise. I have experience caring for senior pets, anxious pets, blind pets, and pets that require medication or extra attention. Working in healthcare has taught me to be attentive, patient, compassionate, and detail oriented, allowing me to closely monitor each pet’s behavior and well being. I will care for your furry family member as if they were my own, making sure they feel loved, comfortable, active, and stress-free throughout their stay.