House Sitting Ridgeway
Find a loving house sitter to watch over your pets and your home.

Over 38 pet parents in Ridgeway have booked house sitting
Ridgeway, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Hallie was awesome with Quavo! She fed, walked played with him and from the pictures it looks like he had a blast!! Would definitely recommend Hallie to anyone!”

“Nicole was great with Sky and Sid! She was super communicative, asked great questions, and sent us lots of updates and photos throughout the day. It was such a comfort knowing they were well cared for. Would definitely recommend!”
“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!”

About: What sets me apart is the genuine care and attention I give every pet. I’m an animal lover who understands that every pet has their own personality, routine, and needs. My goal is to make them feel safe, comfortable, and loved while you’re away. I’m reliable, patient, and committed to following your pet’s routine, whether that means walks, playtime, feeding, medication, or extra cuddles. I’m comfortable caring for dogs of all ages, from energetic puppies to senior dogs who need a little extra patience and care. I’ll also keep you updated with photos and messages so you always know your pet is happy and in good hands. I treat every pet like they’re part of my own family. I’m currently part time working! Pet care fits naturally into my daily routine because animals are a big part of my life. I make time each day for feeding, playtime, walks, attention, and making sure pets feel comfortable and cared for. Since I have two cats of my own, I understand the importance of keeping a consistent routine and providing companionship, even when owners are away. I’m able to incorporate pet care into my schedule by dedicating time for visits, walks, check-ins, and giving each pet the attention they need. I enjoy spending time with animals and love being able to provide reliable, loving care for pets and peace of mind for their owners. I care for pets by creating a safe, comfortable, and loving environment while respecting their normal routines. In a client’s home, I make sure to follow their instructions closely, including feeding schedules, medications, playtime, walks, and any special needs their pet may have. I understand that pets feel most comfortable when their routines stay consistent, so I do my best to make the experience as stress-free as possible. If caring for pets in my own home, I provide a clean, calm space where they can feel comfortable and receive plenty of attention, affection, and care. Whether at my home or a client’s, I treat every pet like they are my own and make sure they feel safe and loved.
“Annabelle was an excellent match for my 15 year old Spaniel. She was conscientious, neat and tidy (she stayed overnight), reliable and trustworthy. My dog’s age brings challenges (vision and hearing issues) yet Annabelle never skipped a beat. I was nervous about leaving my dog with a stranger but it worked fine.”

About: I have been around dogs my entire life, with experience caring for breeds of all sizes. I have always had a natural ability to connect with dogs and have been comfortable handling and caring for them from a young age. Additionally, I have experience house-sitting and providing care for dogs belonging to coworkers, friends, and family members. My lifelong experience and genuine love for dogs allow me to provide attentive, reliable, and compassionate care for every dog I look after. I am currently playing junior hockey, with practices scheduled Monday through Thursday from 9:00 AM to 2:00 PM. Outside of those hours, I am fully available to provide attentive and reliable care for your dogs. My availability on Fridays, Saturdays, and Sundays varies depending on my hockey schedule, but I am happy to coordinate in advance to find a time that works best for you and your pet. Your pet’s safety, comfort, and happiness are my top priorities. When caring for pets in their own home, I do my best to maintain their normal routine, including feeding schedules, walks, playtime, and any specific instructions provided by the owner. I provide a safe, clean, and comfortable environment while giving each dog plenty of attention, affection, and exercise suited to their needs. Having grown up around dogs of all sizes, I understand that every dog has a unique personality and needs. I strive to make every pet feel comfortable, secure, and loved while their owner is away. I also keep owners updated on how their pets are doing for added peace of mind.
“Emma provided frequent updates with photos while we were gone, letting us know our pup was happy and well taken care of! We could tell our dog was comfortable with Emma from the first meeting, and she was relaxed when we got home, so we know their weekend together went well. Would definitely book with Emma again!”

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.
About: I’ve had dogs ever since I was a baby and have cared for friends dogs as well. I love them so much! All breeds and sizes My schedule changes from time to time since I am currently waitressing as I look for my next full-time position. This is helpful as I have open afternoons and mornings quite often. I live and take care of my grandmother in a gated community. Great for walks and is very clean and quiet. There are plenty of owners who walk their dogs around. Can be avoided if your dog doesn’t like others!
“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.”

About: I have 3 years of pet-sitting experience. Then I took a 2 years gap for traveling and just came back to Greenwich CT in July. That’s why most of my Rover reviews are from 2 years ago. Have experience with all ages pet including oldest 16 years old senior dog to puppies, also cats. I am totally an animal lover and treat them like my own baby. I will update pet parents everyday with pet’s videos. I own a small neutered Maltese boy who’s only 5 lbs. We stay at home the whole time. We promise that we will give the best care to your pets and look after them with patience and love. We send video updates to pet parents everyday. We have big open spaces in our house. There are multiple big lawns and dog parks in the neighborhood. Pets can run freely at home and play safely outside. We will strictly follow feeding and walking schedule you prefer for your pets. Clean them with wet tissues after each walk and send you daily video updates.
About: I have always had pets growing up as a child and now my love has grown even more. My experience in Pet Care is from having my own pets and caring for friends and family. I deal a lot with active dogs since I have two Siberian husky of my own and a Mutt mix. Im currently working part time-usually available every mornings, mid day depending on the week, weekends available all day once booked in advance sometimes flexible if booked late, and definitely available overnight at anytime. I can do anywhere in Greenwich, Stamford, Darien, Norwalk, Westport and Southport. I will treat your furry pets as they are like mine. I will communicate with you- if the dogs need extra attention, medicine, more walks, take them to their favorite place I will do it. I will always be transparent with you. I want your pets to not be stress when you leave the house - I will be another best friend that they can play with.
“Aaliyah stayed with our dog and cat for 5 days while we left the country and made it such an ease. She sent constant updates, checking in with pictures and status updates several times per day, and it was clear that our pets loved her and felt at ease. She always leaves our home spotless and our pets can’t wait to hang with her again soon!”


“I cannot recommend Melanie enough. She looked after our senior dog while we were on an extended trip overseas. I received numerous photographs of him looking healthy, happy and loved, and his affection for her was obvious on our return home. Melanie kept our house immaculate and also maintained good contact with us while we were away. She is extremely responsive to emails, punctual, and has an excellent work ethic. I felt extremely comfortable while away knowing Chessie was in her care. THANK YOU!!!!”

“Laura took our 3 year old Corgi Jack into her home and did an incredible job taking care of him. She is so responsive and a natural with dogs. She treated him like her own and sent us updates and pictures several times a day. She is very active and took Jack on long walks and even introduced him successfully to another dog he became friends with while we were away. We will trust Laura with all of our dog sitting needs in the future and would recommend her to anyone!”

About: Hi, I’m Ashley — I have nearly 25 years of hands-on experience in dog training, behavioral rehabilitation, rescue work, fostering, structured socialization, and canine management. I specialize in highly individualized, trainer-led care for dogs requiring structure, reinforcement, enrichment, confidence building, and real-world behavioral development. My approach goes far beyond standard daycare or pet sitting — dogs in my care receive consistent structure, guidance, and reinforcement throughout the day in a calm, highly managed environment. I’m fully insured and based in the beautiful Westover neighborhood of Stamford, CT on a private 2-acre property with secure outdoor space, structured walking routes, and training equipment used for confidence-building and behavioral development. Note: all prices are starting. SCHEDULE I provide private trainer-led care focused on structure, enrichment, behavioral reinforcement, and real-world manners — not standard daycare. Dogs in my program receive hands-on guidance, individualized attention, and consistent routines throughout the day in a calm, highly managed environment. Services include: • Structured Day Training & Care • Intensive Day Training • Private Training • In-Home Training • Board & Train Programs • Boarding • Drop-Ins Please reach out to schedule a Meet & Greet so we can determine the best fit for your dog. SAFETY, TRUST & ENVIRONMENT Your dog’s safety, comfort, and structure come first. I intentionally keep my program limited-capacity so every dog receives close supervision and individualized attention. Dogs are either expected to already have structure and manners, or they are actively trained to develop them while under my care. I’m fully insured and based on a private 2-acre property in Westover, Stamford with secure outdoor space, structured walking routes, and a calm home environment.
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.
The median cost per night for house sitting in Ridgeway is $60
Pet parents share their Rover experiences - Ridgeway
Nicole recently took care of our dog Buster for a week. She has stayed with Buster many times, and it's always a great experience. She sends videos or photos daily, along with an update. Nicole is easy to reach if we have any questions. We do not worry about Buster while she is there, and we will not plan a trip unless Nicole is available!

Allison did a great job taking care of our senior dog, Bob Barker. It was our first time working with someone through Rover, and very happy we did. She stopped by to meet him before our trip and walk through his routine, then communicated with us during the trip. Bob and the house were in great shape and we look forward to booking with Allison again this month when we're out of town for another weekend.

After a last minute cancellation Crystal came in like a super hero! She had valid concerns with our older girl and worked with us via messenges to make sure she eats. Handled all the extra care of 3 dogs and one with many health issues. Had a few other thing pop up and she handled like a pro. 10/10 would recommend and if needed I will get her again!!!

Janine was the BEST! She took excellent care of the dogs - she genuinely loves dogs. I hate to leave my dogs with anyone, but they are so happy with Janine it made my trip possible. I didn’t worry for a second. She also took excellent care of the house. I will only ever leave them with Janine from now on.
Nicole did an amazing job at watching our dog Georgi overnight in our home. It was our first time leaving him overnight and we felt completely comfortable and at ease knowing Nicole was there with him. She communicated a lot throughout her time in our home with how things were going and included many pictures. She was polite to our space and kept it clean when she left. We would definitely recommend her and will be rebooking in the future!

Matt cared for my 10 month-old puppy this past weekend, and was absolutely incredible. He was kind, communicative, punctual, and took great care of my (high energy!) pup and of our home. I highly recommend working with Matt if you’re looking for someone to look after your furry friend. He’s wonderful!

Leca once again took excellent care of our cat and home. Our shy girl warmed up SO quickly thanks to Leca’s cat whisperer energy and therefore was able to enjoy lots of pets, brushing sessions, and playtime. Leca went above and beyond by watering our outdoor plants every day so our tomatoes didn’t die in the hot and humid weather. She is all-around an excellent sitter whom we recommend highly!

Emma was fantastic to work with from start to finish. We came home to find the house exactly as we left it, and she sent plenty of updates with pictures throughout our stay, which gave us so much peace of mind. She was incredibly responsive and responsible the entire time. We had zero hesitation leaving our girls in her care, and it was clear they made a new friend — they were so happy with her. Highly recommend!

I am simply amazed at the care that Chris gave to my 2 havanese dogs and 2 kitty’s. It was beyond my expectations. Not only is he a fabulous person himself but he takes care of not only your pets but your home as well. Five stars does not explain his level of service. 10000 out of 10. Chris is truly one of a kind. He is simply fantastic ❤️

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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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