House Sitting Waterside

“Maria was very responsible and respectful and took great care of my dog Mia while we were away! She sent lots of pictures and updates, which is always appreciated. She definitely cares about the animals she sits for and we will definitely be using her again!”

Michelle C.

“Crystal is amazing! She was warm and kind and my fur babies were very well taken care of! The best part - she communicated updates and sent photos very regularly which is what I had asked for. I was very confident that my babies were in loving and caring hands! I highly recommend Crystal!”

Shikshya A.

“If you need a pet sitter. CHOOSE HALLIE! She was so good with our two poodles. We were away overnight on the 4th of July and one of our dogs is afraid of fireworks. Hallie made sure to make him feel safe and updated us often with pictures and messages. They definitely loved all the love and attention she gave them. It was such a comfort to us to know that Hallie was not only caring for our pets, but also for our home. She's the best, thank you Hallie!!”

April L.

About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.

“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.

“Elvia is an amazing dog sitter! She was available on short notice, which was such a relief. My dogs loved her, she spent plenty of time playing with them and making sure they were happy and entertained. I especially appreciated the frequent updates and adorable pictures she sent, which gave me peace of mind while I was away. I would highly recommend Elvia to anyone looking for a reliable, caring, and attentive sitter for their dogs!”

Michael K.

“Nicole was great and Henry seemed very happy with her care over the weekend. It was our second time booking Nicole and we will be using her again! She even brought in our trash bins, which I had forgotten all about, without being asked!”

Amanda L.

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.

“Nicole took such good care of our two pups! They loved her. She took them on a lot of walks, gave them snuggles and sent us lots of pictures. We will definitely book with her again.”

Nicole A.

“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!”

Michael M.

“We came home to two happy and well cared for pups! Our previously booked sitter had to cancel a week before our trip, and we're very grateful to Hanaya for looking after them on such short notice!”

Elizabeth L.

“We loved working with Vlad! Goose was so happy and calm when we got back from our week long trip. We missed him so much, but the daily pictures from Vlad helped a lot and were much appreciated. We will definitely work with Vlad again!”

Anne R.

“Amya is an excellent pet sitter who was able to help me out last minute.”

John L.

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 his 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.

“We had such a great experience with Dana. She was attentive, responsible, and kept us updated while we were away, which we really appreciated. Our pets were happy and well cared for, and our home was in perfect condition when we returned. It made traveling so much less stressful knowing everything was in such good hands. Highly recommend Dana!”

Francine O.

“Nina did SUCH a wonderful job stepping in last minute to watch my pups! Attentive and responsive; everything a pet owner needs to have peace of mind when being away from their dogs! So grateful for her kindness and great level of care she provided to my pups. Thanks again!!”

Maggie S.

“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.”

Lynn U.

“Jessica was outstanding. Super friendly during our meet and greet. Our trio of two cats and a pup took to her right away and we never looked back. Jessica sent tons of great updates via cute photos and videos, she left our home in pristine condition and we would gladly ask her to sit with us again without hesitation.”

Amanda B.

“We couldn’t have asked for a better dog sitter! Leaving our two dogs with someone else always makes us a little nervous, obviously! They are our babies! From the moment we met Dagmar, we felt completely at ease. Our dogs were treated like family. She kept us updated with messages/photos. She made sure both pups were happy, comfortable, and loved while we were away. When we came home it was obvious our dogs were well cared for, and clearly adored their time with her. It’s such a relief finding someone trustworthy, attentive, and genuinely caring. We are beyond grateful and will absolutely be using Dagmar again in the future. Highly recommend to anyone looking for exceptional care for their pets!”

Kelsey-lynn P.

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.