House Sitting Tolland

“Great communication and frequent updates which was helpful and reassuring since it was our first time with us away. Would definitely use again!”

Erica L.

“Janessa is amazing and so trustworthy!!! She watched our 2 dogs while we were away and we didn’t have to worry at all. She provided just enough updates and we came home to a clean house! Would highly recommend Janessa”

Jacquelyne D.

About: I have had all animals of all kind since I was a little kid. I first started dog sitting when I was 11 and have worked as a farm manger and farm sitter throughout the last four years of college in South Carolina with my one year old Vizsla Juno. I have just moved back to Massachusetts, where I grew up, to attend law school and would love to spend time with your pups! I am spending the year studying for the LSAT’s and will be available during week days and weekends for walks and overnight pet sitting whenever you need. I have two very friendly vizslas who love to play and go for walks of hikes with other dogs. I have cared for all kids of dogs including elderly, rehabbing, reactive, and puppies. I am completely committed to keeping your dogs safe and happy life they are my own.

“Carol was amazing with our 2 dogs while we were gone. We had some challenges with them before we left and she managed them like a pro! Will definitely use her again and highly recommend her!!!”

Amy K.

“Katie was fantastic! She kept me updated on the excitement and was extremely respectful and trustworthy in my home. The animals are loved her. She was on time and followed all my directions and I would absolutely trust her with my animals in the future.”

Jamesia B.

“Elissa is the BEST! My poor girl was very anxious and confused when she first came over, and she handled her so well. She was patient and loving, and I appreciated that she kept me informed. An added bonus- When I got home, the house was spotless and looked like I never left! Your fur babies will be in amazing hands with Elissa!”

nicole s.

About: I am the son of a former vet tech and zookeeper. For as long as I can remember caring for animals of all kinds has been an ingrained mindset and part of my life. I have many years of sitting, fostering, and adopting animals of various species, age, temperament, and medical needs. I pride myself of showing up for my clients and their pets needs and understand the anxieties inherent in watching your home and invaluable pets wellbeing. I work part time with a relatively flexible schedule. If booked, I understand the importance of enrichment and varying levels of time and attentiveness needed. Pets are all unique and I prioritize meeting my client's needs for their pets. Understanding the importance of trust in any pet sitting work is not something I take lightly. Your home and pets wellbeing are my top priority. I am happy to meet client's request for updates with photos and and info to ease any worries.

About: Dogs and I understand each other. I've always gotten them and they've always gotten me. Maybe because I grew up with three mammoth Samoyeds and Malamutes, and shared my life with Max, my sweet Cavalier, until he passed. Beyond love and care, I'm good at training and socializing, and dogs respond to my calm, confident leadership. I once cared for a reactive dog who barked at everyone who came near her, and I was the only one who could get her to settle and listen. After a month with a young Portuguese Water Dog, her owners told me she moped after I left. But mostly I think dogs feel good around me because they sense I genuinely care about them. I believe dogs are here to teach us to love and I want every dog to experience great care. For me, good dog care starts with getting to know the dog and the people who love them. I think dogs feel safest when their sitter truly knows them. Before any stay, I like to meet you and your dog, take a short walk together, and learn the little things that make your dog feel at home. That's why every stay begins with a meet and greet. What I offer that's different: - Pick-up and drop-off for longer stays: For stays of a week or more, I'll pick up and drop off your dog anywhere within a 30 minute drive of Dalton, including Lenox, Stockbridge, and Great Barrington. One less thing to manage before your trip. My home is calm and quiet, with a large, fully fenced backyard on a peaceful street in Dalton. I work from home, so your dog has company through the day, plus walks, play, and plenty of affection. I follow your instructions to the letter so your dog's routine stays as close to home as possible, and you'll get photos and a quick update every day so you can relax and enjoy your trip. Also happy to reinforce any training your dog is working on like leash manners. How I work: Every new client starts with a meet and greet, about 30 minutes with a short walk together, so your dog and I can meet before the stay. It helps make sure we're a great match, and your dog arrives already knowing a friendly face. Boarding in my home is a great fit if your dog: Settles comfortably for stretches after the initial sniffing and cuddles to get used to a new space. Is house-trained and walks well on a leash Is not a heavy shedder or super vocal Services Boarding: 2-night minimum House sitting: 2- night minimum, 2 night maximum for first sit I'd love to hear about your dog! I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.

“Jesse did a great job looking after our three dogs for 10 days. We were able to relax and enjoy our trip and our dogs still had their normal routine without a hitch. He was great with updates and pictures . I highly recommend Jesse and will definitely book him the next time we need a house sitter.”

Penny N.

About: Hi! I’m Meghan! Lifelong animal lover, experienced pet sitter, nurse, NP student, and very proud mom to a house full of four-legged chaos aka my “zoo”. 🐾 Animals have quite literally always been part of my life. I have 25+ years of experience caring for dogs and 18+ years caring for cats, and I’ve been pet sitting through Rover since my early college days. At home, I have four pets of my own: three cats and one dog, so I completely understand that our pets aren’t “just pets.” They’re family, and leaving them with someone else requires a whole lot of trust. I offer drop-in visits, dog walking, and house sitting, and I’m comfortable caring for pets of all ages, personalities, sizes, and energy levels… from wild little puppies who think everything is a snack to sweet senior pets who prefer a slower pace and some extra TLC. ❤️ As a registered nurse, I’m calm, dependable, detail-oriented, and very comfortable following specific care instructions. I can administer oral AND IM medications, accommodate special feeding routines, and provide attentive care for senior pets or animals who need a little extra patience and monitoring. My schedule is also a little different than your typical 9–5! I currently work about 24 hours per week as an ER nurse while also attending school, which gives me flexibility for daytime visits, odd hours, walks, and varying schedules. If your pet has a routine, I’ll do my best to keep it feeling as normal as possible while you’re away. And yes, I’m absolutely the sitter who will send you way too many pictures and updates. 😂📸 I want you to be able to enjoy your trip, workday, or time away knowing your babies are safe, happy, loved, and probably being spoiled. What you can expect from me: 🐶 25+ years of dog experience 🐱 18+ years of cat experience 🐾 10+ years Longtime Rover sitter 💊 Comfortable administering oral & IM medications 👵 Senior pet care 🍼 Puppy & kitten care 🦮 Dog walking & exercise 🏡 Drop-ins & house sitting ⏰ Flexible availability, including odd hours 📸 Plenty of photos and updates ❤️ Lots of patience, cuddles, playtime, and individualized attention Every animal has their own personality, routine, quirks, and favorite things and getting to know those little details is honestly one of my favorite parts of pet sitting. Whether your dog needs an adventure buddy, your cat needs someone to respectfully earn their approval from across the room, or your senior baby just needs a calm companion while you’re away, I’d love to be their new favorite sitter. 🐾❤️ I truly couldn’t imagine life without animals, and I’ll care for yours just like I do my own. I also promise to send you an obscene number of adorable photo updates, because let’s be honest, your pets are way too cute not to share. 🐶🐱💕 Pet care is truly built into the rhythm of my everyday life! I start each morning with breakfast for my crew. Everyone has their own food, routine, and needs (including medications), so I’m very used to managing individualized care. Dinner is served right at 5PM, and I take pride in keeping everything consistent and stress-free for them. My favorite part of the day? Cuddle time—whether we’re curled up on the couch or relaxing outside together, those moments are pure magic. For my dogs, daily walks and park trips are a must! We’re lucky to have a great open space nearby where they can run freely, sniff everything in sight, and just be dogs. Caring for pets isn’t a chore for me—it’s one of the most joyful, grounding parts of my day. Whether they have paws, whiskers, or wagging tails, they’re family. Safety and trust are always my top priorities when caring for pets, whether I’m stopping by for a quick visit, going on a walk, or staying overnight in your home. In your home, I aim to keep your pet’s routine as normal and comforting as possible. I follow all care instructions to the letter, from feeding schedules and medications to favorite hiding spots and potty routines. I always double-check that doors are locked, gates are secure, and your pet is happy and safe before I leave. For walks, I use secure harnesses or collars, avoid high-traffic areas, and stay alert to your pet’s comfort level. No matter the service, I treat your home and your pets with the same respect and care I give my own. My goal is to create a calm, loving environment that your pet feels safe in—because when you’re away, they deserve to feel at home.

About: I have taken care of dogs since I was in elementary school. I would pet sit for friends and neighbors, along with work at vets office for a few years in college. I currently have a black lab named York with my partner. I work an 8-4 job Monday thru Friday, so I am available for early morning, afternoon, and evening check ins. Along with overnights and weekend availability. My focus is to treat your pet like they are my own. Which means good play time and making sure they get their meals on time. I am able to do walks, handle administration of medications, dietary requirements.

“The second time Christine stayed with Suki, my kitty was totally comfortable with her. Watching the two of them upon my return home, I could see there was a real bond between them. Beyond ensuring a pet's physical needs are being met, its emotional well-being is the most important and most challenging thing a pet sitter needs to provide for. I am happy that I can be away from home knowing that Suki will be cared for and contented in her own space with someone she trusts and loves. Christine kept me well informed with updates and photos while I was away, too, which kept ME happy!”

Carena P.

“Both my pup and I had such a great experience with Amed. Such a lovely and dependable person who is clearly a dog whisper! My anxious dog was not fussed at all when we returned. I think he enjoyed his experience very much and we felt like he was well cared for during our absence! Thank you so very much!!”

Vanessa D.

“Lilly took great care of our pets and our home during our vacation. There was a blizzard that came through the area while she was sitting with us, she kept us informed and comforted that she was on top of things. We were concerned that she might have difficulties if we lost power, etc. but she was very assuring that she had everything under control. She even shoveled our front steps before we got home! Anakin and Lily obviously liked her, they were content and happy when we returned. We will definitely want to have her again if need be. Thank you Lilly!”

Cherie B.

“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”

Nadine S.

“Jennifer was very adaptable, kept great care of the house and great care of our anxious pup! We would definitely book her again.”

Julia & Noah D.

“Kelsey was wonderful with Shelby. Instead of being anxious, Shelby seemed to be calm and relaxed the whole time. Kelsey sent pics and vids during the visit, and everything went smoothly. In talking to her, I could tell Kelsey has a lot of experience with dogs, and knows how to keep them happy.”

Christopher C.

About: I have been the proud dog dad of Franklin, a rescue 15 year old terrier mix who suffers from separation anxiety, for over 10 years. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I am a recovering lawyer who wants to devote 100% of my time to your dog! Please check my schedule or reach out. Thanks, and tell your dog I said hi! First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger. I am 100% focused on your dog when they're in my care, so I don't give them an opportunity to do anything unsafe!

About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.

About: I have been helping friends forever and have two of my own dogs and hike every day .. I look forward to meeting new dogs and being their friend. I work evening shift and am available to take care of pets during the day. I walk everyday already and would like to add your dog to my day. I dont know what some people may do but i do not just let a dog out unsupervised even in a fenced in yard safety is the humans responsibility