Personalized care for your dog or cat - Windsor
Highly-rated overnight sitters - Windsor
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Brooke was an absolute lifesaver for our family when we got in a tough spot with a home move and we had absolutely no options for our large, elderly matriarch of a dog. I would enthusiasticaly recommend her to anyone. Our dog needed so much extra attention and we are really indebted Brooke and her family for helping us out.”
“Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!”
“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”
“Amazing sit for my pup. I could just tell Tatiana loves animals and took to my little Zoe (4 y/o mini Aussie) right away. Got some photo updates and was super responsive to messaging. Highly recommend!”
“This family provided my dog exceptional care! My dog came back even healthier than before lol. It is so nice that your beloved dog is getting amazing care and having fun while you are away. I would recommend this place to anyone.”
“Nicole took such wonderful care of Dobby! She's a busy girl and Nicole was wonderfully communicative and kept me updated. It made the boarding process for me so much easier and less stressful!”
“I am blessed to have found Jennifer. She was quick to respond and provided picture and message updates while I was gone. Gus loves her already and I know that he would be comfortable with Jennifer again if the need arises. I would highly recommend her to others.”
“We couldn’t have asked for our doggie to be more loved and cared for. We just moved from California and were nervous about leaving our pup for the first time since the big move, but Katelyn and her family were absolutely wonderful. They sent photos to keep us posted and he looked perfectly comfy and at home in each. We are so grateful to have found Katelyn and would recommend her to others without hesitation. Our dog came back to us as though he had been on a retreat! Calm, happy, and himself.”
“Karl is a wonderful pet sitter. Bella loved her time in his home and we loved the photos of her looking calm and well loved. Thank you so much, we will definitely be in touch next time we need dog sitting!”
“James did a fantastic job caring for Summer for a week! He sent updates and did such fun things with her. She came home super relaxed and happy. I hope to book James again next time I need boarding for Summer!”
“Kathleen was great! She has an amazing property for the dogs, keeps you updated with tons of pictures and videos of them, and is such a nice person that you know shes taking care of your pups as if they were her own, will definitely be using her moving forward!”
“Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!”
“Ericca was amazing with my dog Lobinha! She sent me regular updates and adorable pictures, which gave me total peace of mind. I could tell Lobinha was having so much fun and was truly in good hands. She came home happy and relaxed. I highly recommend Ericca to anyone looking for a caring and responsible dogsitter!”
“Patti is the absolute best! She’s very attentive and careful to give Wally the best care she can. She welcomes him like one of her own pets with lots of snuggles and walks and hanging out. I’m so glad I found her and Wally loves staying with her!”
About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do
“Pepper stayed with Laura for 3 nights while we went away. We felt at ease leaving her, knowing she would be well taken care of. We were not wrong. When we went to pick her up I could tell she had made a new friend and was comfortable with Laura. I am so thankful we picked Laura to take care of Pepper.❤️”
“Heidi is such a wonderful pet sitter. We were so fortunate she was able to take our wonderful senior rescue pup for a week. My dog is a love, but takes time to warm up to people and Heidi gave him so much grace and set him up for success. He was sick one day while in her care and I so appreciated her non alarmist, calm caring for him and frequent updates. Sometimes when we get our pup back from away stays he's notably stressed. I think he actually came home calmer than ever from his stay-cation with Heidi. We hope she never stops pet sitting.”
“I know Gizmo had a great time even on his first overnight because he is the anxious type but he ate and slept in. Both signs that he was comfortable and relaxed with John and Georgie. Much relieved to have them to care for Gizmo when we’re away. Thank you!”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Windsor
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.
“Olivia is the best. She stopped by twice a day to feed and spend time with my cat. My cat absolutely loved her. Olivia went above and beyond by getting my mail and stopping by an extra time to change out a food bowl because my cat didn’t like that particular bowl. Cats…. 🙄 am I right? Thank you Olivia! I will definitely be contacting her in the future.”
“Alyson stopped in each day to feed and spend a little time with our 4 month old cat, Luna. As new cat owners, we were very apprehensive leaving someone to take care of her. Alyson was the perfect choice and we will definitely be using her again!!”
“It was really important for us to find a sitter who could take care of our newly diabetic cat and McKenna was so great. Fang and our other cats seemed very happy when we got back and we received pictures and updates every time she visited which is always makes me feel so much better. We will rebook McKenna anytime!!”
“I was very relieved to find Emily somewhat last minute. She did a wonderful job taking care of our two cats. She is a great communicator and is very responsive. She took pictures and gave updates. She checked in with me about my cat who has an eye condition because I was a little concerned when I left. Her responsive and open communcation style put me at ease! I knew my cats were in good hands with her and I will definitely reach out again in the future :)”
“Iris was very reliable and kept our social cat company twice a day while my partner and I were away. She accommodated all of our needs for feeding (including setting a timer for late night and early morning wet food), litter, and play time, and even helped manage the temperature in our apartment during the heat. Our cat was comfortable and well cared for.”
“Paige took great care of our cats! She was very communicative and took pictures of our cats during the visits. She also left great updates during her visits and made me feel like she was keeping good tabs over the days. I look forward to having Paige watch our cats in the future!”
About: I’ve had cats my whole life other than when I was a student, so you’re getting experience above all else. I can drop in for feeds, play time, take them to vet appointments while you're at work or away, stay the night if they get separation anxiety, whatever they need! Even if they just need company for an hour, don’t hesitate to get in touch!
About: I own 3 cats and have never lived in a household without them. Cats are one of my favorite things about life. They are each as unique from each other as humans are, and I love this about them. Aside from my own, I have cared for cats of family and friends over the years. I honor and respect the uniqueness of every feline. Each cat’s needs and routines are unique. Building trust with a cat is rewarding, and it is always like making a new friend.
“I left Leona in charge of Romeo and my apartment while in Boston for major surgery. Leona was very responsible and took just as good of care of Romeo as well as my plants and living space as I would have. She provided peace of mind which I’m grateful for. Romeo looks forward to seeing her again!”
About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!
About: I've cared for cats while house sitting during my time as a travel nurse, and have come to appreciate that every cat has their own unique personality and routine. Whether your cat is social and playful or prefers a quiet companion, I'm happy to meet them where they are. I make sure they receive plenty of love, fresh food and water, clean litter, playtime if they enjoy it, and a calm, respectful presence so they feel safe and comfortable while you're away. I’m also a mama to two kitties of my own!
“This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .”
About: Hello, I'm Amy a passionate animal lover with over five years of experience caring for dogs and cats of all sizes. I've had pets all my life and love taking care of them🐾. I will walk, pet and give plenty belly rubs as needed. My schedule is pretty flexible. 🗓️ Ask me and I can accommodate. I am free most mornings and evenings. Let me know if you need any adjustments. ✅ I offer overnight boarding and allow pets to sleep in the bed, on the couch or a crate. (You tell me how you want sleep!)💤
About: Animals have been a part of my life for as long as I can remember. Growing up, my mother ran an animal rescue, and I was fortunate to spend my childhood helping care for, socialize, and train animals of all kinds; primarily dogs and cats. This experience taught me not only how to understand animal behavior, but also the patience, compassion, and consistency that every pet deserves. I am comfortable caring for pets with a wide range of personalities, energy levels, and needs. Whether your pet is playful and energetic, shy and reserved, or requires extra patience and attention, I strive to provide a calm, safe, and loving environment where they feel secure and cared for. As a pet sitter and walker, I treat every animal as an individual and make their comfort, safety, and well-being my top priorities. You can expect reliable communication, attentive care, and someone who genuinely enjoys spending time with animals. I look forward to meeting you and your pets and becoming someone you can trust whenever you need an extra helping hand. Experience Highlights * Raised in a family-run animal rescue environment * Experience caring for and handling dogs and cats of all ages * Familiar with basic training and positive reinforcement techniques * Comfortable with shy, anxious, senior, and high-energy pets * Patient, gentle, and attentive to individual needs * Reliable communication and dependable care As someone who works from home, I have the flexibility to incorporate pet care naturally into my daily routine. This allows me to give pets plenty of attention, companionship, exercise, and supervision throughout the day. Whether your pet enjoys long walks, play sessions, or simply having a calm presence nearby, I can provide care tailored to their individual needs. I take pride in being reliable, responsive, and treating every pet as if they were my own. I provide calm, attentive, and individualized care based on each pet’s routine, personality, and needs. In a client’s home, I make it a priority to follow all instructions closely so pets can stay comfortable in their familiar environment with minimal disruption. This includes feeding schedules, walks, playtime, medication (if needed), and plenty of companionship and affection. I pay close attention to body language and behavior so I can respond appropriately to each pet’s comfort level; whether they are energetic, shy, anxious, or senior. I aim to create a safe, relaxed atmosphere where pets feel secure and cared for. If caring for pets in my own home (when applicable), I ensure a quiet, clean, and supervised environment with consistent routines, regular outdoor breaks, enrichment, and lots of attention. Safety is always the top priority, and I only introduce new animals in a controlled and compatible way. Overall, I treat every pet as if they were my own, with patience, respect, and genuine care.
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Perfect for high energy dogs - Windsor
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“We were traveling through and Kristin was wonderful for a last minute doggy daycare visit! She has a beautiful property, 2 wonderful dogs that Stevie played and cuddled with and provided a much needed rest day for Stevie from all the travel commotion:)”
About: I’ve cared for dogs most of my life and truly treat them like family. I grew up in a home with four dogs, so I’m very comfortable with different personalities, sizes, and energy levels. I also adopted and lovingly cared for a difficult senior dachshund for years, which gave me valuable experience with patience, senior dog needs, routines, and extra attentiveness. Today I have a large Bernedoodle, so I’m confident handling bigger dogs as well as energetic pups who need exercise and structure. I’m active and love taking dogs on walks, runs, and outdoor time when appropriate, while also making sure they get plenty of affection, snuggles, and supervision. What sets me apart is that I’m dependable, attentive, and genuinely love dogs. I understand every dog is different, and I’ll make sure your pet feels safe, comfortable, and cared for while you’re away. I work remotely from home, which gives me a very flexible schedule and allows me to be present throughout the day for the pets in my care. Because I’m home most of the time, dogs get plenty of attention, regular potty breaks, walks, playtime, and companionship instead of being left alone for long stretches. My flexible routine also makes it easy for me to stick to your pet’s normal schedule for feeding, medications, exercise, and any special needs. I’m able to provide attentive, consistent care and make sure your pet feels comfortable, safe, and loved while you’re away. Safety and comfort are always my top priorities. I provide a calm, loving home environment where pets can feel relaxed and cared for. I have a friendly, social dog who enjoys having visitors and does well with other dogs, while always making sure introductions are done thoughtfully and safely. I have a yard for outdoor time, and while it is not fenced, I use a secure runner/tie-out system and close supervision so dogs can safely enjoy fresh air, potty breaks, and time outside. I also keep dogs leashed on walks and anytime they are outdoors for added safety. If your dog is crate-trained or more comfortable with their own space, I’m happy to accommodate crating and follow your normal home routine. I always aim to keep pets on their regular schedule for feeding, exercise, rest, and any medications or special instructions. I treat every pet like my own—with patience, attentiveness, and lots of love.
“Bruno had a wonderful time at Kathleen's beautiful place! The fully-fenced in green space for the dogs was so peaceful I wanted to stay myself. Kathleen has a calming manner which the dogs respond well too. I am contemplating more trips to the Berkshires now that I know Bruno has a safe place where he will be happy and well taken care of while I spend time at Jacob's Pillow or museums. Thank you!”
“I’m so glad to have connected with Jesse (and so is my pup)! I could tell right away that he loves and genuinely cares about any dogs who are lucky enough to hang out with him. And Sadie, my slightly nervous/sometimes hyper rescue settled right in with him and his family. Thanks again Jesse! We’ll be back!”
“Davis was a wonderful sitter for our pup, Beau. We left Beau with Davis, her partner, and her pups for a few hours while we went to a museum and Beau seemed perfectly content when we picked him up. Thanks, Davis!”
“We had a last minute booking and Gabby was so accommodating. She updated us with photos and I think Honey had the best day with her. Our plans ran late and again she accommodated with no problems. Highly recommend.”
“Tetiana and her family have a loving, welcoming home and environment. We were met with smiles, shown around and we felt very comfortable leaving our pup. The communication during the booking process was great, as I had a number of questions. Tetiana was responsive and thorough. We found written Q&A better than a call. They were flexible with how we prefer care, food, exercise, rest, etc. We received nice pictures, videos and notes ... even though our stay was only 2 days. We will use Tetiana again when we have a need in the Berkshires, and I'd feel comfortable with longer if needed (and agreed upon). Each member of the family was fast friends with our dog.”
About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.
“Another great time at Emma’s! You know you’ve found someone special when your dog tries to stall when it’s time to go home:) It’s such a load off my mind to know that Sadie is in good hands, thank you again Emma!”
“John was great with our nervous Velcro dog. John is definitely a dog/animal person who can quickly read them and see what level of interaction they’re comfortable with. We plan to book with John for future dog-free trips.”
About: I had always had dogs and cat before and I got one my self his name is coco and I love being with pets specially I would like to take them to the park sometimes if it’s good outside I naturally have time most of the time don’t have nothing else To do but I keep some weekends to do other things personal for my self I have a puppy named coco he is 1 years 8 months that could give ur pet company he is very sweet and such a baby he loves playing with other dogs and I love pets and will play with them and take them out when they need to and food and water routine I am currently not working, so I am available on weekdays and weekends. My booking schedule is open so I’ll have enough time for your fur babies I don’t have a fence, but I do got a gate & a crest if needed but I have dogs, cat that can keep your dog company or cat. My fur babies are very nice and sweet with other animals so they will be good together.
“Ericca was extremely communicative and flexible when it came to getting my dog dropped off and picked up! Highly recommend, especially if you’re looking for someone with experience with GSDs!”
About: Calm, experienced animal care provider in Northampton with years of hands-on experience around animals and therapeutic riding programs. I’ve raised and trained my own four dogs from 8 weeks old, including Canine Good Citizen-level training, and have safely handled dogs in therapeutic environments. I offer dependable, thoughtful care focused on safety, routine, communication, and helping pets feel secure. I currently offer pet sitting on a selective basis so I can provide focused, dependable care and maintain consistent routines for each pet. I require a meet and greet initial assessment for you to meet me and for me to assess your dog. Best fit will be with dogs who enjoy the company of my dog Coco (a Shih Tzu Dauchshund mix) but evening visits, weekends, vacation coverage, and overnight care are fine for dogs that perfer human company. I keep my service area manageable to ensure reliable communication, punctual visits, and attentive care for every animal. I focus on creating a calm, safe, and consistent environment where pets can feel comfortable and secure while their owners are away. I carefully follow feeding schedules, medication instructions, walking routines, and household preferences, and I communicate reliably with updates and photos.
“Amed was prompt with communication, and was sweet with our dog. He took her for a walk and the dog park, and she was tuckered out after. It worked out well to have Ahmed watch our dog while we were visiting from out of town to see a concert. Thank you Amed!”
“Katie and her family were an absolute dream! I couldn’t be more pleased with how attentive and caring they were towards our puppy. I highly recommend Katie! I wish we lived closer to use her again! Thank you, Katie!”
About: We have one year of experience caring for small dogs. We are responsible, attentive, and ensure a safe, loving and confrable environment at all times We work from home, so we have plenty of time to take care of pets. Provide constant attention follow daily routines. And we are also available on weekends when needed. We have a fenced yard where pets can play safetly. And we can take them for once or two daily walks ensuring exercise, attention, and a conformable environment
About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Windsor
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Olivia is great with our new puppy! She is helping with training efforts and tiring her out during the day! I can trust that my puppy is in good hands while I’m not home!”
“Really kind and communicative! Iris took good care of my dog while I was away -- I think she really liked having someone new pay attention to her, haha. Very flexible with scheduling and responded quickly when I needed help with walks/check-ins on fairly short notice; I'm very thankful Iris was willing to work with me! ^^”
About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.
“You can tell McKenna is a big animal & dog lover. She was incredibly sweet & gentle during our meet & greet. She asked all the right questions and our pups felt instantly comfortable around her. We’re glad to establish a relationship with someone we can trust AND with someone who goes above & beyond during her visits. Thank you McKenna, we’ll be booking you again soon!”
About: I acknowledge that routine is important with pets and therefore will mold my style to fit your pets norm. (This includes your rules for your pet, anything you are training them to do, and any medication). Before taking care of your pet I make sure I fully understand their daily routine to make sure their schedule isn’t thrown off. I have experience administrating medicine to pets. I also have experience giving baths to pets as long as their grooming supplies are supplied. Also I have taken care of pets for around 3 years and am very flexible as I want to make it as easier on you as possible. I am a teacher so I have all day to spend with your pup during summer months. Also during the school year, I get off in the late afternoon on Weekdays so I can be there to take care of your pup by early evening. I respect my clients space and I am also happy to take care of any additional things around the house (watering plants, bringing in mail, etc.) if asked.
“Michael is an amazing dog walker for Theo. He is always available for us, even if it’s only a day or so warning and Theodore absolutely adores him. He sends photo updates to me which makes me so happy to see Theo when I’m gone from work! Thank you Michael!!!”
About: Animals kept me safe my entire life, now I return the favor by keeping your babies safe while you’re away. ❤️ I have been working with animals my whole life. At only 3 I moved in with my step father onto a small farm(yes this means I can feed your chickens, gather your eggs, clean your stalls, and feed your cattle, pigs, or even horses). I spent three years working in the veterinary field where I learned to better understand and triage animal emergency and how to deal with them calmly and safely. I have 3 dogs, and 2 cats of my own as well as a bearded dragon and a few chickens, whom I love more than life. I have minimal boarding experience, but have had or worked with everything from fish and birds, to dogs to cattle, from snakes to horses, and I love each one of these creatures just as much as the rest. I adore all animals, and cherish my pets so much, and finding some one you can trust to REALLY care for them can be a challenge, so let me make your life a little easier with flexible, reliable, patient and gentle care. As a pet mom to 11 furry, scaly, and feathered babies, I know how hard it can be to find reliable pet care. My animals are my children, my babies; the most important things in my world. I promise to love yours the way I’d love my own. I am currently unemployed and taking a leap. What I’d LOVE is to start my own pet care company. I know how hard it is to find pet care in and around the Berkshires, especially the holidays when all the day cares and well known sitters are booked - so let me take some of that weight off you. I’m flexible and reliable and can do drops ins, walks, day stays, over nights, or multiple day stays. I’m open to any animal type, including pocket pets, exotics and special needs. What can I say? Pets are really the only thing most of us like in this crazy world; so it’s kind of the perfect job. 😉 I am open to all types of care, all types of animals, and all types of situations. I have experience in vet medicine and have had elderly and special needs animals my whole life. No matter how long my interaction with your baby is, I assure you it will be filled with love.
About: I've taken care of animals all shapes and sizes since I can remember. Growing up my only job was to make sure my fur babies were fed and loved unconditionally. I would go to a friend of the family and help her with her pit bull and (several) greyhounds. I've worked at kennels from a young age and have had my own share of birds, mice, fish, hamsters, Guinea pigs, and chinchillas as well as dogs and cats. The home has only been without pets for around 7 months now and I would love to dedicate some of my time to people who need genuine love and care for their fur babies! I do not have a job, I am around all of the time! I can be there any time day or night! You name it. I do not have a fenced in yard, however all of the neighborhood doggies are very very friendly. I have a decent sized yard and live next to multiple fields and grassy areas.
About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.
About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I always provide the upmost care for animals. As an animal lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work full time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! **FOR HOUSE SITTING REQUESTS BOOKED LESS THAN 7 DAYS IN ADVANCE** -> I do charge an expedited service fee of $20 a night on top of normal house sitting fee! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed! I do prefer using my own slip lead for safety reasons in the event there is no fenced in yard, however I am flexible with this!
“Lilly was great to work with, as well as reliable and responsive to a small last l-minute adjustment. I loved getting the photos of Trina. I will definitely ask Lilly to care for Trina again!”
About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!
About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.
About: Animals have been a part of my life for as long as I can remember. Growing up, my mother ran an animal rescue, and I was fortunate to spend my childhood helping care for, socialize, and train animals of all kinds; primarily dogs and cats. This experience taught me not only how to understand animal behavior, but also the patience, compassion, and consistency that every pet deserves. I am comfortable caring for pets with a wide range of personalities, energy levels, and needs. Whether your pet is playful and energetic, shy and reserved, or requires extra patience and attention, I strive to provide a calm, safe, and loving environment where they feel secure and cared for. As a pet sitter and walker, I treat every animal as an individual and make their comfort, safety, and well-being my top priorities. You can expect reliable communication, attentive care, and someone who genuinely enjoys spending time with animals. I look forward to meeting you and your pets and becoming someone you can trust whenever you need an extra helping hand. Experience Highlights * Raised in a family-run animal rescue environment * Experience caring for and handling dogs and cats of all ages * Familiar with basic training and positive reinforcement techniques * Comfortable with shy, anxious, senior, and high-energy pets * Patient, gentle, and attentive to individual needs * Reliable communication and dependable care As someone who works from home, I have the flexibility to incorporate pet care naturally into my daily routine. This allows me to give pets plenty of attention, companionship, exercise, and supervision throughout the day. Whether your pet enjoys long walks, play sessions, or simply having a calm presence nearby, I can provide care tailored to their individual needs. I take pride in being reliable, responsive, and treating every pet as if they were my own. I provide calm, attentive, and individualized care based on each pet’s routine, personality, and needs. In a client’s home, I make it a priority to follow all instructions closely so pets can stay comfortable in their familiar environment with minimal disruption. This includes feeding schedules, walks, playtime, medication (if needed), and plenty of companionship and affection. I pay close attention to body language and behavior so I can respond appropriately to each pet’s comfort level; whether they are energetic, shy, anxious, or senior. I aim to create a safe, relaxed atmosphere where pets feel secure and cared for. If caring for pets in my own home (when applicable), I ensure a quiet, clean, and supervised environment with consistent routines, regular outdoor breaks, enrichment, and lots of attention. Safety is always the top priority, and I only introduce new animals in a controlled and compatible way. Overall, I treat every pet as if they were my own, with patience, respect, and genuine care.
About: Hello! I've had animals my whole life and love being around them. I'm available to walk dogs and give them good exercise for those that have a lot of energy. I am also available to stay overnight to take care of your house and animals. My love for animals has pushed me to study to become a veterinarian technician. I also currently work at Berkshire Veterinary Hospital so I'm comfortable bringing them to the vet in an emergency. I am also able to medicate (orally or injected) your animals. I'm also comfortable cutting nails. I have the most experience with cats and dogs but enjoy taking care of all animals whether they are furry, feathered, or scaled. I have a very calm personality so most animals trust me right away and if they don't, I'm very good at earning it. Let me earns yours and you won't regret it.
About: We LOVE and babysit all animals & dogs, we specialize in Pugs, English Bulldogs & French Bulldogs, we have a lot of experience with these breeds from having our own and caring for clients dog family! (We do travel up to 300 miles for in home stays, additional travel fee are quoted), (cross country house/pet sitting available upon request, special rates quoted). Our priority is their safety and comfort while remaining focused on them as individual pups each with their own unique routines, such as, maintaining their special diets, exercise and or supplements/MedX, which will be administered as determined by you. When we stay at your home we usually stay in a guest room, use one bathroom and the kitchen, tv/sitting room, we certainly don't require use of a full house. We are available to retrieving your mail, accept your packages, watering your plants and any other incidental services. We are a husband/wife team which is great because the pups are never left alone. I usually cook most of our meals. I vacuum, clean the bedding/towels, bathrooms & kitchen before we leave. We leave the house in order so that when you come back there is no mess or stress. We take our garbage and recycling with us. We also pick up after your pets, keeping the yard poop free. Our fee is $125/per night for up to 2 dogs and $150/night for 3-4 dogs. Note: Extended stay will result in a modified price, hours of arrival and departure are between 11am and 4pm, outside these hours will be additional $60.00-$150.00, depending on arrival and departures. References upon request. We have enjoyed 11 wonderful years providing our services for and exclusively to a limited number of pets Per day/night. It is our policy "To meet and greet" prior to accepting "First timers, since We do provide "Your Home service" for Dogs of All sizes and breeds. So, allow us to provide your "Best friend/ friends" with the kind care that will satisfy your highest expectations. We are at your home 24/7, your pets are rarely left alone. We are available to arrive 8am and 6pm. Specialize; "Staying Home-Not Alone with Trusted Guardians." We specialize in; "Staying Home-Not Alone with Trusted Guardians." However we do offer our home for a very limited size dog(s), small to medium; "The Comforts of Home" is the quality care you have been searching for. We offer your Best Friend or Friends with indoor rooms, a backyard, lease only; your pup is in a protected area at all times to spread out as they relax and socialize with us as their guardians. We like to encourage everyone to bring your pets own bed; which allows them to feel at home. We provide gates at all doors to double the safety of your pet. Wedding sitting available, ceremony thru reception, starting at $300.00, inquire about rules. We currently house and pet sit full time. Allowing us to be with your pets 24/7, they are rarely left alone. "Staying Home-Not Alone with Trusted Guardians." We are vigilant, to be aware of where your dogs are at all times. If gates are needed at doors we put them to use.
About: I have my own dog walking/Pet Sitter business called “Canine in motion” On facebook and instagram. I’m super excited to have new clients reach out to me that need a dog walker/pet sitter. I’ve worked at an animal shelter, a doggy day care and I also used to volunteer at a nearby animal shelter to help walk dogs. Through those experiences i’ve learned so much about different dog breeds and other small animals. I’m currently working part-time, so I’ll have plenty of time to play with your pup! I’m available for pet sitting/dog walking Monday-Friday. My weekends are also free. Why should I look after your dog while you're on vacation or unable to look after them? I give genuine love and passion to dogs. I understand their needs, both physical and emotional, and i’m dedicated to providing them with the utmost care and attention. My patience and attentiveness allow me to anticipate their needs and respond accordingly, ensuring their comfort and well-being. I have a keen eye for detail, noticing subtle cues and behaviors that may indicate their mood or health. I’m responsible, I follow instructions diligently, whether it's regarding feeding, exercise, or medication. My calm and nurturing presence creates a safe and secure environment, allowing dogs to feel at ease in my care. With me, dogs will find a trustworthy and compassionate companion, someone who will go above and beyond to ensure their happiness and safety.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Windsor
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!”
“Amazing sit for my pup. I could just tell Tatiana loves animals and took to my little Zoe (4 y/o mini Aussie) right away. Got some photo updates and was super responsive to messaging. Highly recommend!”
“This family provided my dog exceptional care! My dog came back even healthier than before lol. It is so nice that your beloved dog is getting amazing care and having fun while you are away. I would recommend this place to anyone.”
“Nicole took such wonderful care of Dobby! She's a busy girl and Nicole was wonderfully communicative and kept me updated. It made the boarding process for me so much easier and less stressful!”
“We couldn’t have asked for our doggie to be more loved and cared for. We just moved from California and were nervous about leaving our pup for the first time since the big move, but Katelyn and her family were absolutely wonderful. They sent photos to keep us posted and he looked perfectly comfy and at home in each. We are so grateful to have found Katelyn and would recommend her to others without hesitation. Our dog came back to us as though he had been on a retreat! Calm, happy, and himself.”
“Karl is a wonderful pet sitter. Bella loved her time in his home and we loved the photos of her looking calm and well loved. Thank you so much, we will definitely be in touch next time we need dog sitting!”
“James did a fantastic job caring for Summer for a week! He sent updates and did such fun things with her. She came home super relaxed and happy. I hope to book James again next time I need boarding for Summer!”
“Kathleen was great! She has an amazing property for the dogs, keeps you updated with tons of pictures and videos of them, and is such a nice person that you know shes taking care of your pups as if they were her own, will definitely be using her moving forward!”
“Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!”
“Ericca was amazing with my dog Lobinha! She sent me regular updates and adorable pictures, which gave me total peace of mind. I could tell Lobinha was having so much fun and was truly in good hands. She came home happy and relaxed. I highly recommend Ericca to anyone looking for a caring and responsible dogsitter!”
“Patti is the absolute best! She’s very attentive and careful to give Wally the best care she can. She welcomes him like one of her own pets with lots of snuggles and walks and hanging out. I’m so glad I found her and Wally loves staying with her!”
“Pepper stayed with Laura for 3 nights while we went away. We felt at ease leaving her, knowing she would be well taken care of. We were not wrong. When we went to pick her up I could tell she had made a new friend and was comfortable with Laura. I am so thankful we picked Laura to take care of Pepper.❤️”
“Heidi is such a wonderful pet sitter. We were so fortunate she was able to take our wonderful senior rescue pup for a week. My dog is a love, but takes time to warm up to people and Heidi gave him so much grace and set him up for success. He was sick one day while in her care and I so appreciated her non alarmist, calm caring for him and frequent updates. Sometimes when we get our pup back from away stays he's notably stressed. I think he actually came home calmer than ever from his stay-cation with Heidi. We hope she never stops pet sitting.”
“I know Gizmo had a great time even on his first overnight because he is the anxious type but he ate and slept in. Both signs that he was comfortable and relaxed with John and Georgie. Much relieved to have them to care for Gizmo when we’re away. Thank you!”
“My dog loves Kim and her kids so much. She was so excited to see them on her last stay. I felt like the mom of a three year old being dropped off at preschool when the kid runs in and starts playing with their friends. I'm so glad our dog is so happy at Kim's place!!!”
“Dorjee was wonderful with Meryl. I loved that she answered messages quickly and sent photos of Meryl on walks. Despite the great service and I thought good relationship, I was shocked that Dorjee suddenly told me she was refusing to communicate with me or do business anymore because of my questions. This sudden severence is quite upsetting to me. I so much wish she would have told me she had issues with my questions rather than suddenly ending all communication with no warning.”
About: Reliable and responsible cat and dog lover, I've been fostering dogs for over a year and have successfully placed 9 foster dogs. I've also helped take care of friend's and family's pets my whole life and I take dog training seriously. My pet care schedule is fairly flexible at the moment due to recent life changes. Please reach out with your questions and pet care needs! I have a livestock fence for supervised zoomies with fence-respecting dogs. My dog, Licorice, is playful and well-socialized, 2 dog-savvy cats and I often have a foster dog or 2 living with me.
About: I’ve cared for dogs most of my life and truly treat them like family. I grew up in a home with four dogs, so I’m very comfortable with different personalities, sizes, and energy levels. I also adopted and lovingly cared for a difficult senior dachshund for years, which gave me valuable experience with patience, senior dog needs, routines, and extra attentiveness. Today I have a large Bernedoodle, so I’m confident handling bigger dogs as well as energetic pups who need exercise and structure. I’m active and love taking dogs on walks, runs, and outdoor time when appropriate, while also making sure they get plenty of affection, snuggles, and supervision. What sets me apart is that I’m dependable, attentive, and genuinely love dogs. I understand every dog is different, and I’ll make sure your pet feels safe, comfortable, and cared for while you’re away. I work remotely from home, which gives me a very flexible schedule and allows me to be present throughout the day for the pets in my care. Because I’m home most of the time, dogs get plenty of attention, regular potty breaks, walks, playtime, and companionship instead of being left alone for long stretches. My flexible routine also makes it easy for me to stick to your pet’s normal schedule for feeding, medications, exercise, and any special needs. I’m able to provide attentive, consistent care and make sure your pet feels comfortable, safe, and loved while you’re away. Safety and comfort are always my top priorities. I provide a calm, loving home environment where pets can feel relaxed and cared for. I have a friendly, social dog who enjoys having visitors and does well with other dogs, while always making sure introductions are done thoughtfully and safely. I have a yard for outdoor time, and while it is not fenced, I use a secure runner/tie-out system and close supervision so dogs can safely enjoy fresh air, potty breaks, and time outside. I also keep dogs leashed on walks and anytime they are outdoors for added safety. If your dog is crate-trained or more comfortable with their own space, I’m happy to accommodate crating and follow your normal home routine. I always aim to keep pets on their regular schedule for feeding, exercise, rest, and any medications or special instructions. I treat every pet like my own—with patience, attentiveness, and lots of love.
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1Global data from Rover (November 2025)