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%.
“I have no words for Mahayla! Couldn't ask for anyone better than you!! She went above and beyond for Chow and Zoe in their stay.We know 100% sure they will be safe and well taken care when they are with her.”
“Brooke and her family were kind and loving to Millie! She hasn’t been with anyone but us and she isn’t a very easygoing pup so we were so relieved when Millie was so relaxed and happy in Brooke’s home. Brooke kept us updated and sent many adorable photos! I would absolutely book with Brooke again and will recommend her to anyone needing care for their fur children.”
“Jessica and Josie were wonderful with Miss Ruby. Even understanding her occasional accident in the house as coming from anxiety. Possibly due to construction noises which were expected to be gone before Miss Ruby’s visit. It changed my perspective from paying for Dogcare to paying to have Miss Ruby share her joy with Josie and Jessica and their family. ???”
“Karl is excellent, and his care of my doggie pogo was unique in that pogo had a large secure fenced in yard to play in, and Karl has his own doggies who get along well with other doggies. And our puppy got to sleep on the bed just as he does at home with us. I trust Carl. This was a doggy vacation for Pogo rather than dog ‘boarding’”
“Patti and her family took such great care of Luka while we were away. She got so much love and Luka was sad to leave when we came to pick her up. She will definitely miss the amazing yard! I know she will be very excited to go back when our family goes away again. Thank you Patti for loving our sweet girl and taking such good care of her.”
“Kathleen took great care of our pup, sending me daily updates and photos! Her house and yard are set up perfectly with a lot of space to run around and she gave our pup lots of love and care. She gave us peace of mind while we were out of town and I highly recommend taking your dog to stay with Kathleen!”
“Jennifer took such wonderful care of our puppy for an entire week. It was like leaving him with a family member and we couldn’t be happier. We will definitely work with Jennifer again.”
“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!”
“Nicole provided excellent care for our 3 month old puppy. He had a wonderful day full of playtime and snuggles. She also provided lots of pictures throughout the day which we loved!”
“Heidi was wonderful! She was very communicative, provided pictures and updates and we picked up a very happy pup after being loved and cared for by Heidi! Would absolutely recommend and hope to have Heidi care for our pup again in the near future.”
“Tetiana and her lovely mother were LIFE SAVERS! Our holiday plans changed at the last minute and Tetiana responded so quickly to our request. Our two cats had a wonderful stay and we loved receiving the adorable photos. I wholeheartedly recommend Tetiana for anyone who wants a caring, loving experience for their pets. THANK YOU :)”
“John took wonderful care of our Golden Retriever! Ruby was very happy with all the attention, care and play time she got and John was very accommodating of our needs.”
“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.”
“Ericca was quick to respond and helped us for doggy day care with 1 days notice. She was friendly and sent updates throughout the day on our dog. We’d love to use her again in the future!”
“Kim was great with my high energy dog. It was the first time he had stayed overnight with somebody outside of my family and it went great. Would have him stay over again!”
“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!”
“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.”
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%.
“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!!”
“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.”
“Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊”
“Mckenna is the best!! She makes everything so easy and seamless since the beginning. Her personality is so easy to engage and she knows what she is doing! I even told her she should become a vet! She is very informative, loves my cat, super friendly and honestly best decision I made! Thank you for everything Mckenna! ❤️”
“Emily came through for me and Beans at the last minute! She was great about sending pictures and videos while I was away, and I came home to a happy and well taken care of kitty!”
“Iris was communicative, punctual, and kind. She followed all the instructions and we felt so secure knowing she was taking care of our cat. We would highly recommend her to take care of anyone’s pets.”
“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!”
“Leona was wonderful with Romeo - he was really calm and happy when I returned. She communicated well, sent updates with photos and left my home better than she found it. I’m booking her for another cat/housesit right now!”
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.
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: 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.
“Melanie has cat sat for us multiple times & she is the best! She is trustworthy, responsive, and keeps us informed daily with Rover report cards!! We will hire her again! Lots of paws and thumbs up! 5 stars all the way!”
About: Hi! I’m Maura, a high school English teacher who has lived and worked in the Berkshires for 19 years. I’ve spent my entire life caring for animals of all kinds, and my goal is simple: to provide safe, personalized care so you can enjoy your time away without worrying about your pets. Now accepting bookings for my private pet guest house, Booked and Boarded! Unlike a traditional kennel, I board only one pet family at a time, allowing your pets to enjoy a calm, low-stress stay with individualized attention. The guest house opens directly into a fully fenced backyard, giving dogs plenty of opportunities for safe outdoor play while enjoying a cozy, home-like environment. The space is also designed with (indoor) cats in mind! Booked and Boarded is a perfect space for pets (and owners!) who want a quieter, more personal boarding experience. In addition to private boarding, I offer dog walking, drop-in visits, and small farm sitting throughout the Berkshires. Whether you need someone to check on a new puppy, care for a senior pet, or manage a small farm while you’re away, I’d love to help. I have experience caring for dogs, cats, rabbits, ferrets, hamsters, gerbils, rats, large aquariums, horses, cows, goats, and pigs. In addition to caring for my own animals, I have experience managing an equine boarding facility with 19 horses on the property and am comfortable handling a wide variety of animal personalities, energy levels, and care needs. I am experienced with: • Puppies and kittens • Senior pets • Oral medication administration • Basic trick training and potty training • High-energy dogs • Shy or anxious animals • Horses and livestock requiring daily care routines I also offer red light therapy sessions for pets, both small and large, upon request. When your pet stays with me at Booked and Boarded, you can expect plenty of communication. I send regular photos, videos, and updates throughout their chapter with me, and every boarding guest goes home with a personalized treat bag and a fun “report card” highlighting their time at Booked and Boarded. I know firsthand how stressful it can be to leave beloved pets behind when traveling. That’s why I prioritize communication, reliability, and individualized care so you can feel confident your pets are safe, comfortable, and genuinely enjoying themselves while you’re away. Whether you’re visiting the Berkshires for a weekend, heading out for a day of boating, skiing, or sightseeing, or leaving town for a longer trip, I’d love the opportunity to care for your pets as if they were my own. Please feel free to reach out with any questions about services, availability, or your pet’s specific needs. I look forward to meeting you and your animals! Find Booked & Boarded on Facebook! I’m always running errands for my pets, spending time with my pets, or I’m at the barn with my horse. Taking care of the needs of my own pets is one of my top priorities, and I can easily work your furry friend into my schedule! It’s important that we discuss your specific expectations and needs as a pet owner/parent to ensure that you get the best care! Every pet owner and pet is different and I want to tailor my approach to what your pet is used to and comfortable with.
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 .”
Why choose a sitter on Rover
Background-checked house sitters
Every sitter profile has been reviewed and approved by Rover before joining our community.
A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
Connection before booking
Schedule a free in-person meeting to ensure a perfect fit before you ever book.
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%.
“Yenifer and her family did an excellent job! PeeWee got lots of attention and he seemed so happy at the end of the day. We will definitely use Yenifer again on our next visit.”
“I’m so thankful I found Tetiana. I left my 5-month puppy for the first time with her and I could not be happier. She took care of her with love and so much warmth. I received many pictures thought the day. Thank you Tetiana!!!”
“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!”
“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!”
“John is the best! He knows my dog so well and takes such good care of him, both for day care and when Muffin has stayed overnight. Muffin can be a bit anxious, and in the past has been hesitant to leave his people, but when we get to John's house Muffin is always so happy to go and play! John is also very communicative and sends great photos. Thank you John, for all your amazing care of Muffin!”
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.
“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!”
“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!”
“Emma was great!! She took my two puppies, one being only 3 months old and they look like they had the best time. She kept me updated throughout the day with pictures and videos and how they were doing. 10/10 would recommend!”
“We had a wonderful experience with Dorjee! She took on our last-minute request and Ziggy came back from his day very content. Very kind, responsive, and provided us with updates during his stay. Will be sure to reach out again!”
About: Hi! I’m Maura, a high school English teacher who has lived and worked in the Berkshires for 19 years. I’ve spent my entire life caring for animals of all kinds, and my goal is simple: to provide safe, personalized care so you can enjoy your time away without worrying about your pets. Now accepting bookings for my private pet guest house, Booked and Boarded! Unlike a traditional kennel, I board only one pet family at a time, allowing your pets to enjoy a calm, low-stress stay with individualized attention. The guest house opens directly into a fully fenced backyard, giving dogs plenty of opportunities for safe outdoor play while enjoying a cozy, home-like environment. The space is also designed with (indoor) cats in mind! Booked and Boarded is a perfect space for pets (and owners!) who want a quieter, more personal boarding experience. In addition to private boarding, I offer dog walking, drop-in visits, and small farm sitting throughout the Berkshires. Whether you need someone to check on a new puppy, care for a senior pet, or manage a small farm while you’re away, I’d love to help. I have experience caring for dogs, cats, rabbits, ferrets, hamsters, gerbils, rats, large aquariums, horses, cows, goats, and pigs. In addition to caring for my own animals, I have experience managing an equine boarding facility with 19 horses on the property and am comfortable handling a wide variety of animal personalities, energy levels, and care needs. I am experienced with: • Puppies and kittens • Senior pets • Oral medication administration • Basic trick training and potty training • High-energy dogs • Shy or anxious animals • Horses and livestock requiring daily care routines I also offer red light therapy sessions for pets, both small and large, upon request. When your pet stays with me at Booked and Boarded, you can expect plenty of communication. I send regular photos, videos, and updates throughout their chapter with me, and every boarding guest goes home with a personalized treat bag and a fun “report card” highlighting their time at Booked and Boarded. I know firsthand how stressful it can be to leave beloved pets behind when traveling. That’s why I prioritize communication, reliability, and individualized care so you can feel confident your pets are safe, comfortable, and genuinely enjoying themselves while you’re away. Whether you’re visiting the Berkshires for a weekend, heading out for a day of boating, skiing, or sightseeing, or leaving town for a longer trip, I’d love the opportunity to care for your pets as if they were my own. Please feel free to reach out with any questions about services, availability, or your pet’s specific needs. I look forward to meeting you and your animals! Find Booked & Boarded on Facebook! I’m always running errands for my pets, spending time with my pets, or I’m at the barn with my horse. Taking care of the needs of my own pets is one of my top priorities, and I can easily work your furry friend into my schedule! It’s important that we discuss your specific expectations and needs as a pet owner/parent to ensure that you get the best care! Every pet owner and pet is different and I want to tailor my approach to what your pet is used to and comfortable with.
“I’m so glad to have connected with Gabi (and so is my pup)! I could tell right away that she loves and genuinely cares about any dogs who are lucky enough to hang out with her. And Sadie, my slightly nervous/sometimes hyper girl settled right in. Thanks Gabi, we’ll see you soon!”
About: Hi! My name is Joss, and I’m a passionate animal lover with years of experience caring for pets. I’ve had dogs and other pets throughout my life, so I understand how important they are as members of the family. I’m responsible, patient, trustworthy, and caring, and I always make sure every pet feels safe, comfortable, and loved while they’re in my care. Whether it’s walks, playtime, feeding, administering basic care, or simply keeping them company, I’ll treat your furry friend as if they were my own. I know how much trust it takes to leave your pet with someone else, and my goal is to give you peace of mind while providing your pet with the attention, affection, and care they deserve. If you have any questions or would like to schedule pet care, please don’t hesitate to call or text me . I’d love the opportunity to meet you and your furry friend! I provide loving, attentive, and reliable care for every dog as if they were my own. I take dogs out for potty breaks at least three times a day and make sure they get plenty of exercise, playtime, and attention. I love taking dogs on long walks, visiting dog parks, going on hikes, and enjoying outdoor adventures whenever possible. Since I work part-time, I have a flexible schedule that allows me to spend quality time with your pet instead of rushing through visits. My goal is to make sure your dog stays happy, active, safe, and well cared for while you’re away. I can also keep you updated with messages and photos, so you always know how your furry friend is doing! Your dog’s safety and comfort are my top priorities. I live in a safe, clean, and pet-friendly home where dogs can relax and feel comfortable. I always keep a close eye on the pets in my care and make sure they’re supervised, happy, and well cared for at all times. I understand that every dog has different needs and routines, and I’m happy to follow your instructions to help them feel right at home. My goal is to provide a loving, stress-free environment where your furry friend feels safe, comfortable, and treated like family.
“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!”
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!”
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.
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!
“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: 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.
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: Hi! I’m Maura, a high school English teacher who has lived and worked in the Berkshires for 19 years. I’ve spent my entire life caring for animals of all kinds, and my goal is simple: to provide safe, personalized care so you can enjoy your time away without worrying about your pets. Now accepting bookings for my private pet guest house, Booked and Boarded! Unlike a traditional kennel, I board only one pet family at a time, allowing your pets to enjoy a calm, low-stress stay with individualized attention. The guest house opens directly into a fully fenced backyard, giving dogs plenty of opportunities for safe outdoor play while enjoying a cozy, home-like environment. The space is also designed with (indoor) cats in mind! Booked and Boarded is a perfect space for pets (and owners!) who want a quieter, more personal boarding experience. In addition to private boarding, I offer dog walking, drop-in visits, and small farm sitting throughout the Berkshires. Whether you need someone to check on a new puppy, care for a senior pet, or manage a small farm while you’re away, I’d love to help. I have experience caring for dogs, cats, rabbits, ferrets, hamsters, gerbils, rats, large aquariums, horses, cows, goats, and pigs. In addition to caring for my own animals, I have experience managing an equine boarding facility with 19 horses on the property and am comfortable handling a wide variety of animal personalities, energy levels, and care needs. I am experienced with: • Puppies and kittens • Senior pets • Oral medication administration • Basic trick training and potty training • High-energy dogs • Shy or anxious animals • Horses and livestock requiring daily care routines I also offer red light therapy sessions for pets, both small and large, upon request. When your pet stays with me at Booked and Boarded, you can expect plenty of communication. I send regular photos, videos, and updates throughout their chapter with me, and every boarding guest goes home with a personalized treat bag and a fun “report card” highlighting their time at Booked and Boarded. I know firsthand how stressful it can be to leave beloved pets behind when traveling. That’s why I prioritize communication, reliability, and individualized care so you can feel confident your pets are safe, comfortable, and genuinely enjoying themselves while you’re away. Whether you’re visiting the Berkshires for a weekend, heading out for a day of boating, skiing, or sightseeing, or leaving town for a longer trip, I’d love the opportunity to care for your pets as if they were my own. Please feel free to reach out with any questions about services, availability, or your pet’s specific needs. I look forward to meeting you and your animals! Find Booked & Boarded on Facebook! I’m always running errands for my pets, spending time with my pets, or I’m at the barn with my horse. Taking care of the needs of my own pets is one of my top priorities, and I can easily work your furry friend into my schedule! It’s important that we discuss your specific expectations and needs as a pet owner/parent to ensure that you get the best care! Every pet owner and pet is different and I want to tailor my approach to what your pet is used to and comfortable with.
“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: 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.
“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: 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 loved all animals ever since I was a young child. I am very attentive to every animals indivdual needs. I have mostly worked as a caregiver for people who had pets. I am a reliable responsible caring and animal lover. I am available all days and times to care for your pet or pets. I am very flexible and looking forward to being able to care for your much loved pet I will always use all safety measures to care and keep your pet safe and well cared for. I would never leave your pet unattended or in an unsafe situation while in my care.
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: I’ve been around and taking care of dogs of different breeds since I was 16. Most of my experience has been with friends’ and family members’ dogs. I’ve helped with walks, feeding, playtime, and taking care of them when they stay at my house. I’ve also helped keep their areas clean when needed. I really enjoy spending time with dogs and making sure they feel comfortable, safe, and loved while they’re with me 🐶❤️ I’m available 24/7, which means I’ll have plenty of time to take care of your furry friend and give them lots attention and love :) I live in Berlin, NY, in a quiet area with a large yard where dogs have plenty of space to play and enjoy some time outside. I have a medium sized house and a very friendly 14 year old cat who is used to being around others.
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%.
“I have no words for Mahayla! Couldn't ask for anyone better than you!! She went above and beyond for Chow and Zoe in their stay.We know 100% sure they will be safe and well taken care when they are with her.”
“Jessica and Josie were wonderful with Miss Ruby. Even understanding her occasional accident in the house as coming from anxiety. Possibly due to construction noises which were expected to be gone before Miss Ruby’s visit. It changed my perspective from paying for Dogcare to paying to have Miss Ruby share her joy with Josie and Jessica and their family. ???”
“Karl is excellent, and his care of my doggie pogo was unique in that pogo had a large secure fenced in yard to play in, and Karl has his own doggies who get along well with other doggies. And our puppy got to sleep on the bed just as he does at home with us. I trust Carl. This was a doggy vacation for Pogo rather than dog ‘boarding’”
“Patti and her family took such great care of Luka while we were away. She got so much love and Luka was sad to leave when we came to pick her up. She will definitely miss the amazing yard! I know she will be very excited to go back when our family goes away again. Thank you Patti for loving our sweet girl and taking such good care of her.”
“Kathleen took great care of our pup, sending me daily updates and photos! Her house and yard are set up perfectly with a lot of space to run around and she gave our pup lots of love and care. She gave us peace of mind while we were out of town and I highly recommend taking your dog to stay with Kathleen!”
“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!”
“Nicole provided excellent care for our 3 month old puppy. He had a wonderful day full of playtime and snuggles. She also provided lots of pictures throughout the day which we loved!”
“Heidi was wonderful! She was very communicative, provided pictures and updates and we picked up a very happy pup after being loved and cared for by Heidi! Would absolutely recommend and hope to have Heidi care for our pup again in the near future.”
“Tetiana and her lovely mother were LIFE SAVERS! Our holiday plans changed at the last minute and Tetiana responded so quickly to our request. Our two cats had a wonderful stay and we loved receiving the adorable photos. I wholeheartedly recommend Tetiana for anyone who wants a caring, loving experience for their pets. THANK YOU :)”
“John took wonderful care of our Golden Retriever! Ruby was very happy with all the attention, care and play time she got and John was very accommodating of our needs.”
“Ericca was quick to respond and helped us for doggy day care with 1 days notice. She was friendly and sent updates throughout the day on our dog. We’d love to use her again in the future!”
“Kim was great with my high energy dog. It was the first time he had stayed overnight with somebody outside of my family and it went great. Would have him stay over again!”
“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!”
“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.
“Kate is sooo wonderful! It was my first time looking for a sitter and i was worried because I never left my dog with someone that’s not my family members or friends but my Bella took to her right away and gets so excited to see her. Kate is very responsive to texts and keeps me posted with photos I feel so much at ease knowing that my pup is well looked after. Thank you Kate for taking such a good care of my dog while I was away 🙏🏻”
“Robin and John always take such amazing care of my little Fred. Her dogs are so gentle with him and he always has plenty of outside time to run wild. I wouldn’t trust anyone else to watch him!!”
Not ready to book?
Get started building your pet's profile and discover trusted pet care in your neighborhood.
1Global data from Rover (November 2025)