House Sitting in Pittsfield

“Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!”

Kyle W.

“Rick & Autumn were fantastic. They stayed with our 2 crazy pups in our hotel room during our wedding. They spent over 10 hours with them and went above and beyond transporting them to our reception site for pictures and then bringing them back to the hotel. We would absolutely use Rick & Autumn again when we visit the area.”

Nic P.

“Trista took amazing care of our two girls during our long weekend in Pennsylvania - she sent photos regularly so we could see how they were getting along with her and that they were having fun while we were away. We will definitely be booking with her again!”

Jessica M.

“McKenna was able to help with our Aussie-doodle at short notice and we are so grateful! They had a fun day together and she helped him to be active and busy instead of in his kennel for a very long day. McKenna has a lot of experience and knowledge about what dogs need. She communicates regularly and sent some photos during the day as well. Thank you McKenna!!”

Teri T.

About: I've had the pleasure of raising dogs since I was 11. Between family dogs, helping with friends pets and now having my own! We go on multiple daily walks, enjoy dog parks, car rides and sunbathing on the balcony. Lots of treats and play time! I currently work fully remote so im with my pup plus yours every day! If im gone, its only about 2 hours tops to run errands head to the gym. Multiple daily walks, play time with their toys, treats and cant forget a bunch of cuddles!! If anything extra or preferred is needed or wanted, im open to it :)

About: Have loved and cared for little critters for couple decades and enjoy their company very much. Have cared for senior cats a few times and and try to be very gentle with them and always have the vet. contact within reach in case any sort of signs show up that may need attention. I have a very flexible schedule and work on my own time and make my own hours as I see fit. I work remotely and make my own hours as I am my own boss. I provide hugs and rubs as the pets require, water, food, warmth (blankets, pillows), and toys. First thing in the morning (or as required by the pet overnight) is pottie and feeding time. Then some play time if required and rest. Follow this same routine throughout the day as needed.

“Taylor watched our three dogs for a week over the holidays. She was great- dogs loved her, house was clean, no issues.”

Abby B.

About: I have always had such a love of dogs and they bring me so much joy. I’ve worked with senior dogs with extra care requirements as well as puppies that may need some extra care and attention as well. I was working part time in a restaurant but it is now closed and I work one day a week there currently try. I spend a lot of my time dog sitting around the county. I stay at your house as needed but if your dogs enjoy others, I’d be happy to have your babies at my house as I have two happy loving dogs of my own that love meeting and playing with new friends! I have a fenced in yard and many cozy beds and couches for times of rest. Your dogs will be taken care of the way you want and will be very loved! Typically my clients have routines that I stick to so your animal feels safe and comfortable while you’re away.

About: What sets me apart from other pet sitters is the genuine care and attention I give to every animal I look after. I treat each pet as if they were my own, taking the time to understand their unique personalities, routines, and needs. My goal is to keep them comfortable, happy, and stress-free while you’re away. I believe in open communication and send regular updates so you can have complete peace of mind knowing your pets are safe, loved, and well cared for. With a dependable and compassionate approach, I go above and beyond to make sure both pets and owners feel confident and at ease. 🖤🐾🐈‍⬛ 🐕 Because I’m a stay-at-home mom, I’m available around the clock to make sure your pets get the attention and care they deserve when you need it most. Your pet’s safety and comfort are always my top priorities. I provide a calm, secure environment where every animal feels safe and cared for. Whether I’m visiting your home or hosting your pet, I make sure their surroundings are clean, pet-friendly, and stress-free. You can trust that your pets are in responsible hands — I’m attentive to their needs, mindful of routines, and always alert to signs of discomfort or stress. My goal is to give you peace of mind knowing your pets are happy, protected, and treated with the same love and respect they receive from you.

About: grew up surrounded by animals—some more traditional, like cats and guinea pigs, and some a bit more unexpected, like free-roaming turtles, pet rats, and even a rescued crow. No matter the species, I believe every pet is a family member and deserves love, care, and attention. My primary experience is with cats, from playful kittens to senior cats requiring special medical care, prescription diets, and extra attention. I’ve also cared for a variety of small animals, including hamsters, guinea pigs, and ferrets, and I’m knowledgeable about setting up and maintaining freshwater fish tanks. I had a 10-gallon tropical tank for years and now have a betta fish. In addition to pet care, I’m responsible and detail-oriented when it comes to maintaining a home. I understand the importance of keeping things tidy, watering plants, and ensuring everything runs smoothly while you’re away. You can trust that both your pets and your home will be well cared for in your absence! I am currently between jobs, so my schedule is very flexible. Outside of occasional appointments and workout classes, I am available most days to care for your home and pets. Since I work remotely when I do have work, I will be home often to provide plenty of companionship and attention to your pets. I can easily accommodate feeding schedules, medication routines, and any other specific care needs your pets may have. The safety and well-being of pets is always my top priority. In a client’s home, I ensure pets follow their regular routines, including feeding, exercise, and medication schedules. I keep a close eye on their behavior, ensuring they are comfortable and stress-free. I also make sure the home remains secure by locking doors, monitoring surroundings, and keeping hazardous items out of reach. Cleanliness is important, so I maintain tidy spaces, fresh water, and a clean litter box or pet area. My goal is to provide a safe, loving, and familiar environment for pets while their owners are away.

“Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!”

Brenna L.

About: I’ve been around animals my whole life. I worked on a farm in 2023 and the rest of my experience is from dog sitting at clients homes, dog walking, house sitting, etc, as well as my own pets. I currently work full time but have a flexible schedule and can check on your pet periodically throughout the day, free all night and on weekends I’d be happy to house sit for you while watching your furry loved ones and taking them on walks, feeding, etc. I am also very good at bathing all animals if needed!

“I can’t say enough great things about Daniella! She is so kind, professional, and my pup instantly loved her! She took such great care of him and our home. I highly recommend her!! Thank you, Daniella! Remi loved having you with him! 😊”

Samantha G.

About: Hello! My name is Alison, and I’d love to get to know you and your furry friend(s)! I’ve grown up with both cats and dogs my whole life, and have done many cat and dog sitting/walking gigs throughout the years (for pets of all ages). Additionally, I completed a 3 credit college course on pet behavior, so I am familiar with pet safety, the importance of body language, mental enrichment, and much more. I look forward to hearing from you and discussing potential opportunities! Feel free to reach out any time. I am a part-time employee, generally working around 30 hours a week, so I am often free before 10 am and after 5 pm. However, I do have flexibility, and I don’t work everyday of the week. I feed my pets two times a day and take my dog on walks three times. For clients, however, I can absolutely accommodate to your needs— let me know what works for you!

“Morgan did a wonderful job taking care of our dog Cub and parrot Rainbow while we were away. She was very kind and reassuring with Cub who has issues with anxiety, especially around other dogs and large moving vehicles. Even though parrot care was new to her, she succeeded in charming Rainbow and even endured his loud discussion of all things avian! Morgan also took care of our mail, dealt with a smoke alarm going off, kept us updated, and cleaned before she departed.”

Sarah H.

About: I have always lived in household with a minimum of 3 dogs, dogs have been my companions before I could walk. Now I’m always with my service dog, Winnie. I worked with a program to train my own service dog. He’s a friendly little golden retriever, and a fast friend. During his training I learned the importance of trust routine, and patience with dogs. I’m currently working part time from 7:30 to 2 pm Monday, Wednesday, Thursday and 10-3 on Saturdays. I am always up for hiking or a short walk with dogs. I have a service dog who comes with me everywhere, he’s a gentle and easy friend, and generally good with other dogs. He’s just as happy to play as he is to nap.

“Sally is extraordinary. Her care for our two senior cats in our home was again top notch, of the highest quality. Sally is kind, communicative, knowledgeable, reliable and thoughtful, thorough and more. Her deep love for animals shines through in every text and photo she sends daily! She cares for our home as if it was her own. Emily and Charlotte cannot wait to have Sally back again soon, and we feel feel the same. We ❤️ Sally!”

Tracy M.

“Meghan took great care of my dog while I was on vacation. Very responsive and flexible when it came to scheduling and making sure he was cared for. Meghan also dog sat in my home and cared for it like it was her own. Would let her take care of Moose any time and highly recommend her for others searching for a dog sitter.”

Nick B.

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.

“Brenna was an absolutely wonderful sitter for our Corgi during our weekend away. She’s a great communicator and Stanley clearly felt well taken care of. She left our home super tidy and even shoveled a path for us after a big snowfall! We will definitely be asking Brenna to dog sit for us again in the future.”

Sarah R.