House Sitting in Pittsfield

“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.

“Tara was so amazing with our dog and our cat. She sent us lots of updates while house sitting, took our dog for lots of walks, and gave them both lots of attention 😊 Great job with our pets and great communication. Would book her again in a heartbeat!”

Jen B.

“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.

“We couldn't be happier with the incredible care McKenna provided for our beloved dogs, Raynor and Mojo. From the moment she arrived, it was clear she had a genuine love for animals, and our pups took to her instantly. McKenna went above and beyond, ensuring Raynor and Mojo were not just fed and walked, but truly loved and engaged. We received regular updates and photos that put our minds completely at ease, showing our dogs happy, playful, and comfortable in her care. Beyond her exceptional attention to our furry family members, McKenna also left our home in pristine condition. It was such a relief to return to a clean and tidy house, exactly as we had left it. McKenna is reliable, responsible, and truly a gem. We highly recommend her to anyone looking for top-notch dog sitting services. She treated our dogs and our home with the utmost respect and care. We will absolutely be asking her to sit for us again!”

Krista N.

“Taylor took wonderful care of our sweet senior girl (15yo!) who has particular needs and takes meds. Sasha was happy and content when we got home, and our house looked great, too. We’re very grateful for the thoughtful care and would absolutely recommend Taylor.”

MA

“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.

“I was very nervous about leaving my older dog for a quick trip but Sally was an absolute dream. Right off the bat she eased my concerns and my dog was very comfortable with her. It was clear she was highly knowledgeable about animals and definitely an animal lover! I'm very happy with Sally's communication and I can honestly say she went above and beyond for my fella. I was able to relax and enjoy my trip knowing my precious pup was being spoiled at home. Rest easy with booking Sally, she's a dream to have as a sitter!”

Jen L.

About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

About: I have cared for many pets my whole life. I love meeting new animals and learning about each and every personality. Had or cared for cats, dogs, and small animals, and willing to meet more! I am available most days and some nights. I can provide early morning care and mid day care, and night care but often after 10pm. I am always attentive to animal body language and keep an eye on how they are feeling in the environment or around me. I follow the guidlines closely that are given by owners on how to care for their pet.

About: I have had pets my whole life. I pride myself on caring for dogs the way you would. Walks, play and snuggles are just a must every day. Our 151/2 year old Wheatlie was given a ride/park adventure every day! My favorite activity of the day is walk-let me help you when you don’t have time to get out-your pet will feel good after a brisk walk! I am currently semi-retired so I am available for walks and care during the day. Our senior dog has passed so my attention is on caring for your pet the way I cared for my Wheatlie. I have a large yard for lots of fun! A typical day would involve play time, walks, treats, snuggles and scratches. Your pet is part of my family.

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

Nadine S.

“We got home and our dog was happy to see us, but she was so calm. She was clearly so comfortable with Skylar. Skylar left our house clean. She is great! We will use her again.”

Kyle C.

“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.

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 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 loved animals forever and have cared for everything from a cockatiel to a chameleon, Great Pyrenees to Pekapoo. I currently have 1 Goldendoodle and 1 chocolate tabby cat in my home with fenced area and walking trails. I'm currently homeschooling my children at our 10+ acre home with fenced area and walking trails. We have a light schedule and are home more often than away. We currently walk our Goldendoodle daily and pet care is our love, in addition to our responsibility. I have a fenced area and multiple indoor secure areas where animals can get healthy time in a safe home without overstimulation. I have 1 Goldendoodle and 1 chocolate tabby cat who are the best of friends and are supportive to newcomers.

About: I’ve taken care of cats and dogs for about five years now and I have a lot of experience. I’ve worked anywhere from doggy daycare‘s to overnights to boarding dogs in my own home. I’ve always considered myself an animal person and I just love to care for them. I’m currently in cosmetology school so Monday through Friday, I’m in School from 9 o’clock until 430. After that, I plan to stay where I’m dog sitting for so that they get the most love and attention when I am able to be there. I really like to take it on the owners terms. I always prefer to meet the animal I’m caring for first however, if that’s not possible then it’s totally fine, however I like to listen to what the animal tells me, what boundaries it’s giving me, but I love to be able to play with them take them outside as much as possible feed them when necessary and give extra treats because they’re such good babies. I just appreciate the owners letting me know what they do and don’t want from me as a host.

“Dana was wonderful! She communicated daily with us and sent such cute photos. The house was in great shape when we got home and the animals were happy. We would be thrilled to have her come watch our animals again!”

Katherine O.

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.

“Bethany is a super dog sitter -- excellent communication and very reliable. The dogs had no complaints. We would be happy have her stay over again!”

Scott W.