Pet Sitting in Pittsfield
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Pittsfield pet sitters
“Meagan was outstanding. She was at my home every morning at the same time and took great care of my three cats. The oldest cat needs shots at the same time everyday and she took care of that with no problem. Her daily updates with pictures were really nice to receive everyday. I highly recommend Meagan for your pets care.”
“Kaitlyn is delightful and my cat clearly took to her right away. Her updates and photos were timely and very reassuring. I’m going away again soon and hope that she’ll be available for a second booking!”
About: Hi! I’m a dog-loving, outdoors-loving hiker who believes every pup deserves safe adventure, enrichment, and pure joy. I’m fully insured and certified in Dog First Aid and CPR. I keep safety front and center so your dog can explore confidently and come home happy and tired. I’ll handle pick up and drop off, send photo updates, and make sure you always know how your dog did on the trail. What sets me apart? I’m combining my love of recreation and dogs to offer weekend hiking adventures designed for smells, socialization, enrichment, fun, and real exercise. I keep groups intentionally small for safety and so I can give each pup personal attention. Prefer one-on-one time? Solo hikes are available—just ask. Every new client/pup starts with a free meet & greet so we can ensure a great fit. How my hikes work I pick up your pup, head to a dog-friendly trail and lead a 1.5 hr hike with frequent sniff breaks, water breaks, and practice trail etiquette. After the hike, I towel off muddy paws as needed, drop your dog back home, and share a quick summary with photos. My goal is a content, relaxed dog who’s mentally and physically satisfied. Safety and standards I’m insured and Dog First Aid/CPR certified, and I carry a trail kit (water, bowls, extra leashes, poop bags, basic first-aid supplies) on every outing. I choose routes and durations based on weather, terrain, and each dog’s conditioning, and I reschedule during unsafe conditions. Is your dog a good fit? Your pup should be up to date on vaccinations and on flea/tick prevention. They should be comfortable on leash, friendly with people and well-matched canine companions, and ride calmly in a vehicle. Active person going to school part time. Available for solo walks in your neighborhood but really looking to get some interest in small group or solo dog hikes. I try to cater to you and your pets needs as much as possible. I will be respectful in your home and communicate regularly so you know how your pet is doing.
“This was my first time using Rover and I was really nervous to try it. We have a senior dog that doesn’t travel well and we usually have people come stay or check in on him, but none of them could do it. I searched Rover for people who had good reviews and repeat customers. Leilani agreed to help last minute and it was much appreciated. She checked on our senior guy twice while we were gone overnight, took care of his diaper, and cleaned up any messes he had. She also fed him. She sent pictures and communicated any problems. It looks like he didn’t want to get out of bed so she brought his food to him for one of the feedings, which was a super sweet way to make sure he got food. We would hire her again.”
“Alex is very reliable and has exceptional communication skills. I definitely felt peace-of-mind relying on her to care for my cats while away. I would use her services again. Thanks Alex!!”
“Wonderful pet sitter!!! Em did drop-ins with our two dogs for about six weeks on the days I work while my daughter was out of the country. Both dogs loved her - Casey and Mavley always had big smiles on their Rover cards! 😀”
“Tara was amazing with my cats. She played with them, fed them, gave them some love and was just an overall perfect fill-in for my absence. She truly cares for your animals and goes above & beyond. Thank you, Tara, for your service and being so attentive & caring to help me out for an extra day. I appreciate it.”
“Sandra took care of our two large labs for their evening routine . She sent us lots of photos and kept us up to date during her visit. She took extra great care of them. Thanks Sandra!”
About: I’ve worked with all types of dogs most of life, being my own, family members or friends pets. I have done all types of tacks including bath time, walking and feeding. I am currently looking for a more permanent job. So right now I am pretty much completely available until I have more information on that. I am available for drop in visits and walks, when I come over to see your fur babies I am able take them outside in your yard if accessible or walking however needed with no problem
“Candy loved her daily play dates with Katie and Phoebe! Katie is everything you look for in a dog sitter - reliable, responsible, flexible, and has a true affinity for dogs! I know Candy is looking forward to her next walk with them!”
About: From Chihuahuas and Dachshunds, to German Shepards and Pit Bulls, I am no stranger to dogs of all shapes and sizes. Cats, guinea pigs, hermit crabs, I've cared for them all! No matter your pets needs, I am sure I can deliver. I am work from home during the week which offers great flexibility. With Fridays, Saturdays, and Sundays off I am able to fully accommodate you and your pets! I have my own car, and am able to check-in on your fur babies throughout the day as needed. I prioritize personalized care, whether that's providing regular exercise, meals, medication, grooming, etc. I ensure pets feel loved and secure through companionship and communication with owners, while also being prepared for emergencies.
“Kayla was excellent. We were nervous leaving our cats for so long (almost a month), but based on communication with Kayla it was clear that we made a great choice in who to trust our cats with. When we arrived home they were clearly well taken care of and happy to see us. We highly recommend Kayla for pet sitting.”
“Morgan did a great job! She followed all our individualized requests, and the dogs and cat were obviously well cared for and not traumatized by us being gone a week. We would highly recommend her!”
Loving pet sitters in your neighborhood
Search Results
Meagan S.Star Sitter
“Meagan was outstanding. She was at my home every morning at the same time and took great care of my three cats. The oldest cat needs shots at the same time everyday and she took care of that with no problem. Her daily updates with pictures were really nice to receive everyday. I highly recommend Meagan for your pets care.”
Kaitlyn O.Star Sitter
“Kaitlyn is delightful and my cat clearly took to her right away. Her updates and photos were timely and very reassuring. I’m going away again soon and hope that she’ll be available for a second booking!”
Baylie F.
“Baylie was able to accommodate and accept a last minute request which was greatly appreciated! Very grateful to have had her to take care of our pup while we were out!”
Chelsi C.
“Chelsi would be an amazing person for any of the jobs in the animal care business. She currently cares for her dogs and provides them the best care possible. They are exercised daily and their health is her primary focus. Her care for her pets is genuine and loving and focuses on their best well being.”
Leilani W.
“This was my first time using Rover and I was really nervous to try it. We have a senior dog that doesn’t travel well and we usually have people come stay or check in on him, but none of them could do it. I searched Rover for people who had good reviews and repeat customers. Leilani agreed to help last minute and it was much appreciated. She checked on our senior guy twice while we were gone overnight, took care of his diaper, and cleaned up any messes he had. She also fed him. She sent pictures and communicated any problems. It looks like he didn’t want to get out of bed so she brought his food to him for one of the feedings, which was a super sweet way to make sure he got food. We would hire her again.”
Lauren O.
“Thank you for walking my 🐶”
Alex e.Star Sitter
“Alex is very reliable and has exceptional communication skills. I definitely felt peace-of-mind relying on her to care for my cats while away. I would use her services again. Thanks Alex!!”
Em B.
“Wonderful pet sitter!!! Em did drop-ins with our two dogs for about six weeks on the days I work while my daughter was out of the country. Both dogs loved her - Casey and Mavley always had big smiles on their Rover cards! 😀”
Kate R.
“Kate is so wonderful. We appreciate all the communication & photos she sent us while being away from our cat. She is perfect. Thanks Kate & Rover!!'”
Becky B.
“Thanks so much for taking care of Max for his lunch and potty break! He can be a shy guy, but I can tell he’s warmed up to you!”
Brittany G.
“Thank you for taking care of Jack”
Tara A.
“Tara was amazing with my cats. She played with them, fed them, gave them some love and was just an overall perfect fill-in for my absence. She truly cares for your animals and goes above & beyond. Thank you, Tara, for your service and being so attentive & caring to help me out for an extra day. I appreciate it.”
Sandra O.
“Sandra took care of our two large labs for their evening routine . She sent us lots of photos and kept us up to date during her visit. She took extra great care of them. Thanks Sandra!”
Alizabith C.
“I had Alizabith pet sit for me a few time, for both my cat and dog, she was absolutely lovely and the animals loved her. My dog is an American bully (mostly pitbull) and she handled him well. He would run to the door with excitement anytime she would show up.”
Katie S.
“Candy loved her daily play dates with Katie and Phoebe! Katie is everything you look for in a dog sitter - reliable, responsible, flexible, and has a true affinity for dogs! I know Candy is looking forward to her next walk with them!”
Reilley M.Star Sitter
“I can’t recommend Reilley enough for her exceptional care of my two dogs Bogey and Rosey. From the moment I met her I was impressed with her ability to make me and the dogs feel at ease even with them being both large. She went above and beyond to ensure she communicated while I was away (especially with Rosey being unpredictable when out of her routine). If you’re looking for a trustworthy and caring sitter my experience has always been top notch! Mahalo Reilley”
Mikayla R.
“Baxter was well taken care of by Mikayla! Even a walk! Highly recommend as I think Baxter loves her!”
Kayla M.
“Kayla was excellent. We were nervous leaving our cats for so long (almost a month), but based on communication with Kayla it was clear that we made a great choice in who to trust our cats with. When we arrived home they were clearly well taken care of and happy to see us. We highly recommend Kayla for pet sitting.”
Garrett R.
“Garrett was wonderful with my dogs. They had never met him because of the short notice request. He showed up and met them for t”
Morgan M.
“Morgan did a great job! She followed all our individualized requests, and the dogs and cat were obviously well cared for and not traumatized by us being gone a week. We would highly recommend her!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Pittsfield on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 130 pet sitters in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Pittsfield pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Pittsfield.
Rover makes it easy to find Pittsfield pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 130 pet sitters in Pittsfield on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
Connect anywhere with the Rover app
