Dog Boarding in Pittsfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Pittsfield dog boarders
“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.”
“Deanne and Garrett did a great job and we’d happily use them again anytime. Our dog isn’t the easiest but I could quickly tell that they appreciated the individual she is and would do a wonderful job keeping her happy and safe.”
“Tetiana is an amazing petsitter! She is communicative, attentive to details and, most importantly, has a loving and giving heart. She and her lovely mom Maria treated my Edna like their own, with play and cuddles and outdoor adventures — many pictures clearly showing to me Edna’s enjoyment. I hope Edna can return to Tetiana’s and I highly recommend her.”
“Must hv her booked! Quick communicator. Overnight stay s extra special. U ll be assured that ur dog ll be at good place w kindered dogsitter.”
“Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.”
“Mary and Todd did an excellent job watching my Tobi. He has separation anxiety and they took good care of him, sending pictures and updates. I will definitely use there services again.”
“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.”
“It was a big deal for us to leave our 8 month old puppy with a sitter, but we knew after her daytime ventures that Marcie would be just fine. Mikayla communicated with us, and provided pictures. We highly recommend her!”
“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.”
“Molly loved hanging out with Hailey. Molly went everywhere with Hailey. Molly thrives in a home setting. So glad we have Hailey to watch Molly.”
About: I’ve owned and taken care of dogs more than half my life. They are family and should be treated as such. I use a gentle approach and we will make sure we are the right fit before committing to a stay. I currently work from home with our fur baby Goldie. We go for walks or hang out in the AC, or by the warm fire. Offering play and enrichment throughout the day. I have a fenced in yard, plenty of doggie beds, treats and tons of affection. A super friendly medium sized dog named Goldie and a fast moving 8 year old daughter. Must be dog and kid friendly. No cats in home.
“Davey had a lovely stay with Kathleen! It was very clear when I picked him up that she took great care of him - he had a lot of affection for her! Kathleen sent regular updates and pictures, which set my mind at ease. I would be happy for Davey to stay with Kathleen again!”
“Sandra is super professional and took great care of our dog. She sent lots of great pictures and communicated really well. Sandra is clearly both a real dog lover and terrific caregiver.”
About: Retired Military Veteran, 12 years of service. Very reliable and love animals. I love all breeds of dogs regardless of the stereotypes. Can’t wait to start watching your dogs. I have a vast background, military and emergency services. I’m in the process of becoming a nys emt and then will go on for my paramedic hopefully my flight medic. I’ve grown up with dogs and haven’t had a dog in a year. Feel free to look up my information in the military to know that I’m a veteran. I am always available even for a last minute vacation. My husband and I would love to help who ever needs that extra tlc while their owners go away. I’m home all day every day. I work overnights so my hubby could let your little or big pups out to go potty before work. They will have free range of the house unless they are specifically crated then I can put them in the crate and take them out when needed.
About: I have been in the dog world for about 6 years now. I have experience in kennel work, grooming, protection training, and also breeding. I love my dogs just as family and would love to be that loving uncle for you pet when the busy schedule of life is happening. I currently working full time as a dog groomer but can always find the time to take care of you beloved pet family member. Im very flexible around my work schedule. For boarding I will stay at the client's home because its a little better for the dog to be in an environment that he/she knows.
About: I am an all around animal lover who pays close attention to detail every step of the way. Your animal will get attention, cuddles and love all around. Mornings are the best time for me and even early to mid day to take your puppy out. I am flexible with scheduling and am open during the week mainly There are many options available, I have 3 cats and 1 puppy who loves other dogs. I also am able to go to your home and take them out. I am flexible.
“Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.”
“Teresa took great care of nougat. She has a lovely house with a great backyard for dogs. Nougat also got along great with her mini schnauzer.”
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
Loving dog boarding sitters in your neighborhood
Search Results
Brooke B.
Star Sitter
“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.”
Deanne R.Star Sitter
“Deanne and Garrett did a great job and we’d happily use them again anytime. Our dog isn’t the easiest but I could quickly tell that they appreciated the individual she is and would do a wonderful job keeping her happy and safe.”
Tetiana M.Star Sitter
“Tetiana is an amazing petsitter! She is communicative, attentive to details and, most importantly, has a loving and giving heart. She and her lovely mom Maria treated my Edna like their own, with play and cuddles and outdoor adventures — many pictures clearly showing to me Edna’s enjoyment. I hope Edna can return to Tetiana’s and I highly recommend her.”
Jess L.
“Must hv her booked! Quick communicator. Overnight stay s extra special. U ll be assured that ur dog ll be at good place w kindered dogsitter.”
Peter K.
“Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.”
Mary & Todd H.
“Mary and Todd did an excellent job watching my Tobi. He has separation anxiety and they took good care of him, sending pictures and updates. I will definitely use there services again.”
Jennifer C.Star Sitter
“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.”
Mikayla H.Star Sitter
“It was a big deal for us to leave our 8 month old puppy with a sitter, but we knew after her daytime ventures that Marcie would be just fine. Mikayla communicated with us, and provided pictures. We highly recommend her!”
Yenifer V.
“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.”
Mahayla G.
“Molly loved hanging out with Hailey. Molly went everywhere with Hailey. Molly thrives in a home setting. So glad we have Hailey to watch Molly.”
Irene T.
About: I’ve owned and taken care of dogs more than half my life. They are family and should be treated as such. I use a gentle approach and we will make sure we are the right fit before committing to a stay. I currently work from home with our fur baby Goldie. We go for walks or hang out in the AC, or by the warm fire. Offering play and enrichment throughout the day. I have a fenced in yard, plenty of doggie beds, treats and tons of affection. A super friendly medium sized dog named Goldie and a fast moving 8 year old daughter. Must be dog and kid friendly. No cats in home.
Kathleen M.Star Sitter
“Davey had a lovely stay with Kathleen! It was very clear when I picked him up that she took great care of him - he had a lot of affection for her! Kathleen sent regular updates and pictures, which set my mind at ease. I would be happy for Davey to stay with Kathleen again!”
Sandra W.
“Sandra is super professional and took great care of our dog. She sent lots of great pictures and communicated really well. Sandra is clearly both a real dog lover and terrific caregiver.”
Nikki R.
“What I know about Nikki is that she's a kind and caring person and has been around dogs most of her life. When she has been around any of my dogs she has always been attentive.”
Anthony C.
“Anthony Castagna has been walking and pet sitting for our Nova for years. He is very reliable and friendly and like part of the family. Our Nova loves him so much!”
Robert W.
About: I am an all around animal lover who pays close attention to detail every step of the way. Your animal will get attention, cuddles and love all around. Mornings are the best time for me and even early to mid day to take your puppy out. I am flexible with scheduling and am open during the week mainly There are many options available, I have 3 cats and 1 puppy who loves other dogs. I also am able to go to your home and take them out. I am flexible.
Ivan O.
“Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.”
Teresa M.
“Teresa took great care of nougat. She has a lovely house with a great backyard for dogs. Nougat also got along great with her mini schnauzer.”
Steve F.
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
Shelby P.
“WONDERFUL! Shelby is super quick with communication and took excellent care of our dog! We are so happy!”
Over 401 pet parents in Pittsfield have booked dog boarding
Pittsfield dog parents share their Rover experiences
Yenifer was very responsive and positive. She took great care of Dobby who was happy and non-anxious when we picked him up.
Birch stayed with Brooke and her family for a week this time around. I was traveling and didn't have cell service, but felt confident that Birch was with "her 2nd family". When I got cell service back, I was greeted with pics and video updates from Brooke. Thanks for another successful stay!
Popular requests near you
Select a filter and find qualifying Pittsfield sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!
The median cost per night for dog boarding in Pittsfield is $55
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Pittsfield average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Pittsfield is $55 per night, including service fees. Boarding your dog for one week typically costs $385. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Pittsfield dog boarding rates can be found as low as $32 to as high as $65 per night.
As of Aug 2025, 53 sitters provided dog boarding in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Pittsfield dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Pittsfield have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Pittsfield.
Rover makes it easy to find Pittsfield dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 53 dog boarding sitters in Pittsfield on Rover, so you’re sure to find the perfect match for your dog! In Pittsfield, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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