Dog Boarding in Pittsfield
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Top rated Pittsfield dog boarders
“Deanne is an excellent communicator, sending many updates and photos of our Odin. He was well looked after and happy as ever! We would definitely come back again! Thank you!!!”
“Brooke is the best! She is very responsive, sends photos and updates regularly, and I can tell my dog loves the time he spends with her and her family. I am a repeat client and couldn't recommend her more!”
“This was our second visit with Teresa and she went above and beyond. Our 11-year old beagle had some health issues during his visit and Teresa was all over it. She immediately let me know he didn’t seem like himself, sent us videos that I was able to forward to our vet, and kept me updated. It was a stressful situation, but I knew he was safe with Teresa and she worked seamlessly with us while figured out his situation and next steps. She genuinely cares about the animals in her care and treats them like her own. We will continue booking with Teresa in the future and we highly recommend her.”
“Tetiana was fabulous. We struggled to find a sitter last minute due to an error...hours before having to leave for a big weekend trip, Tetiana responded and was able to house our new puppy. Immediately when meeting her, we could tell she knew what she was doing. She bonded with our rambunctious, 8-month-old hound mix (who normally has anxiety with strangers) right away. Tetiana sent us frequent picture and text updates about our puppy's activitie, and this made us feel so secure leaving her in a new place for the first time. We could not be happier! Tetiana is professional, compassionate and a natural caregiver...she went above and beyond and we will absolutely be booking with her again. Thank you!!!”
“Jennifer took such good care of my dogs while I was traveling abroad. I felt very comfortable leaving them with her while I was gone for just over a week. I got regular pictures and updates on how they were doing and they were both clearly happy and relaxed with her. Highly recommend booking Jennifer for you pet care needs!”
“Mikayla was amazing with our boy Kane! We felt comfortable and confident that he was in the best of hands not only with Mikayla, but her pups as well. we loved getting our updates and photos of our sweet boy while we were on vacation. Thank you for giving us peace of mind while we were away! It means the world.”
“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.”
“I felt very comfortable leaving my pup with Mary and Todd. They have a lovely home and included my dog in all of their activities: walking, running, and much more. They also kept me up to date with pics and anecdotes. I would highly recommend Mary and Todd to anyone!”
“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”
“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.”
“5 Stars!! Kathleen and her husband were amazing! Dudley came home happy and VERY welll cared for. The property is very dog friendly and Kathleen's dogs were a delight and accommodating to a new visitor. Can't express enough how grateful we are to have found Kathleen.”
“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: 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.
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'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
About: I’ve taken care of all pets since 4th grade. I had business cards and everything! Right now I don’t have time for my own dog, but I want to spend time with them when I can. I can provide overnight and /or midday care close by! I’m currently unemployed (🫠) so I have a lot of free time to pet sit. I will play with and train your dog, we can go for long walks, play games, or snuggle the day away if that’s more their style!
Loving dog boarding sitters in your neighborhood
Search Results
Deanne R.Star Sitter
“Deanne is an excellent communicator, sending many updates and photos of our Odin. He was well looked after and happy as ever! We would definitely come back again! Thank you!!!”
Brooke B.
Star Sitter
“Brooke is the best! She is very responsive, sends photos and updates regularly, and I can tell my dog loves the time he spends with her and her family. I am a repeat client and couldn't recommend her more!”
Teresa D.Star Sitter
“This was our second visit with Teresa and she went above and beyond. Our 11-year old beagle had some health issues during his visit and Teresa was all over it. She immediately let me know he didn’t seem like himself, sent us videos that I was able to forward to our vet, and kept me updated. It was a stressful situation, but I knew he was safe with Teresa and she worked seamlessly with us while figured out his situation and next steps. She genuinely cares about the animals in her care and treats them like her own. We will continue booking with Teresa in the future and we highly recommend her.”
Tetiana M.Star Sitter
“Tetiana was fabulous. We struggled to find a sitter last minute due to an error...hours before having to leave for a big weekend trip, Tetiana responded and was able to house our new puppy. Immediately when meeting her, we could tell she knew what she was doing. She bonded with our rambunctious, 8-month-old hound mix (who normally has anxiety with strangers) right away. Tetiana sent us frequent picture and text updates about our puppy's activitie, and this made us feel so secure leaving her in a new place for the first time. We could not be happier! Tetiana is professional, compassionate and a natural caregiver...she went above and beyond and we will absolutely be booking with her again. Thank you!!!”
Jennifer C.Star Sitter
“Jennifer took such good care of my dogs while I was traveling abroad. I felt very comfortable leaving them with her while I was gone for just over a week. I got regular pictures and updates on how they were doing and they were both clearly happy and relaxed with her. Highly recommend booking Jennifer for you pet care needs!”
Mikayla H.Star Sitter
“Mikayla was amazing with our boy Kane! We felt comfortable and confident that he was in the best of hands not only with Mikayla, but her pups as well. we loved getting our updates and photos of our sweet boy while we were on vacation. Thank you for giving us peace of mind while we were away! It means the world.”
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.”
Aura G.
“Our puppy had a fabulous experience I. Aura’a household care. We will use her service again!”
Mary & Todd H.
“I felt very comfortable leaving my pup with Mary and Todd. They have a lovely home and included my dog in all of their activities: walking, running, and much more. They also kept me up to date with pics and anecdotes. I would highly recommend Mary and Todd to anyone!”
Mahayla G.
“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”
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.”
Kathleen M.Star Sitter
“5 Stars!! Kathleen and her husband were amazing! Dudley came home happy and VERY welll cared for. The property is very dog friendly and Kathleen's dogs were a delight and accommodating to a new visitor. Can't express enough how grateful we are to have found Kathleen.”
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.”
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.”
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.
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.”
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
Shannon M.
“Shannon has grown up taking care of dogs from her family's pet sitting business. She is very familiar with the special needs of greyhounds and whippets, but she has experience with all types of dogs. She is cheerful, kind, responsible, and honest. Shannon truly enjoys being around all animals, and I highly recommend her.”
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.”
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 took wonderful care of our tiny 14-year-old miniature pinscher, Bobo. From the moment we handed Bobo’s food, bowls, treats, bed & blanket — and Bobo! — to Yenifer… our pup was relaxed & comfortable, & I knew she was in good hands. Yenifer is an exceptionally calm, kind and gentle person (as is her husband Andreas). It’s clear they both really love dogs…. I was impressed in the way they worked together (as a team) to make sure our dog was at ease & happy, & that someone was always there with our sweet girl. With Yenifer & Andreas, I know Bobo was fed, walked, well-cared-for & happy! We would not hesitate to recommend Yenifer & her husband to friends & family!
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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