Dog Boarding in Sheffield, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Sheffield dog boarders

“My girl Josie had a fantastic time with Nicole; she was well-cared for, well-loved and I received daily updates and pics of all the fun she was having. I highly recommend Nicole and will certainly use her again!”


“This is our second time having our dog stay with Deanne. My dog has a great time with her. She has been extremely flexible with unexpected changes in our travel plans and the pup hates to leave her home. We will continue to use her services!”


“So glad we found Brooke!!! We had deferred family vacations out of driving distance for the past two years because we no longer had family nearby who could watch our pups. That has all changed now. Rover.com was recommended by a friend and truthfully I was a bit hesitant until I met Brooke. She responded so quickly to my messages when I was exploring sitters and as soon as the pups met her I knew this would be a great match. She treated our girls like family, letting them nap on the furniture (just like at home), taking them for walks and playing fetch. She sent us pictures each day of the dogs and it made us feel so much more at ease seeing they were being loved on. I can not say enough kind things about Brooke and her family and I highly recommend her. She went exceedingly above what was necessary and we will certainly be calling on her again!”


“Finnegan had a great time! Easy communications and great updates. Would highly recommend and will definitely be back for future stays and plays!”


“Janice took great care of our almost one year old golden retriever on a recent weekend stay. She was caring, thorough, and only takes on one pet at a time so she can provide one on one care and attention. Ellie loved getting to know Janice’s two dogs and cat and enjoying the beautiful fall weather from the relaxing farm atmosphere. Janice sent frequent updates and photos throughout Ellie’s stay, which made it easy to relax and enjoy our time away. I would definitely book her again!”


“karina is wonderful ! very professional and communicative. flexible with your schedule for drop offs and my dog loves being with her! 10/10 would recommend! ❤️”


“John and his wife did an amazing job taking care of our lab Rocky. Rocky and Dolly immediately hit it off when we dropped him off! John sent regular updates which helped give me peace of mind and communication via text was greatly appreciated! We will be returning! I cannot recommend them enough! Thank you for treating Rocky like he was apart of your family!”


“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.”


“Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.”


“chai loved spending time with jessi! we got pupdates every day and jessi was super flexible with our chaotic schedule. we were visiting for an event, so we can’t be regulars, but we would absolutely contact jessi again if we were ever in town again. she made us feel extra comfortable with a last-minute boarding arrangement and handled our nerves with grace :) thank you so much, jessi!”



“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.”



“Colby had a great time! Mary was very responsive, sent lots of pictures, and did a great job entertaining her. Will definitely be using them again next time.”



“Christine is a life saver ! She took great care of our girl on such short notice. She sent pictures and was very quick to respond. Our pup was happy and tired when she got home. Thank you Christine !”


“Mary Ann boarded/took into her home my Daizy, a 12-year-old toy poodle, while I had surgery. The best recommendation comes from Daizy who kept looking for Mary Ann after Daizy came home! My little was pampered, cared for and spoiled and I couldn’t have been more pleased. Highly recommend!”


About: I've had the privilege of caring for a variety of animals over the years. From mice, rabbits, dogs, cats, horses, chickens, ducks - I love to pamper them all! I've learned to understand each animals' individual needs and am hyperfocused in their comfort. Being a committed pet parent, I've experienced and indulged in all the milestones - so I'm ready for the puppy edition all the way through caring for your senior family member. Being very detailed oriented and personally spoiling my own critters, I can support even the most high maintenance of fur babies! My fiancé (also on Rover!) ensure your furbaby is entertained around the clock! I work from home and handle the early bird shift, including your pup in the sunrise (bright snd early) farm chores. My fiancé provides the daytime activities including long walks and hikes on our farm, supervised yard time, play time. Evening activities include additional walks and games. Pups will have their last walk and tucked in for the night around 1030PM. I am extremely conscious of pet safety and following instructions provided by owners. When pets are at my home, they will not have any interaction with other animals- just me and my fiancé (who is also on Rover!). Dogs will always be on a leash, with the exception of being enclosed in a secure fenced in area. We have a 1 acre fenced in yard where dogs can have supervised zoomie time. Dogs will never be left unattended in the yard. Our fur guests spending the day or night will have their own room with a bed, crate (if preferred for their comfort or if they are beavers), ad lib water, etc.


“Cindy was a wonderful host, I'm very happy with how everything went. She is very kind, warm, caring and professional. Her home and are dog heaven, I live in the city, so it was great for my large dog to spend time outdoors playing in fresh clean air (she has a great large fenced in field), it was certainly worth the drive upstate! During my time away, I loved receiving pictures of my dog playing outside and being cozy indoors. Cindy really cares about her own animals and the animals who stay with her and she is very good with understanding my dogs needs and did a great job making sure that everyone was happy. It was reassuring to know that my dog was in a safe, happy place. Cindy also has an awesome collection of homemade dog toys and dog bones which she prepares herself. Highly recommended, Cindy is great!”


About: Hi there! I'm Ashley, a lifelong dog lover and work-from-home mom ready to give your pup the care and comfort they deserve. I have a special place in my heart for senior dogs, especially after caring for my fur daughter, my sweet long-haired Chihuahua who was by my side for 17 wonderful years. I understand the slower pace and extra TLC that older pups need, and I’m here to provide just that. We’ve also had two German Shepherd mixes in the past, so I’m no stranger to larger breeds. While I typically prefer small to medium-sized dogs for our home setup, I’m open to exceptions for well-mannered larger dogs — especially seniors. Because I work from home and my kids are at daycare during the day, it’s just me and your pup…which means plenty of calm, one-on-one attention and companionship in a quiet environment. I know how stressful it can be to find care you trust…especially when options in our area are limited. That’s why I treat every dog like family, with love, routine, and lots of affection. I’ll care for your furry loved one as if they were my own and will happily share updates and photos as often as you'd like to give you peace of mind while you're away. I provide attentive, loving care while fitting seamlessly into my daily routine. Because I work from home with a lot of flexibility, I can offer daily daycare with plenty of walks, playtime, and cuddles. I’m also happy to provide overnight boarding for dogs who need a home-away-from-home. Throughout, I’ll keep you updated as much as you’d like, so you always feel comfortable and connected. I care for dogs in a safe, comfortable home environment where your dog will be treated like a valued family member. While I don’t have a fenced backyard, your dog will always be supervised and safe. They’re always free to explore and relax throughout the home. Because pets are part of the family, we often allow them on the couch and beds to snuggle and feel at home, but I’m always happy to follow your preferences to make sure your fur baby feels comfortable and loved.

“Kristina and Jordan took such amazing care of my pup while I was away. Kristina and Jordan treated her with so much love, and sent many pictures and videos during the stay. I’m definitely an anxious pet parent, but their care actually allowed me to relax knowing that she was in the best hands possible and having a great little vacation of her own. I couldn’t recommend them more. Thank you guys so much!”


“Fantastic sitter who took wonderful care of my young pup after the last sitter had to cancel in the middle of my trip. Magnolia is a lifesaver!”


“Unconditionally Recommended! Completely trustworthy. Benjamin was attentive and gave superb care to my senior pit bull who has special behavioral needs. The setting is serene and accommodating. All communication was prompt, responsive, and focused on my dog having the best experience possible. I recommend Benjamin without hesitation.”

Loving dog boarding sitters in your neighborhood
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Nicole P.Star Sitter

“My girl Josie had a fantastic time with Nicole; she was well-cared for, well-loved and I received daily updates and pics of all the fun she was having. I highly recommend Nicole and will certainly use her again!”


Deanne R.Star Sitter

“This is our second time having our dog stay with Deanne. My dog has a great time with her. She has been extremely flexible with unexpected changes in our travel plans and the pup hates to leave her home. We will continue to use her services!”


Brooke B.
Star Sitter


“So glad we found Brooke!!! We had deferred family vacations out of driving distance for the past two years because we no longer had family nearby who could watch our pups. That has all changed now. Rover.com was recommended by a friend and truthfully I was a bit hesitant until I met Brooke. She responded so quickly to my messages when I was exploring sitters and as soon as the pups met her I knew this would be a great match. She treated our girls like family, letting them nap on the furniture (just like at home), taking them for walks and playing fetch. She sent us pictures each day of the dogs and it made us feel so much more at ease seeing they were being loved on. I can not say enough kind things about Brooke and her family and I highly recommend her. She went exceedingly above what was necessary and we will certainly be calling on her again!”


Teresa D.Star Sitter

“Finnegan had a great time! Easy communications and great updates. Would highly recommend and will definitely be back for future stays and plays!”


Janice A.Star Sitter

“Janice took great care of our almost one year old golden retriever on a recent weekend stay. She was caring, thorough, and only takes on one pet at a time so she can provide one on one care and attention. Ellie loved getting to know Janice’s two dogs and cat and enjoying the beautiful fall weather from the relaxing farm atmosphere. Janice sent frequent updates and photos throughout Ellie’s stay, which made it easy to relax and enjoy our time away. I would definitely book her again!”


Karina S.
Star Sitter


“karina is wonderful ! very professional and communicative. flexible with your schedule for drop offs and my dog loves being with her! 10/10 would recommend! ❤️”


John S.Star Sitter

“John and his wife did an amazing job taking care of our lab Rocky. Rocky and Dolly immediately hit it off when we dropped him off! John sent regular updates which helped give me peace of mind and communication via text was greatly appreciated! We will be returning! I cannot recommend them enough! Thank you for treating Rocky like he was apart of your family!”


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.”


Franny A.

“Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.”


Jess L.

“chai loved spending time with jessi! we got pupdates every day and jessi was super flexible with our chaotic schedule. we were visiting for an event, so we can’t be regulars, but we would absolutely contact jessi again if we were ever in town again. she made us feel extra comfortable with a last-minute boarding arrangement and handled our nerves with grace :) thank you so much, jessi!”




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.

“Colby had a great time! Mary was very responsive, sent lots of pictures, and did a great job entertaining her. Will definitely be using them again next time.”




Christine A.
Star Sitter


“Christine is a life saver ! She took great care of our girl on such short notice. She sent pictures and was very quick to respond. Our pup was happy and tired when she got home. Thank you Christine !”


Mary Ann P.Star Sitter

“Mary Ann boarded/took into her home my Daizy, a 12-year-old toy poodle, while I had surgery. The best recommendation comes from Daizy who kept looking for Mary Ann after Daizy came home! My little was pampered, cared for and spoiled and I couldn’t have been more pleased. Highly recommend!”


Kimiko & Benjamin C.
“If you’re lucky enough to know Kim, then you already know what a truly special person she is—especially when it comes to animals. Her connection with them is something you can’t teach; it’s just part of who she is. I’ve never met anyone more patient, kind, or intuitive when it comes to caring for animals. My dogs adore her, and honestly, so do I. She is the only person I trust to watch over them when I’m away. Knowing they’re with Kim means I can fully relax, because I know they’re not only safe, but also genuinely loved. She doesn’t just care for them—she treats them like family. Kim is a rare gem, and I’m so grateful to have her (and so are my pups!).”




Cindy K.


“Cindy was a wonderful host, I'm very happy with how everything went. She is very kind, warm, caring and professional. Her home and are dog heaven, I live in the city, so it was great for my large dog to spend time outdoors playing in fresh clean air (she has a great large fenced in field), it was certainly worth the drive upstate! During my time away, I loved receiving pictures of my dog playing outside and being cozy indoors. Cindy really cares about her own animals and the animals who stay with her and she is very good with understanding my dogs needs and did a great job making sure that everyone was happy. It was reassuring to know that my dog was in a safe, happy place. Cindy also has an awesome collection of homemade dog toys and dog bones which she prepares herself. Highly recommended, Cindy is great!”


Ashley D.
“Ashley is the definition of a true dog lover. I have known her for 15 years and would highly recommend her as a pet sitter. She is caring, responsible and your pet would be in good hands with her!”


Kristina F.Star Sitter

“Kristina and Jordan took such amazing care of my pup while I was away. Kristina and Jordan treated her with so much love, and sent many pictures and videos during the stay. I’m definitely an anxious pet parent, but their care actually allowed me to relax knowing that she was in the best hands possible and having a great little vacation of her own. I couldn’t recommend them more. Thank you guys so much!”


Magnolia M.

“Fantastic sitter who took wonderful care of my young pup after the last sitter had to cancel in the middle of my trip. Magnolia is a lifesaver!”


benjamin r.

“Unconditionally Recommended! Completely trustworthy. Benjamin was attentive and gave superb care to my senior pit bull who has special behavioral needs. The setting is serene and accommodating. All communication was prompt, responsive, and focused on my dog having the best experience possible. I recommend Benjamin without hesitation.”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2025, the median cost of dog boarding in Sheffield is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Sheffield dog boarding rates can be found as low as $42 to as high as $50 per night.
As of Jul 2025, 65 sitters provided dog boarding in Sheffield. 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, 84% of Sheffield dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Sheffield have an average of 20 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 Sheffield.
Rover makes it easy to find Sheffield 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 65 dog boarding sitters in Sheffield on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
