Dog Boarding in Berkshire, NY
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Berkshire dog boarders
“Both Koda and Dulcie loved their stay at Megan’s with all of the welcoming friends. Megan was very understanding of Koda being reactive towards dogs and made no judgements about him which was a huge relief. She sent lots of pictures of the dogs out and about having a blast, Dulcie made all the dog friends and was right at home. We will definitely have our dogs vacation with her again.”
“Castro had a wonderful time with his new friend Bear! Mike and his girlfriend/wife were super accommodating with our drop off/pick up time and were very very warm. I would definitely leave my dog in this couple's care again :)”
“Would definitely use Gillian again! She kept in touch with me numerous times a day and sent pictures when she said she would. She treated my dog like she was one of her own.”
“Jen was wonderful! Sent me daily updates and I felt very comfortable with her watching my dogs. I will be using her for all my dog sitting needs! My girls have very big personalities, if you will (for being chihuahuas) so it takes a special person to be able to handle a 10 pound dog who thinks they’re big and loud. 10/10 recommend!!!”
“Jennifer was great! Everything went smoothly with our interactions, meet and greet, drop-off, and pick-up. Our dog came home happy and tired out! He's looking forward to his next visit with Jennifer. Highly recommend having her care for your dog!”
“Nat and her husband were an absolute pleasure to work with from booking to pick up. Having just moved to the area, I was worried about finding a sitter who would love my little guy during a 9-day vacation. We could not have asked for a better sitter. ❤️🐶”
“Anna was great! We received daily messages and photos of our dog's status. She paid attention to the needs of our dog. He was given a bath and had his nails trimmed, which was the best!! We even received a report card on pick up! Anna did a great job and we will definitely be using her again!”
“Kathy was so wonderful with my little guy!! I booked her very last minute and she was so accommodating and took care of my baby for 2 days while I worked. It was so nice to not have to worry about him because I knew he was in good hands. She sent me so many pictures and updates so I never had to wonder how he was.”
“Cansu watched our puppy Winston for a week while we were out of town and made him feel right at home! It was our first time leaving him and she made me feel very comfortable sending us videos and pictures daily! He got along well with their dogs and loves running around in their huge fenced in yard! Thank you again Cansu!”
“Bryhn was awesome. We wanted to keep Elsa one day with Bryhn as we will be taking a trip to India soon and our regular sitter was not available. I was a bit nervous but after seeing the pictures and videos I was so relieved. Bryhn kept us updated and most importantly Elsa had a lot of fun. Highly recommend!”
“Vera kindly agreed to host our Piper with less than a week’s notice. She was super communicative, sending a reminder packing list prior to the visit, as well as detailed updates and lots of photos. Piper had a terrific time with Vera and returned home a happy pup. Thank you!”
“Danielle was very helpful with London who is very scared and anxious when with new people in a new place. Thank you for being so patient with her!”
“Lourdes was wonderful. Booked last minute and she was wonderful at communicating, sent me wonderful pictures and videos. My dogs very anxious with new people and dogs and she reassured me and acclimated him wonderfully.”
“Paige seemed right at home when I arrived. Glad to see me, but in no rush to leave. Jonathan was very attentive to her and it is apparent he has a natural ability with dogs.”
“Phoebe had a wonderful second stay with John and his family! She is always well taken care of when she’s with them! Thank you again for another wonderful stay, we look forward to using you again! :)”
“Sue is great. She is a natural dog lover and has a perfect home and fenced in yard for dogs. She kept me informed on how my dog was and everything went really well. Otis was also a nice companion for my dog. I’d highly recommend Sue.”
About: Being a good pet caregiver involves understanding and meeting the unique needs of each animal. This includes providing proper nutrition, regular exercise, and routine veterinary care to ensure their health and well-being. Additionally, offering love, attention, and social interaction is essential for their emotional happiness. A responsible pet caregiver also creates a safe and stimulating environment, allowing pets to thrive both physically and mentally. Ultimately, building a strong bond through trust and companionship enriches the lives of both the caregiver and the pet. I’ve decided to become a pet caregiver through Rover because I know how difficult it can be to find care for my own pet when needed and I wanted to help others. I work from home Monday through Friday and have a very flexible schedule. On the weekends we usually spend time enjoying our home and backyard which does have a gated pool. I have a large fenced in yard and a 2 year old chocolate lab who loves to play with other dogs. We also have a spacious dog crate should your dog require any down time or if they sleep in a crate at night. We do have a rescued senior cat but she is declawed so she is of no danger to your dog.
“Tiffany was great, she took care of my beagle a couple of times now and he seems to love it there. She sends pictures and updates. Would definitely recommend her!”
“You are absolutely fantastic dog sitters. Thank you for sharing the pictures and how our Darcy girl is right at home in your home. We laughed so hard that she was helping you with your chores. 😊”
Loving dog boarding sitters in your neighborhood
Search Results
Megan L.
“Both Koda and Dulcie loved their stay at Megan’s with all of the welcoming friends. Megan was very understanding of Koda being reactive towards dogs and made no judgements about him which was a huge relief. She sent lots of pictures of the dogs out and about having a blast, Dulcie made all the dog friends and was right at home. We will definitely have our dogs vacation with her again.”
Mike S.Star Sitter
“Castro had a wonderful time with his new friend Bear! Mike and his girlfriend/wife were super accommodating with our drop off/pick up time and were very very warm. I would definitely leave my dog in this couple's care again :)”
Gillian G.Star Sitter
“Would definitely use Gillian again! She kept in touch with me numerous times a day and sent pictures when she said she would. She treated my dog like she was one of her own.”
Jen S.Star Sitter
“Jen was wonderful! Sent me daily updates and I felt very comfortable with her watching my dogs. I will be using her for all my dog sitting needs! My girls have very big personalities, if you will (for being chihuahuas) so it takes a special person to be able to handle a 10 pound dog who thinks they’re big and loud. 10/10 recommend!!!”
Jennifer M.
“Jennifer was great! Everything went smoothly with our interactions, meet and greet, drop-off, and pick-up. Our dog came home happy and tired out! He's looking forward to his next visit with Jennifer. Highly recommend having her care for your dog!”
Natthinee B.
Star Sitter
“Nat and her husband were an absolute pleasure to work with from booking to pick up. Having just moved to the area, I was worried about finding a sitter who would love my little guy during a 9-day vacation. We could not have asked for a better sitter. ❤️🐶”
Anna H.Star Sitter
“Anna was great! We received daily messages and photos of our dog's status. She paid attention to the needs of our dog. He was given a bath and had his nails trimmed, which was the best!! We even received a report card on pick up! Anna did a great job and we will definitely be using her again!”
Kathy H.Star Sitter
“Kathy was so wonderful with my little guy!! I booked her very last minute and she was so accommodating and took care of my baby for 2 days while I worked. It was so nice to not have to worry about him because I knew he was in good hands. She sent me so many pictures and updates so I never had to wonder how he was.”
Cansu Y.
“Cansu watched our puppy Winston for a week while we were out of town and made him feel right at home! It was our first time leaving him and she made me feel very comfortable sending us videos and pictures daily! He got along well with their dogs and loves running around in their huge fenced in yard! Thank you again Cansu!”
Bryhn U.
“Bryhn was awesome. We wanted to keep Elsa one day with Bryhn as we will be taking a trip to India soon and our regular sitter was not available. I was a bit nervous but after seeing the pictures and videos I was so relieved. Bryhn kept us updated and most importantly Elsa had a lot of fun. Highly recommend!”
Vera R.
“Vera kindly agreed to host our Piper with less than a week’s notice. She was super communicative, sending a reminder packing list prior to the visit, as well as detailed updates and lots of photos. Piper had a terrific time with Vera and returned home a happy pup. Thank you!”
Danielle T.
“Danielle was very helpful with London who is very scared and anxious when with new people in a new place. Thank you for being so patient with her!”
Lourdes T.
“Lourdes was wonderful. Booked last minute and she was wonderful at communicating, sent me wonderful pictures and videos. My dogs very anxious with new people and dogs and she reassured me and acclimated him wonderfully.”
Jack R.Star Sitter
“Paige seemed right at home when I arrived. Glad to see me, but in no rush to leave. Jonathan was very attentive to her and it is apparent he has a natural ability with dogs.”
John K.
“Phoebe had a wonderful second stay with John and his family! She is always well taken care of when she’s with them! Thank you again for another wonderful stay, we look forward to using you again! :)”
Sue A.
“Sue is great. She is a natural dog lover and has a perfect home and fenced in yard for dogs. She kept me informed on how my dog was and everything went really well. Otis was also a nice companion for my dog. I’d highly recommend Sue.”
Kelly H.
About: Being a good pet caregiver involves understanding and meeting the unique needs of each animal. This includes providing proper nutrition, regular exercise, and routine veterinary care to ensure their health and well-being. Additionally, offering love, attention, and social interaction is essential for their emotional happiness. A responsible pet caregiver also creates a safe and stimulating environment, allowing pets to thrive both physically and mentally. Ultimately, building a strong bond through trust and companionship enriches the lives of both the caregiver and the pet. I’ve decided to become a pet caregiver through Rover because I know how difficult it can be to find care for my own pet when needed and I wanted to help others. I work from home Monday through Friday and have a very flexible schedule. On the weekends we usually spend time enjoying our home and backyard which does have a gated pool. I have a large fenced in yard and a 2 year old chocolate lab who loves to play with other dogs. We also have a spacious dog crate should your dog require any down time or if they sleep in a crate at night. We do have a rescued senior cat but she is declawed so she is of no danger to your dog.
Tiffany W.
“Tiffany was great, she took care of my beagle a couple of times now and he seems to love it there. She sends pictures and updates. Would definitely recommend her!”
Dragana T.
“You are absolutely fantastic dog sitters. Thank you for sharing the pictures and how our Darcy girl is right at home in your home. We laughed so hard that she was helping you with your chores. 😊”
Heidy A.
“Amaya favorite puppy sitter. Couldn't ask for anything better always updates u every chance she can Thanks so much for everything you do not only for Amaya but us All we'll”
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!
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 Jun 2025, the median cost of dog boarding in Berkshire is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Berkshire dog boarding rates can be found as low as $31to as high as $51 per night.
As of Jun 2025, 50 sitters provided dog boarding in Berkshire. 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, 85% of Berkshire dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 15 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 Berkshire.
Rover makes it easy to find Berkshire 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 50 dog boarding sitters in Berkshire 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.
Connect anywhere with the Rover app
