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
“I truly cannot say enough good things about Gillian! My dog, Benson, has serious separation anxiety along with specific dietary and medical needs, and it has been such a relief to finally find someone I completely trust to care for him. I never thought I’d see the day where he’d happily run into a sitter’s home—until we found her! From day one, Gillian has gone above and beyond to make sure he’s comfortable, safe, and genuinely happy. She understands all of Benson’s quirks and needs, and treats him with the same patience and love that I do. It’s so clear how much she cares about every dog she looks after and truly treats them as her own. She’s also great about sending daily updates with photos and thoughtful notes, which give me so much peace of mind while I’m away. I always know he’s in the very best hands with her!”
“Jen was amazing. Took my boy on the shortest of notice and sent pictures the whole time. My boy had a health concern that wasn’t bad enough for her to call me while I was away but was worth mentioning when I picked him up which I can’t even say how much I appreciate. I’ve had bad experiences leaving him before so I get very nervous but 10/10 I’d trust Jen with my dogs any day and would go out of my way to book with her again.”
“Mike and Amy are the best. Tonight when they dropped Buddie off, Buddie did not just fly out of the car to greet me. I had to go around to the open door and watch him wagging his tail like crazy in the back of their car and for a moment, I believe he was conflicted because he loves Mike and Amy & Bear so much that he didn't want to choose! It was sweet and made me happy that boarding him didn't seem to work out because Mike, Amy and Bear give him nonstop attention and love that no boarding place could. 💙”
“Anna took great care of my lab Zola while I was away for a long weekend! She was super communicative and responded right away. Zola was all smiles when I picked her up! Will definitely rebook for boarding in the future :)”
“Vera was wonderful with our dog! She has an amazing setup with a great backyard and lots of places to walk. She played with our dog so many times and gave her so much love and attention. So grateful to have found her!”
“Kathy looked after our 1yr old Cavalier for 2 nights while we were out of town. Kathy is a knowledgeable and caring dog lover and we have already booked another stay with her.”
“Tiffany is amazing and sent updated photos and videos for our fur baby the whole week! She is incredibly thoughtful and responsive! She made sure to update us on our fur baby and we really appreciated it. There was even a little hiccup on our end with the pick up and she was so understanding with our mistake! Thank you Tiffany! We’ll definitely be using you again in the future! Also, our fur baby loved your doggies. So cute!”
“We just had our first booking with Thomas and couldn’t be more grateful for his excellent care of our dog Harley.He sent messages and photos daily reassuring us that she was doing well. She had plenty of playtime, walks and attention which she loves. Thomas will definitely be our go to for Harley!”
“Peg was very responsive, friendly and helpful. She is organized and new the right questions to ask to ensure a successful stay for our pet . From the way copper was bouncing around when we picked him up really enjoyed his stay. I think he loved the freedom of the fenced yard and running free with the other dogs. For Copper, the freedom to run un-tethered is such a treat after spending most of his time on a chain and runner.”
“Maegan was flexible with our appointment. We had an important meeting on Monday and she canceled Monday. Abby had a good time. She came home and was calmer than she has ever been.”
“Brad and Mery were great. They sent us photos of our little buddy the entire time we were away to let us know he was ok. They were very caring and accommodated us when we had delays in flights with no problem”
“Natthinee is an awesome sitter! She communicates daily w an update and photos. My doodle got along w hers. Many walks. Snuggles on the couch😊 I will definitely have her watch Rudy again even though she’s a 30 minute drive away👍👍”
“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.”
“This lady and her husband are the best kept secret of Rover! My dog has typically refused to eat for the first day or two of boarding, but with Sue, she ate the first night, her tail was high and wagging! She was a happy little camper. I would recommend Sue, without any reservations. She truly cares for her boarded dogs- they do know who loves them. She will always be our first choice!!”
“Ginger was amazing with Otis. It was our first time leaving him but she assured us with daily updates, pictures and videos. He had a wonderful time playing with Ranger and really settled in nicely. Definitely recommend Ginger and will book with her again in the future.”
“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!”
“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!”
Loving dog boarding sitters in your neighborhood
Search Results
Gillian G.Star Sitter
“I truly cannot say enough good things about Gillian! My dog, Benson, has serious separation anxiety along with specific dietary and medical needs, and it has been such a relief to finally find someone I completely trust to care for him. I never thought I’d see the day where he’d happily run into a sitter’s home—until we found her! From day one, Gillian has gone above and beyond to make sure he’s comfortable, safe, and genuinely happy. She understands all of Benson’s quirks and needs, and treats him with the same patience and love that I do. It’s so clear how much she cares about every dog she looks after and truly treats them as her own. She’s also great about sending daily updates with photos and thoughtful notes, which give me so much peace of mind while I’m away. I always know he’s in the very best hands with her!”
Jen S.Star Sitter
“Jen was amazing. Took my boy on the shortest of notice and sent pictures the whole time. My boy had a health concern that wasn’t bad enough for her to call me while I was away but was worth mentioning when I picked him up which I can’t even say how much I appreciate. I’ve had bad experiences leaving him before so I get very nervous but 10/10 I’d trust Jen with my dogs any day and would go out of my way to book with her again.”
Mike S.Star Sitter
“Mike and Amy are the best. Tonight when they dropped Buddie off, Buddie did not just fly out of the car to greet me. I had to go around to the open door and watch him wagging his tail like crazy in the back of their car and for a moment, I believe he was conflicted because he loves Mike and Amy & Bear so much that he didn't want to choose! It was sweet and made me happy that boarding him didn't seem to work out because Mike, Amy and Bear give him nonstop attention and love that no boarding place could. 💙”
Anna H.Star Sitter
“Anna took great care of my lab Zola while I was away for a long weekend! She was super communicative and responded right away. Zola was all smiles when I picked her up! Will definitely rebook for boarding in the future :)”
Vera R.Star Sitter
“Vera was wonderful with our dog! She has an amazing setup with a great backyard and lots of places to walk. She played with our dog so many times and gave her so much love and attention. So grateful to have found her!”
Kathy H.Star Sitter
“Kathy looked after our 1yr old Cavalier for 2 nights while we were out of town. Kathy is a knowledgeable and caring dog lover and we have already booked another stay with her.”
Tiffany W.
“Tiffany is amazing and sent updated photos and videos for our fur baby the whole week! She is incredibly thoughtful and responsive! She made sure to update us on our fur baby and we really appreciated it. There was even a little hiccup on our end with the pick up and she was so understanding with our mistake! Thank you Tiffany! We’ll definitely be using you again in the future! Also, our fur baby loved your doggies. So cute!”
Jack R.
Star Sitter
“Jack took great care of our pup. He is amazingly responsive and responsible. We loved seeing the periodic picture and video updates while away.”
Thomas S.
“We just had our first booking with Thomas and couldn’t be more grateful for his excellent care of our dog Harley.He sent messages and photos daily reassuring us that she was doing well. She had plenty of playtime, walks and attention which she loves. Thomas will definitely be our go to for Harley!”
Peg H.Star Sitter
“Peg was very responsive, friendly and helpful. She is organized and new the right questions to ask to ensure a successful stay for our pet . From the way copper was bouncing around when we picked him up really enjoyed his stay. I think he loved the freedom of the fenced yard and running free with the other dogs. For Copper, the freedom to run un-tethered is such a treat after spending most of his time on a chain and runner.”
Maegan C.
“Maegan was flexible with our appointment. We had an important meeting on Monday and she canceled Monday. Abby had a good time. She came home and was calmer than she has ever been.”
Brad & Mery R.Star Sitter
“Brad and Mery were great. They sent us photos of our little buddy the entire time we were away to let us know he was ok. They were very caring and accommodated us when we had delays in flights with no problem”
John K.
“John was great with Zoey, appreciated his meet and greet prior the visit so we were comfortable leaving her! He sent a couple pictures of her during her stay too!!”
Natthinee B.Star Sitter
“Natthinee is an awesome sitter! She communicates daily w an update and photos. My doodle got along w hers. Many walks. Snuggles on the couch😊 I will definitely have her watch Rudy again even though she’s a 30 minute drive away👍👍”
Helen K.
“Helen did a phenomenal job watching our 5 month old puppy. She gave us lots of updates and photos/videos. I would highly recommend booking with her!!!”
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.”
Sue J.
“This lady and her husband are the best kept secret of Rover! My dog has typically refused to eat for the first day or two of boarding, but with Sue, she ate the first night, her tail was high and wagging! She was a happy little camper. I would recommend Sue, without any reservations. She truly cares for her boarded dogs- they do know who loves them. She will always be our first choice!!”
Ginger M.
“Ginger was amazing with Otis. It was our first time leaving him but she assured us with daily updates, pictures and videos. He had a wonderful time playing with Ranger and really settled in nicely. Definitely recommend Ginger and will book with her again in the future.”
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!”
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!”
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 Aug 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 $31 to as high as $51 per night.
As of Aug 2025, 44 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 44 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
