Dog Boarding in Bennington, NY
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1. Chelsea & Derek M.


“Chloe had the best time while she was there. I was not worried at all and knew she was in good hands. The daily checkups and pictures reassured me she was having fun!!!”


2. Kelly F.

“Kelly was awesome for our girls first stay away from home. She updated me throughout our 3 days away so that I had peace of mind and knew they were being well cared for. They came home happy and tired! Thank you Kelly!”


3. Mary & Casey C.


“We are so happy to have finally found someone to care for our dog Sarabi and love her as much as we do when we are away! You can’t put a price tag on peace of mind, and Mary & Casey take this to the next level. There is plenty of great communication while Mary & Casey take care of the most specific details to ensure dogs are comfortable during their stay. We will be back again and again! Thank you so much!”


4. Jessie M.

“Henry is always so excited to go to Jessie's and is treated with so much love while he is there. We are repeat customers and will continue to use Jessie”


5. Melissa W.

“My dog seemed to have a good time while staying with Melissa! Melissa’s dogs were friendly and got along with mine at the initial meeting. The fenced in back yard was perfect for my dog who enjoys spending time lounging outside. Drop off and pick was easy and flexible.”


6. Joshua B.


“Kuzco had another great time with Joshua and his family. He came home relaxed and in good spirits, that's all I can ask for.”


7. Jenn & Brian H.

“As for the first timer, the sitters exceeded my expectations. Normally I don’t leave my dogs with strangers however with this first time experience I have read other reviews about the sitters and their reviews have kept true to their words about the experiences and I have to say I stand by other of the reviewers with my dogs. They have kept up to par with communications and pictures and I felt good knowing I made the right choice with the sitters. I would not mind having them again for my dogs ❤️”


8. Makayla P.
“Makayla has house sat, played/walked and taken my pets overnight many times. She is a fantastic pet sitter. She takes great care of my animals and is really attending to their needs. My dog loves each time she gets to pet sit him, getting more excited each time he sees her. I would highly recommend her to watch/walk/play with your animals.”


9. Erika B.

“HIGHLY RECOMMENDED! WILL DEFINITELY BE A REPEAT CUSTOMER! We couldn’t have been more appreciative with the care Erika provided taking care of our young puppy for the 5 days we were away. Erika’s pup Huxley was the perfect play mate for our pup to feel right at home and to help burn off energy. Erika was very easy to communicate with and sent us updates multiple times a day with how our pup was doing.”


10. Jennifer K.

“Jennifer was excellent. She was very good with my dogs and made me feel at ease. I would highly recommend her and will use her services again.”


11. Joan & Timothy T.

“Joan and Tim are lovely. Harley had a great time and it was nice knowing she was with people who were going to take good care of her. Communication was fantastic with pictures throughout her stay. Thank you Joan and Tim!”


12. Alexis G.

“My dog loves her visits with Alexis! She always comes back happy & tired from her “vacation”. Alexis is very trusting, responsive & responsible. I would recommend her to anyone to care for their fur baby.”


13. Dana & Jeremy H.


“Hi Everyone my name is Tonka! Woof! I'm 9 and a really fun girl. I love to lounge and eat, yeah, yummy eating anything!!! But don't get me wrong I love to play. I was a little shy at first but snapped out of it fast because Dana and Jeremy took really excellent care if me, belly rubs, letting me on their stuff, and setting up a king size doggie bed for me to watch all the happenings outside the window, Woof!. And they have a great huge awesome fenced in yard to keep me safe but allow me to play! And Jeremy plowed me a path but who needs that, I love to barrel and tunnel right though the snow. Even with my short little legs. Bathroom time and play time combined. It was great. Woof! Oh well they did listen very well to my mom's instructions for feeding. Ho hum, grr, well I like to eat, but they kept me to my feedings and treats allowance. I couldn't pull one over on them. Come on a girl needs to try. Woof! Well that's it for now. I won't be afraid next time my mom goes away, I know I'll get to see Dana and Jeremy and have a blast while she's away. So give them a try, you'll love it. Woof! <3 Tonks”


14. Beverly B.

“Beverly has been absolutely amazing. My dog loved her and her husband the three days she stayed with them. Beverly was very flexible with us and responsive whenever we texted her. We also enjoyed all the photos she sent us while we were away.”




15. Danielle H.


“Cinnamon had a great time with Danielle! Danielle is a great sitter. We appreciate everything Danielle did for us and Cinnamon. We are so pleased and can't wait for the next time!!”


16. Denae & Mark G.

“Denae and Mark were absolute angels! They are such nice people! I felt that my crazy, young pittie was in great hands! Zero felt right at home during the first meet and greet and that made leaving her there for a long weekend less anxiety-inducing for both me and her as she is a bit of an anxious dog. They made her feel so comfortable! I will definitely be booking with them again and would recommend them for anyone! Lots of pictures and great communication! Thank you Mark and Denae!”


17. Monica T.


“Monica was so great! She was super attentive to Auggi, reached out if she noticed anything out of the norm, and did a great job at sending me photos and updates. I don't think my dog wanted to come home with me haha! Will definitely be using Monica again.”


18. Mindy L.

“My dog Joey stayed with Mindy again this year during our annual Buffalo Christmas trip to visit friends. Mindy was again very communicative and gave regular updates on Joey‘s well-being and snapshots of playtime with friends. Thanks again Mindy for being a great host to our boy!”




19. Ruth D.

“Ruth did a wonderful job taking care of my pet. She kept me updated and even sent pictures. I am excited to know I have a new pet sitter!!”


20. Alena g.

“Alena was VERY accommodating. We ran into a hiccup during boarding and she was so helpful in working out a solution. I loved the pictures and videos of Kirra!”
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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
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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.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of May 2025, 189 sitters provided dog boarding in Bennington. 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, 88% of Bennington dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Bennington have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Bennington.
Rover makes it easy to find Bennington 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 189 dog boarding sitters in Bennington on Rover, so you’re sure to find the perfect match for your dog! In Bennington, 100% of sitters offer daily exercise, 94% offer medication administration, and 89% 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.
