Dog Boarding in Bennington, NY
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Bennington dog boarders
“Pepper had a great time! In the pictures she is happy and having a blast. We didn’t know how much she loves water! We will definitely be sending Pepper to “Camp” with Chelsea again!”
“Jenn and Brian were wonderful with Mika. They treated her as she was one of their own. Spoiling her with treats, love and affection. I would highly recommend booking with them.”
“I can't praise Melissa enough. She took excellent care of Chloe. She was also willing to adjust my dates if I decided to stay out of town an extra day. I'm already looking into booking Melissa again for our next vacation. 😀”
“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.”
“Jackie made it possible to leave on a 2 week vacation. All 3 of our dogs were well taken care of. Jackie did everything we asked. We will definitely ask Jackie to take care of our family again. Thank you”
“I am beyond happy with Kelly. She took such good care of Molly. I received pictures everyday and Molly always looked so happy. Will definitely be using Kelly again to take care of Molly.”
“Jessie was excellent for our dog while we were away. He sent plenty of photos and our anxious dog appeared comfortable and happy. Jessie went above and beyond to encourage our dog to eat as he settled in. He returned home calm and not stressed. I will happily ask Jessie to watch our dog again.”
“Joan and Tim are dog people. They took great care of my dog while I was out of town. Any time I checked in they were very quick to respond. I'm not sure who was on vacation. Me or my dog?! Highly recommend.”
“Dana and Jeremy were great! They are so good to my dog and he loves them. He gets excited when we pull in their driveway. I feel relaxed because I know he is in good hands!”
“Alena did a wonderful job! I was a little hesitant to use rover just cause I’d never used the app before. But, she made gunner feel right at home 🥰 will definitely be using her again. Thank you guys so much!”
“Jennifer is amazing! My rescue German shepherd mix is always very anxious away from home, and cannot do a crate. Jennifer made every accommodation for her and they had a calm overnight! I will be boarding with Jennifer exclusively from now on! ❤️❤️❤️”
“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!”
“Kim watched my 5-year-old Bulldog/Beagle mix for 10 days while we were traveling and we couldn't be happier. This was my first time leaving her and she unexpectedly had to have emergency surgery only 2 days before we left, but this turned out to be no concern at all. Kim knew exactly what to do, guided her through recovery, administered her medication, etc. Kim was easy to contact before/during the trip and, from daily photos/video she sent, it was obvious Beryl was having a great time and she was very happy/healthy when we picked her up. I would definitely use her again.”
“Alexis and her family was great! My teen reads our dog really well (we call her the dog whisperer) and she mentioned how relaxed our girl was at pick up and even a tad reluctant to leave which is a SUPER compliment (she is a rescue and was abused before we got her so she is very high anxiety in new situations and also sometimes afraid of women). It was clear she had had a great time and a lot of love! We will use Alexis again for sure, thank you!”
Loving dog boarding sitters in your neighborhood
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Chelsea & Derek M.
Star Sitter
“Pepper had a great time! In the pictures she is happy and having a blast. We didn’t know how much she loves water! We will definitely be sending Pepper to “Camp” with Chelsea again!”
Jenn & Brian H.Star Sitter
“Jenn and Brian were wonderful with Mika. They treated her as she was one of their own. Spoiling her with treats, love and affection. I would highly recommend booking with them.”
Melissa W.
“I can't praise Melissa enough. She took excellent care of Chloe. She was also willing to adjust my dates if I decided to stay out of town an extra day. I'm already looking into booking Melissa again for our next vacation. 😀”
Ashley A.Star Sitter
“Ashley was great at keeping me updated, sending photos and taking care of them! Hopefully she’ll be available for another trip we have coming up in November!”
Beverly B.Star Sitter
“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.”
Jackie G.
“Jackie made it possible to leave on a 2 week vacation. All 3 of our dogs were well taken care of. Jackie did everything we asked. We will definitely ask Jackie to take care of our family again. Thank you”
Kelly F.
“I am beyond happy with Kelly. She took such good care of Molly. I received pictures everyday and Molly always looked so happy. Will definitely be using Kelly again to take care of Molly.”
Jessie M.Star Sitter
“Jessie was excellent for our dog while we were away. He sent plenty of photos and our anxious dog appeared comfortable and happy. Jessie went above and beyond to encourage our dog to eat as he settled in. He returned home calm and not stressed. I will happily ask Jessie to watch our dog again.”
Joan & Timothy T.Star Sitter
“Joan and Tim are dog people. They took great care of my dog while I was out of town. Any time I checked in they were very quick to respond. I'm not sure who was on vacation. Me or my dog?! Highly recommend.”
Dana & Jeremy H.Star Sitter
“Dana and Jeremy were great! They are so good to my dog and he loves them. He gets excited when we pull in their driveway. I feel relaxed because I know he is in good hands!”
Alena g.Star Sitter
“Alena did a wonderful job! I was a little hesitant to use rover just cause I’d never used the app before. But, she made gunner feel right at home 🥰 will definitely be using her again. Thank you guys so much!”
Michelle B.Star Sitter
“Excellent, excellent, excellent. Our doggy loved his stay. She is very kind and great communication. She is very accommodating. Highly recommend.”
Jennifer M.Star Sitter
“Jennifer is amazing! My rescue German shepherd mix is always very anxious away from home, and cannot do a crate. Jennifer made every accommodation for her and they had a calm overnight! I will be boarding with Jennifer exclusively from now on! ❤️❤️❤️”
Johanna M.
“She was very accommodating especially with such short notice. Very nice and treated our kitty like a princess highly recommended”
Amanda S.
“Very responsive and sent multiple pictures of our dog daily.”
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!”
Kim S.Star Sitter
“Kim watched my 5-year-old Bulldog/Beagle mix for 10 days while we were traveling and we couldn't be happier. This was my first time leaving her and she unexpectedly had to have emergency surgery only 2 days before we left, but this turned out to be no concern at all. Kim knew exactly what to do, guided her through recovery, administered her medication, etc. Kim was easy to contact before/during the trip and, from daily photos/video she sent, it was obvious Beryl was having a great time and she was very happy/healthy when we picked her up. I would definitely use her again.”
Alexis A.
“Alexis and her family was great! My teen reads our dog really well (we call her the dog whisperer) and she mentioned how relaxed our girl was at pick up and even a tad reluctant to leave which is a SUPER compliment (she is a rescue and was abused before we got her so she is very high anxiety in new situations and also sometimes afraid of women). It was clear she had had a great time and a lot of love! We will use Alexis again for sure, thank you!”
Sarah W.
“Sarah was great with my dog. She stayed in contact and was flexible. It made me feel very comfortable and satisfied that I will use her again and recommend her to anyone.”
Joshua B.
“Joshua and his family were wonderful to my Kuzco. I'm sure my pup is going to be excited to see them all soon!”
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
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Why Choose Rover?
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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, 201 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, 86% 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 10 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 201 dog boarding sitters in Bennington on Rover, so you’re sure to find the perfect match for your dog! In Bennington, 94% 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.
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