Dog Boarding in Bennington
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Bennington dog boarders
“Jaclyn is so kind and welcoming! This was our first time leaving our pug Rosie during a family vacation. Jaclyn updated us and sent pictures/videos which relieved our anxieties and allowed us to have a nice time away. Jaclyn is very attentive and I did not worry at all knowing Rosie was in great hands. I highly recommend Jaclyn. She is wonderful and I’m so happy I found her. I will absolutely have Rosie stay with her again during our next vacation.”
“Jill and her family spoiled Bailey. I could tell from the pictures I was sent that Bailey was in great care. Jill sent regular updates and photos. We will definitely use Jill again.”
“Alexis did an amazing job watching my doggo for me over the weekend while I was out of town! She sent multiple updates daily which included pictures of my dog having a great time:) I never had any doubts as to his safety and wellbeing. If you need your dog boarded I cannot recommend Alexis enough!”
“Allyson and her family took such good care of my dogs. She sent plenty of pictures, and I could tell that my dogs felt right at home and were happy staying with them. They went above and beyond to make my dogs feel comfortable and part of their family, especially when my dogs were scared during a thunderstorm. I gladly recommend her, and I will definitely try to use her again if/when I need another sitter!”
“Cheryl was really responsive and has a super welcoming and calm approach. She was great with my dog who had never been boarded or around other dogs! I’ll use Cheryl again!”
“Andrea was super communicative from the start and made us feel 100% comfortable leaving our pups! We got to meet up and make sure we were all comfortable, we got updates on the dogs throughout the week, and pick up afterwards was super easy! Extremely flexible and professional. We would feel very confident trusting Andrea with our dogs in the future!”
“Annur was truly amazing. She went way out of her way to be accommodating and caring. Our pup Ms. Charley was excellently well cared for and loved during her stay. Pictures and communication was sent regularly to us. This is was by far the best dog sitting experience we have ever had. I highly recommend Annur to anyone who needs a great sitter.”
“Elvis loved his vacation while my partner and I were on ours! I felt he was very well cared for and the whole booking from beginning to end was flawless. Would recommend Sarah and Jason to any pet owner.”
“Great communication! Kept me updated with tons of pictures. My dog was very happy with Dazhi and her family! Will definitely book in the future. Highly recommend!”
“Roger took a really good care of Louie, and make sure he is comfortable, feed and communicated in real time. With lots of pictures and updates. He also accommodated to Louie’s specific feeding instructions to the dot which I am so thankful for. Louie had such a great day and was out like a light when he gets home. Will definitely book again!”
“Piper is always excited to go see Jill and her dogs! I love the pictures and updates that she sends, most of all the peace of mind I have knowing that my sometimes hard to love pup is very well taken care of and happy.”
“Thank you Robert & Heidy for taking such good care of my little Girl! I felt very secure and content leaving her with you all and it sounds like she was well loved on and snuggled. That's her favorite thing, so next time she needs to stay home, I will certainly contact you all again! Thank you again, June Rutter”
“Jamie was so wonderful and I couldn’t have picked a better place for my pup to stay while I was out of town. She was very attentive to his needs and kept me informed about how he was doing, which gave me so much peace of mind. I will be having my dog stay with Jamie every time I go out of town!”
“Kelly was a wonderful caregiver for our dog Daisy for 10 days while we were on vacation! She welcomed her into her home, treated her like her own, and sent us updates along the stay. I highly recommend Kelly!”
“Luke and Kimberly took excellent care of my dog. They sent pictures and even made him homemade dog treats! I would definitely recommend them and I am planning to use them again.”
“This family is the best. Hannah and Will were so accommodating and kind and attentive to not only our dog but to us as well. This was the first time we used Rover in about 3 years so I was pretty particular. Hannah and her family were a perfect fit for our 4 yr old pup. They have two other dogs who were so playful and welcomed mine rt into their pack. They also have two young daughters who knew exactly how to safely approach our dog for the first time and all times after that. They were excellent listeners to their parents and were thoroughly excited to welcome our dog into their home. And within a few hours …maybe minutes…our dog was snuggling rt up to them. Hannah was an excellent communicator and sent many photo updates! They even taught him to “stay” out of kitchen while they ate, as do their other 2 dogs. We have already booked her for July. Thank u Hannah and Will.”
Loving dog boarding sitters in your neighborhood
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Jaclyn C.
Star Sitter
“Jaclyn is so kind and welcoming! This was our first time leaving our pug Rosie during a family vacation. Jaclyn updated us and sent pictures/videos which relieved our anxieties and allowed us to have a nice time away. Jaclyn is very attentive and I did not worry at all knowing Rosie was in great hands. I highly recommend Jaclyn. She is wonderful and I’m so happy I found her. I will absolutely have Rosie stay with her again during our next vacation.”
Jill P.Star Sitter
“Jill and her family spoiled Bailey. I could tell from the pictures I was sent that Bailey was in great care. Jill sent regular updates and photos. We will definitely use Jill again.”
Ashley & David M.
“Let me add an extra night on short notice, they always give extra special care to my little guy! I’ve already booked them for my next trip out of town!”
Alexis P.Star Sitter
“Alexis did an amazing job watching my doggo for me over the weekend while I was out of town! She sent multiple updates daily which included pictures of my dog having a great time:) I never had any doubts as to his safety and wellbeing. If you need your dog boarded I cannot recommend Alexis enough!”
Allyson W.
“Allyson and her family took such good care of my dogs. She sent plenty of pictures, and I could tell that my dogs felt right at home and were happy staying with them. They went above and beyond to make my dogs feel comfortable and part of their family, especially when my dogs were scared during a thunderstorm. I gladly recommend her, and I will definitely try to use her again if/when I need another sitter!”
Cheryl J.Star Sitter
“Cheryl was really responsive and has a super welcoming and calm approach. She was great with my dog who had never been boarded or around other dogs! I’ll use Cheryl again!”
Melissa H.Star Sitter
“Melissa took great care of our dog and sent regular updates. Our dog seemed very comfortable and happy when we picked him up. Will definitely send him there again.”
Andrea T.
“Andrea was super communicative from the start and made us feel 100% comfortable leaving our pups! We got to meet up and make sure we were all comfortable, we got updates on the dogs throughout the week, and pick up afterwards was super easy! Extremely flexible and professional. We would feel very confident trusting Andrea with our dogs in the future!”
Annur K.Star Sitter
“Annur was truly amazing. She went way out of her way to be accommodating and caring. Our pup Ms. Charley was excellently well cared for and loved during her stay. Pictures and communication was sent regularly to us. This is was by far the best dog sitting experience we have ever had. I highly recommend Annur to anyone who needs a great sitter.”
Sarah & Jason M.Star Sitter
“Elvis loved his vacation while my partner and I were on ours! I felt he was very well cared for and the whole booking from beginning to end was flawless. Would recommend Sarah and Jason to any pet owner.”
Dazhi Y.Star Sitter
“Great communication! Kept me updated with tons of pictures. My dog was very happy with Dazhi and her family! Will definitely book in the future. Highly recommend!”
Roger H.
“Roger took a really good care of Louie, and make sure he is comfortable, feed and communicated in real time. With lots of pictures and updates. He also accommodated to Louie’s specific feeding instructions to the dot which I am so thankful for. Louie had such a great day and was out like a light when he gets home. Will definitely book again!”
Jill B.Star Sitter
“Piper is always excited to go see Jill and her dogs! I love the pictures and updates that she sends, most of all the peace of mind I have knowing that my sometimes hard to love pup is very well taken care of and happy.”
Natalie L.Star Sitter
“Couldn’t have asked for better care for our dog while we were out of town. My husband and I were able to actually relax, knowing our dog was well taken care of!”
Robert & Heidy M.
“Thank you Robert & Heidy for taking such good care of my little Girl! I felt very secure and content leaving her with you all and it sounds like she was well loved on and snuggled. That's her favorite thing, so next time she needs to stay home, I will certainly contact you all again! Thank you again, June Rutter”
Jamie G.
“Jamie was so wonderful and I couldn’t have picked a better place for my pup to stay while I was out of town. She was very attentive to his needs and kept me informed about how he was doing, which gave me so much peace of mind. I will be having my dog stay with Jamie every time I go out of town!”
Kelly M.
“Kelly was a wonderful caregiver for our dog Daisy for 10 days while we were on vacation! She welcomed her into her home, treated her like her own, and sent us updates along the stay. I highly recommend Kelly!”
Luke & Kimberly P.
“Luke and Kimberly took excellent care of my dog. They sent pictures and even made him homemade dog treats! I would definitely recommend them and I am planning to use them again.”
Hannah H.
“This family is the best. Hannah and Will were so accommodating and kind and attentive to not only our dog but to us as well. This was the first time we used Rover in about 3 years so I was pretty particular. Hannah and her family were a perfect fit for our 4 yr old pup. They have two other dogs who were so playful and welcomed mine rt into their pack. They also have two young daughters who knew exactly how to safely approach our dog for the first time and all times after that. They were excellent listeners to their parents and were thoroughly excited to welcome our dog into their home. And within a few hours …maybe minutes…our dog was snuggling rt up to them. Hannah was an excellent communicator and sent many photo updates! They even taught him to “stay” out of kitchen while they ate, as do their other 2 dogs. We have already booked her for July. Thank u Hannah and Will.”
Kelsey D.
“Kelsey was great! Sent photos of Frankie during her stay and our wild puppy came home worn out from all the playing! We will definitely use her in the future.”
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 Bennington is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Bennington dog boarding rates can be found as low as $26 to as high as $44 per night.
As of Aug 2025, 423 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, 96% of Bennington dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Bennington have an average of 22 years of experience. Dog boarding sitters with repeat customers have an average of 13 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 423 dog boarding sitters in Bennington on Rover, so you’re sure to find the perfect match for your dog! In Bennington, 87% of sitters offer daily exercise, 100% offer medication administration, and 96% 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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