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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kate is sooo wonderful! It was my first time looking for a sitter and i was worried because I never left my dog with someone that’s not my family members or friends but my Bella took to her right away and gets so excited to see her. Kate is very responsive to texts and keeps me posted with photos I feel so much at ease knowing that my pup is well looked after. Thank you Kate for taking such a good care of my dog while I was away 🙏🏻”
“Ericca was quick to respond and helped us for doggy day care with 1 days notice. She was friendly and sent updates throughout the day on our dog. We’d love to use her again in the future!”
“The dogs had the time of their life. They really enjoyed the open space and being able to run all over. They said Awoo was a great host but they were to shy for their first visit. Thanks again for taking care of our puppies.”
“Sheronda was great! Communicated often with us, sent us lots of great photos of our dog, and did a great job socializing him with the other dogs (making him comfortable). She has a great back yard (fenced in), with lots of great areas to walk dogs. Overall we are super pleased, will be booking with them again!”
“Chrissy was wonderful with our dog Ronin! She took extremely good care of him. She sent us plenty of pictures. You could not ask for a more kind and caring dog sitter! Ronin clearly had a good time staying with her. I highly recommend her!”
“Roxy felt immediately at home with Jennifer and we got daily pictures and reports. Jennifer is kind and patient and ensured meals and walks were timely and sufficient. Roxy was a very happy girl!”
“I had an amazing experience with Caitlin and her family. From the moment we met, it was clear how caring, responsible, and attentive they were with my dog. They kept me updated with photos and messages, which gave me so much peace of mind while I was away. My dog came home happy, relaxed, and clearly very well cared for. You can tell they genuinely love animals and treat them like family. I would absolutely book with them again and highly recommend them to anyone looking for someone trustworthy and compassionate to care for their pet”
About: Lifelong dog person, I have cared for dozens of furry friends, mine and others. I currently have a 4 year old Shepherd Mix. Former PETCO employee and rescue volunteer I am currently working part-time and unavailable 2pm to 7pm Monday- Friday. There is some flexibility, so please ask about your specific timing needs. Thanks I will follow your instructions as well as your pet's needs, mood, and personality. I do my best to let your fur baby be comfortable and themselves.
“Patty was fantastic! I got multiple updates with tons of photos daily. My pups clearly had a blast - they were so tuckered out when we got home! I will absolutely trust Patty with them again and I’m sure my girls will be thrilled to go back!”
“Our 15 year old puppy received so much love and care. They were managed her unique old lady needs with grace and kindness. Our puppy fell in love with both of them. We appreciated the regular updates and photos. Our dog can’t wait to go back. Fabulous caregivers.”
“Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!”
“Laura was amazing with my dog Maple. She took her on so many walks and took such good care of her. She was also great at communicating with me and sent tons of pictures. I’ll definitely leave Maple with Laura again!”
“Mikkal’s place was perfect for our energetic pup. She had plenty of space to play and came home happy and tired out. Mikkal was very responsive and gave frequent updates. We will definitely be booking with him again in the future!”
“Both of our dogs were calm and relaxed after a 4-day stay. James was attentive to all of their needs and was very kind. His roomates were a bonus, because someone was almost always around to hang out with our dogs! Thanks James, we will be back!”
“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”
“This was the first time I have left my Westie in 9.5 years. Debbie was very easy to work with and Lady settled in quickly and was very comfortable with Debbie and her dogs. She has a great fenced yard and sent pictures throughout the weekend to keep us informed. I highly recommend Debbie and will ise her again.”
Over 162 pet parents in Bennington have booked dog boarding
Bennington dog parents share their Rover experiences
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Select a filter and find qualifying Bennington sitters!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!
The median cost per night for dog boarding in Bennington is $50
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.
Sitters in Bennington average 20 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Bennington 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 Bennington dog boarding rates can be found as low as $42 to as high as $68 per night.
As of Jun 2026, 36 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.
Dog boarding sitters with repeat customers have an average of 20 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 36 dog boarding sitters in Bennington 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.
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