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
“Ericca is a very thorough and caring dog sitter. She was generous enough to take my dog, Maia, last minute for an overnight. She made sure she had all the info she needed for a senior dog. Maia was well cared for and reported to me that she had a great stay!”

“It was nice knowing the dogs would have a great time while we were away. They had so many other dogs to play with and so much land to run, play and sniff. Definitely going to board here again when we travel.”

“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 🙏🏻”

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.
“Brooke is the best! She is very responsive, sends photos and updates regularly, and I can tell my dog loves the time he spends with her and her family. I am a repeat client and couldn't recommend her more!”

“Chrissy has done an amazing job watching my dog Riley for a couple of days. Riley and I liked her from the first time we met. He had a lot of fun being with her. I really liked that she provided updates and pictures each day. I will definitely book her again and recommend her to others. Thanks Chrissy! 😊”

“Mellysa was amazing with our high energy puppy. She was available even though it was a last minute booking and sent pictures and follow up throughout the stay. Our puppy had so much fun and came home exhausted from all the play. Pur puppy loved her dogs and cried when she had to leave. Highly recommend for a safe and loving sitter while you are away.”

“Laura sat for our black lab Hazel for over a week during the holidays. Her care, attention and communication were all detail oriented. Laura arranged a meet and greet prior to the boarding to make certain it was a good fit for our dog and her. During the stay Laura’s was in communication each day with adorable photos of their adventures. At the end of the week, our plane was delayed and luckily Laura was able to accommodate us by keeping Hazel an extra night. We were so grateful. When we picked her up she was happy and content. We even got a Polaroid as a reminder of her stay. Thank you Laura for welcoming our fur baby into your home. I would highly recommend Laura.”


“Kyle has care for my pup overnight, for anything from 1 night to 9 nights. She is amazing. My dog clearly loves her and is very comfortable each time I bring him. Kyle is extra communicative and shows my dog love in ways that go above and beyond. My pup and I find Kyle to be very trustworthy and safe. We really appreciate her.”

“I have no words for Mahayla! Couldn't ask for anyone better than you!! She went above and beyond for Chow and Zoe in their stay.We know 100% sure they will be safe and well taken care when they are with her.”

“Sylva & Mark were absolutely perfect. They took such good care of my boys and kept me updated daily on how they were doing. I couldn't have asked for a better couple to watch my boys. If you ever need a sitter I would 1000% recommend them. I don't trust many people to watch my pups but I would send my Buddy & Connor to them anytime. Thank you again from the bottom of my heart for taking care of them.”

“AMAZINGLY FANTASTIC !!!! That’s the words I would use to describe the experience we had with sending our Koby to stay with Patty! She is so welcoming and friendly. She kept us up to date on how our little guy was and sent TONS of pictures. This is our first puppy and our first time away from him and it was such a relief to know he was safe and in good hands! We definitely will be using Patty again for any outings of any kind!! THANK YOU PATTY!!!!”

“I can't say enough good things about Richelle! Summer, my pup loves her and was very comfortable with Richelle. I received regular updates and photos, which put my mind at ease while I was away. It is very clear that Richelle truly loves dogs and goes above and beyond to make sure they're comfortable and happy. I came home to a relaxed and well-cared-for pup. I highly recommend Richelle to anyone looking for a reliable and loving dog sitter!”

“Emmaly did a fantastic job with our two small dogs! We got daily updates and pictures and it was so clear they were happy and healthy. I was really grateful for her time and attention and would definitely use her again 💜”

“I boarded my precious dog Roxy with Jennifer and I cant say enough how wonderful the experience was for both Roxy and myself, i had total peace of mind while I was away,I knew Roxy was in good hands and Jennifer provided photos daily which was a further peace of mind, upon picking her up after a week stay,my dog simply wagged her tail at me not the usual with other sitters in past that dog wanted to leave immediately, I knew right then Roxy had a good time at Jennifers, thank you for the excellent care of Roxy!”

“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!”


“Kierra took great care of Cooper, he was very happy him and Atlie. He definitely made a new pup buddy. Kierra took Cooper for daily walks which he loves to go for walks. I would definitely use Kierra to watch Cooper again on the future.”

Over 161 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
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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 Mar 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 $40 to as high as $67 per night.
As of Mar 2026, 34 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.
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 34 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.







