Dog Boarding in Bennington
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Top rated Bennington dog boarders

“As always, Jesse had a wonderful time with Elli and her gang. We are always happy to know he will be well cared for and in good company. We were away for a bit longer than usual, and Elli made sure to keep us posted on Jesse's mood (he gets blue after a couple of days without us). It was great she cared enough to let us know, and we were able to reassure her that it was normal for him. We've booked with Elli a bunch of times (I don't leave a review every time). We highly recommend her! ”


“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!”


About: My love of dogs has taken me so many places! For over a decade, I worked as a guide dog instructor at an internationally recognized guide dog school, learning and putting into practice everything about dog behavior, training, and the human-animal bond. That time is long past, but I still just love dogs: their personalities, their quirks, and their people. I'm experienced with pups to seniors, the tiny to the giant, the healthy to the ailing. I try to help each dog feel comfortable and happy, and help their people feel the same way. 😊 I also have plenty of experience caring for other animals: cats, horses, goats, chickens... I work remotely on Mondays and Fridays, so from Thursday night through Tuesday morning, dogs have a lot of human company all day long. Mid-week (Tues, Wed, Thurs), dogs are exercised in the morning, spend the work day relaxing at home, and the human fun begins again the evening. In my home: I have a large unfenced yard; boarding dogs are on long line to exercise outdoors and are not left unattended outdoors(!). I have one medium-sized, friendly dog, and one cat. I can crate your dog if you or they like, or give them a crate as an option. In your home: I am not the most straightforward or cheapest option for house-sitting; I have a dog of my own (can be accommodated elsewhere temporarily) and sometimes teenagers. However, I might be what you're looking for if you have special circumstances: multiple pets that need experienced management, pets with special medical or behavioral needs, or reliable care for a small farm.

“I highly recommend leaving your dog(s) here. He was great with the dogs, very flexible with his schedule and very accommodating. Great communication and he had a great place for the dogs to play outside.”


“Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.”



“Mara was amazing! She took great care of Buddy. He looked really comfortable!”


“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”


About: I have been taking care of animals for nearly a decade. I love the tiniest to the largest, indoor to outdoor. I will happily follow your routines and requests and care for your animals as if they were my own. I am the proud owners of four cats, two dogs, a lizard, and caged invertebrates. No animal too big or too small, I love them all. I build each day's routine around the jobs at hand, flexibility is my main attribute. I will go out of my way to follow your routine to keep your pet on schedule. I have one job that takes me away from the house that is a per diem, the full duration of which is only two and a half hours. I will do my best to make sure that if boarding your animal at my house I do not have that job coincide but if it does I have a safe spot to separate animals for that short period. I have a fenced in backyard and a large open concept house. I have the ability to separate your animal from my animals if that is requested. My personal animals are used to visitors, furry and human.

“Our dog seemed like he had a great time with Brooke! She let me know once he settled down and I was able to put my mind at ease. We would definitely leave Cooper with her and her family again”


“Chrissy is a friendly, reliable, considerate, and caring pet sitter who goes above and beyond to make sure a pet is well cared for! I could not have asked for better. Chrissy watched our almost 2 year old rescue whippet mix Honey, and Honey had a great time over at Chrissy’s home. Stellar!!!”


“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.”


“Larry took excellent care of our dog while we were away for the weekend. He was extremely professional and made sure to ask questions to ensure our dog was as comfortable as possible. We received updates during our time away on how our little guy was doing. We were extremely satisfied with our experience and will definitely keep Larry in mind for our next trip!”


“We cannot say enough nice things about Laura. She took our two medium sized dogs in for over a week when we were in a pinch. She took all of our instructions to make sure our dogs were well taken care of and kept us updated with pictures the entire time…which helped us enjoy our vacation free of worry!”


About: I have taken care of animals since I was 10. I am a vet student who has experience dog walking and working in a doggie daycare. I also walked dogs at the Berkshire Humane Society I am looking forward to having more dogs in my everyday life As for pet sitting, I will drop in 3 times a day for a few hours at a time. I do not stay overnight in your home. So, if that’s something your dog needs I may not be the best fit. I also know how to take care of other animals such as cats, birds, rodents, reptiles, and some livestock. I always make sure to follow the owners instructions and communicate with them! Communication is important when taking care of someone else’s animals! I make sure to send lots of pictures as well


“This was our first time booking with Kyle, and she was great! Our pup can be rather anxious initially when going somewhere new, but she relaxed very quickly with Kyle. Kyle was always responsive and reassuring, and sent lots of photo updates. Traveling is hard for me because I hate being away from my "kids", but I was able to relax and enjoy my scheduled time away because of Kyle. Ripley can't wait to book again!”


“Richelle was so sweet and took good care of my boy! Kona loved playing with her tow little dogs. Received updates and communication was fast! Would book with her again”


“I felt very comfortable knowing my fur baby was in capable and caring hands with Cheryle! Poppy absolutely loves visiting and hanging out with Jester and Cheryle was very understanding about delays that came up in my travel plans and was very flexible. Definitely my go to sitter!”


“Anastasia is fantastic. Our GSD Leo had an amazing stay. I was incredibly comfortable leaving Leo with her. She sent pictures each day. I recommend her highly.”


“Jenn was a magnificent sitter for our pup, Mac. She made our trip much more enjoyable by constantly communicating with us and sending us pictures and videos. I could not recommend her enough for your pet needs!”


“Brianna was fantastic! She was attentive and responsive and took great care of Cooper. He was happy and healthy when I got home. I would absolutely recommend her and I intend on working with her again when I leave town in the future.”

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1. Elli S.


“As always, Jesse had a wonderful time with Elli and her gang. We are always happy to know he will be well cared for and in good company. We were away for a bit longer than usual, and Elli made sure to keep us posted on Jesse's mood (he gets blue after a couple of days without us). It was great she cared enough to let us know, and we were able to reassure her that it was normal for him. We've booked with Elli a bunch of times (I don't leave a review every time). We highly recommend her! ”


2. Ericca B.

“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!”


3. Kate B.
“Kate knows dogs! The second our dog met her; I knew we had the best person for the job! Kate is attentive and kind. She took notes as I explained our dog’s routines. Come to find out, she trained seeing eye dogs for several years! Kate put our minds at ease while we traveled and sent us photos and updates of our dog. While we were away, our dog stayed on her routine, got plenty of exercise, and was loved. I couldn’t recommend a better person.”


4. Awoo H.

“I highly recommend leaving your dog(s) here. He was great with the dogs, very flexible with his schedule and very accommodating. Great communication and he had a great place for the dogs to play outside.”


5. Kaylea N.

“Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.”




6. Mara K.

“Mara was amazing! She took great care of Buddy. He looked really comfortable!”


7. Mahayla G.

“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”


8. Pauline W.
“Polly has been caring for our large and very rambunctious poodle for a couple of years. Stella can be difficult to control at times, but Polly manages her well and we never need to be concerned for her when we are working or away. She is 100% dependable and contientiouss to make sure that our dog is safe and secure and that all her needs are met. Dog are usually good judges of character, and it is clear that Stella loves Polly and her daughter by the way she responds to them!”


9. Brooke B.


“Our dog seemed like he had a great time with Brooke! She let me know once he settled down and I was able to put my mind at ease. We would definitely leave Cooper with her and her family again”


10. Chrissy J.

“Chrissy is a friendly, reliable, considerate, and caring pet sitter who goes above and beyond to make sure a pet is well cared for! I could not have asked for better. Chrissy watched our almost 2 year old rescue whippet mix Honey, and Honey had a great time over at Chrissy’s home. Stellar!!!”


11. Sylva & Mark M.

“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.”


12. Larry F.

“Larry took excellent care of our dog while we were away for the weekend. He was extremely professional and made sure to ask questions to ensure our dog was as comfortable as possible. We received updates during our time away on how our little guy was doing. We were extremely satisfied with our experience and will definitely keep Larry in mind for our next trip!”


13. Laura P.


“We cannot say enough nice things about Laura. She took our two medium sized dogs in for over a week when we were in a pinch. She took all of our instructions to make sure our dogs were well taken care of and kept us updated with pictures the entire time…which helped us enjoy our vacation free of worry!”


14. Iris F.
“Iris is the most animal loving and caring person I have ever met. She’s majoring college in pre vet and her dream is to be a vet. If she could she would save every animal that’s ever walked this planet she loves interacting with animals and is so good with them.”




15. Kyle W.

“This was our first time booking with Kyle, and she was great! Our pup can be rather anxious initially when going somewhere new, but she relaxed very quickly with Kyle. Kyle was always responsive and reassuring, and sent lots of photo updates. Traveling is hard for me because I hate being away from my "kids", but I was able to relax and enjoy my scheduled time away because of Kyle. Ripley can't wait to book again!”


16. Richelle I.


“Richelle was so sweet and took good care of my boy! Kona loved playing with her tow little dogs. Received updates and communication was fast! Would book with her again”


17. Cheryle W.


“I felt very comfortable knowing my fur baby was in capable and caring hands with Cheryle! Poppy absolutely loves visiting and hanging out with Jester and Cheryle was very understanding about delays that came up in my travel plans and was very flexible. Definitely my go to sitter!”


18. Anastasia & Robert P.


“Anastasia is fantastic. Our GSD Leo had an amazing stay. I was incredibly comfortable leaving Leo with her. She sent pictures each day. I recommend her highly.”


19. Jennifer C.

“Jenn was a magnificent sitter for our pup, Mac. She made our trip much more enjoyable by constantly communicating with us and sending us pictures and videos. I could not recommend her enough for your pet needs!”


20. Brianna S.


“Brianna was fantastic! She was attentive and responsive and took great care of Cooper. He was happy and healthy when I got home. I would absolutely recommend her and I intend on working with her again when I leave town in the future.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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?
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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 sitter has to cancel, we’ll work with you to find a new sitter.
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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 Apr 2025, the median cost of dog boarding in Bennington is $48 per night, including service fees. Boarding your dog for one week typically costs $336. 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 $34 to as high as $57 per night.
As of Apr 2025, 38 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, 92% of Bennington dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 18 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 38 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.
