Dog Boarding in Benson, VT
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Benson dog boarders

“It’s always tough to leave our dog at a new place with a new person, but Alyssa made it easy and comforting :). Appreciated the check-ins and pictures too! Thank you for looking after Juno and she looks forward to seeing you again!”


“Cindy was the best rover Apollo has visited. She was super easy to contact, helpful with updates and even helped me w some training tips. Apollo didn’t want to go home after - will definitely contact again”


“Sadie was absolutely wonderful. I was very nervous leaving my pup August and she was very communicative, sent lots of pictures, and August came home happy and healthy. I would highly recommend Sadie to anyone looking for a trustworthy sitter for their fur baby.”


“Tara R. was very easy to deal with to setup the booking and provided great communication including photos to throughout our dogs stay. We will definitely plan to use Tara on our next trip to Vermont.”


About: My 3 year old golden retriever LOVES other dogs as do I. We love to to have other dogs share our home for playtime and cuddles while their pet parents are away. I travel often and know how much more enjoyable my time away is when I know my golden girl is being cared for the way I would care for her. I strive to provide the same for my furry guests! I work outside of the home during Monday through Thursday for 8 hours a day but I am home all day on the the weekends. We are happy being homebodies and playing in the fenced in backyard or going out for a hike. We even have 40 acres close by with a cabin, river and hiking trails that is super fun for the dogs!

“Laura has a beautiful property and did a wonderful job taking care of our small dog. We loved how responsive to messages she was and all the pictures she sent. We felt very at ease with our dog in her care.”


“Desiree was amazing with my dog Ellie! She kept me updated with texts and pictures and even gave her a bath! I would 100 percent recommend her to care for your pet!! I’ll definitely be booking with her again !”


“Shari and Connie were fantastic! Definitely recommend them. My 1yr old dog Olivia had a terrific time - they took her on great walks and gave her loads of attention, plus have a fabulous yard and great home that she felt very comfortable in. They also sent me regular updates, which I really appreciated. I think so highly of them that I’ve already booked another stint for Olivia in a few weeks!”


About: Over 16 years training, walking and exercising high energy dogs. I have extensive experience with working dogs, special needs dogs and have certifications in dog obedience and other disciplines. I am licensed as a public school teacher and fully background checked. Contact me for the best care. Boarding and adventure daycare is my speciality. I have limited housesitting and drop in availability. Dog walking and exercising is my full-time job. I want to provide a concierge service that makes it easiest for you to take your time back and be well. Your wellness is key to your dog being well. My joy for this profession started when I couldn't find a trusted sitter and dog walker for my own animal. I decided to provide that service to others so they wouldn't have the same problem. I give love, attention and exercise to your family member as if they were my own. I am a licensed public school educator who is fully background checked with glowing references that can be provided and contacted.

About: I’ve taken care of many dogs and other animals throughout my whole life. I enjoy my time with the animals and they can definitely tell! I do work everyday during the week, but I am available after work which would be 5pm sometimes sooner and also anytime on the weekends! I will do whatever I can to make sure your dog feels comfortable while here, whether it’s playing with them, petting or taking them on a walk!

“I know my dog was well taken care of when she takes the time to give a quick kiss to each of her caregivers! And…during the excitement of Mamas home! Thank you so much for the kind and loving care and the great communication and photos! Those go along way to help sooth mamas anxiety of having to leave her baby with a new person! Thank you, thank you thank you!”


“I would highly recommend Tiffany to anyone looking for a loving, reliable sitter. My regular sitter wasn't available and my first option on Rover had to cancel at the last minute. Tiffany cheerfully accepted my last minute request and my dog Camille immediately took to her. I got regular updates and photos of Camille playing happily with other dogs and sleeping peacefully in the house. Tiffany treated my dog like her own. This was a great experience all around.”


About: I have owned and taken care of dogs for my entire life. Currently, I own a small 9lb rescue, who is 11 yrs old. In the past, I have owned medium and large dogs as well, including beagles, labs, retrievers. I have professionally and personally walked and fed dogs for neighbors and friends, our furry ones are the very best!! I am a self-employed yoga instructor, with a flexible schedule. With this flexibility, I can accommodate most days and times, both weekdays and weekends. I am organized, punctual, reliable, trustworthy, and communicative. I really enjoy walking every day and it's always better with a dog! My dog, Bodhi, fetches sticks in our backyard and stills plays like a puppy, even at 11yrs old! I take him hiking regularly, as well as to the surrounding parks, which are numerous and all within walking distance from where I live.

“Alissa was very responsive, took great care of our dog, and sent lots of regular updates. She has a great backyard setup for the dogs to run around and get lots of play time in, and we can tell she treated our Penny like one of her own. Thank you Alissa!”

Loving dog boarding sitters in your neighborhood
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Nancy H.

“Shifu did very well with Nancy and we will be going back!”


Alyssa B.Star Sitter

“It’s always tough to leave our dog at a new place with a new person, but Alyssa made it easy and comforting :). Appreciated the check-ins and pictures too! Thank you for looking after Juno and she looks forward to seeing you again!”




Jesse B.

“Jesse was great taking care of Bengal, absolutely no complaints and was able to bail me out at the last possible second during a busy holiday time.”


Cindy F.

“Cindy was the best rover Apollo has visited. She was super easy to contact, helpful with updates and even helped me w some training tips. Apollo didn’t want to go home after - will definitely contact again”


Sadie M.

“Sadie was absolutely wonderful. I was very nervous leaving my pup August and she was very communicative, sent lots of pictures, and August came home happy and healthy. I would highly recommend Sadie to anyone looking for a trustworthy sitter for their fur baby.”


Tara R.Star Sitter

“Tara R. was very easy to deal with to setup the booking and provided great communication including photos to throughout our dogs stay. We will definitely plan to use Tara on our next trip to Vermont.”


Jessica H.
“Jessica and family are very responsible pet owners. Murphy always enjoys visiting and being part of their family. With plenty of space to run and play he certainly gets his exercise. I would highly recommend Jessica for your pet’s getaway.”


Mollie M.

“Mollie was great with Cheddy! He loved staying with her and we'd leave him with her anytime.”


Laura L.

“Laura has a beautiful property and did a wonderful job taking care of our small dog. We loved how responsive to messages she was and all the pictures she sent. We felt very at ease with our dog in her care.”


Zachary B.


“Zach was a great sitter. Our dog can be nervous, and Zach made him feel at home. Great communication, lots of pictures we would definitely love to use him again!!”


Desiree M.


“Desiree was amazing with my dog Ellie! She kept me updated with texts and pictures and even gave her a bath! I would 100 percent recommend her to care for your pet!! I’ll definitely be booking with her again !”


Shari G.

“Shari and Connie were fantastic! Definitely recommend them. My 1yr old dog Olivia had a terrific time - they took her on great walks and gave her loads of attention, plus have a fabulous yard and great home that she felt very comfortable in. They also sent me regular updates, which I really appreciated. I think so highly of them that I’ve already booked another stint for Olivia in a few weeks!”


Cristina K.
“Cristina at Bow Wow Babysitters is the hardest working and most caring pet sitter provider in the business. She has cared for my dogs (and even our horses) many times in my home and I leave knowing my little girl Stella will be so happy with Cristina to take her for walks, give her lots of loving and well cared for. I'm very thankful that there are people like Cristina out there to help keep our pets safe and happy when I travel.”


Tabitha S.
“Tabitha is sweet kind patient. She has spent time with my Pomeranian Prince Carlos and my yorkie Chanel Grace. They felt comfortable with her and loved her. If I was to go away I would choose Tabitha to be here. I don’t trust just anyone but I trust Tabitha.”


Lorrie L.Star Sitter

“Laurie was absolutely wonderful, giving our dog excellent and loving care and also being so helpful to and communicative with us.”


Karen W.

“I know my dog was well taken care of when she takes the time to give a quick kiss to each of her caregivers! And…during the excitement of Mamas home! Thank you so much for the kind and loving care and the great communication and photos! Those go along way to help sooth mamas anxiety of having to leave her baby with a new person! Thank you, thank you thank you!”


Melissa F.

“Melissa was wonderful with my large dog. She was very communicative and accommodating with our pick up time. We will definitely be referring her and rebooking with her in the future.”


Tiffany O.

“I would highly recommend Tiffany to anyone looking for a loving, reliable sitter. My regular sitter wasn't available and my first option on Rover had to cancel at the last minute. Tiffany cheerfully accepted my last minute request and my dog Camille immediately took to her. I got regular updates and photos of Camille playing happily with other dogs and sleeping peacefully in the house. Tiffany treated my dog like her own. This was a great experience all around.”


Laura P.
“Laura did such a great job with Hank. She sent me pictures and was enthusiastic about getting him out! It made my vacation much more relaxing.”


Alissa V.

“Alissa was very responsive, took great care of our dog, and sent lots of regular updates. She has a great backyard setup for the dogs to run around and get lots of play time in, and we can tell she treated our Penny like one of her own. Thank you Alissa!”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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, 29 sitters provided dog boarding in Benson. 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, 100% of Benson dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 5 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 Benson.
Rover makes it easy to find Benson 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 29 dog boarding sitters in Benson 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.
