Dog Boarding Bennington
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 189 pet parents in Bennington have booked dog boarding
Bennington, Find top rated dog boarding
“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!”

“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 🙏🏻”

“I dropped Buddy off the morning of 4/9 and picked him up on the 14th. Devin sent a text with pictures to show that Buddy had setteled in and playing with the other dogs. When we got home he slept the day away so I can only assume he had a good time. I would recommend Devin in a heart beat. Next time we need somebody Devin will definitely be the one I call”

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.
About: I’ve been on Rover for 5 years now! I have lots of experience with animals and my education background is in biology and animal sciences I am available pretty much whenever to do drop ins or walks for your pets!! Let me know what you need and I can accommodate :) 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
About: Reliable and responsible cat and dog lover, I've been fostering dogs for over a year and have successfully placed 9 foster dogs. I've also helped take care of friend's and family's pets my whole life and I take dog training seriously. My pet care schedule is fairly flexible at the moment due to recent life changes. Please reach out with your questions and pet care needs! I have a livestock fence for supervised zoomies with fence-respecting dogs. My dog, Licorice, is playful and well-socialized, 2 dog-savvy cats and I often have a foster dog or 2 living with me.
“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!”

“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!”

“Sheronda and her family are awesome! They loved having another pug in the house. Elly loved having a pug friend and running with Molly as well as Chewy was great fun for her. We would highly recommend Sheronda as your next dog sitter.”

“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!”

“We couldn’t have been happier with our first experience leaving our dog with Kyle. Her love of dogs is obvious. She took such good care of him and kept in regular contact with us with pictures and videos. He came home happy and unstressed. Actually, I’m not sure he wanted to come home 😆. We definitely recommend her!”

“Omg, we’re so thankful for Geena! Story time, so our previous sitter was unavailable but the app said she was available (technology lol). So we were worried because we didn’t have a backup plan and we needed a sitter for my grandma’s funeral. Geena was so helpful with last minute arrangements and made us feel so comfortable with leaving our fur babies for the day. She responded to all my messages, questions and even sent pictures. We were able to attend the funeral with no worries and even booked her again for our vacation. I would definitely recommend using her and we will continue to book with her. Thank you again 💜🫶🏾💜”

“I am blessed to have found Jennifer. She was quick to respond and provided picture and message updates while I was gone. Gus loves her already and I know that he would be comfortable with Jennifer again if the need arises. I would highly recommend her to others.”

“Couldn’t ask for a better and more reassuring experience!! Sylva and Mark are a great couple and went out of their way not only making Oliver comfortable but also understanding our concern for this first time boarding. They sent us several pictures and Oliver obviously had no problem making himself at home. He’ll be spending a weekend with them later this month.”

“Carolyn was great! My dog seemed to have a great time and enjoyed her sweet pup! She was very accommodating with drop off and pick up times. Carolyn sent pictures to keep us at ease as it was Paddington's first time with her. I would definitely recommend!!”

“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!”

“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!”

“Chris was a wonderful sitter. With Chris, you also get Jia, his girlfriend, as a bonus second sitter who loves dogs. Bentley made immediate friends upon the preliminary meet and greet. The couple has no pets currently, so they were able to give Bentley loads of personal attention and play time. Chris lives near Washington Park, so Bentley had plenty of grassy area to run around and meet other dogs. Chris and Jia worked with our high energy, young pyredoodle, so Bentley would respond to commands more readily. We highly recommend booking with Chris.”

The median cost per night for dog boarding in Bennington is $50
Dog parents share their Rover experiences - Bennington
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Bennington
Select a filter and find qualifying sitters offering dog boarding.Sitters in Bennington average 14 repeat dog boarding clients
FAQs for Boarding - Bennington
Frequently asked questions about Rover
The average cost for Dog Boarding in Bennington on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 238 sitters on Rover offering Dog Boarding across Bennington. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
100% of Bennington sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Bennington landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Bennington home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Bennington.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Bennington sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.






