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

Over 276 pet parents in Bennington have booked dog boarding
Bennington, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Colleen is a very caring dog sitter. She would send us updates twice a day and even sent our Bella back home with some treats. We will definitely use her help in the future.”

“Araceli & her husband were amazing!! ⭐️⭐️⭐️⭐️⭐️ They took care of our Sullivan for 2 weeks while we were on our honeymoon, and their updates, messages, and pictures reflected their commitment to ensuring that our baby felt safe and comfortable. When Sully had a bit of an allergy flareup on his nose, they were quick to notify me and give him some ointment. It truly seemed that they cared for our pup as they would their own. I HIGHLY recommend them if you are looking for a sitter. 💜 They are truly lovely!!”


“I feel so lucky that Leah and Chris are going to be taking care of my senior dog in a few weeks. We had a meet & greet and a trial sleepover. Although that trial was just a few hours, they sent lots of sweet photos and my guy was clearly being well cared for. Chris & Leah were focused on his comfort and well-being. It brings me invaluable peace knowing I can take my trip out of state for a week and leave my darling boy with such caring and attentive people.”

“Jennifer was kind and flexible, keeping our dog for an extra night when our flight back home was delayed. I believe our dog was very well cared for. We will look forward to working with Jennifer again.”

“This was my first time ever leaving my dog canela with someone else and for few nights, I honestly was afraid she would have so much anxiety especially being around other dogs. Jared was very kind and kept me updated on how she was doing including sending pictures of her which helped me not feel anxious. He was very knowledgeable and gave me a few tips on how to help my dog not be anxious when being in a crate and with her barking at other dogs. I am definitely going to be requesting Jared to dog sit as he was amazing and I could tell that my dog canela felt welcomed and at home plus made some friends 🥰 I recommend Jared for sure to anyone needing to have their dogs watched for.”

“Emily & Eric were fantastic. They cared for our frenchie while on vacation and couldn’t ask for more. Updated us consistently and even handled a few accidents with ease. Great family and would highly recommend! Thank you!”

“The people in this home made Mabel feel welcomed and loved. How do I know? All of the pictures and updates Christine sent me! I was able to work out of town without worrying about my girl, Mabes. My work can be stressful, and not having to worry about Mabel means so much to me. I will definitely want Mabel to go back to Christine's home!”

“Carolyn is fantastic, she has such a warm heart and is kind, compassionate, and fantastic at communication. She sent multiple updates of my pup while I was on a work trip, including pictures, videos, and text. Carolyn also proposed a meet and greet before I even booked with her, and was understanding and quick to find a solution to accommodate when my return flight was delayed for pick up. Highly recommend!!”

About: I’ve had dogs since I was a kid, which has given me a deep understanding of their needs and behaviors. This experience allows me to connect with them on a personal level. I also have training skills for puppies. My goal is to provide a loving and safe environment, tailored to each dog’s unique needs. I’m a college student and have a part- time job, but always make sure my pet doesn’t feel lonely by providing her enough attention. I prioritize pet care by scheduling dedicated times for walks, play, and feeding. I ensure flexibility to accommodate each pet’s unique needs while maintaining my routine. In my home, I ensure a safe environment by pet-proofing spaces and providing cozy resting areas. At clients' homes, I maintain routines, respect their space, and prioritize safety through secure gates and proper supervision. Trust is built through open communication and consistent updates.
“Lisa is such a great pet sitter. She was great with communicating and sending pictures to make sure we didnt miss our pup too much. Going to 100% use Lisa for future stays. Thanks so much Lisa!”

“Ruby had my girl for only 2 nights but she did great. My pup came home happy and well. Ruby took her on walks and I know Mali had fun with her. Ruby is very sweet and seems to love animals. Will be using her again in July.”


“David took very good care of Cooper and Chandler. He was very understanding of both their behaviors. It is very difficult to find someone who cared, observed and communicated as clearly and frequently as David did. 5 out of 5 we would recommend him to any of our friends in the area.”
“Wonderful sitter! Went above and beyond for caring for my baby. My do had a wonderful time and we look forward to re booking with this sitter again in the future”

“Steve was very professional and had good communication. His house is very well planned out for his doggy guests and very secure with double gates where needed. Our pup Chester liked him immediately and was well taken care of.”

“A great experience for our dog Nado. Jenny was very kind and welcoming. We rescued our dog over a year ago and he had been traumatized, we were nervous how he’d handle being apart. Jenny and her family made him feel more than welcome and he behaved very well and had a great time! Definitely recommend.”

“We were very concerned about leaving our 8 year old fur baby with someone we didn’t know and we couldn’t have been more happy with Kristopher and his wife. They are a sweet couple and obviously love animals. We were thrilled to receive daily photos of a happy puppy. We highly recommend Kristopher and will be using him again when we next need a sitter!”

“Paul and Arnell were the sweetest with my Bandit. Sent lots of pictures and are very responsive at communicating. Nice meet n greet and easy drop off/pickup. Bandit was definitely spoiled with these two!”

“Ann has been my saving grace! I am a helicopter dog mom and have a lot of trust issues when it comes to my girl Birdie…. and luckily, Ann acknowledged my anxieties and assured such great care! She is a great communicator, loves my girl as if she was her own, and is always available! I have to mention that we did have a cancellation last minute but it was because she did not want Birdie to potentially get sick. I think that’s an important thing to consider with the review that Rover posted. No issues with Ann whatsoever, and i will continue to feel at ease when dropping Birdie off!”

“Our girl Tillie Bean loves to stay with Angie and has done well with her while we are away. It is such a relief knowing she is good hands and that she is having her own special getaway with Angie. Thanks for loving our special little lady🐾”

The median cost per night for dog boarding in Bennington is $50
Dog parents share their Rover experiences - Bennington
I cannot say enough good things about Megan! Our sweet Havanese, Moca, had an unbelievably fun time staying with her, Lacey, and Luna. Megan has such a warm and caring disposition that truly shines through. We absolutely loved getting photo updates of Moca playing with the crew—it kept our family thrilled and completely at ease knowing she was in such great hands. I wouldn't hesitate for a second to book Megan again!

We had a great experience with Anastasiia! From the moment we met, I could tell she genuinely loves and understand dogs. She took excellent care of our two dogs, keeping me updated with photos and messages, which gave me total peace of mind while I was away. I highly recommend Anastasiia to anyone looking for a responsible, trustworthy, and caring dog sitter. I will definitely be booking with her again in the future!

The people in this home made Mabel feel welcomed and loved. How do I know? All of the pictures and updates Christine sent me! I was able to work out of town without worrying about my girl, Mabes. My work can be stressful, and not having to worry about Mabel means so much to me. I will definitely want Mabel to go back to Christine's home!

Michelle and her family were so lovely! They took such good care of our baby boy. He is such an anxious fella, and quite a character. Michelle gave updates on how he was doing, sent cute photos of him throughout our trip, and gave us some observations of how he does with his anxiety, since he was newly adopted and we weren’t sure of some of his behaviors yet. We would highly recommend Michelle and we will definitely have her watch Howie again in the future!

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- 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.

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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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