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

Over 357 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.
“Super communicative! Very accommodating as I don’t have a vehicle. I will absolutely call on Megan and Bo again when Sammy needs a sitter! I could tell he had a great time.”


“David was excellent! Lumi had a great time playing with the other pups and I think benefited from David working from home, which is what she is used to. Thank you so much, will be booking again!”

“To start, Danielle had my dog for a daycare, and, everything went great. I received photos showing him walking with others and I know him well enough to know he was enjoying his time. I felt comfortable to go ahead and schedule two overnights with Danielle for him during my next work trip. Things I love about Danielle are that she really pays attention to what you say, the details. She is straightforward and not afraid to express any concerns (such as safety of certain types of collars etc.) Her communication has been excellent. She walks every day with multiple dogs and the pack is such an enjoyable place for my dog. I'm not inundated with photos, but, receive just enough to know he's doing well! We will be boarding at Danielle's as long as she'll have us 💜”

“Chloe had a wonderful time at Steve's during our weekend trip away! It was really helpful to have a meet-and-greet with Steve before booking the first time. Steve made me feel comfortable knowing Chloe would be well taken care of during our trip. I loved all the photos of Chloe having a good time - it gave us peace of mind while we were away. It's easy to tell Steve truly cares about the pets in his care, which is so reassuring when you're leaving your furbaby with someone new. We will book Steve again for our next trip!”

“Maggie was Patient and kind with our dog. She was responsive and reliable. We felt comfortable leaving our dog Charlie with her. We knew he was in good hands. Thanks Maggie!”

“I wish I could add five more stars to this review, because Lisa was amazing!! The whole family greeted us when we dropped Enzo off to stay, asked great questions, and clearly loved our little puppy from the moment they met him. Lisa sent me so many updates (with adorable pictures) throughout his two days with her, which made be happy to see when I was missing him :) They took him to parks, went for walks, naps, car rides, played soccer, and just made him a part of the family. I couldn't imagine a more ideal family to care for our puppy, and feel so fortunate to have connected with Lisa. ”

“Kristen and her husband were amazing boarders for our two rambunctious pups! She was an excellent communicator sending updates every morning and evening, very quick to respond and organized. Our dogs were so tired when they returned home from the many walks and snuggles they received. I will happily reach out to Kristen again for future bookings!”

“Anastasia is outstanding with our 8 month golden retriever puppy! She sends lots of photos and updates while we’re away, and our dog gets a LOT of playtime and exercise with other dogs. I would highly recommend her to anyone looking for a dog sitter!”


“Jeffrey was great! My regular sitter cancelled last minute, and Jeffrey was available and super responsive. They were great at sending informative updates and it was very clear Toast was treated just like a member of their family! He was taken on special outings with Jeffrey and his wife and was very spoiled. Would definitely book with Jeffrey again!”

“Hayleigh took good care of Enigma for 19 days. She’s very happy that she has playmates at Hayleighs and a yard to roam around. We’ll definitely be back at her place next time we need dog boarding.”

“Melissa was great with the doggies as usual. And such a great communicator. The doggies love it there. She is calm and manages our different dog personalities well. I highly recommend her and Alva.”

“Abby had a great time with Stan. She returned home happy, healthy and wiped out from all the play time. We will be happy to have Abby stay with Stan again.”


“Scott was an amazing caretaker for my dog Mason. He sent pictures and videos every day, understands dog behavior and communication, and made sure Mason had plenty of socialization over the holiday. Thank you!!”

“Maria is a very sweet kindred spirit and flexible with schedules. She maintained excellent communication throughout the boarding process. I value positive energy because it’s comforting knowing that individual is taking care of your pet. I would trust her again for future trips.”

“Very accommodating and communicative. We loved all the photos we recieved of Tito during the overnight stay. It was good getting reassurance of how he is doing whenever asked. We are happy to now count on Shasta for stays! We booked this stay the week of with a few other potential complications, and she kindly accommodated them all!”

The median cost per night for dog boarding in Bennington is $50
Dog parents share their Rover experiences - Bennington
This was our first time ever having our dog sat, and as any nervous-dog owner knows, that comes with a lot of anxiety — for the pup and us! From the very start, they made him feel completely at ease. They were caring, thoughtful, and professional in every way. A special shoutout to Chloe, their daughter, who took amazing care of him — playing with him, helping him de-stress, and giving him the time he needed to warm up and feel comfortable. By the end, he was genuinely happy! We honestly can't say enough nice things. We'll only be using them from now on. Highly recommended!

Colleen is truly amazing. I’m an anxious dog mama when I have to leave my sweet girl, but Colleen’s communication style puts me right at ease. She provides regular updates, several times a day, and so many wonderful photos of her and Jackson’s time with my pup. She is a good soul to the core and I would highly recommend her to anyone looking for a sitter who will treat your furry friend like a part of the family.

Jenny is absolutely incredible! My senior dog has quite a few medications and needs some extra care, and she goes above and beyond to make sure everything is taken care of. She is so sweet and attentive, makes sure my dog gets all of her medicine, and gives her plenty of cuddles, love, and attention. I also really appreciate all of the updates she sends while I’m away. It gives me so much peace of mind knowing my dog is in such caring hands. I truly couldn’t ask for a better sitter!

We could not be happier about finding Louise and having our 11-year old lab, Callebaut, stay with her and her kids during an important family trip. We usually ask for a "trial" day or two before a trip so that Cal is more comfortable returning to a sitter's house before the actual trip. We felt so comfortable after meeting Louise, and seeing her home and yard, that we skipped the trial and booked her for this stay and a future trip. Louise and her kids spoiled Cal with attention, and she sent photos, a video, and regular updates. She was also flexible and an obvious dog lover. 5-plus stars!

This was my first time having our family dog Espresso staying with strangers via Rover for multiple days. We were all nervous, but put at ease with Tim & Andrea’s communication. We received multiple photos and videos of Espresso each day and the communication was also very kind. I am so thankful to Tim & Andrea for watching over Espresso and being so understanding and patient of him and his personality. Espresso bit through his harness and they were prepared enough to have another one ready for him. Truly they went above and beyond with this. So glad we went with them and had an amazing first experience. Thank you Tim & Andrea! I really trust your professionalism and expertise and would definitely rebook in the future or recommend others to you two.

Rocio was attentive, and loving. She made our sweet Oso part of her family. She sent photos, videos and daily updates on our baby. We are so grateful for her. She made it possible for our family to be together, and not have any added worries. We feel like her family is part of our family now.

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Why Choose Rover?
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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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