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

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Top rated Bennington dog boarders

“This was the second time Tracey has watched our Bella and I was not disappointed once again. She sent daily updates with pictures which I really appreciated. I feel totally comfortable leaving my baby with her and am confident that she's in good hands! Tracey is a dog trainer, is very knowledgeable and even helped me with a trick I'd been trying to teach Bella! It's very obvious how much she cares for her own dogs but also my dog when she's in her care!! Thank you Tracey!”


“Love Fay, what a wonderful dog sitter, I’d trust Fay with my kids if I had any small children anymore. Fay was very caring, sent me photos around the clock of my dog’s activities which included long walks, napping, making friends with Fay’s dog. It was nice my dog Bao had a friend for a while in her care. I’d rebook with Fay in a heartbeat. Wonderful person.”


“Toni is amazing with my 90+ pound bully mixes. She knows how to handle large breeds, administers medications and treats my big boys with love. Toni is a God send for us.”


“Marty and her family were absolutely AMAZING and took such good care of our two chihuahuas, Ella and Louis! They are such a kind family and took in our babies like they were their own, taking them for lots of walks and playing with them in their great back yard, snuggling with them on the couch and in bed and giving them tons of love and attention. We received lots of photos and updates while we were gone, which is always great, and it looks like everyone had an excellent time! It's always nerve-racking leaving your dogs with someone new, but my husband and I felt so comfortable leaving our dogs with Marty that we didn't worry about them at all while we were away. Marty is THE BEST and we will be using her every time we travel!!! THANK YOU MARTY! ”


“Victoria & Rishi did an amazing job with our dog - they sent me frequent photos and videos, which really helped when I was missing my pup the week we were away on vacation. They made me feel very comfortable leaving my dog for an entire week, which is all you can ask for when you're thousands of miles away. They sent her home with a cute neck scarf and gave her lots of cuddles - I will definitely use their boarding services again in the future! :)”


“Sara and her family treated Kiwi like a true family member while we were away for 4 nights!!! She absolutely loved all of the attention from the kiddos, and Kiwi got treated to walks, trip to the park, and family time. We received daily updates with the cutest pictures. We will definitely be coming back to Sara for future needs when we are out of town!”


“Jason and Kristen are so great with our dog Sydney! This weekend was Sydney’s third visit in the last two months. She gets SO excited when we drop her off; which in my mind is such a great indication of how much she loves spending time with them!! They send pictures and respond very quickly whenever I send a message to “check on Sydney”! We couldn’t be happier we found Sydney a home away from home when she’s unable to go with us. Thank you Jason and Kristen for taking such great care of our girl Sydney!!”


“Kasey and her family are incredible, the communication and videos of our boy Mack throughout the stay were very comforting. They treated Mack like one of their own. Would highly recommend.”


“Paige gets a 10 out of 5 stars from us! We were nervous about leaving our spunky puppy with anyone during our trip, and Paige was extraordinary. She and Decky were loving and took such great care of Maisy. Her care gave us the peace of mind we needed to enjoy our travels. She sent us so many photos and went above and beyond what we asked carewise. THANK YOU!!”


“Highly recommend! Cooper was well taken care of and Martha provided regular updates with photos. She went above and beyond, taking him for walks and playing fetch. It was heart warming to see Cooper cuddle up to her as we left, not wanting to leave. A true testament to her care and attention. We will definitely be seeing her for future boarding opportunities!”


“Cheryl watched my 13+ year old tri-ped for 2 weeks. He was well taken care of, she recognized when his remaining back leg was too tired for a 2nd walk of the day. Took care with him during thunderstorms. My dog and hers got along well. I absolutely would and will book with her again.”


“Cari was wonderful with our 2 dogs. She had to give injections to our diabetic dog twice a day. She even managed a hypoglycemic episode when it happened. We will definitely be calling Cari again when we need to board our fur babies.”



“She was so nice and my pup Max he has a hard time with people and right away he was warmed right up, and sent me updates and lots of pictures:), next trip I can’t take max i will 100% go right to Ellen”


“My dog’s first boarding with Baleigh was a success! She had stayed for doggie daycare many times, but not an overnight. She loves playing with Baleigh’s dogs and had a great time. I appreciated Baleigh sending me pictures and keeping me updated. Sadie was tired and content when I picked her up.”


“This is the first time we have used this service. Holly was very friendly at our meet-and-greet...I could tell that she was an animal lover. We were still very nervous, because our Oliver is 8 months of crazy. But, Holly really treated our Oliver like he was part of her family. She sent us pictures during his stay...he seemed very happy. We highly recommend Holly and if a need ever arises again, we will definitely ask her. Thank you Holly for your compassion and patience with our little one.”



“I’ve never used rover so I was a bit nervous to try it for the first time for a whole week. My dog is a giant and a big-time shedder. He also has a problem with taking off on me occasionally. However I was able to connect with Molly and it went so well! She was very kind and warm and easy to talk to and coordinate with for drop off and pick up. She sent me photos of him through the week and gave me lots of updates. She has other dogs and a cat so I know he felt right at home having some buddies around. He seemed very happy when I picked him up and I know he was well cared for. THANK YOU MOLLY!! We appreciate your hospitality so much 😊 highly recommend her services if you need them.”


About: Hello! I’m a passionate, aspiring dog trainer with a special love for German Shepherds. I recently raised a litter of puppies, which deepened my understanding of early puppy development and the importance of critical socialization. That experience sparked a stronger interest in training and caring for dogs during their most impressionable stages and beyond. I’m currently expanding my hands-on experience and would love the opportunity to care for your dog—whether it’s through boarding, walks, or helping with basic training and structure. I’m reliable, patient, and genuinely dedicated to each dog’s unique needs. Whether you have a playful pup or a more mature dog, I’m here to provide a safe, structured, and loving environment. Let’s give your dog a happy, enriching experience! I’m currently doing pet care full time with aspirations of starting my very own dog training program one day. I’m soaking up all of the experience I can get right now. My backyard is secured by a 6ft wooden privacy fence and features a 900sqft barn which has multiple crates for dogs of all sizes. My house is dog friendly as well being completely puppy proofed.
Loving dog boarding sitters in your neighborhood
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Joni N.Star Sitter
“Joni is a deeply kind pet sitter. Anyone who uses her to care for their fur babies is extremely lucky. She has become such a special member of our extended family. 🤎🐶”


Tracey M.Star Sitter

“This was the second time Tracey has watched our Bella and I was not disappointed once again. She sent daily updates with pictures which I really appreciated. I feel totally comfortable leaving my baby with her and am confident that she's in good hands! Tracey is a dog trainer, is very knowledgeable and even helped me with a trick I'd been trying to teach Bella! It's very obvious how much she cares for her own dogs but also my dog when she's in her care!! Thank you Tracey!”


Fay A.

“Love Fay, what a wonderful dog sitter, I’d trust Fay with my kids if I had any small children anymore. Fay was very caring, sent me photos around the clock of my dog’s activities which included long walks, napping, making friends with Fay’s dog. It was nice my dog Bao had a friend for a while in her care. I’d rebook with Fay in a heartbeat. Wonderful person.”


Toni B.Star Sitter

“Toni is amazing with my 90+ pound bully mixes. She knows how to handle large breeds, administers medications and treats my big boys with love. Toni is a God send for us.”


Marty T.Star Sitter

“Marty and her family were absolutely AMAZING and took such good care of our two chihuahuas, Ella and Louis! They are such a kind family and took in our babies like they were their own, taking them for lots of walks and playing with them in their great back yard, snuggling with them on the couch and in bed and giving them tons of love and attention. We received lots of photos and updates while we were gone, which is always great, and it looks like everyone had an excellent time! It's always nerve-racking leaving your dogs with someone new, but my husband and I felt so comfortable leaving our dogs with Marty that we didn't worry about them at all while we were away. Marty is THE BEST and we will be using her every time we travel!!! THANK YOU MARTY! ”


Victoria & Rishi S.
Star Sitter


“Victoria & Rishi did an amazing job with our dog - they sent me frequent photos and videos, which really helped when I was missing my pup the week we were away on vacation. They made me feel very comfortable leaving my dog for an entire week, which is all you can ask for when you're thousands of miles away. They sent her home with a cute neck scarf and gave her lots of cuddles - I will definitely use their boarding services again in the future! :)”


Sara & John Patrick C.Star Sitter

“Sara and her family treated Kiwi like a true family member while we were away for 4 nights!!! She absolutely loved all of the attention from the kiddos, and Kiwi got treated to walks, trip to the park, and family time. We received daily updates with the cutest pictures. We will definitely be coming back to Sara for future needs when we are out of town!”


Jason & Kristen S.Star Sitter

“Jason and Kristen are so great with our dog Sydney! This weekend was Sydney’s third visit in the last two months. She gets SO excited when we drop her off; which in my mind is such a great indication of how much she loves spending time with them!! They send pictures and respond very quickly whenever I send a message to “check on Sydney”! We couldn’t be happier we found Sydney a home away from home when she’s unable to go with us. Thank you Jason and Kristen for taking such great care of our girl Sydney!!”


Kasey K.
Star Sitter


“Kasey and her family are incredible, the communication and videos of our boy Mack throughout the stay were very comforting. They treated Mack like one of their own. Would highly recommend.”


Paige L.Star Sitter

“Paige gets a 10 out of 5 stars from us! We were nervous about leaving our spunky puppy with anyone during our trip, and Paige was extraordinary. She and Decky were loving and took such great care of Maisy. Her care gave us the peace of mind we needed to enjoy our travels. She sent us so many photos and went above and beyond what we asked carewise. THANK YOU!!”


Martha H.
Star Sitter


“Highly recommend! Cooper was well taken care of and Martha provided regular updates with photos. She went above and beyond, taking him for walks and playing fetch. It was heart warming to see Cooper cuddle up to her as we left, not wanting to leave. A true testament to her care and attention. We will definitely be seeing her for future boarding opportunities!”


Cheryl L.

“Cheryl watched my 13+ year old tri-ped for 2 weeks. He was well taken care of, she recognized when his remaining back leg was too tired for a 2nd walk of the day. Took care with him during thunderstorms. My dog and hers got along well. I absolutely would and will book with her again.”


Christopher G.Star Sitter

“Believe the dog whisperer bio!! Our bojji boo had a blast and learned a bit of manners along the way! We will definitely be back to board again!!”


Cari S.Star Sitter

“Cari was wonderful with our 2 dogs. She had to give injections to our diabetic dog twice a day. She even managed a hypoglycemic episode when it happened. We will definitely be calling Cari again when we need to board our fur babies.”




Paul R.

“Another amazing and fun filled weekend for Bruce! Paul Goes above and beyond when Bruce is in his care! Great at communicating and sending pictures! Will be booking again!!”




Ellen H.
Star Sitter


“She was so nice and my pup Max he has a hard time with people and right away he was warmed right up, and sent me updates and lots of pictures:), next trip I can’t take max i will 100% go right to Ellen”


Baleigh T.

“My dog’s first boarding with Baleigh was a success! She had stayed for doggie daycare many times, but not an overnight. She loves playing with Baleigh’s dogs and had a great time. I appreciated Baleigh sending me pictures and keeping me updated. Sadie was tired and content when I picked her up.”


Holly M.Star Sitter

“This is the first time we have used this service. Holly was very friendly at our meet-and-greet...I could tell that she was an animal lover. We were still very nervous, because our Oliver is 8 months of crazy. But, Holly really treated our Oliver like he was part of her family. She sent us pictures during his stay...he seemed very happy. We highly recommend Holly and if a need ever arises again, we will definitely ask her. Thank you Holly for your compassion and patience with our little one.”




Molly S.

“I’ve never used rover so I was a bit nervous to try it for the first time for a whole week. My dog is a giant and a big-time shedder. He also has a problem with taking off on me occasionally. However I was able to connect with Molly and it went so well! She was very kind and warm and easy to talk to and coordinate with for drop off and pick up. She sent me photos of him through the week and gave me lots of updates. She has other dogs and a cat so I know he felt right at home having some buddies around. He seemed very happy when I picked him up and I know he was well cared for. THANK YOU MOLLY!! We appreciate your hospitality so much 😊 highly recommend her services if you need them.”


Seth F.
“Hello, Seth is amazing with animals, we adopted our puppy from him and witnessed his love for dogs first hand. His compassion for his animals was unmatched. He even keeps in touch and checks in on his pups. I would highly recommend Seth.”
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
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?
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 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, 201 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, 93% of Bennington dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Bennington have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 201 dog boarding sitters in Bennington on Rover, so you’re sure to find the perfect match for your dog! In Bennington, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care 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.
