Dog Boarding in Middlebury, CT
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Top rated Middlebury dog boarders
“I am thrilled that JoJo has been well cared for while I worked away from home. No more worries .. JoJo has a great place to go when I need the help while I’m away.”

“Nicole and her family took wonderful care of our girls, Bailey and Ruby. Highly recommend her. She provided dailey pictures which showed the care our girls received. Will use her services whenever we go out of town.”

“Rich was a lifesaver! We needed last-minute help watching Honey, and he responded quickly and made sure we got to do a meet-and-greet. He’s got a great doggy daycare/boarding going from his house with plenty of room in the backyard for the pups to have fun! Rich was a gem in being around all the time for the dogs, being available, and sharing updates. I recommend Rich and his services, even if you are looking more for doggy day care- he is where it’s at!”

“I recently had Jieun look after my dog and I couldn’t be happier with the experience. From start to finish, she went above and beyond to ensure Skippy was well cared for and comfortable. Skippy can be reserved with new people, but he quickly warmed up to Jieun. Communication was another standout aspect of the stay. I received regular updates and great photos of Skippy having a good time, which put my mind at ease. It was clear that Jieun genuinely cared about Skippy’s well-being. The level of attention and care Skippy received was outstanding. I highly recommend Jieun if you need someone to care for your pet. Skippy and I are both incredibly grateful for the exceptional stay!”

“Michelle and her family were great with our two pups for a week! She sent updates and pictures daily and the pups always looked so happy! Walks every day and both came back really happy. Will definitely use again. Thanks Michelle!”

“Perfect home away from home ! Seems he had great fun and definitely did not seem stressed at any time, given that this was his first time here. Every little thing requested around his food, rest and habits were taken care of by the host. What more can we ask other than this kind, caring and loving care and friendly human company ?! We will definitely look you up when in need of care.”


“From the moment we dropped her off Maria was so warm and friendly!! She kept us updated with pictures and details we needed to know. Maria was very on top of everything and more...Highly highly recommend her!”

“Pretty sure my dog likes Yahaira & Lucky more than us now ? Knox had a blast & Yahaira was very attentive to him. We got daily updates with lots of pictures! We cannot wait to book again ?”

“Suzanne truly made our experience wonderful from beginning to end. She communicated so well and was always happy to accommodate any requests or picture updates :) It comforted us to know that our little dog was in caring hands throughout the entire weekend. Seeing how happy and well-loved our dog was while there really put our minds at ease.”

“Noemi was wonderful with my dog and accomodating to my last minute booking! She sent me daily doggy mail and updated me on his activities. She has a beautful large fenced in yard for the dogs to run around and play. Very pleasant and my dog seemed happy when i picked him up also so i know he enjoyed himself! Will definitely book with Noemi again!”

“Highly recommend. Makylia is great. I’ve contacted her with short notice and she was able to take my pup in for day care and boarding. She was very responsive and gave me a peace of mind with picture and photo updates. You can tell that she really loves taking care of animals.”

“I had an amazing experience with Jourdyn! From the very beginning, she had great communication, maintained professionalism, and it was wonderful to see that I found a sitter who truly cared about my pup Leo. Jourdyn sent pictures and gave updates throughout the day, and I really enjoyed the videos of her spending quality time with Leo. I can’t say enough great things. I highly recommend her and I hope to work with her again in the near future. Thank you Jourdyn! - Shar and Leo”

“This was our first time using Zarah as a dog sitter and she was amazing with our dog Snoopy! She kept us updated on how he was doing & she was super responsive. She treated Snoopy like one of her own. We will absolutely be using her as a dog sitter from now on! Thanks, Zarah!!!!”

“Jennifer was great. Our dogs took to her right away, and made it easier to leave them with her. She took pics throughout the stay, which was great to get updates while we were gone. Will definitely be using her again for future trips.”

“Chestnut had a wonderful experience. I appreciated Lilliana sending me daily pictures of Chestnut so my daughters could see him enjoying his stay. Thank you again Lilliana for taking such great care of chestnut.”

“I'm so glad I picked Addie for my first time using Rover. I had a mutual friend lines up that feel through last minute so I was nervous to use someone i didn't know but this experience couldn't have gone better. Addie basically walked me through it and once I left she sent pix and updates so I could deal with the business at hand with my quick trip. She said she would welcome my pup back again and I would 100% leave him with her again.”

Loving dog boarding sitters in your neighborhood
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Bruce B.Star Sitter

“I am thrilled that JoJo has been well cared for while I worked away from home. No more worries .. JoJo has a great place to go when I need the help while I’m away.”
Nicole G.Star Sitter

“Nicole and her family took wonderful care of our girls, Bailey and Ruby. Highly recommend her. She provided dailey pictures which showed the care our girls received. Will use her services whenever we go out of town.”
Rich U.

“Rich was a lifesaver! We needed last-minute help watching Honey, and he responded quickly and made sure we got to do a meet-and-greet. He’s got a great doggy daycare/boarding going from his house with plenty of room in the backyard for the pups to have fun! Rich was a gem in being around all the time for the dogs, being available, and sharing updates. I recommend Rich and his services, even if you are looking more for doggy day care- he is where it’s at!”
Jessica & Ian K.

“Jess and Ian were wonderful with my two boys. They communicated with me while on vacation and it eased my mind to know they were ok. Wonderful and honest couple”
Jieun B.Star Sitter

“I recently had Jieun look after my dog and I couldn’t be happier with the experience. From start to finish, she went above and beyond to ensure Skippy was well cared for and comfortable. Skippy can be reserved with new people, but he quickly warmed up to Jieun. Communication was another standout aspect of the stay. I received regular updates and great photos of Skippy having a good time, which put my mind at ease. It was clear that Jieun genuinely cared about Skippy’s well-being. The level of attention and care Skippy received was outstanding. I highly recommend Jieun if you need someone to care for your pet. Skippy and I are both incredibly grateful for the exceptional stay!”
James E.Star Sitter

“James was excellent. We enjoyed receiving pictures and our Gracie came home a very happy girl. She got lots of exercise and was well cared for.”
Michelle D.
“Michelle and her family were great with our two pups for a week! She sent updates and pictures daily and the pups always looked so happy! Walks every day and both came back really happy. Will definitely use again. Thanks Michelle!”


Howard & Kathleen R.Star Sitter

“Perfect home away from home ! Seems he had great fun and definitely did not seem stressed at any time, given that this was his first time here. Every little thing requested around his food, rest and habits were taken care of by the host. What more can we ask other than this kind, caring and loving care and friendly human company ?! We will definitely look you up when in need of care.”


Maria D.Star Sitter

“From the moment we dropped her off Maria was so warm and friendly!! She kept us updated with pictures and details we needed to know. Maria was very on top of everything and more...Highly highly recommend her!”
Yajaira R.Star Sitter

“Pretty sure my dog likes Yahaira & Lucky more than us now ? Knox had a blast & Yahaira was very attentive to him. We got daily updates with lots of pictures! We cannot wait to book again ?”
Elizabeth N.

“Lucky had a wonderful time with Elizabeth again!!! We are always able to fully enjoy ourselves on vacation knowing he is in such loving hands. Thank you!!”
Suzanne C.

“Suzanne truly made our experience wonderful from beginning to end. She communicated so well and was always happy to accommodate any requests or picture updates :) It comforted us to know that our little dog was in caring hands throughout the entire weekend. Seeing how happy and well-loved our dog was while there really put our minds at ease.”
Noemi & David B.Star Sitter

“Noemi was wonderful with my dog and accomodating to my last minute booking! She sent me daily doggy mail and updated me on his activities. She has a beautful large fenced in yard for the dogs to run around and play. Very pleasant and my dog seemed happy when i picked him up also so i know he enjoyed himself! Will definitely book with Noemi again!”
Makylia W.Star Sitter

“Highly recommend. Makylia is great. I’ve contacted her with short notice and she was able to take my pup in for day care and boarding. She was very responsive and gave me a peace of mind with picture and photo updates. You can tell that she really loves taking care of animals.”
Erika P.
Star Sitter

“Erika was very friendly and focused on making Jazzy feel comfortable and included. She was professional and caring and gave regular updates on how he was doing.”
Jourdyn B.

“I had an amazing experience with Jourdyn! From the very beginning, she had great communication, maintained professionalism, and it was wonderful to see that I found a sitter who truly cared about my pup Leo. Jourdyn sent pictures and gave updates throughout the day, and I really enjoyed the videos of her spending quality time with Leo. I can’t say enough great things. I highly recommend her and I hope to work with her again in the near future. Thank you Jourdyn! - Shar and Leo”
Zarah F.

“This was our first time using Zarah as a dog sitter and she was amazing with our dog Snoopy! She kept us updated on how he was doing & she was super responsive. She treated Snoopy like one of her own. We will absolutely be using her as a dog sitter from now on! Thanks, Zarah!!!!”
Jennifer M.

“Jennifer was great. Our dogs took to her right away, and made it easier to leave them with her. She took pics throughout the stay, which was great to get updates while we were gone. Will definitely be using her again for future trips.”
Liliana Z.Star Sitter

“Chestnut had a wonderful experience. I appreciated Lilliana sending me daily pictures of Chestnut so my daughters could see him enjoying his stay. Thank you again Lilliana for taking such great care of chestnut.”
Addie M.Star Sitter

“I'm so glad I picked Addie for my first time using Rover. I had a mutual friend lines up that feel through last minute so I was nervous to use someone i didn't know but this experience couldn't have gone better. Addie basically walked me through it and once I left she sent pix and updates so I could deal with the business at hand with my quick trip. She said she would welcome my pup back again and I would 100% leave him with her again.”
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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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, the median cost of dog boarding in Middlebury is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Middlebury dog boarding rates can be found as low as $21 to as high as $59 per night.
As of Aug 2025, 778 sitters provided dog boarding in Middlebury. 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, 89% of Middlebury dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Middlebury have an average of 17 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 Middlebury.
Rover makes it easy to find Middlebury 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 778 dog boarding sitters in Middlebury on Rover, so you’re sure to find the perfect match for your dog! In Middlebury, 95% of sitters offer daily exercise, 97% offer medication administration, and 92% 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.
