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

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Loving dog boarding sitters in your neighborhood
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1. Jessica & Ian K.


“Jessica & Ian are true professionals. First time leaving our 15 year old dog with a nonfamily member & they took such great care of her. They responded to my questions and sent beautiful photos of her while I was away. They treated her like a member of their family. Apparently she even bonded with their dog which is unusual for her! Thank you so much!”


2. Yajaira R.

“This was my first time leaving my dog with someone else. If I could give 10 stars I would. She took pictures and updated me on how he was doing. When we came home he was a very tired boy and happy. If you are looking for a babysitter for your puppers, Yajaira is the one.”




3. Guliser "Julie" B.

“Julie was AWESOME! She answered my messages in a timely manner and sent me updates and pics of my babies every day. I will definitely be booking her again for future sittings!”


4. Bruce B.

“Our Finley loves staying with Bruce. We have used him for two multi-day stays and one daytime visit. Last week he was excited to see Bruce when we dropped him off. Carolyn does a great job of keeping us updated on how Finley is doing. I would highly recommend them.”


5. Liliana Z.

“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.”


6. Erika P.


“Luna had a fantastic time during her week at Erika’s house. She was well taken care of and loved. We will definitely be using Erika again in the future!”


7. Jennifer M.


“Jennifer took terrific care of our Molly! She was there for ten days and has come home happy and tired from all her play time! She sent pictures of her everyday! Will definitely use her services again,”


8. Kara S.

“Kara takes great care of our Berner Milo. She send the cutest pictures of him enjoying his stay. We will use her every time we can that she is available!”


9. Jieun B.

“This is our second time to book the service from Jieun. They were very nice and friendly. They sent us many pictures and videos. Miaomiao likes them and Ollie very much! I would recommend for everyone to let them take care of your pets.”


10. Elizabeth N.


“Elizabeth was amazing. She took very good care of my baby while I was on vacation. She gave updates throughout the day which was very reassuring. Her home was nice and clean as well. She also has a great backyard. Would definitely recommend booking with her.”


11. Victor A.

“We highly recommend Victor. He's pleasant, very professional & easily reachable. He understands how dogs behaves in an unfamiliar setting. We left our dog for 3 nights and he made sure we get updates & pictures regularly. He also has a fenced backyard big enough for dogs to run around and has adorable dogs on his own. We'll definitely contact him again, if we need someone to take care of our dog.”


12. Camille P.


“Camille and her family were great! Chief seemed to enjoy the stay and she kept me constantly updated with pictures and details from the day. would highly recommend”


13. Addie M.

“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.”




14. Maria D.

“I can’t recommend Maria enough! She provided exceptional and extremely compassionate care for our dog, Pluto, who boarded with Maria and her family for almost 3 weeks. I was very anxious about leaving Pluto with a stranger because he has some complicated health issues. However, before Pluto boarded with Maria and her family, she came to our place to meet us and discuss Pluto’s needs. She reassured us that she knew how to deal with seizures and could administer Pluto’s pills. Maria was great about reaching out when Pluto was experiencing stomach problems and was very responsive whenever I reached out for updates. She regularly sent us photos of Pluto enjoying his time with other dogs. The fact that Maria also has her own dogs and boards other dogs was a huge plus since Pluto is always with our family at home or at doggy daycare, so he hates being alone. In addition to being highly experienced in pet care, Maria is also extremely compassionate. I always felt that Pluto was in the best hands possible. Maria made a very difficult situation for my family easier since we knew he was getting the best care possible. Thank you so much, Maria! We will definitely be requesting your help again in the future and recommending you to anyone looking for a reliable and caring pet sitter!”


15. Michal & John & William R.

“Like many dog parents, I was nervous about leaving my dog for the first time. Definitely couldn’t have picked a better team to watch Max. They gathered lots of information to make Max feel comfortable (and me ?) and Max enjoyed his stay. I have booked them again already!”


16. Rich U.

“Rich was amazing! This was our first time with Rich and also the first time my pup stayed with anyone outside of family. My pup has pretty bad separation anxiety and Rich did such an amazing job at making him feel comfortable. He makes it a point to make sure all the dogs are feeling comfortable and getting along. My pup warmed up to the situation quickly and seemed to have a great time. He offers to send pics/videos as much or as little.. i of course opted for as much and I was updated every day throughout the day! I traveled from Brooklyn and it feels well worth it. Will continue to use him as my dogs watcher!”


17. James E.

“James took care of Oreo for 2 weeks during the holidays, he was always responsive to messages and send pictures every couple of days! Definitely would recommend! Thanks for all the help”


18. Zarah F.


“Zarah was great — I needed a dog sitter very last-minute, and she responded with her availability immediately. Her communication was great, she sent several pictures of Toby throughout the night, and he seemed happy when I picked him up. I would not hesitate to recommend Zarah to anyone else!”


19. Noemi & David B.

“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!”


20. Nicole G.

“Nicole took excellent care of our dog in her home and sent daily updates. He was happy and tired from playing with her pups! Would recommend Nicole for your pet!”
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 Apr 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 $63 per night.
As of Apr 2025, 783 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, 91% of Middlebury dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Middlebury have an average of 16 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 783 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 93% 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.
