Dog Boarding in Middlebury, CT
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Middlebury dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Daisy lived her overnight stay with Saori. She came home happy and super relaxed. I loved getting photo updates throughout her stay. I knew Daisy was in good hands and it helped make my trip so much more enjoyable knowing she was safe and well cared for. I’ll be booking again soon.”
“Yajaira was amazing! I was so nervous about using the app let alone leaving my dog with someone other than family. This was my first time and everything went perfect. I did a meet and greet prior to the stay where I met with Yajaira and her small dog to see how the vibe was with everyone. She was sweet and her and my dog got along well. She sent daily pictures and updates which I was thankful for. She cared for my dog like family. I’m so happy I found someone close to home that I can trust. Thank you so much again.”
“Mr Bruce is the best, my big fur baby always seems to have a wonderful time there. He comes back so relaxed and well taken care of. Mr Bruce provides great updates every step if the day along with photos. He communicate very well with me and I feel at ease knowing what is going on with my dog! Don't hesitate to book with him, He is the best!”
“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”
“Elizabeth was amazing with our dog, Mabel! She went above and beyond in every way and we would highly recommend her. It was evident in the pictures and updates that Elizabeth genuinely cares about animals and enjoys watching them. Thanks!”
“Valerie and her daughter Maddie were amazing for Jameson's first stay at their home. We received several updates and many pictures during his one night stay. Her dogs are super sweet and Jameson enjoyed their company. She has a beautiful property for hikes too. Jameson will definitely be back.”
“We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!”
“Jessica and Ian are great dog people! Their welcoming atmosphere, frequent updates, and genuine affection for animals gives me peace of mind when I board my dog with them. They've got a safe & puppy-proof environment and my puppy is always in a good mood after staying with them. We are repeat customers and plan to keep it that way for a long time :)”
“Jen was amazing with our Izzy! She kept us updated everyday on how Izzy was doing. Izzy had lots of love and attention, and exercise! Would 100% recommend Jen with the care of your furry family members.”
“Stephanie is great! She sent us many photos of Peanut and is very gentle and patient with him. Her dogs are also really cute and make great companions.”
“Jen was absolutely magnificent as ever. Our Stella clearly had a great time and was very well taken care of. We received pictures of a very happy dog each and every day while we were gone! We will most certainly book again whenever we can - Jen is a truly 1st class sitter!”
“Laura did a great job of communicating throughout my dog’s stay and was very understanding when circumstances changed. Great experience overall and I could tell my dog was well cared for!”
“Nadine and her family were wonderful in taking care of our dog, Stella, while we were away. They were very attentive to Stella’s needs and personality and kept to her regular routine. Nadine kept us updated of Stella throughout her stay which is important when apart from your pets. We will definitely be using Nadine and Daniel again as dog sitters and highly recommend them to anyone considering a sitter for their pets.”
“I highly recommend Gaileen! I had never left my senior dog with anyone other than family before and Gaileen was great at making my dog comfortable and sending me updates! She has been professional, reliable, and caring. My dog is looking forward to more overnights with her! 😊”
“I recently left my beloved furry friend with Christina for few days, and I couldn't be happier with the care she provided. Christina demonstrated exceptional communication throughout the entire time, keeping me updated with daily pictures and messages that truly put my mind at ease. Daily exercise is crucial for my dog, and I was pleased to hear that Christina took her outside to the yard regularly for play and exercise. Not only did my dog come back happy and healthy, but Christina also managed to create a bond that goes beyond the typical sitter-client relationship. It's reassuring to know that there are caring individuals like her on Rover. I highly recommend her services to anyone seeking a reliable and compassionate dog sitter. Thank you, Christina for your excellent service, and I look forward to booking with you again in the future!”
“Danielle and her husband were absolutely amazing while watching our little guy (Jaxson) for a quick getaway this week. We were given constant updates/pictures, and he clearly made himself right at home and was as comfortable as can be. Communication was prompt from the beginning and we were truly at ease while we were away that he was receiving more than adequate care. Jax became quick friends with their pets, and was moping around when we got home because he clearly misses them! Could not recommend enough!”
“Our dog Odie is one lucky pup. It’s been awhile since he stayed at a sitter’s home and as an older dog, we were hoping that he’d be fine with this newer experience in care. He did so well under the genuine loving care that Kathryn provided. She kept us apprised of Odie’s status with photos and reports. Her home is a lovely dog-friendly place to be with a beautiful and large fenced-in yard. My husband and I are truly more than happy to recommend Kathryn’s wonderful caregiving, without hesitation. Thanks, Kathryn!!”
“Addie kept my dogs over Christmas. She was so amazing and understanding when my flight was delayed and ultimately canceled on our return home. I highly recommend her and I hope she is available to care for my babies again in the future!”
Over 69 pet parents in Middlebury have booked dog boarding
Middlebury dog parents share their Rover experiences
Nicole is wonderful and was took great care of my 2 little yorkies that require a bit more care and attention than larger dogs. She keep me posted with pictures during the stay which can eliminate feeling anxious knowing that your animals are being well cared for and loved. I highly recommend Nicole and her family if you are in need of a sitter!
Popular requests near you
Select a filter and find qualifying Middlebury sitters!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
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The median cost per night for dog boarding in Middlebury is $55
Why Choose Rover?
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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.
Sitters in Middlebury average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Middlebury is $55 per night, including service fees. Boarding your dog for one week typically costs $385. 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 $61 per night.
As of Jun 2026, 794 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, 93% 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 12 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 794 dog boarding sitters in Middlebury on Rover, so you’re sure to find the perfect match for your dog! In Middlebury, 96% of sitters offer daily exercise, 98% offer medication administration, and 95% 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.
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