Dog Boarding in Middlebury, CT
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
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.”
“This was our first time using Bruce and we had a positive experience. Bruce sent updates every hour and it was great to see our pup Maximus having a great time. Bruce took Maximus out every 2 hours for potty breaks and we appreciate it! Thank you again, can’t wait to book soon.”
“Erika was awesome. She provided us with multiple updates and pictures daily of our lil buddy. Super professional and very caring for the pets in her care. We would Highly recommend her to others for your pet boarding needs and will definitely use her services again.”
“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 is the most caring and responsible dog sitter. She gives updates with photos and always responds quickly. I was lucky to have such peace of mind on my trip.”
“Cassandra did an amazing job caring for our 4 year old English bulldog for 8 days. Our bulldog is quite stubborn with several medical conditions and she administered all medications and went above and beyond so we can travel without him for the first time in 4 years. Cassandra sent us daily updates and was very quick to respond to us and helped put our minds at ease while away.”
“Valerie and her family are amazing hosts and extra loving caretakers. Jameson has his second extended stay with Valerie and he had a wonderful time. I take comfort in knowing he loves staying with Valerie, her children, and sweet Shakespeare when we are on vacation. They truly treat him like their own and he clearly loves them all. We will be back :)”
“Poppy had a wonderful time with Jennifer. She is very caring and attentive. She sent me multiple pictures each day and kept me informed. This is my second time using Jennifer to care for Poppy, and I couldn’t be more pleased. Thank you Jennifer.”
“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!”
“Ashley is an amazing dog sitter. From the moment I met her and saw her interact with my dog, I knew he would be in good hands. We boarded him with her for 6 days—the longest we’ve ever been apart—so we were a bit nervous. But Ashley’s care and communication let me truly enjoy my vacation, knowing our dog was happy and safe. I loved receiving daily videos and photos, and she even included a bit of training, which I really appreciated! When we returned, our dog was healthy, relaxed, and clearly well cared for. I can’t recommend Ashley enough—she’s reliable, caring, and truly a dog lover at heart!”
“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”
“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!”
“Amazing caregiving to our two babies (Tiger and Georgia) by Laura and her family! We left them with Laura for about 2 weeks. We loved it! We will recommend them to anyone. -Navarun and Michael”
“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.”
“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!!”
“Stephanie was terrific with my dog, Clementine. She knew just what Clem needed. The dropoff and pickup went smoothly. Best of all, Stephanie’s dog Caden was a great playmate. I highly recommend Stephanie, she’s amazing.”
“James and family were wonderful with our dog, taking him in for a week while we went on a recent trip. His communication was thorough to assure us that things were going well, along with any questions about his care as needed. It was evident that our dog endeared himself to their family and had a great stay. We would definitely recommend James for any dog sitter needs and would rebook him as a dog sitter for future occasions”
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Middlebury is $55
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.
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.
Connect anywhere with the Rover app
