Dog Boarding Middlebury
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 86 pet parents in Middlebury have booked dog boarding
Middlebury, Find top rated dog boarding
“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.”
“We have a senior dog that requires keeping an eye on and medication twice a day and Bruce did so great taking care of pup. Leading up to the stay and throughout communication was open and clear and we appreciated all the questions Bruce had to make sure Tucker was comfortable and had what he needed during his stay. All the pictures of Tucker enjoying himself was the icing on top for us too. We look forward to bringing Tucker back again soon.”
“Addie is great and so nice! My dogs seemed very happy and tuckered out by the time they got home! Addie sent many photos and updated me on their overall behavior. I recommend using her for your fur friends/babies!! Thanks so much for taking good care of them.”
“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.”
“Such a great, loving family. They were very sweet and accommodating of my pups needs. They updated me with pictures daily and let me know how he was settling in. Overall, a really great experience and will definitely use them again in the future ❤️!”
“My dog was so happy during her 5 day stay with Erika! I received daily updates and photos, and my dog looked right at home. Would definitely board with Erika again in the future!”
“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”
“Emy was extremely responsive and gave me great updates about my dog! She was very attentive and made sure my dog was comfortable. She also took my dog on nice long walks to ensure she was well exercised!”
“Klaudia was awesome! Our elderly dog had a health crisis while she was caring for him, and she took him to the vet, was very good with communication, and really cared about our guy for 2 days while we made our way home early from vacation. Highest recommendation!!”
“Robin took great care of our dog. She sent updates throughout the day and when we picked him up, I could tell he was very relaxed and happy and enjoyed his time with her and her family. We will definitely use her again for our dog!”
“By far… the best second Mom to my baby! Dynamo feels so at home with her and her family. I needed a second home when I go away and she and her family are perfect! She is so attentive and loving to the fur babies. Dynamo has always been very skittish. Went around other dogs. Well what can I say, not anymore. She provided a space for him to learn how to make new friends. He even got a girlfriend out of this babysitting adventure. Today, I had to remind him that he had to come home with me and not stay! Five stars and I will always recommend 💕”
“Ryan EXCEEDED my expectations! He has an intuitive way with dogs. He is very knowledgable about dogs & dog behavior. Ryan is the real deal-- a true animal lover & kind, decent human being. He communicated well with pics and updates during my dog's visit. During our initial meeting I felt an instant rapport he had with my dog that put me at ease. His home is VERY dog-centric! The visiting dogs are not confined and are free to mingle and find their own place to relax. There are ample dog beds, couches, human beds and floor space for lounging and sleeping. I especially appreciate that Ryan limits the number of dogs he boards at one time to a very small group, & makes sure they vibe well together beforehand. The living space Ryan and his boarders occupy is all on one level, which is great for my dog with arthritis. There is a wooded trail for walks adjoining the yard, and a guest bedroom if a dog needs some quiet alone time. I would HIGHLY recommend Ryan and I plan to use him again!”
“We just got our puppy about a month ago and was very worried about what we do with him for our already planned trip! Jaylese was very responsive. We booked a meet and greet and I was already so comfortable leaving my pup with her! We received daily pictures and updates!! I am soooo happy we went with Jaylese! She will be used for our pup in the future!!! Thank you for taking great care of our pup ❤️”
“Loretta was absolutely amazing! We went on a family vacation, and after Duke struggled with anxiety and had to be moved twice while in someone else's care, everything changed once he was with Loretta. She made him feel safe, comfortable, and loved from the moment he arrived. It was such a relief knowing he was in caring and capable hands. Loretta truly knows how to care for pets with patience, compassion, and genuine love. We couldn't have asked for a better sitter, and we'll definitely be using her again in the future. Highly recommend her to anyone looking for someone who will treat their pet like family!”
“Nicole was great with our 2 French bulldogs! She took great care of them, and they loved her dog too! I’d absolutely recommend Nicole if you need to board your dog.”
“She was a great dog sitter, reliable, caring, and my dog loved her. I felt completely at ease knowing my pup was in good hands. she kept an open line of communication and sent pictures each day to keep me up dated”
“Yi Jia was amazing with my dog. She sent daily updates with pictures. Miaomiao was so happy when I picked him up. She spent a lot of time playing with my dog and followed all our instructions to take good care of him. We highly recommend her and will definitely book again”
“Jayme was absolutely wonderful! She was incredibly flexible with our schedule and always responded quickly to our messages. We felt so at ease knowing Finnegan was in such good hands. It was clear that she genuinely cared for him and that he had a great time with her dogs. We highly recommend Jayme to anyone looking for a reliable and loving dog sitter!”
The median cost per night for dog boarding in Middlebury is CA$60
Dog parents share their Rover experiences - Middlebury
Our pups came home happy and well-loved after a multi-night stay with Nicole and her family. We were updated with periodic pictures and notes. One of our dogs has some anxiety and he clearly enjoyed his stay without issue. Nicole's dog Willow is an adorable a new friend. We will definitely be booking Nicole and her family again and would highly recommend.
Liliana and her husband are wonderful. They were very flexible with us when our plans changed and great at communicating. We got plenty of photos and updates while our dog stayed with them and she was a very happy girl when we picked her up. 10/10 would recommend!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Middlebury
Select a filter and find qualifying sitters offering dog boarding.Sitters in Middlebury average 12 repeat dog boarding clients
FAQs for Dog Boarding - Middlebury
Frequently asked questions about Rover
The average cost of Dog Boarding in Middlebury is $60 per night as of November 2026. Most bookings cost between $48 and $83 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 1,030 sitters on Rover offering Dog Boarding across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Middlebury can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Middlebury home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Middlebury.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Middlebury. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Middlebury sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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