Dog Boarding Middlebury
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 85 pet parents in Middlebury have booked dog boarding
Middlebury, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Saori was such a great sitter for our pups (1 year old great pyrenees). She took them to the dog park in the morning for a couple of hours, helped continue our invisibile fence training, and sent us so many pics and updates throughout the weekend. I could tell how happy and comfortable our dogs were in her home and under her care. They came home so tired because they had so much fun with her and the other dogs!”
“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.”
“A great pet sitter, she had originally planned only to take care of two of my Huskies, but last minute she was available to receive my third Husky after a last minute plan change, and she made the appropriate arrangements for it. I am very satisfied with her work.”
“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.”
“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!”
“I can't say enough great things about our experiences with Jennifer. I've left my dog Peachy with her 3 times now, this last time being over a week. I got so many picture and video updates throughout and I could see how comfortable and happy my Peachy was. Jennifer and her daughter are so wonderful with her and I am very grateful to have found them. The peace of mind I have now while I'm away that my dog is well cared for is worth so much. Also, Jennifer was highly communicative and very flexible when my schedule needed to change last minute. I won't leave Peachy with anyone else now!!”
“Jessica and Ian did an amazing job taking care of my pup during my wedding weekend! She has never napped so hard when we brought her home! Will definitely use them in the future of all of my dogs pet sitting needs!”
“Pam is so communicative and always shares photos of the pet :) she took such a good care of Tofu that Tofu cried and didn’t want to leave when we had to pick him up 🤭 thank you so much, Pam!”
“Bruce was amazing!! He helped me out with a last minute request for boarding my fur baby due to a work trip. Grady was so happy staying with him. We will definitely be going to Bruce for all future pet sitting needs.”
“Cassandra & Nolan took excellent care of my Rosie girl while I was on a day trip to NYC. Frequent walks, cuddles, playtime, and plenty of photo updates. She enjoyed taking part in their holiday celebration! I will definitely book them again next time I'm in CT.”
“Our second time leaving our dog with Elizabeth and everything went so smooth. It is a great comfort knowing he is being taken such good care of. We will be leaving him again soon! Thank you Elizabeth!”
“Enrique H. was... no is absolutely amazing! He was very kind to our puppy. We were very nervous leaving our lil one for the first time, but his experience, set up of his house, and communication skills made it easy for us to trust he would take good care of our puppy. If you are looking for someone to take care of your high energy puppy, Enrique H. is the one!”
“Valerie & her family were wonderful with our 5 month old puppy. Her house & property are very well kept & great for pets. Valerie put me at ease with her messages while we were away. I will use her again.”
“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!”
“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”
“Nicole took excellent care of our dog. He went with her everywhere and met lots of friendly doggies and people and looked like he had the time of his life! It was a real weight off our minds having him safe and happy with Nicole.”
“Contacted James kinda last minute. We met that evening and I dropped my dog off the following night. He must've had fun cause when I picked up up the following evening he was tired from all the playtime. Would definitely use again”
“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.”
The median cost per night for dog boarding in Middlebury is $55
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.
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.
Meet local sitters who will treat your dogs like family
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 Boarding - Middlebury
Frequently asked questions about Rover
The average cost for Dog Boarding in Middlebury on Rover is $59.64 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of September 2026, there are 1,045 sitters on Rover offering Dog Boarding across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Middlebury sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Middlebury landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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.
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.
Connect anywhere with the Rover app
