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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Yajaira was amazing with my 2 Huskys. They were too happy having so much fun and they well care with yajaira. She take care my dogs very well. When I picked them up they were so clean and smell so good. I recommend 200%. Thank yo you so much. NeXT trip I will count on yajaira.”
“We had such a great experience with Jennifer who care of our dog, Daisy, for almost a week. Jennifer was very communicative throughout the week - keeping us updated throughout our trip with thoughtful messages and plenty of photos showing Daisy relaxed, happy, and clearly enjoying her time with Jennifer and her family. It gave us real peace of mind knowing Daisy was in such caring and capable hands. We wouldn’t hesitate to book with Jennifer again—highly recommended!”
“Elizabeth is awesome! She kept me updated the whole week. Even went above and beyond to make sure my dog was eating everyday. Her place is nice and spacious for play time - I’m sure my dog enjoyed his time there ? highly recommend!”
“Jessica and Ian were terrific! We went away to a family wedding and I was so nervous leaving my 17 year old Bo. When interviewing them I told them about Bo being elderly with walking issues and other elderly ailments, and they assured me that they had no problem, loved elderly dogs, and would take great care of him. Well they were right!! He settled right in and looked so happy in the pics they sent. And he was fine and relaxed when we picked him up.”
“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!”
“I have used this family several times and Mickey has been so very well taken care of! Communication is key and Nadine provides daily updates and photos, which I look forward to! It’s obvious how much Mickey loves this family!”
“They took great care of our dog. She loved running and playing in their large fenced in yard, as evidenced by the photos and videos they sent us (which we much appreciated). Will definitely use them again.”
“Robin is a lovely person who took excellent care of our dog. She kept us updated on everything and I could tell our dog was comfortable and relaxed when we returned. We will definitely be booking with Robin again!”
“Christina was simply amazing! I highly recommend her to any friend or family member. She took excellent care of my dog and treated him as if he was her own. I appreciated all the videos and photos she would send me of my Tomasso and updates of his stay with her. Christina’s home was super clean and she has a large fenced backyard where my dog would get plenty of exercise. 10 out of 10 for those who are looking for more than just someone to watch their pet, she treats them with love and care. Thanks Christina! Tomasso misses you already.”
“Loved Catherine! She took great care of Bear and it gave me peace of mind to know her house was safe, spotless, and dog friendly. I also liked that she only takes one client at a time to ensure full attention to my dog. 🫶🏽”
“Nicole is absolutely the best! Not only is she warm, welcoming, and very accommodating, her veterinary experience and obvious love of dogs assures us that Bluebelle is in the very best hands. Her daily updates and pictures keep us posted on the great time Blue is having with Nicole and her family in their very dog-friendly home and backyard. The best endorsement of all, though, is Blue's excitement and crazy tail-wagging when we mention Nicole's name! Five stars doesn't begin to say enough!!”
“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!!”
“Paola and her family were very sweet to my dog Winnie. They kept me updated with photos and stories the whole time. Also they never left her alone, which I know can’t always be the case, but was really great for Winnie’s anxiety. I would definitely recommend Paola to others looking for a great sitter!”
“Annmarie was amazing ! She kept me updated everyday with pictures and helped my little girl get comfortable quick. She was quick with communication and is very well educated in anything regarding dogs. I will be using her again in the future !”
“Jill and her family are amazing! We have left our maltipoo, Benji with them a few times and they have cared for him so well. Benji just did and overnight and I he loved it. If you need pet care, do not hesitate for a second with Jill. She and her family are great and are our go to sitters!”
About: I’ve been welcoming other people’s dogs into my home for more than 20 years. It started because I knew firsthand how hard it was to leave my own dog when I traveled. I wanted there to be another option for people like me—people who couldn’t imagine leaving their dog in a kennel but also weren’t comfortable having someone stay in their home. What began as something I offered to friends became something I genuinely love doing. There’s something very special about watching a dog arrive in an unfamiliar place, helping them settle in and trust me, and eventually seeing them stretched out on the couch or curled up beside me as though they’ve always lived here. I still miss them when they go home. I board dogs from only one family at a time because I want their stay to feel less like boarding and more like their own vacation. While they’re here, they live with me as part of my household. I work from home and structure my days around them, so they have plenty of companionship and frequent access to my fully fenced yard. I’ve cared for dogs of all sizes, from very small dogs to dogs over 100 lbs, as well as puppies and seniors. They’re welcome on my furniture and, if they sleep with their people at home, they’re welcome to sleep with me. I don’t routinely crate dogs, but I’ll maintain a dog’s crate routine if that’s what they’re accustomed to at home. I require a Meet & Greet before accepting a new dog because I want your dog to be comfortable with me, my home and my dog—and I want you to feel completely comfortable leaving them with me. After more than 20 years, the reason I do this hasn’t changed. I want you to be able to enjoy your time away knowing your dog is enjoying theirs, too—living in a home, getting affection and companionship, and being cared for by someone who understands just how much they mean to you. While your dog is in my care, I structure my days around them. I work from home, have my groceries delivered and generally don’t schedule activities that require me to leave them alone. There’s no rigid boarding schedule here—their normal routine becomes part of mine. Whether they want to follow me around the house, nap beside me while I work, play, cuddle or head into the fenced yard, they have companionship throughout the day. While your dog is with me, I treat them as one of my own, with the same love, attention and care I give my own dog. Before a dog stays with me for the first time, I require a Meet & Greet with my dog so we can make sure they’re comfortable together before you leave your dog in my care. I board dogs from only one family at a time, so there aren’t unfamiliar boarding dogs constantly coming and going. My yard is fully fenced, and while your dog is here, I follow your instructions for feeding, medications and normal routines. I don’t crate dogs unless their family specifically requires it as part of their normal routine.
“The best with my girl Persephone. She was able to take her in very last minute and was very very flexible. I really appreciate all of her help and the way she was with Persephone during this tough transitional period. Loved all the pictures and videos she sent and I noticed that Persephone became less stressed overtime which I love. Highly recommend Madalys to everyone!”
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.
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 October 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 October 2026, there are 1,035 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 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, 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.
<b>Tip:</b> 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 , 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 .
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.
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