Dog Boarding Middlebury
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 81 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 took wonderful care of our Gus during his week long Thanksgiving stay. He enjoyed his long trips to the dog park and all the cuddles and care he receives throughout the week!”
“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.”
“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.”
“Yajaira is the best dog sitter I’ve ever had! She is experienced, confident, and professional. I had zero doubts about leaving my pup with her for 4 days after our meet and greet, and I was right. Mia was able to run around, and received all the love from Yajaira that she usually gets with me. I would choose Yajaira every time in the future. Thank you from Mia and I <3”
“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.”
“I can't tell you how thankful I am to have found Elizabeth to watch our dog. We have never left him with someone we didn't know and this is our first time using Rover. She went above and beyond to make me feel comfortable and confident in leaving my dog with her. She was great at communication before and during my dog's stay always letting me know how he was doing and also sending pictures along with the updates. I highly recommend her and will be booking with her again soon! Thank you Elizabeth!”
“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!”
“Our Bérneise Mountain dog-Otto had a wonderful visit with Jen & her family. It was wonderful to go away knowing he's happy and so welled cared for. Thanks again Jen!”
“This was our first time using Rover and leaving our dog anywhere else other than our home. It was a little bit stressful, and we had a bit of anxiety, but Erika made us feel so at ease. We received multiple updates during the day. She sent many pictures and really made us feel comfortable knowing that Ginger was happy and well taken care of. Would definitely recommend and book again.”
“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.”
“Bruce is so attentive and a loving caregiver for our dog. He sends regular updates so you are never wondering if your pet is doing ok. Our dog is very comfortable there.”
“We had a great experience. Nicole and her daughters took very good care of Tux. Receiving Tux’s frequent updates and pictures made us feel relaxed. Will send Tux in future too and highly recommend.”
“Claudia did a fabulous job sending us pictures and keeping us updated on our dog child! We had a hard time finding a sitter in VA over the holidays and ended up bringing him up to CT when we visited family for Christmas. We were confident leaving him with Claudia, and would board him with her again if we ever bring him back up to CT!”
“Stephanie is such a caring provider. We can tell she really enjoyed Bleu’s company and it was mutual! She understands his individual needs. She planned activities to match his energy. She also had other dogs that had pleasant vibes. She gave us a full progress report. We all love Stephanie and cannot wait to reconnect in the future.”
“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!!”
“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
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.
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 $58.85 per night (as of July 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 July 2026, there are 1,075 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.
98% 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.
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