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.
“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”
“Saori took fantastic care of our large doodle Toby for two weeks while we were traveling. We received daily updates with pictures and videos, which was really great. Toby had so much fun and will be going back next time we travel. I highly recommend Saori to anyone who needs a skilled and kind person to care of their pet.”
“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.”
“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.”
“Jennifer~I wanted to leave more stars than 5!! She was a fantastic “parents are on vacay” substitute…she quickly learned my pups personalities and routine and stuck w/it! I received daily pics/vids/updates about our precious pups,therefore making our trip more relaxing&enjoyable! For wonderful care and peace of mind, I highly recommend Jennifer! Will definitely use her and her doggie charm again❤️”
“Elizabeth was FANTASTIC! If I could give her a higher rating than 5, I would. Great communication, photos every day and night with daily reports on how Milo was doing. He had a great time there and we will definitely book with her again. Your pet will be in great hands with her and her family!”
“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 took great care of Rory! She got lots of time to walk and play in the snow and also plenty of time to laze around inside and take naps, perfect for her needs.”
“Valerie was great as always. She treats Oliver like her own. He came back happy and tired. She was able to accommodate us when we needed to pick up Oliver a day later due to car trouble. All around, a great experience.”
“Stephanie is wonderful. Our dog is shy and not used to new situations, and she was very caring and sensitive to his behavior and needs. She sent us lots of photos and messages to reassure us that he was doing well - and he really seemed to be having a good time! We hope to leave Alfie in Stephanie’s care again. Thank you, Stephanie!”
“Claudia is fabulous. She was wonderful and patient with our nervous dog, and so flexible when we accidentally booked the wrong dates!! Paisley will definitely be staying with Claudia again.”
“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 ❤️!”
“Mariana was absolutely wonderful with our puppy, Charmy! She cared for her for 16 days and kept us updated with regular messages, photos, and videos, which gave us so much peace of mind. Charmy clearly had a great time, she came home happy, healthy, and relaxed. Mariana was responsive and treated Charmy like part of her own family. We couldn’t have asked for a better sitter and will definitely reach out to her again in the future. Highly recommended!”
“María took great care of my Coco for 9 days when I went out of the country. María provided constant feedback and pictures. Coco had a lot of fun, didn’t rush to jump on the vehicle to get back home. He was very relaxed like if he just came back from vacation too. Maria was very accommodating when I had to modify the times and dates due to airline last minute changes. I’ll bring Coco back for care in the future ❤️❤️❤️”
“She is great . This is my first time living my dog there and im very happy with Addie .she kept sending me pic of my dog snd letting me know how she is doing.i will definitely recommend her .”
“Little skeptical with the app at first, but after reading all the reviews of the several individuals I contacted , and reading the reviews about Rachel, I decided to give this app a chance . So happy I gave Rachel a chance ! Nothing but positive reviews !!!! I got daily photos of my dog having a better time with her than with me. I actually started feeling a little jealous , almost at the point where I was afraid he would not come home with me. She’s awesome very attentive would highly recommend her.”
“Kathryn is probably the best Rover sitter we’ve had (and we’ve used some lovely sitters). Our dogs are anxious when they’re left, and Kathryn really helped them feel at ease - her fenced yard was perfect and they just seemed to trust her. I’d highly recommend booking your pet’s stay with her!”
“Nicole and her girls treated Bella like family. My dog loves kids, so I loved that there were so many friendly faces for her to play with! She usually is so sad when we pick her up from boarding facilities. Bella was her normal chipper self when we picked her up from Nicole’s house!! I could not be more grateful to have found them. Bella had a wonderful weekend☺️☺️”
The median cost per night for dog boarding in Middlebury is $55
Dog parents share their Rover experiences - Middlebury
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Middlebury sitters!Sitters in Middlebury average 12 repeat dog boarding clients
FAQs for Dog 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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