Dog Boarding Middlebury

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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.

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Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
30 years of experience
Watertown, CT, 06795

“Kathleen is amazing! Molly had a great time. Our dog has seizures and requires multiple meds. She took expert care of our Molly. We will definitely try booking with her again.”

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Mike R.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 68 reviews
37 repeat clients
13 years of experience
Watertown, CT, 06779

“Jen was amazing with our Izzy! She kept us updated everyday on how Izzy was doing. Izzy had lots of love and attention, and exercise! Would 100% recommend Jen with the care of your furry family members.”

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Colin F.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
10 years of experience
Hamden, CT, 06518

“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.”

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Amy V.
Sitter Profile Image: Jessica & Ian K.
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Jessica & Ian K.
from
$65
per night
5.0 out of 5 stars
• 73 reviews
32 repeat clients
25 years of experience
Sandy Hook, CT, 06482

“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!”

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Abby B.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 381 reviews
123 repeat clients
5 years of experience
Naugatuck, CT, 06770

“Erika and her son were excellent with our pups and and kept us updated with pictures and messages the entire stay! They were so accommodating to us as we booked last minute and then we extended the stay an additional 2 nights, one of which was Xmas eve. I HIGHLY recommend and will definitely use Ericka again!”

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Alexa D.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
• 404 reviews
100 repeat clients
20 years of experience
Danbury, CT, 06811

“Rich is great with communication and making sure our dogs are safe and having fun. He even prepared a special holiday meal over Christmas for all of them. So happy he was available to care for our two dogs.”

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Annette F.
Sitter Profile Image: Noemi & David B.
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Noemi & David B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 49 reviews
13 repeat clients
32 years of experience
Woodbridge, CT, 06525

“Noemi & David were great - I needed help while I was away on conference and they were so punctual. It was clear Somi had a lot of fun. Very happy fur parent”

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Ally
Sitter Profile Image: Robin S.
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Robin S.
from
$59
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Fairfield, CT, 06824

“Robin is just wonderful, so responsible and always keeping me up to date on everything going on while my dog is in her care. I am grateful for her!”

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Susie L.
Sitter Profile Image: Maria D.
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Maria D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 163 reviews
84 repeat clients
28 years of experience
Meriden, CT, 06451

“Maria was outstanding with taking care of my pug while I was in Italy for a week!! I was traveling with my boyfriend and didn’t have a phone plan, and Maria had no problem with communicating with me through my boyfriends phone. I got many updates and photos of how my dog was doing. I can tell she had a great time and was given the best care with Maria. I couldn't have had a better experience with Maria as my first time using Rover!!”

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mary b.
Sitter Profile Image: Stephanie P.
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Stephanie P.
Star Sitter
from
$49
per night
4.9 out of 5 stars
• 191 reviews
51 repeat clients
5 years of experience
Edgewood, New Haven, CT, 06511

“Stephanie is amazing. She provides so much love, care and gives so much updates so that pet parents can be worry free. She is the person who I will rely on when my fur baby needs care.”

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Na Young R.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 63 reviews
22 repeat clients
10 years of experience
Danbury, CT, 06810

“Rachael was so good with Swift! He can be a little much, but she took him for lots of hikes and play time and he came home tired, happy, and better behaved. You can tell she loves what she does.”

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Mahayla G.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 39 reviews
8 repeat clients
21 years of experience
Ansonia, CT, 06401

“Michelle was great! We had a last minute booking and she was our hero. Quick responses and Henry came back happy and healthy. Would highly recommend!”

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Jessica C.
Sitter Profile Image: Matthew R.
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Matthew R.
from
$50
per night
20 years of experience
Wolcott, CT, 06716

About: I’ve trained multiple dogs for obedience & hunting, which I’ve dedicated several months to do for each pup. I have a 10 year old Chesapeake Bay Retriever that’s very well trained and well behaved. I work from home, so I’m here all day unless I go out for something at the store or gym. If gone, I always let the dog roam free and keep the tv on for him. Naturally I play with the pup several times a day. My office is connected to the backyard, so I can throw the ball or play often. I have no issues letting the dog outside whenever they’d like.

Sitter Profile Image: Brianna V D.
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Brianna V D.
from
$55
per night
4.9 out of 5 stars
• 278 reviews
101 repeat clients
15 years of experience
Hill, New Haven, CT, 06519

“Brianna was great! She was responsive and easy to schedule with. She watched my dog for 3 nights and sent an update with a photo daily! I have already rebooked Guinness for his next stay with her. Highly recommend!”

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Lauren A.
Sitter Profile Image: Annmarie K.
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Annmarie K.
from
$70
per night
5.0 out of 5 stars
• 42 reviews
19 repeat clients
20 years of experience
Brookfield, CT, 06804

“Annmarie was a dream to work with! It was our first time dropping our pup (Byrdie) off on Rover, so we were a little nervous, but she quickly put our mind at ease. Communication before and during our pup’s stay was top notch, with plenty of updates and pictures about how Byrdie was enjoying her time. Next time we’re in the area, we’d use Annmarie again in a heartbeat!”

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Jonathan O.
Sitter Profile Image: Addie M.
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Addie M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 82 reviews
49 repeat clients
20 years of experience
Waterbury, CT, 06708

“Addie kept my dogs over Christmas. She was so amazing and understanding when my flight was delayed and ultimately canceled on our return home. I highly recommend her and I hope she is available to care for my babies again in the future!”

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Holly P.
Sitter Profile Image: Jayme B.
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Jayme B.
from
$65
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
West Haven, CT, 06516

“Jayme really helped us out with watching Diesel when we had to go away for a long weekend for a family wedding. I felt very comfortable knowing that Diesel was in good hands and that he had a yard to play around with. Jayme is very kind and sent several pictures of Diesel. Knowing that he was in someone’s loving home and not in a boarding facility put me at ease. I would recommend Jayme without hesitation for anyone who wants their dog to have a home away from home!”

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Allison G.
Sitter Profile Image: Giselle G.
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Giselle G.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Derby, CT, 06418

“Giselle took great care of Rusty and he had a very relaxing and comfortable stay with her 😊 We loved getting photo updates throughout our trip.”

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Jahna S.
Sitter Profile Image: Hilary M.
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Hilary M.
from
$70
per night
20 years of experience
Trumbull, CT, 06611

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.

Sitter Profile Image: Madalys B.
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Madalys B.
from
$40
per night
4.9 out of 5 stars
• 123 reviews
38 repeat clients
10 years of experience
Bridgeport, CT, 06606

“Madalys did a great job with Opie for the second time in a row. Even though it was an extended stay Opie look like he was with family. She kept us up yo date on the progress of Opie stay and delivered the dog back to us safe and sound. Thank you so much it was a pleasure.”

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Jermaine S.
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The median cost per night for dog boarding in Middlebury is $55

Dog parents share their Rover experiences - Middlebury

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5.0 out of 5 stars

I had to fly back to Montana and was not able to bring my fur babies. Lilly and her husband took such great care of both my fur babies. I would highly recommend using them. As I will be using them again.

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Brittany H.
Boarding
5.0 out of 5 stars

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.

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Rachel L.
Boarding
5.0 out of 5 stars

My fur babies were very well taken care of. THEY ABSOLUTELY LOVED THEIR TIME. My babies were so very loved while I was gone. Highly recommend

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Brittany H.
Boarding
5.0 out of 5 stars

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!

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Caroline P.
Boarding
5.0 out of 5 stars

Nicole took care of my elderly dog last minute and was great!!! I was really reassured by her communication and pictures while I was away on a short trip. My dog is anxious but seemed so comfortable and happy in her care. Thanks, Nicole!!!

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Victoria P.
Boarding
5.0 out of 5 stars

Our puppy Maggie had such a fun overnight at Nicole's place! We needed a dog sitter last minute and Nicole came through for us. Maggie learned to play tug of war with her dog Willow and got lots of cuddles. She came home happy and sleepy.

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Laura N.
Boarding
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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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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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