Dog Boarding Middlebury

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Over 84
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.

1 / 1
Sitter Profile Image: Yajaira R.
Verified Enhanced Background Check
Yajaira R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
186 reviews
92 repeat clients
4 years of experience
Waterbury ct, CT, 06708

Yahaira did a wonderful job with my dog Finn. I have used big boarding facilities in the past and felt like they were not doing the little things to make Finn happy. In the pictures Yahaira sent you can tell Finn was given a lot of attenrion and was super happy!!

Profile image
Laura P.
Sitter Profile Image: Kathleen D.
Verified Enhanced Background Check
Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
30 years of experience
Watertown, CT, 06795

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.

Profile image
Jessica V.
Sitter Profile Image: Jennifer M.
Verified Background Check
Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
66 reviews
36 repeat clients
13 years of experience
Watertown, CT, 06779

My puppy was very happy to stay with Jenn. I loved getting updates and photos. I felt secure leaving my precious dog with her. I interviewed other sitters and correctly knew Jenn would be great. She was!

Profile image
Joyce L.
Sitter Profile Image: Erika P.
Verified Enhanced Background Check
Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
364 reviews
121 repeat clients
3 years of experience
Naugatuck, CT, 06770

Erika was absolutely amazing to board my diabetic senior cat with. He loved her and her family so much, and warmed up to them even though he prefers his alone time, it was like a mini vacation for him! I 100% will be contacting Erika again for future stays, she was extremely patient, caring, understanding and on top of everything you would hope for in a pet sitter. Thank you so much again for taking such good care of my boy!

Profile image
Dimytra P.
Sitter Profile Image: Liliana Z.
Verified Enhanced Background Check
Liliana Z.
Star Sitter
from
$55
per night
5.0 out of 5 stars
30 reviews
14 repeat clients
10 years of experience
Middlebury, CT, 06762

Liliana & her husband were very good with Luigi. They both took the time during our Meet & Greet to ask questions and get to know him. Liliana sent pictures during his stay and he looked happy out on his afternoon walks.

Profile image
Theresa H.
Sitter Profile Image: Bruce B.
Verified Enhanced Background Check
Bruce B.
Star Sitter
from
$47
per night
5.0 out of 5 stars
505 reviews
214 repeat clients
50 years of experience
Woodbridge, CT, 06525

Bruce and Caroline took excellent care for my pup while I was away. They were incredibly quick to respond to my messages, and updated me regularly with pictures and notes. I will definitely be using them again without hesitation!!

Profile image
shane r.
Sitter Profile Image: Richard & Sandra W.
Verified Background Check
Richard & Sandra W.
from
$25
per night
4.9 out of 5 stars
175 reviews
84 repeat clients
20 years of experience
Guilford, CT, 06437

Richard and Sandra watched our dog for two weeks and were wonderful. The fenced-in yard was perfect for our dog. They sent us regular updates so we knew our dog was being well cared for, and she was healthy and happy when we picked he upr. We highly recommend them!

Profile image
Anna D.
Sitter Profile Image: Anthony Q.
Verified Background Check
Anthony Q.
Star Sitter
from
$40
per night
5.0 out of 5 stars
532 reviews
205 repeat clients
12 years of experience
Hamden, CT, 06514

Just wanted to say, we had an amazing experience with Anthony! Blaze was exhausted… we received pictures and videos everyday! And he was very accessible… when ever we needed him… or had a question! We will be using him again very soon. Definitely recommend his services. The Fox’s #5stars

Profile image
Preston And Keiana F.
Sitter Profile Image: Nicole G.
Verified Enhanced Background Check
Nicole G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
58 reviews
15 repeat clients
30 years of experience
Southbury, CT, 06488

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☺️☺️

Profile image
Jamie F.
Sitter Profile Image: Elizabeth N.
Verified Enhanced Background Check
Elizabeth N.
Star Sitter
from
$47
per night
5.0 out of 5 stars
190 reviews
54 repeat clients
15 years of experience
Seymour, CT, 06483

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!

Profile image
James R.
Sitter Profile Image: Saori A.
Verified Enhanced Background Check
Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
15 years of experience
Newtown, CT, 06470

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.

Profile image
Sandy S.
Sitter Profile Image: Maria D.
Verified Background Check
Maria D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
158 reviews
81 repeat clients
28 years of experience
Meriden, CT, 06451

Maria was an angel ?! She helped me with my baby Callie(who's really 9) while I worked back to back 12 hour shifts and my Mom was in the hospital. Mom's Callie Mama2 and is usually with her when I work. I can't say enough wonderful things about Maria and her care of my Callie. I would definitely recommend Maria to care for your beloved pet. Thank you to Maria and her family from me and Callie.

Profile image
Christine V.
Sitter Profile Image: Dan G.
Verified Enhanced Background Check
Dan G.
from
$50
per night
5.0 out of 5 stars
49 reviews
15 repeat clients
17 years of experience
Sandy Hook, CT, 06482

My experience with Dan on Rover exceeded all expectations and provided unparalleled peace of mind during our time away. From the moment I contacted Dan, their professionalism, warmth, and genuine love for animals were evident. First and foremost, communication was outstanding. Dan was prompt and responsive to all messages, providing updates and photos regularly, which greatly eased any worries we had about leaving Luna behind. Knowing that my pet was in caring hands and receiving the attention and affection they needed made my trip infinitely more enjoyable. Not only was the communication top-notch, it was evident that they took the time to understand Luna's needs and preferences, ensuring they felt comfortable and loved throughout their stay. Additionally, the environment provided by Dan was safe, clean, and welcoming, creating a home-away-from-home for Luna. I appreciated the accommodations made to accommodate my pet's routine and preferences, further demonstrating Dan's dedication to providing the best possible experience. We will undoubtedly be entrusting them with Luna's care while we are away in the future. Thanks Dan!

Profile image
Trevor M.
Sitter Profile Image: Nadine & Daniel & Noah & Moriah K.
Verified Enhanced Background Check
Nadine & Daniel & Noah & Moriah K.
Star Sitter
from
$65
per night
4.9 out of 5 stars
92 reviews
38 repeat clients
20 years of experience
Shelton, CT, 06484

Seriously the nicest family you can leave your pup with! This was my first time using Rover and once I met Nadine and her family I had no worries or hesitations! She accommodated my schedule and sent me tons of updates about my pup! I know he had a great stay and got tons of attention and exercise! Thank you guys! :)

Profile image
Renee S.
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check
Mariana A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
149 reviews
43 repeat clients
15 years of experience
Hamden, CT, 06514

Mariana has been fantastic with our two dogs. We have both a senior dog and a puppy and both receive individualized care and attention tailored to their needs. They immediately feel cared for and at home. We will be back!

Profile image
Tracy B.
Sitter Profile Image: Cassandra F.
Verified Enhanced Background Check
Cassandra F.
from
$50
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
10 years of experience
Hamden, CT, 06518

We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!

Profile image
Thea C.
Sitter Profile Image: Rich U.
Verified Enhanced Background Check
Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
385 reviews
99 repeat clients
20 years of experience
Danbury, CT, 06811

Rich was a joy to meet and to care for our 2 pups! We loved his daily puppy pics & videos. Our Lucy loved Rich & our big shy guy, Percy, who soon settled in, too. Great experience at the house of Rich and his two fur babies.

Profile image
Hillary S.
Sitter Profile Image: Noemi & David B.
Verified Enhanced Background Check
Noemi & David B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
47 reviews
13 repeat clients
32 years of experience
Woodbridge, CT, 06525

We have been looking for a “go-to” dog sitter since moving to the New Haven area this summer, and we’ve certainly found one in Noemi and David. We reached out on short notice, looking to board our dog for a long weekend, and they were nothing but accommodating. We were able to quickly schedule a meet and greet, visit their home, and socialize our dog with their family (and their dog, Milo). When we dropped him off there for boarding, we were as comfortable as we could be and had no hesitation in trusting Noemi and David to take care of him. We received great updates/videos over the weekend, and communication was consistently clear and prompt. Our dog seems to have settled right in and came home happily exhausted from plenty of play time this weekend. I can’t recommend Noemi and David enough. We won’t be looking to board our pup with anyone else as long as they’re available!

Profile image
Tyler M.
Sitter Profile Image: Addie M.
Verified Enhanced Background Check
Addie M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
82 reviews
48 repeat clients
20 years of experience
Waterbury, CT, 06708

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 .

Profile image
Tona L.
Sitter Profile Image: Pam R.
Verified Background Check
Pam R.
from
$55
per night
5.0 out of 5 stars
67 reviews
31 repeat clients
30 years of experience
Bethel, CT, 06801

Pam was absolutely amazing! She kept me updated with how my pup was doing and when he got home he was so exhausted (it is hard to tire out a Boxer) Thank you, Pam!

Profile image
Ida B.
1 / 1
View more

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

Dog parents share their Rover experiences - Middlebury

1 / 1
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.

Profile image
Rachel L.
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!

Profile image
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!!!

Profile image
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.

Profile image
Laura N.
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

Profile image
Brittany H.
Boarding
1 / 1
Find pet care near you

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. 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 Boarding - Middlebury

Frequently asked questions about Rover

The average cost for Dog Boarding in Middlebury on Rover is $59.1 per night (as of August 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 August 2026, there are 1,060 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

Download on the App Store BadgeGet it on Google Play Badge