Pet Boarding Middlebury

Find a loving Middlebury pet sitter to watch your cat or dog overnight at your sitter’s home.

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Sitter Profile Image: Ryan F.
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Ryan F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Redding, CT, 06896

Ryan EXCEEDED my expectations! He has an intuitive way with dogs. He is very knowledgable about dogs & dog behavior. Ryan is the real deal-- a true animal lover & kind, decent human being. He communicated well with pics and updates during my dog's visit. During our initial meeting I felt an instant rapport he had with my dog that put me at ease. His home is VERY dog-centric! The visiting dogs are not confined and are free to mingle and find their own place to relax. There are ample dog beds, couches, human beds and floor space for lounging and sleeping. I especially appreciate that Ryan limits the number of dogs he boards at one time to a very small group, & makes sure they vibe well together beforehand. The living space Ryan and his boarders occupy is all on one level, which is great for my dog with arthritis. There is a wooded trail for walks adjoining the yard, and a guest bedroom if a dog needs some quiet alone time. I would HIGHLY recommend Ryan and I plan to use him again!

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Katherine A.
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
44 reviews
11 repeat clients
32 years of experience
Woodbridge, CT, 06525

Noemi and David did a great job watching our older pup, Peanut! She enjoyed sniffing in their big backyard and we knew she was in good hands at their home.

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Gina G.
Sitter Profile Image: Wen jing R.
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Wen jing R.
from
$38
per night
1 repeat client
8 years of experience
Seymour, CT, 06483

About: I love my dogs. I have taken care of my dogs . I give baths and play with them and take them to walks. They are family to me. I’m very flexible. My child are 13 and 14 years old. I have a lot of time in the day to play with dogs inside and outside. I have a quiet neighbor and safe home. I have fully fenced in yard, Dogs have enough space to run and play. And would be very safe.

Sitter Profile Image: Madison P.
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Madison P.
from
$55
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
3 years of experience
Sandy Hook, CT, 06482

We have booked with Madison several times for our pups. Madison has been amazing with Holly and Murray every time they have stayed with her. She’s super reliable and really loves our pups, so we always know they're in good hands. Highly recommend her!

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Jennifer M.
Sitter Profile Image: Victoria B.
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Victoria B.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Hamden, CT, 06514

Gretchen had a blast with Doug (Victoria’s dog). They’re new best friends. Very communicative and caring. Highly recommend and will use again.

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Rob K.
Sitter Profile Image: Christina O.
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Christina O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
58 reviews
13 repeat clients
25 years of experience
Bridgeport, CT, 06608

Christina always makes my pup feel at home and she shows him so much love and attention. She always sends me updates and makes me feel so at ease when leaving Milo with her. Highly recommend her for all your puppy sitting needs 🐶❤️.

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Cris A.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
56 reviews
15 repeat clients
30 years of experience
Southbury, CT, 06488

Nicole is wonderful and was took great care of my 2 little yorkies that require a bit more care and attention than larger dogs. She keep me posted with pictures during the stay which can eliminate feeling anxious knowing that your animals are being well cared for and loved. I highly recommend Nicole and her family if you are in need of a sitter!

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Vincent M.
Sitter Profile Image: Hazard L.
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Hazard L.
from
$75
per night
5.0 out of 5 stars
46 reviews
18 repeat clients
10 years of experience
Fairfield, CT, 06825

All I can say is……WOWWW‼️ Hazard took very good care of my Diva. My fur baby was so happy and active during her stay and did well with small kids and other dogs too!! I love the fact that I was sent pictures and videos of Diva every few hours, it really calmed my nerves since this was the very first time that we have been separated for any extended time. I highly recommend Hazard to anyone who needs to their dog cared for. 👍🏽👍🏽👍🏽👍🏽👍🏽

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Nelson J.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
61 reviews
21 repeat clients
10 years of experience
Danbury, CT, 06810

Hi Rachael, I just wanted to say thank you so much for watching April. It meant the world to me to see the photos of the hikes and know she was in such good hands. It’s clear she had a wonderful time and was well loved while I was away. We’ll definitely be reaching out next time we need a sitter. Thank you so much!

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Lizbeth R.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
40 years of experience
Terryville, CT, 06786

James and his family were absolutely amazing! We needed last-minute care for our girl after deciding to take a quick overnight trip, and James came through for us in a big way. I sent the booking request just three hours before we needed care, and he responded almost immediately. From the start, James was kind, reliable, and incredibly accommodating. It was clear right away how much he genuinely cares for animals and how dedicated he is to making sure they feel safe, comfortable, and well cared for. We especially loved all the pictures and updates he sent, which gave us so much peace of mind while we were away. Knowing our girl was in such great hands made the whole experience stress-free. We couldn’t be happier and will absolutely be booking with James again. Highly recommend!

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Corey V.
Sitter Profile Image: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
61 reviews
12 repeat clients
18 years of experience
Danbury, CT, 06811

Tinaclem too great care of Mika! She was great with communication and took her on plenty of walks and have gave her plenty of love and care and had a a wonderful home to keep her in! Tinaclem was super nice and I would definitely would suggest her and use her again!

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sam b.
Sitter Profile Image: Lori C.
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Lori C.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
25 years of experience
Cheshire, CT, 06410

Lori is great with our cats. She doesn’t just stop by to feed them; she brushes them and plays with them too. She goes out of her way to make sure their routine is maintained as much as possible while we’re away and we greatly appreciate it.

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Mary L.
Sitter Profile Image: Victoria F.
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Victoria F.
from
$40
per night
20 years of experience
Waterbury, CT, 06708

About: I’ve always had pets growing up. Over the past 20 years I’ve cared for dogs of all sizes, cats, rabbits, turtles, snakes, and hamsters. I love animals more than most humans. My sister is also a vet which is super handy to have. I currently work from home so I can be present and then I have down time I can play and tend to my furry house guest. I have a room for my dogs with a very bring crate, beds and toys. When I have furry guests I can always alternate my dogs in the room or the furry guest into that room. They could also wonder around the apartment as well. My building complex also has a dog park which is nice to run around and play.

Sitter Profile Image: Jay L.
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Jay L.
Star Sitter
from
$49
per night
5.0 out of 5 stars
284 reviews
143 repeat clients
6 years of experience
Downtown, Bridgeport, CT, 06604

Jay was great! I was very worried about leaving my dogs and I thought they would drive him nuts. He gave me updates which I appreciated. The fact that he lives very close to me was very convenient. If I go out of town again, I will definitely re-book with Jay.

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Brittany I.
Sitter Profile Image: Loretta G.
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Loretta G.
from
$65
per night
5.0 out of 5 stars
2 reviews
1 repeat client
25 years of experience
woodbury, CT, 06798

Loretta was beyond amazing, we had a previous sitter that did not want to continue to watch Luna and she stepped in and took her in while we were out of state. She returned our 15 year old pup to us with what seems 5 years less, she was happy, bathed and even a little thinner! She was responsive, kind, sent us pictures and so extremely communicative in a good way. We will forever take our dogs to Loretta’s house for any weekend or trip away! Thanks Loretta Luna loves you! Xoxo

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Sol M.
Sitter Profile Image: Carolina & Angel B.
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Carolina & Angel B.
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Meriden, CT, 06451

Caring and loving family. She kept me abreast of my pup being sad that we weren’t around, and continued to go out of the way to make sure he was ok, just sad. Don’t hesitate to have them watch your pups.

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Matthew D.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$31
per night
7 years of experience
Naugatuck, CT, 06770

About: "I have a deep love for animals and years of experience caring for pets. Family and friends have always trusted me to watch, feed, walk, and love their dogs. I specialize in providing a calm, structured, and incredibly safe environment for small and medium adult dogs. Your pup will receive constant attention, plenty of playtime, and treated just like family while staying with me." "I currently work part-time, which gives me a very steady routine and plenty of open flexibility to be home with your dog. I am always mindful of my time management to ensure your pet gets consistent supervision, frequent potty breaks, and lots of individual attention. I have plenty of dedicated time to play, go for walks, and make sure your pup feels completely safe, happy, and pampered while you are away." Safety is my highest priority when caring for your pet. My home is a clean, calm, and smoke-free environment with plenty of open space for small and medium dogs to feel entirely at ease. I maintain a secure setup to ensure no escapes, provide constant direct supervision, and strictly follow any specific care, feeding, or routine instructions you provide to keep your pup happy and safe."

Sitter Profile Image: Tatyana Q.
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Tatyana Q.
from
$55
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
10 years of experience
Ansonia, CT, 06401

Tatiana took great care of our Ricky boy for 4 days. She was attentive to detail, sent lots of photos and treated him like her own. Ricky is usually slow to warm up to people, but took a liking to her immediately. He also loved the fully fenced yard to run around and play! We will definitely be booking again.

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Krista P.
Sitter Profile Image: Catherine H.
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Catherine H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
25 years of experience
Trumbull, CT, 06611

Catherine was wonderful with Josie, she attended to every one of her needs and treated her like the true diva that she is! She gave her her drops, her eye drops three times a day on schedule, sent me pictures and videos. I was hoping Josie would a still wanna come home with me and not stay with Catherine.!!!Sue w.

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Sue W.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
379 reviews
96 repeat clients
20 years of experience
Danbury, CT, 06811

A savior. My dog was previously discriminated against at a kennel because of my dogs breed, and I was at a loss of what to do when entrusting my dogs care, and time was of the essence. Finding someone new was uncomfortable at best, but meeting Rich and his crew, and seeing how much my dog loved being there was a HUGE comfort. When I left Fin there, I did not worry, and that is saying something, as I was flying across the country, and leaving my dog in his care. I got very frequent updates and photos on how Fin was doing. We will be returning to Rich, without a doubt, in the future for my dogs care, and his doggy girlfriend, too. Run. Don’t walk, to have this man take care of your dogs.

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Beth C.
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The median cost per night for pet boarding in Middlebury is $55

Pet parents share their Rover experiences - Middlebury

1 / 1
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

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

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

Nicole and her daughters were wonderful with Artie! They took such great care of him and made him feel at home.

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Johanna S.
Boarding
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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Sitters in Middlebury average 12
repeat pet boarding clients

FAQs for Boarding - Middlebury

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .

There are 1,108 sitters on Rover for Pet Boarding in Middlebury. About 92% of Middlebury sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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