Dog Sitting Middlebury

Book a Middlebury dog sitter to watch your dog in your sitter’s home or yours.

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Over 33
pet parents in Middlebury have booked dog sitting

Middlebury, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: josephine p.
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josephine p.
from
$25
per visit
16 years of experience
Waterbury, CT, 06704

About: With two dogs of my own, I spend a good chunk of my time caring for and loving dogs. I have also had the pleasure of caring for a multitude of dog breed’s including, but not limited to, maltese, shitzu’s, pitbulls, german shepherd’s, and bull dogs. From puppies, to seniors, they all get my love! I am comfortable and confident in administering medications. I’m a full time college student and work part-time. Im available for walks/drop-in early mornings between 6a-7:30a m-f, after 3pm on Mon. & Weds. Im available for house sitting beginning Thursday nights-Sunday nights I am a careful pet-sitter, recognizing the importance of safety and comfort. I honor your decisions on what works/doesnt work for your pets. If liter boxes, pee pads, or yards need to be cleaned up after your pets I will do so no problem! I also love to give lots of love! expect your pets to be spoiled with attention 🥰.

Sitter Profile Image: Anne S.
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Anne S.
from
$25
per visit
5.0 out of 5 stars
8 reviews
20 years of experience
Southbury, CT, 06488

Anne is so good with my older dog. He is very protective of the house, but she knew is barking was all just noise. She knows he loves to do puzzles and set it up for him and sent pictures of him having a great time. He is fussy with mid-day walks and she listened to him when he said he would rather go back into the aircondioning.

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Sheila F.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$17
per visit
23 years of experience
Prospect, CT, 06712

About: I have a great, rambunctious 6-year-old Golden Retriever named Cobie, and previously had another wonderful, loving Golden Retriever named Max, who we cared for well into his old age--17! I have taken care of dogs for friends and family all throughout my life, and always shower them with all the love in the world! I am currently in graduate school, but I am available for late afternoons or evenings and nights during the week, and anytime during the weekend! I always ensure safety of the dog and the home, whether that be crates, blocking off parts of the house, and following set rules and routines. Just as important is love and gentleness, doing my best to build a dog's trust.

Sitter Profile Image: Zarah F.
Verified Background Check
Zarah F.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
191 reviews
103 repeat clients
17 years of experience
Southbury, CT, 06488

I was able to travel soundly knowing that my Loki was in good hands. She was super sweet when I asked her to continue caring for Loki after I missed my flight. Definitely would recommend!

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Amber T.
Sitter Profile Image: Roeun K.
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Roeun K.
from
$15
per visit
18 years of experience
Waterbury, CT, 06710

About: Hello I am roeun k , I love animals and find them so interesting. I believe animals should always be in great care. I have always had cats, dogs, and birds in all different sizes I am always available, I am not working right now so therefore, Whenever your pet care is in need, I am there for there ! I have a nice apartment with a friendly dog and a baby kitten and adult cat all very friendly and loveable, I gave extra leashes and a harness if needed. I have plenty of food options available.

Sitter Profile Image: Lisa J.
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Lisa J.
from
$25
per visit
15 years of experience
Southbury, CT, 06488

About: As a longtime dog owner and animal lover, I know how important it is to have someone you trust caring for your pets. I’m patient, dependable and attentive, and I’m especially comfortable with dogs who are shy, nervous or need a little extra time to feel comfortable. I’ll follow your pet’s normal routine, give them plenty of attention and treat them like I would my own. I’m also happy to provide photos and updates so you can relax knowing your pet is happy and well cared for. I currently have a flexible schedule and am available throughout the week for walks and drop-in visits. I’m happy to work with your pet’s regular routine and can provide morning, daytime or evening care depending on your needs. Your pet’s safety and comfort are my priority. I’ll carefully follow your instructions and respect your pet’s normal routine, home and boundaries. I’m attentive to doors, gates, leashes and surroundings, and I’ll take the time to help your pet feel comfortable with me. You can also expect reliable communication, photos and updates during every visit.

Sitter Profile Image: Priscilla W.
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Priscilla W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
30 repeat clients
45 years of experience
Plymouth, CT, 06782

Priscilla was excellent in taking care of our three kittens while we were away. This was the second time we used her and will use again in the future! She is extremely caring and tried to do everything for them as instructed. Couldn’t have asked for a better Rover!

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Ninad Z.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
95 reviews
30 repeat clients
15 years of experience
Newtown, CT, 06470

She’s GREAT .. there’s no other way to put it !!!! Professional in every sense of the word..First time working with her and we’re already booked for another one..

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Ken H.
Sitter Profile Image: Jill D.
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Jill D.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
86 reviews
30 repeat clients
20 years of experience
Watertown, CT, 06795

Jill was amazing. I contacted her at the last minute and hired her sight unseen based on her reviews. My puppy Charli is everything to us and I am SO excited as I feel we hit the jackpot having found her!!! I have peace of mind knowing if I need to be away from Charli, Jill is the perfect fill in for Mommie?

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Terri S.
Sitter Profile Image: Kadriya B.
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Kadriya B.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Oakville, CT, 06779

About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.

Sitter Profile Image: Lili G.
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Lili G.
from
$22
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Southbury, CT, 06488

She took excellent care of my cat and gave me updates and pictures!

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Kathleen C.
Sitter Profile Image: Elizabeth L.
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Elizabeth L.
from
$30
per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
3 years of experience
Naugatuck, CT, 06770

Elizabeth was professional and easy to work with. She went above and beyond at taking care of our three large dogs while we were away. Would definitely recommend!

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Laura B.
Sitter Profile Image: Kaylee B.
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Kaylee B.
from
$35
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Watertown, CT, 06795

We couldn’t have asked for a better sitter than Kaylee for our dog Nikko while we were away for two weeks. From the very beginning, she went above and beyond to make sure he was not only cared for, but truly loved and engaged. Kaylee spent extra time with Nikko, took him on car rides (which he loves!), and made sure he had both fun and comfort while we were gone. It was clear from the photos and updates—and even more so when we returned—that he really enjoyed his time with her. She treated Nikko like her own, and that kind of care is priceless. We felt completely at ease knowing he was in such good hands. We highly recommend Kaylee and would absolutely book with her again!

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Dave J.
Sitter Profile Image: Jessica T.
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Jessica T.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Naugatuck, CT, 06770

About: From our family pets to neighbor pet sitting. I walk, play, bathe, and relax with pets at their homes or at the parks. I want them to enjoy the day and be able to explore around town on their walks. I’m currently working full time hybrid office opportunity. I am able to work from home and can spend time with the pets while working. I do have tax seasons where I am in office but can walk dogs during lunch time or on the weekends I am working from home and work is flexible with this. I follow any instructions given to me by the client on how to make their pet comfortable at their own home and be able to enjoy their time at home

Sitter Profile Image: Mo F.
Verified Enhanced Background Check
Mo F.
from
$30
per visit
5.0 out of 5 stars
42 reviews
13 repeat clients
7 years of experience
Oxford, CT, 06478

Always does a great job!

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Pargol B.
Sitter Profile Image: Steven S.
Verified Background Check
Steven S.
from
$20
per visit
10 years of experience
Oxford, CT, 06478

About: I grew up with a yellow lab that I cared for throughout my childhood. I now have 2 amazing rescue labs Ellie and Bobby that get along really well with other dogs. I also volunteer with Companion Pet Rescue. I am flexible with my schedule on the weekends and will try my best to accommodate your needs. Just let me know what services you are looking for and I will confirm my availability. I have a fenced in yard which my dogs love to play in. I also take them for walks, runs, or hikes! My home is very clean and quiet. Making it a safe space for your pets that you can feel comfortable leaving them.

Sitter Profile Image: Sofia P.
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Sofia P.
from
$20
per visit
15 years of experience
Oxford, CT, 06478

About: I’ve spent several summers caring for both cats and dogs as well as having them in my house growing up! I absolutely love giving them the attention they deserve, whether that’s playtime, walks, or cuddle time. As a 20 year old college student, I bring lots of energy, patience, and genuine love for animals. I enjoy making pets feel safe, happy, and cared for like they’re part of my own family I currently am a college student with mostly early morning classes, so I am up pretty early. I also am a soccer coach for Wilmington hammer heads which is about 2 hours Monday, Wednesday, Thursday nights. Other than that I am extremely flexible and am never busy for long periods of time! Whether I’m in my home or a client’s, safety and comfort always come first. I make sure pets have a clean, secure space, follow their normal routines, and give them plenty of attention so they feel at ease. My goal is to create an environment where pets are happy, loved, and cared for just like they would be with their family.

Sitter Profile Image: Dan B.
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Dan B.
from
$15
per visit
20 years of experience
Southbury, CT, 06488

About: I have been a family dog owner for 20 plus years. I have recently retired, lost my dog to old age and want to help other dog owners in need of pet care. I am willing to walk dogs or just check on them if needed Since I am recently retired my schedule is flexible. I can perform dog work in morning or afternoon and into the early evenings as necessary I lost my dog to old age last year. I would walk him daily in fields or parks. I kept him on a leash when needed and rewarded his good behavior with a small treat. I have no problem following any owners instructions on how they want their dog cared for. Safety is paramount for all. I also walk and care for family members dog when needed.

Sitter Profile Image: Alexa F.
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Alexa F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Bethlehem, CT, 06751

About: Hi! I’m Nicole, a 27-year-old animal lover with hands-on experience caring for both dogs and cats. I’m confident in providing attentive, reliable care tailored to each pet’s needs. I’m friendly, patient, and genuinely enjoy spending time playing, walking, and bonding with animals. I look forward to meeting you and giving your pet the care and attention they deserve! I am normally available Wednesday and weekends, For more descriptions and availability check my profile information, can’t wait to meet your family! ! ! I am currently available on Wednesdays, Saturdays, and Sundays only, and I make sure to dedicate focused, quality time to each pet during those days. At the moment, I don’t offer care in my own home since I have multiple pets. However, I’m happy to provide care in your home or take your dog out for walks. I make sure pets feel comfortable in their familiar environment while sticking to their usual routine.

Sitter Profile Image: Zach Z.
Verified Background Check
Zach Z.
from
$25
per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
19 years of experience
Seymour, CT, 06483

Zach was a fantastic cat-sitter! He followed all my directions and was super communicative the whole time. Absolutely loved the pictures and videos he sent, really made me feel like my cat was in good hands while I was on vacation.

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Jessica K.
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The median cost per visit for dog sitting in Middlebury is $25

Dog parents share their Rover experiences - Middlebury

1 / 1
5.0 out of 5 stars

Rachel was prompt and very conscientious. She did everything she could to make sure my dog was well cared for while I was away. She is very patient and I would recommend using her services.

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Kathryn D.
Drop-In Visits
5.0 out of 5 stars

Keleigh always goes above and beyond for our pets. She’s simply amazing and when she’s taking care of your animals, you don’t have to worry about a thing! Our dog adores her and our finicky cat does too! Don’t think twice - book her!!

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Hallie B.
Drop-In Visits
5.0 out of 5 stars

Cole was fantastic. On time and communicative. Dealt with some unexpected snow on the driveway without issue. It was great to know my pets were well cared for!

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Steven H.
Drop-In Visits
5.0 out of 5 stars

Steph was soo amazing and such a sweetheart with my dogs. My Bella is weary of people but warmed up to Steph extremely fast. Her updates and photos of our dogs during her visits made it all the more heartwarming and comforting knowing they’re in good hands. Definitely highly recommend and will be coming back when needed. Thank you again for being so wonderful! 🤍💕

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Sonia O.
Drop-In Visits
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  • 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?

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  • 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 sitting
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Sitters in Middlebury average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Middlebury

Frequently asked questions about Rover

The average cost for Dog Sitting in Middlebury on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of September 2026, there are 2,794 sitters on Rover offering Dog Sitting across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Middlebury stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Middlebury choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Middlebury with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Middlebury. On Rover:

  • 96% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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