Dog Sitting Middlebury

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

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Over 32
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.

1 / 1
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: 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

Awe have been using Priscilla for over a year. Shes fantastic and our boys love her. I trust her completely in our home and with our fur babies.

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Terri G.
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: Jessika H.
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Jessika H.
from
$16
per visit
5 years of experience
Naugatuck, CT, 06770

About: I’ve cared for pets for family, friends, and neighbors, providing dependable and personalized care while they were at work, on vacation, or away from home. My experience includes drop-in visits, dog walks, potty breaks, feeding, refreshing water, playtime, administering basic care, and making sure pets feel safe and comfortable in their own environment. I understand that every pet has a unique personality and routine, so I always take the time to learn their needs and give them the attention, patience, and affection they deserve. My goal is to make every pet feel loved while giving owners peace of mind that they’re in caring and reliable hands. Pet sitting fits naturally into my schedule, allowing me to provide dependable and attentive care throughout the week. I’m available for drop-in visits, dog walks, potty breaks, and overnight care depending on your needs. I enjoy staying active and spending time with animals, so caring for pets is something I genuinely look forward to. I always make reliability a priority and communicate with owners to ensure their pets stay on their normal routine. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I carefully follow each owner’s instructions regarding feeding schedules, walks, medications, playtime, and any special routines so pets experience as little disruption as possible. I provide plenty of attention, affection, exercise, and mental stimulation while maintaining a clean, secure environment. I also keep owners updated with regular messages and photos, so they can relax knowing their pet is happy and well cared for while they’re away.

Sitter Profile Image: Emma R.
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Emma R.
from
$18
per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Seymour, CT, 06483

About: I have taken care of cats and dogs my whole life. I have fostered rescue puppies for five years now. I have also worked at a dog daycare and boarding facility for two years. I am just graduated from college so I am available throughout the week or weekends. I can start booking appointments after June 9th! This includes dog or cat pet sitting, dog walking, or overnights! I will come to your house to pet sit, dog walk, or stay for extended periods of time to ensure the happiness and safety for your pet. Whatever you and your pet need I will do. My utmost priority is your fur baby!

Sitter Profile Image: Emily D.
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Emily D.
from
$25
per visit
19 years of experience
Naugatuck, CT, 06770

About: I am looking for part-time opportunities for pet sitting and pet care taking. I have my own mode of transportation to travel anywhere. My family and I owned multiple different breeds of dogs (specifically three Cocker Spaniels, one Boxer, and one English Bulldog). I currently own 2 Cocker Spaniels that are special needs (both partially blind) as well as 2 senior Cocker Spaniels. I have taken care of multiple different kinds of breeds. I have been working in the veterinary field for almost 5 years (almost 2 years of being an assistant/technician). I am available for early morning walks (between 6am-7am) and well as walks in the evening (6pm to whenever). I can pop-in for breakfast or dinner times as needed. I can also do overnight visits as well. I personally crate my personal dogs when I am not home and put some music on, so it feels like someone is always there. I can do whatever is needed for the animal depending on the service that is needed at the time of booking.

Sitter Profile Image: Kailah J.
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Kailah J.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
3 years of experience
Waterbury, CT, 06706

Kailah has been great with my dogs! I have 2 rescues who are super nervous around new people. This was our 3rd time booking with Kailah, she has been super patient and they are starting to warm up to her. I would recommend Kailah and will definitely be using her services again.

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Molly R.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
89 reviews
28 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: Elizabeth L.
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Elizabeth L.
from
$30
per visit
5.0 out of 5 stars
22 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: Zarah F.
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Zarah F.
from
$40
per visit
4.9 out of 5 stars
188 reviews
103 repeat clients
17 years of experience
Southbury, CT, 06488

Zarah was great with Loki! I was nervous using Rover due to it being my first time but it turns out to be such a relief because Loki was left in the care of someone who truly loves animals . I definitely plan on having Zarah watch Loki for my next trip.

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Amber T.
Sitter Profile Image: Diana S.
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Diana S.
from
$18
per visit
14 years of experience
Naugatuck, CT, 06770

About: Since I was a kid, I’ve had Guinea pigs, birds, cats, and now the dog mom to two wonderful dogs. Let me help ease your mind during days that are a bit hectic for you. Let me know your pets routine and I will take care of the rest. I look forward to meeting you! I currently work full-time with an hour lunch. I can take care of your pet during my break, after 5pm or anytime on weekends. I will do my best to accommodate your schedule. I do my best to treat your pet as if it was my own and would like to keep the routine as normal as possible for them. Let me know if they have a favorite toy or a walking path they prefer.

Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$30
per visit
4.8 out of 5 stars
20 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

Maddie is a reliable, responsible pet sitter and is very attentive to our pets. I feel safe with her in my home and my pets just adore her. Maddie is polite, courteous and I highly recommend her for your pet sitting needs!

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Dana L.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$20
per visit
10 years of experience
Waterbury, CT, 06704

About: I’ve taken care of animals for my whole life. I have dogs and puppies of my own that I raised, even other types of animals. I have a huge gated backyard for dogs to run around in. I also take care of my moms cat when she’s not around. I’m currently working part-time as a delivery driver. On my free time I take care and play with my dogs making sure they get the exercise they need. I have a fenced yard so dogs have lots of space to run and play. I can work with animals of all sizes. I’m a quick learner. I care about animals all the time.

Sitter Profile Image: Katherine G.
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Katherine G.
from
$20
per visit
2 years of experience
Wolcott, CT, 06716

About: I've grown up with dogs my entire life! I have a 10 yr old German Shepard and a 1 yr old Malinois Mix right now so I am very comfortable with high energy dogs of all ages! I bathe them, walk them, and take them to the dog park. I am looking forward to providing any help you may need and treating your pets like they are one of my own! I currently work per diem, so I have a lot of flexibility in my schedule to be there for your pets! My schedule rotates, so I can stop by around shifts or if I have a day off spend full days with your pets Right now, I do not offer taking dogs into my own home. I am willing to travel to take your pups for walks, potty breaks, feed, play or stay at yours for a longer time!

Sitter Profile Image: Lauren P.
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Lauren P.
from
$20
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
15 years of experience
Woodbury, CT, 06798

About: I combine patience, experience, and genuine affection for pets of all kinds. Whether it’s an energetic pup, a gentle senior, or a shy cat, I adapt to meet their needs and make them feel at home. Taking care of pets is part of my regular routine. I like to get outside and stay active by walking and running dogs, and I make sure to spend quality time giving pets the attention and love they deserve. It’s something I enjoy and look forward to fitting into my days. I prioritize safety and comfort above all when caring for pets. Whether I’m visiting your home or welcoming pets into mine, I will make sure the environment is clean, secure, and pet-friendly. I will also follow any specific instructions you provide and keep a close eye on your pet’s behavior to ensure they’re happy and safe at all times. Building trust with both pets and owners is important to me, so I communicate openly and am responsive to any needs or concerns.

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: Mair H.
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Mair H.
from
$50
per visit
5.0 out of 5 stars
8 reviews
40 years of experience
Woodbury, CT, 06798

Mair took great care of our cats, Matilda and Chips, while we were out of town. They’re usually scared and will hide when company is over but Mair had them out and playing from her first visit. She was also great with sending updates, photos, and videos. She was fantastic and we’ll definitely book with her again when we’re next away!

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Deirdre F.
Sitter Profile Image: Sophia A.
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Sophia A.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Woodbury, CT, 06798

About: I’ve been around dogs my whole life! I have a special place in my heart for all of them! They’re aren’t just a man’s best friend hahah I’m currently staying in Austin with family for a while! I love going on walks around the neighborhood and enjoying the warm weather and would love to go on a walk with your pup! I watch my sisters dog all the time while she works etc. I love taking him out for walks or to play fetch! Sometimes he gets a little dirty so that means bath time!

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

Zach is a great drop in visit sitter, provides quick responses and a great summary of his drop in with my cat. He was patient with my cat, slowly earning her trust to coax her out to play and eat.

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Alison 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.

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    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

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Popular requests for dog sitting - Middlebury

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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 August 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 August 2026, there are 2,813 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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