Dog Sitting Middlebury

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

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Over 34
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: Darya H.
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Darya H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
10 years of experience
Prospect, CT, 06712

“Darya has done a great job taking care of our corgi puppy! She is always on time and gives a thorough daily update for her drop-in visits. We have appreciated how she follows our detailed instructions and is very responsive. We would definitely recommend Darya!”

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Madeline P.
Sitter Profile Image: Katie W.
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Katie W.
from
$25
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
10 years of experience
Watbury, CT, 06708

“Katie is absolutely amazing. We were having an incredibly stressful week and it was nice to know our dog was in great hands. Highly recommend, we’d love to have her watch Major again in the future.”

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Vivian R.
Sitter Profile Image: Zarah F.
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Zarah F.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
• 194 reviews
105 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: 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: 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: Priscilla W.
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Priscilla W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 120 reviews
30 repeat clients
45 years of experience
Plymouth, CT, 06782

“Priscilla is so fantastic with our boys. We had to leave earlier than expected, and Priscilla was able to accommodate us with just a few hours notice. Our boys are so happy when Priscilla care for them. Recommend her without reservation!”

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Terri G.
Sitter Profile Image: Roderick M.
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Roderick M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
8 years of experience
Bristol, CT, 06010

“First time having him walk oaks....he's amazing definitely rebooting he's kind patient deals w my foxhound bordercollies quirks .....best walks ever for ms oaks ....she loves his visit...can't wait to rebook”

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Sheryl R.
Sitter Profile Image: Jill D.
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Jill D.
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: 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: Katie J.
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Katie J.
from
$32
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Naugatuck, CT, 06770

About: My name is Katie and I have dogs of my own. With that being said, I understand that each pet truly needs unique and individual care. I am a teacher and have been for the past 13 years. I take care of pets in my spare time in order to earn some extra money. I can provide references upon request from families who had me take care of their dogs and cats in the past. Thank you for considering me as a potential care giver for your pet! I am a teacher so during the school year I am available late afternoons during the week and am also available on the weekend. I am more available during the summer. I care for pets of my clients the same way that I care for my own. The pets’ safety and well-being are my top priority.

Sitter Profile Image: Yvonne D.
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Yvonne D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
southbury, CT, 06488

“Yvonne was fantastic with my dog! Kind, caring, and professional.”

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Laura B.
Sitter Profile Image: Sofia P.
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Sofia P.
from
$20
per visit
1 repeat client
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: 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: Samantha K.
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Samantha K.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
5 years of experience
Wolcott, CT, 06716

About: I have owned my own animals my whole life. I currently have a Doberman who has Addison’s disease and requires daily medication and weekly injections. I worked at a rescue for 3 years when I was in college so I know a lot about dog behavior and care. My husband and I own a small masonry business. I currently assist him on the jobsite when needed but mostly take care of the administrative duties so my schedule is very customizable to your pet care needs I am comfortable working with pets of all ages and in a variety of environments. Wether you prefer drop in visits in your home or long walks with your dog I can accommodate many different options.

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

“Great communication and took great care of my dogs.”

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Kathleen C.
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: 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: 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: 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: 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.

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

Dog parents share their Rover experiences - Middlebury

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5.0 out of 5 stars

Thank you for taking such wonderful care of Luke for us and being so flexible. I hope to see you for future visits. Thank you

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Oti R.
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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  • 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 sitting
  2. 2. Meet In Person

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Popular requests for dog sitting - Middlebury

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Middlebury average 5
repeat dog sitting clients

FAQs for Dog Sitting - Middlebury

Frequently asked questions about Rover

The average cost of Dog Sitting in Middlebury on Rover is $25 per visit as of October 2026. Most bookings cost between $16 and $33 per visit. 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 2,774 sitters on Rover offering Dog Sitting across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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