Pet Sitting Middlebury

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

When are you returning?
Search

Over 54
pet parents in Middlebury have booked pet sitting

Middlebury, Find top rated pet 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: Rachael R.
Verified Enhanced Background Check
Rachael R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
20 years of experience
Middlebury, CT, 06762

Rachael is fantastic. She took wonderful care of my dog Riggs and kept me in the loop the entire time. Professional, trustworthy, and a true animal lover. I highly recommend her!

Profile image
Nicole B.
Sitter Profile Image: Erika P.
Verified Enhanced Background Check
Erika P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
369 reviews
123 repeat clients
5 years of experience
Naugatuck, CT, 06770

Erika was super sweet and professional when it came to our feisty diabetic diva, Jaxx. We know that Jaxx gave her a hard time, while we were away on vacation, but Erika handled everything very, very well. She kept us updated with pictures throughout our whole vacation and the communication with her was always clear and smooth. We highly recommend Erika! We look forward to working with her again!

Profile image
Angelique K.
Sitter Profile Image: Evelyn G.
Verified Enhanced Background Check
Evelyn G.
from
$15
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Naugatuck, CT, 06770

About: I have taken care of pets for a long time. My neighbor had me dog sit last year for about 2 weeks and it was honestly the best experience. I have also had experience with feeding another neighbors dog once a day while they were at work. Hi! I’m home for the summer and have a very flexible schedule, so I’m available throughout the week for walks and drop-ins. I love spending time with animals and will make sure your pets get plenty of attention, care, and affection! 🐾 I will easily follow every step that is given to me with rules and boundaries of what the pet can or can not do. I will not bend rules

Sitter Profile Image: Darya H.
Verified Enhanced Background Check
Darya H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
11 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!

Profile image
Madeline P.
Sitter Profile Image: Stephanie F.
Verified Background Check
Stephanie F.
from
$30
per visit
5.0 out of 5 stars
67 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

What a challenging beginning to our trip. It was really a comfort to get the info and pics, and to know that all was well with June. Thank you!

Profile image
Amy W.
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Laura S.
from
$25
per visit
5.0 out of 5 stars
37 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

Laura was awesome! I highly recommend her as she is very conscience and caring towards the needs of all animals. She took great care of our elderly cat while we were away for an 8 day vacation. Laura went above and beyond to vacuum up litter, collect our mail, take out garbage and water plants that family members forgot to attend to. She also made sure the back yard visiting birds had plenty of fresh water. She provides 5 star service and care!

Profile image
Carrie O.
Sitter Profile Image: maxine f.
Verified Enhanced Background Check
maxine f.
from
$15
per visit
10 years of experience
Naugatuck, CT, 06770

About: I have personally taken care of dogs and cats all throughout my life. Family and friends had me walk, feed, and bathe their pets. I have experience with puppies, dogs, kittens, and cats. I am available five to six days a week as I work from home. I am typically available and around during the weekend. I am willing to make adjustments if needed. I am very attentive and have to large dogs of my own so I am familiar with boundaries and typical needs. I will follow directions if left with me regarding particular rules or needs you may have.

Sitter Profile Image: Katie W.
Verified Enhanced Background Check
Katie W.
from
$25
per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
10 years of experience
Watbury, CT, 06708

Katie was amazing! She was communicative and very kind. It was our first time using a sitter through Rover and we were not disappointed. Katie was friendly and accommodated all our needs. For the first time, I could say that we vacationed stress and worry-free. Our babies were in great hands. We have a cat and dogs and she catered to their needs very well especially since my Lion (dog) needs extra love when we are away during 4th of July weekend! I highly recommend her and will be looking forward to having her back. 💗

Profile image
Jennifer P.
Sitter Profile Image: Deborah W.
Verified Enhanced Background Check
Deborah W.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Cheshire, CT, 06410

My seconding time booking Deborah and she’s great! Follows the routine. And plays and loves on your pet! The first thing she said to me once I rebooked with her was “I’m so excited to see her again.” which is something very heartwarming to see when you’re leaving your pet to be taken care of by someone.

Profile image
Jae A.
Sitter Profile Image: Hunter N.
Verified Enhanced Background Check
Hunter N.
from
$25
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Naugatuck, CT, 06770

Hunter was great with my not-so-friendly cat. She was very punctual with her visits and sent great updates with pics of my cat. She even came during a snowstorm! Would definitely work with Hunter again and highly recommend her for reliable, caring pet sitting. Thanks Hunter!

Profile image
Lisa B.
Sitter Profile Image: Morgan K.
Verified Enhanced Background Check
Morgan K.
from
$25
per visit
5.0 out of 5 stars
31 reviews
3 repeat clients
5 years of experience
Waterbury, CT, 06706

Morgan was absolutely amazing! She was very responsive and took excellent photos, it definitely made me feel at ease knowing my kitties were in great hands.

Profile image
Lindsey S.
Sitter Profile Image: Yvonne D.
Verified Background Check
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.

Profile image
Laura B.
Sitter Profile Image: Taylor M.
Verified Enhanced Background Check
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: Enrique H.
Verified Enhanced Background Check
Enrique H.
from
$18
per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Waterbury, CT, 06795

About: I’ve had pets of all kind since the age of 4 and taken love for them since. I’ve had about 5 dogs, 4 birds 3 red ear slider turtles, multiple fishes and 1 cat throughout. I work full time as a properties manager. But in my spare time I would like to walk some dog as i truest enjoy walks, sitting and a fun time. I would care for your pest as if they were my own(of course respecting all your standards). Communication is key as I would like all expectations to be met and transparency across. To be trusted with a love one is a responsibility I take very seriously

Sitter Profile Image: Keleigh L.
Verified Background Check
Keleigh L.
from
$30
per visit
5.0 out of 5 stars
47 reviews
10 repeat clients
8 years of experience
Middlebury, CT, 06762

Keleigh was amazing! Great communication and knowledgeable. We felt completely safe leaving our pups with Keleigh. Will definitely be rebooking in the future. Thank you!

Profile image
Maria C.
Sitter Profile Image: Kara S.
Verified Background Check
Kara S.
from
$18
per visit
5.0 out of 5 stars
257 reviews
94 repeat clients
10 years of experience
Beacon Falls, CT, 06403

Very attentive sitter and genuinely cares abouttl your dog. She took care of my foster girl Ruby so well. Id recommend her to anyone. Shes great

Profile image
Angela W.
Sitter Profile Image: Jean-Marie M.
Verified Enhanced Background Check
Jean-Marie M.
from
$20
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
3 years of experience
Naugatuck, CT, 06770

Caring, loving, dependable cat sitter. We will use her over and over again.

Profile image
Peter S.
Sitter Profile Image: Kailah J.
Verified Enhanced Background Check
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.

Profile image
Molly R.
Sitter Profile Image: Katie J.
Verified Background Check
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: Lauren P.
Verified Enhanced Background Check
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.

1 / 1
View more

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

Pet parents share their Rover experiences - Middlebury

1 / 1
5.0 out of 5 stars

Stephanie was amazing with my kitties! I have two cats with varying medical needs, and Stephanie rose to the challenge with no issues. She adapted to deal with my hard-to-pill fussy cat, and had no reservations about caring for our senior kitty with incontinence issues. She was always prompt and communicative. I was able to have a relaxing long weekend away thanks to her.

Profile image
Laura b.
Drop-In Visits
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.

Profile image
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!!

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

Katie was absolutely wonderful. She had to deal with adverse conditions because of a blizzard. She did so with grace and kindness.

Profile image
Nancy 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!

Profile image
Steven H.
Drop-In Visits
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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  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 pet sitting - Middlebury

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Middlebury average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Middlebury

Frequently asked questions about Rover

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

As of September 2026, there are 2,886 sitters on Rover offering Pet 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.

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.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

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.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge