Pet Sitting Middlebury

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

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Over 53
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: 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: Laura H.
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Laura H.
from
$20
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
42 years of experience
Woodbury, CT, 06798

Laura is a delight! I am so glad Ted and I found her on Rover.

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Sherri R.
Sitter Profile Image: Stephanie F.
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Stephanie F.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
65 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

Stephanie was wonderful! She kept me updated and clearly communicated throughout the visit with my two pups. She was extremely patient as one dog is nervous and reluctant to come out for strangers. Thank you Stephanie!! I appreciate your time!

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Stephanie F.
Sitter Profile Image: Jenna G.
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Jenna G.
from
$25
per visit
5.0 out of 5 stars
47 reviews
14 repeat clients
5 years of experience
Southbury, CT, 06488

I am so happy I found Jenna! She did an amazing job looking after my kitty, so I was able to enjoy my holiday without worrying. She even did things I didn’t ask her to do, such as watering my plants. It was great to come home and find my pet happy and healthy and everything in good order. Highly recommended!!

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Deirdre J.
Sitter Profile Image: Rachael R.
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Rachael R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 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!

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Nicole B.
Sitter Profile Image: Samantha F.
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Samantha F.
from
$19
per visit
5.0 out of 5 stars
72 reviews
26 repeat clients
18 years of experience
Naugatuck, CT, 06770

Samantha did such an amazing job with our dogs. She really spent time with them and gave us details about each visit! Definitely going to make Samantha our regular sitter!

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Katie N.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
359 reviews
120 repeat clients
3 years of experience
Naugatuck, CT, 06770

Erika is awesome! This is the second time she has watched our kitties, and she does a wonderful job! I love getting her cute photo updates every day while we are gone.

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Janet A.
Sitter Profile Image: Hunter N.
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Hunter N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
4 years of experience
Naugatuck, CT, 06770

Hunter watched our cats while we were away and was amazing! We received pictures and updates everyday, plus our cats seemed super comfortable and were even laying on Hunter’s lap. We’ll definitely book with Hunter again the next time we’re traveling!

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Victoria P.
Sitter Profile Image: Morgan K.
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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.

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Lindsey S.
Sitter Profile Image: Evelyn G.
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Evelyn G.
from
$15
per visit
5.0 out of 5 stars
1 review
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: Lucy G.
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Lucy G.
from
$25
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Waterbury, CT, 06708

Lucy is awesome! Always punctual and takes great care of Zeus. Super reliable!

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Keith W.
Sitter Profile Image: Jean-Marie M.
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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.

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Peter S.
Sitter Profile Image: Theresa T.
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Theresa T.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
310 reviews
31 repeat clients
18 years of experience
Naugatuck, CT, 06770

Theresa loves animals and is very attentive. She is flexible and willing to work with you for your pets needs. Fenway was please to have her stop by and visit.

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Michael E.
Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$30
per visit
5.0 out of 5 stars
45 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!

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Maria C.
Sitter Profile Image: Emily R.
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Emily R.
from
$25
per visit
7 years of experience
Naugatuck, CT, 06770

About: I’ve had dogs as pets my whole life and I currently have three. My responsibility’s with my dogs are to take them out and on walks, feed them, give them water, play with them, and give them lots of love! I’m looking for a job opportunity to help me pay college expenses and to get work experience. I just graduated high school so I have a lot more free time. A few days during the week I go over to my dads to take the dogs out in the afternoons, to give them water, and to let them out and to play as well. I’m available for walks and for drop in visits starting in the late morning and also afternoons. I can stay for as long as you need me to stay so that your dog has enough time to play and be properly cared for. In my home, I provide and encourage dog safe toys and put away things that could cause harm or get damaged. I provide time for play and also rest. I also provide fresh water and to take them out when needed. If your dog goes in a crate then I am more than capable of handling that as I have done that with my dogs in the past and currently.

Sitter Profile Image: Alexandra T.
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Alexandra T.
from
$19
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
13 years of experience
Woodbury, CT, 06798

About: There are multiple reasons why I would be the perfect person to take care of your pet! I worked at Guiding eyes for the Blind where I helped train and care for labs and German shepherds. I have worked at a dog kennel and a veterinary center where I provide top care to the client's pets. I aid dogs ranging from puppies to seniors, healthy to unwell, teacup to gigantic. I have also dog sat for multiple friends for days on end. I currently have a 14 year old lab mix that I have taken care of since I was a teenager. I also have a 2 year old lab pup with tons of energy. I prefer to hike my dogs in the woods and let them explore and chase the squirrels. We play fetch and tug of war. I could do the same with your dog! With this experience, I know that dogs need lots of care and love with some fun and snuggles! I am currently going to school to be an ultrasound technician and would love some extra work on the side. My schedule changes with each semester but the best type of study breaks are outside and playing with fur babies. I will follow your instructions closely on how to properly care for your pet. I will make sure that safety is the number one concern to make sure that everyone is well taken care of.

Sitter Profile Image: Vera R.
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Vera R.
from
$25
per visit
5.0 out of 5 stars
19 reviews
10 repeat clients
5 years of experience
Watertown, CT, 06779

Vera stepped in as a last-minute replacement, and I’m so grateful she did! She followed all of my detailed instructions and was very intuitive with my persnickety cat. She also sent very charming and kind updates. Highly recommend!

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Greta B.
Sitter Profile Image: Katie W.
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Katie W.
from
$25
per visit
5.0 out of 5 stars
21 reviews
6 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. 💗

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Jennifer P.
Sitter Profile Image: Bonnie D.
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Bonnie D.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Watertown, CT, 06795

Bonnie was amazing - went ABOVE and BEYOND for us! 10/10 would recommend and hope she’s available in the future

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Jonathan R.
Sitter Profile Image: Lauren P.
Verified Enhanced Background Check
Lauren P.
Star Sitter
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.

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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

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

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

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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!

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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
5.0 out of 5 stars

Erika is amazing. She is very reliable and excellent at taking care of our very needy kitty. This was the 3rd year Erika has helped us and just knowing that our kitty, Ella is in good hands while we're away, gives us so much comfort.

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Barbara A.
Drop-In Visits
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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

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 July 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 July 2026, there are 2,946 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
  • 96% can help with giving oral medications or injections
  • 97% 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.

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