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 58
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.

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Sitter Profile Image: Rachael R.
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Rachael R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
13 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: Erika P.
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Erika P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 383 reviews
123 repeat clients
5 years of experience
Naugatuck, CT, 06770

“Erika was extremely attentive to our pets needs, spent time giving them cuddles, and gave us detailed updates while we were away! Would definitely book with her again, she treated our pets like they were her own! ❤️”

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Katelyn K.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
23 years of experience
Prospect, CT, 06712

“Taylor was so wonderful to our two dogs while we were away for the evening. She was also kind enough to work with us on a last-minute schedule change. Our dogs loved her and she communicated with us often while visiting. We can’t wait to have her visit next month as well!”

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Madi R.
Sitter Profile Image: Anne S.
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Anne S.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
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: Katie V.
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Katie V.
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: Enrique H.
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Enrique H.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: 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

“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: 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: Darya H.
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Darya H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 13 reviews
5 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: Roderick M.
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Roderick M.
from
$25
per visit
5.0 out of 5 stars
• 18 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: Deborah W.
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Deborah W.
from
$20
per visit
5.0 out of 5 stars
• 11 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.”

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Jae A.
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: David P.
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David P.
from
$38
per visit
5.0 out of 5 stars
• 37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

“Dave is a top notch sitter. I love to receive his reports of how the visit went. He notices the details. My dog is always so happy to see him. I can’t recommend Dave enough!”

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Jaclyn W.
Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$30
per visit
4.8 out of 5 stars
• 21 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: Samantha C.
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Samantha C.
from
$30
per visit
5.0 out of 5 stars
• 52 reviews
24 repeat clients
23 years of experience
Bristol, CT, 06010

“Samantha is amaizing!!! I'm a nervous nelly pet mom and she made my first pet sitter experience with my doggo a breeze. My dog is a big dog who has some anxiety issues and she was willing to meet him first and get to know him. She was very professional, flexible, punctual, and her report card was very fun and reassuring to read as a helicopter mom to a 80lb fur baby. I am hoping to use her as my pet sitter for a long time and simply cannot recommend her enough. Thanks Samantha!”

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Beth W.
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: Alexis M.
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Alexis M.
from
$16
per visit
14 years of experience
Wolcott, CT, 06716

About: Since I was a small child I have been surrounded by dogs, cats and other pets. I’ve helped my parents raise two dogs over the years, including regular walks, feeding, mess clean-up, driving them to the vet, and lots of love and attention as I find that dogs need plenty! Additionally I currently work at a Petco as a Dog Trainer. I have experience giving dogs topical and oral medication as well as basic grooming and hygiene care. I have a passion for our beloved animal companions and can ensure I will take care of your furry friend’s needs with the utmost care and attention to detail. Currently, very open availability aside from Tuesdays and Thursdays, as I have training courses with Petco from 11 AM - 6 PM currently. I am available for weekends. I have a large backyard for lots of energetic romps in the grass with your fur babies! I also live in a quiet neighborhood with very little car traffic, perfect for daily walks. I also live only 3 minutes by car away from a lovely dog park. My dog Onyx is incredibly friendly, seldom ever barks and adores other dogs and people. She is a young ‘un at heart with lots of energy to spare and would love another playtime partner! I am also of course open to spending time in your home to care for your fur baby.

Sitter Profile Image: James E.
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James E.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 46 reviews
10 repeat clients
40 years of experience
Bristol, CT, 06010

About: Welcome, y'all! I love watching dogs. We watch kitty cats too 😁. Cheapest rates around! Let me make it easier for you to celebrate your vacation and holidays! Let me sit for your pup. I...love... dogs! My parents were dog breeders for years. As a youngster, I was responsible for many of the chores. As an adult, I have always had pets. I know how important your dog is to you. Your dog is your 'baby'. We are definitely dog lovers in this house! Big dog specialist. I love the little dogs too, though! ☺️💪🎄🎁❤️‍🩹 I will treat your pup like my own. I am a teacher during the day. I'm usually home by 3. I'm home every afternoon and every night and every weekend. I do have flexibility in my work schedule should they need arise. I have a dog lead hooked up to the house and it goes all the way back to the maple tree on the back of the property. 20 ft in either direction gives Fido plenty of room to go to the bathroom. Otherwise, your pup is in the house with me and my family. I am offering dog boarding services. This is a friendly Christian home. Lots of love to share.

Sitter Profile Image: Kelly G.
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Kelly G.
from
$22
per visit
4.9 out of 5 stars
• 190 reviews
46 repeat clients
15 years of experience
Meriden, CT, 06451

“Kelly is the best! We have used her multiple times, most recently on very short notice. She is prompt and attentive to our diabetic cat, and feeds, cleans and does insulin injections. Highly recommended!”

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Kevin B.
Sitter Profile Image: Rosa D.
Verified Enhanced Background Check
Rosa D.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
15 years of experience
Prospect, CT, 06712

“The best!”

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

Pet parents share their Rover experiences - Middlebury

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5.0 out of 5 stars

I always look for Stephanie. First time I booked her I was so scared leaving my babies with someone else but she is wonderful, so kind, and giving. She care so much for my fur babies brush them, ask if they need meds, stay and give them some cuddles... and every time I have to out I look for her.

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Cynthia I.
Drop-In Visits
5.0 out of 5 stars

Jenna did an amazing job with my kitties. They’re both quirky and take medication, but she adapted wonderfully to give them the care and attention they needed. I’d book with her any time and I give her my full recommendation!

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Laura b.
Drop-In Visits
5.0 out of 5 stars

She was great with Chase! Kept me updated and made sure he was well cared for. I really appreciated her help and would definitely recommend her!

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Ashley R.
Drop-In Visits
5.0 out of 5 stars

Aliana was fantastic! So happy she took beautiful care of our 2 cats. They were loved and she sent multiple pics and videos which were appreciated! I would highly recommend hiring Aliana!

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Maura C.
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
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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.

How to book pet sitting

  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

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Sitters in Middlebury average 5
repeat pet sitting clients

FAQs for Pet Sitting - Middlebury

Frequently asked questions about Rover

The average cost of Pet Sitting in Middlebury is $22 per visit as of November 2026. Most bookings cost between $16 and $32 per visit. On Rover, 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 November 2026, there are 2,844 sitters on Rover offering Pet 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.

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:

  • 89% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% 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 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.

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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