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 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.
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Rachael R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 17 reviews
11 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
• 377 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: Keleigh L.
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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 is fantastic. Super responsive, quick to adapt when my plans changed last minute, and all my let's love her. Will definitely be using her again in the future.”

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Kathryn D.
Sitter Profile Image: Stephanie F.
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Stephanie F.
from
$30
per visit
5.0 out of 5 stars
• 67 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

“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.”

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Laura b.
Sitter Profile Image: Lucy G.
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Lucy G.
from
$15
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: maxine f.
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maxine f.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
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: Hunter N.
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Hunter N.
from
$25
per visit
5.0 out of 5 stars
• 27 reviews
8 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: 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: Kara S.
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Kara S.
from
$18
per visit
5.0 out of 5 stars
• 259 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”

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Angela W.
Sitter Profile Image: Laura S.
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Laura S.
from
$25
per visit
5.0 out of 5 stars
• 39 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

“Laura was great with communication and very diligent in caring for our senior kitty while we were on a 10 day trip. She cares deeply for animals and I was so grateful for her attention to detail with our kitty's special needs. Would definitely book again!”

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Jd L.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$18
per visit
1 repeat client
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: 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: 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: 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 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: 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
• 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: Zarah F.
Verified Background Check
Zarah F.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
• 191 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: 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

“Deb was great with my energetic pup! She was very communicative throughout the whole process and provided updates during drop-in visits. I would highly recommend her and will definitely a repeat customer in the future!”

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Jessica H.
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.”

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Laura B.
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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

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.

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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.

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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
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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 Pet Sitting - 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.

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