House Sitting Middlebury

Find a loving house sitter to watch over your pets and your home.

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Over 23
pet parents in Middlebury have booked house sitting

Middlebury, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: maxine f.
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maxine f.
from
$32
per night
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: Cole O.
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Cole O.
from
$32
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Middlebury, CT, 06762

“Cole was great. Reliable. Our pups and house were obviously well-looked after. Will definitely use him next time we are able to get away.”

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John S.
Sitter Profile Image: Zarah F.
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Zarah F.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 191 reviews
105 repeat clients
17 years of experience
Southbury, CT, 06488

“Oliver and Ziggy lived Zarah. We came home to two happy dogs. We were gone two weeks and Zarah sent us pictures every day. We will definitely book with her again”

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Heather B.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$55
per night
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: Hunter N.
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Hunter N.
from
$75
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
4 years of experience
Naugatuck, CT, 06770

“Having Hunter stay with our pets was a great decision. My dogs (pandemic puppies) get VERY excited when people come by so they were extra happy to have Hunter with them for a few days. I was at ease while she was staying with them and would book her again if the need arises.”

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Sheila D.
Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
• 47 reviews
10 repeat clients
8 years of experience
Middlebury, CT, 06762

“Keleigh is outstanding. Our cat has a medical condition and requires medicine twice a day. Our cat also likes lots of attention. Keleigh stayed at our house while we were away and took great care of our cat and house. When we returned home our cat was very happy, which is a clear sign that he got good care. If he didn't like his care, he would have definitely let us know. Keleigh sent us regular updates about our cat while we were away. We will be happy her to request her cat sitting services again when we are traveling. We highly recommend her.”

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Mary M.
Sitter Profile Image: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
• 35 reviews
15 repeat clients
8 years of experience
Sandy Hook, CT, 06482

“My dogs, especially the standoffish one, of my 3, loved Ian upon meeting him. He is very patient and gentle. He is so considerate and attentive. I cant praise him enough! We are actually stuck where we traveled to, and were able to book him last minute for a few more days. We will be tipping him accordingly upon our retun thanks to his last minute flexibility. HIGHLY RECOMMEND”

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Elizabeth M.
Sitter Profile Image: Laura S.
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Laura S.
from
$60
per night
5.0 out of 5 stars
• 39 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

“I recently went away for 4 days and Laura watched my cat Felipe for me. As a first time cat owner and adopting Felipe almost 3 months ago, I was very nervous about leaving Felipe alone especially over night. Laura kept me updated the whole time, sent me pictures at every drop in to ease my worries and even did some extra drop ins to give him a little company. This was my first time using Laura as my cat sitter and she was absolutely amazing with Felipe. Thank you for taking such good care of my baby”

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Jenise D.
Sitter Profile Image: Zach Z.
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Zach Z.
from
$55
per night
5.0 out of 5 stars
• 38 reviews
10 repeat clients
19 years of experience
Seymour, CT, 06483

“Our first time with Zach and hopefully not our last. He was punctual, reliable and so attentive to our older dog who needs some extra care and patience. Zach sent lots of updates and photos throughout his stay. He followed Kona’s schedule to a T and even came back for an extra walk last minute the next day.”

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Sherry L.
Sitter Profile Image: Jessica T.
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Jessica T.
from
$32
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
16 years of experience
Naugatuck, CT, 06770

“Jessica did a great job with our dog while we were away two nights. Our dog can be fussy, but Jessica was great with her and was also able to give our dog her medication, which is not always easy. She also left the house and yard in great condition. We definitely plan to use Jessica again!”

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Heather A.
Sitter Profile Image: Katie J.
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Katie J.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Naugatuck, CT, 06770

“Katie did an absolutely phenomenal job taking care of my pup this past weekend!! It was a fairly last minute booking but I couldn't be happier. This was my first time using someone my {very anxious} dog Maverick wasn't familiar with and Katie won him over in record time! She provided excellent, timely updates with photos -- and dare I say Maverick even missed her as he was looking out the window all day yesterday! 10/10 recommend Katie and will absolutely be using her again! Thank you!!”

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Tony K.
Sitter Profile Image: Lucy G.
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Lucy G.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
12 years of experience
Waterbury, CT, 06708

About: I’ve taken care of dogs and cats my whole life. I’ve always been relied on by family, friends, and neighbors to care for their pets in a loving manner. I am attentive, reliable, and careful. I am currently working on my Master’s degree online so I have plenty of free time to walk, check in on, or board your pets! I have a yard that is not fenced in, but it can but used with a leash. I live in a quiet neighborhood that is perfect for walks. I have 4 cats in my house as well as a small dog, but they will be closed off from where I stay.

Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$75
per night
4.8 out of 5 stars
• 20 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

“Madeline took great care of my babies. She communicated every day, and asked questions when she was unsure of behaviors, which I appreciated. My pups were happy and calm when I came home telling me they were well taken care of and loved. I will definitely have Madeljne stay with my pups again.”

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Denise Z.
Sitter Profile Image: Tyrese E.
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Tyrese E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
2 years of experience
Derby, CT, 06418

“Ty was great with our puppy. I think he was actually sad we came home. Haha. Luckily we’ve booked him for when we leave again this upcoming week!”

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Kristen C.
Sitter Profile Image: David P.
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David P.
from
$85
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

“David, we felt an immediate calm when we met you and saw you with Harry. Our snowboarding trip was a blast and we did not worry about our boy. We hope you will be willing for more stays…we want to snowboard more!”

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marilyn a.
Sitter Profile Image: Lauryn E.
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Lauryn E.
from
$65
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
17 years of experience
Oxford, CT, 06478

“Lauryn was awesome! She took great care of our home and two big dogs. She was very responsive and sent us pictures and updates. This was our first time leaving our dogs alone with someone other than family and friends, and Lauryn made us feel so comfortable with the whole process. If you are looking for a dog sitter, we would highly recommend Lauryn!”

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Nicole H.
Sitter Profile Image: Alex D.
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Alex D.
from
$82
per night
5.0 out of 5 stars
• 143 reviews
35 repeat clients
16 years of experience
Stratford, CT, 06614

“Alex really went above and beyond in every respect. This was the longest time away from our dogs and we were halfway around the world. It’s clear Alex really cares about animals and went out of his way to keep them entertained, loved, and exercised. He gave us frequent updates with pictures and videos giving us great peace of mind. While we were away he had to contend with the unprecedented East Coast blizzard and cold ensuring that the house was protected and the dogs were safely handed off to a sitter that took over once the storm passed. He even stayed an unplanned extra night until the roads were passable. Will use him again without hesitation and really appreciate how much he cares.”

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Sheila & John K.
Sitter Profile Image: Leonne P.
Verified Enhanced Background Check
Leonne P.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
3 years of experience
Shelton, CT, 06484

“Leonne was absolutely amazing with our dog, Meelo, for an overnight sit. She was extremely professional, communicative and clearly has a deep love for animals. My dog is large and high energy and she seemed confortable and confident. I came back to a very happy pup and a home exactly as I left it. I would not hesitate to reach out to Leonne again for a future sit!”

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Rebecca H.
Sitter Profile Image: David P.
Verified Enhanced Background Check
David P.
from
$55
per night
20 years of experience
Beacon Falls, CT, 06403

About: I Fell in love with pets since I was a kid. I've taken care of family & neighbors dog for more then two decades, including my own pets I'm available week days, weekends, days and nights. a week in advanced will be need to be booked prior to schedule any pet sitting request. Provide the best and friendly environment for all pet. focus on a structured schedule that ensures their safety, physical and emotional well being follow standard procedures & costumer directions/instructions.

Sitter Profile Image: Danine C.
Verified Enhanced Background Check
Danine C.
from
$50
per night
25 years of experience
Naugatuck, CT, 06770

About: I am passionate about animals, taking care of them, loving them, especially since they are not able to communicate for themselves. Dogs are amazing creatures and full of unconditional love and being with them every day is a pure joy and doesn't feel like a job. I go above and beyond to take care of these animals, which are family. I am very loving, kind, reliable, dependable and enjoy being with dogs, petting them, being affectionate with them and taking care of them is very rewarding. This is not just a job for me, it is a passion and a joy to be with dogs of all kinds, walking with them, taking care of them, talking to them is very rewarding. Thank you very much. I’m available for pet care because pet care is my full time job and it’s my passion for the past decade and I love it I will care for them as you tell me too. I give lots of love and care and petting. Animals love to be pet continually

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The median cost per night for house sitting in Middlebury is $60

Pet parents share their Rover experiences - Middlebury

1 / 1
5.0 out of 5 stars

Keleigh is always fantastic! Our Milo adores her, and it gives us such peace of mind to know that someone so wonderful is taking care of him! We always recommend her!!

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Katie C.
House Sitting
5.0 out of 5 stars

Cole was great. Reliable. Our pups and house were obviously well-looked after. Will definitely use him next time we are able to get away.

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John S.
House Sitting
5.0 out of 5 stars

I cannot say enough wonderful things about Steph! This was my first time ever leaving Happy with someone I didn’t know and allowing anyone into my home while I was away, so I was definitely nervous. Steph COMPLETELY put my mind at ease from day one. She kept me updated every single day with pictures and messages, and I could tell Happy was happy, comfortable, and so well cared for. He even took his medication on a regular basis for her which at times he can be very stubborn about. Steph truly went above and beyond—not only taking amazing care of Happy, but also bringing in my mail and packages every day and even making sure my garbage cans were brought back in. Those little things meant so much to me while I was away! I was able to actually relax and enjoy my trip knowing Happy and my home were in such good hands. I’m so grateful to have found someone I can trust and will absolutely be booking with Steph again. Happy and I can’t wait to have her back! ❤️🐾

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Tiffany M.
House Sitting
5.0 out of 5 stars

Maria did a wonderful job taking care of my girl Birdie while I was away on vacation. My dog is a little wary of new people, but she took to Maria right away and the two of them became good buddies! I got lots of photos and updates of them playing and having fun, so I was able to relax and enjoy my trip knowing that my dog was in good hands. Maria has a great personality and made me feel comfortable right from the start. I highly recommend her and will use her again!

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Ryan W.
House Sitting
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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 house 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 house sitting - Middlebury

Select a filter and find qualifying sitters offering house sitting.

Sitters in Middlebury average 3
repeat house sitting clients

FAQs for House Sitting - Middlebury

Frequently asked questions about Rover

The average cost for House Sitting in Middlebury on Rover is $78.85 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 1,769 sitters on Rover offering House Sitting across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Middlebury walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Middlebury maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

Yes, you can find sitters who have experience with handling special pet needs in Middlebury. On Rover:

  • 94% 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.

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