House Sitting Middlebury

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

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Over 22
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: Hunter N.
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Hunter N.
from
$75
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
4 years of experience
Naugatuck, CT, 06770

As always, Hunter was great with our babies! One of them got sick and she was so kind as to clean the mess and buy him and give him the medicine he needed to get better. She kept us informed and sent us pictures. I had to made a last minute change to our reservation, and she was great at accommodating our new time. We, and our babies, love her!

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Paola M.
Sitter Profile Image: Stephanie F.
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Stephanie F.
from
$145
per night
5.0 out of 5 stars
67 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

First overnight with Stephanie watching the boys. We had a great experience and came home to a happy dogs! She has great communication and I had complete confidence leaving her in my home with the dogs. What a relief not having to worry!

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Stephanie F.
Sitter Profile Image: Zarah F.
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Zarah F.
from
$60
per night
4.9 out of 5 stars
186 reviews
102 repeat clients
17 years of experience
Southbury, CT, 06488

Zarah is absolutely amazing! From the moment we met, I could tell they truly cared about animals and would take excellent care of my dog. We had a great experience with Zarah and were truly able to enjoy our vacation knowing our dog was in good hands. Great communication and very dependable!

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

Keleigh is the best dog sitter we have used. She understands our anxious dog and makes a concerted effort to ensure she feels comfortable and safe. Keleigh goes above and beyond and I can’t recommend her highly enough!! Thank you Keleigh!

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Laura B.
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: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Watertown, CT, 06795

Bonnie was excellent, the dogs loved her and she had great communication while we were away which made me feel at ease. She left everything the way she found it and was very clean. Will definitely book with Bonnie again. Thank you!

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Taryn W.
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 was simply amazing! she loved, cuddled, played with and was wonderful with Ruby. she kept me updated and took lots of pictures too. i will book her again in a heartbeat - i’ve never felt better about leaving Ruby in someone’s care!

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Kathy W.
Sitter Profile Image: Laura L.
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Laura L.
from
$100
per night
4.9 out of 5 stars
80 reviews
49 repeat clients
30 years of experience
Bethlehem, CT, 06751

Life saver!! We use Laura regularly and this week she bailed us out on a last minute request! A true pet lover of all pets! Highly recommended!!

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John and Deb F.
Sitter Profile Image: Bethany C.
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Bethany C.
from
$70
per night
4.9 out of 5 stars
33 reviews
17 repeat clients
10 years of experience
Wallingford, CT, 06492

Bethany was great with our dog Charlie. He is very energetic and can be a handful but she had things under control. We had her house sit Charlie during the thanksgiving weekend. She came and met us two days before to get acquainted with everything. She took good care of him while we were away, and made sure to give him his medications for his food allergy. Plus she sent us photo updates and was easy to communicate with. Charlie seemed completely fine when we got back. Will definitely be using her services again soon.

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Danica A.
Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
34 reviews
10 repeat clients
6 years of experience
Marlborough, CT, 06447

Shannon always goes above and beyond with our pups. She keeps us updated with frequent photos and messages, and really goes the extra mile to make sure they are well taken care of. She stayed at our house for a week with them, and really put us at ease while we were away. We love (and the pups love!) having Shannon watch them!!!

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Lauren G.
Sitter Profile Image: Kathryn R.
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Kathryn R.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
22 years of experience
Meriden, CT, 06451

Kathryn did an outstanding job watching our pup and two kitties while we were away for 4 days. She was all ways in communication with us and sent many pictures. She genuinely loves all animals an strives to befriend even the toughest ones (aka our scaredy cat and her became besties). Thankful to have had her to take care of our fur babies and will definitely book again for our next vacay.

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

My two protective dogs welcomed Ty without so much as one bark! We highly recommend him.

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Amy S.
Sitter Profile Image: Paige B.
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Paige B.
from
$100
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
18 years of experience
Prospect, CT, 06712

Paige has stayed with our dog during out of town trips a couple times now and we would definitely reach out to her again. She sends nice pictures and updates, and does a great job taking care of our dog!

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Bernie
Sitter Profile Image: Sarah E.
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Sarah E.
Star Sitter
from
$63
per night
5.0 out of 5 stars
39 reviews
18 repeat clients
16 years of experience
Windsor, CT, 06095

Our animals were so happy when we got home! Our dog is an old man and he was in great shape, the rabbit was also spry and happy. Will use Sarah again! So communicative and the house was as we left it.

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Lauren R.
Sitter Profile Image: Sowatey L.
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Sowatey L.
Star Sitter
from
$67
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
16 years of experience
Plymouth, CT, 06786

We came back to happy, calm dogs and a well organized house. Really appreciated the daily updates and pictures and Coors and Ryder look forward to seeing you again. Thank you for allowing us to go away without worrying.

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diane m.
Sitter Profile Image: Sabrina & Daniel S.
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Sabrina & Daniel S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
153 reviews
62 repeat clients
10 years of experience
Wallingford, CT, 06492

Sabrina and Daniel were awesome - super easy to communicate with, flexible when I needed to make a schedule change, and they sent the best ever photos of my pup along with their newsy daily updates. 5+ stars!

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Laura H.
Sitter Profile Image: Justin B.
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Justin B.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Wallingford, CT, 06492

About: I started taking care of pets when we got a family dog when I was a kid. Since then, I help my mom with her pet-sitting business and have sat for her 3 dogs for a week+ at a time. I genuinely love taking care of dogs of all ages. I work a full-time job 7-3 M-F, and have afternoon pilot classes about twice a week, always scheduled in advance. Occasionally I go out of town for a weekend, again, scheduled well in advance. I would treat a client's pet as if they were my own, which is to say with lots of love, care, patience, respect, and kindness. And a lot of head pats (if and when applicable).

Sitter Profile Image: Katherine C.
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Katherine C.
from
$100
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Torrington, CT, 06790

Katherine made us feel at ease leaving our dog for the weekend. She sent lots of pictures and check-ins which we really appreciated, and highly recommend her. After a long weekend we came back to a very happy boy.

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John B.
Sitter Profile Image: Kimberly G.
Verified Enhanced Background Check
Kimberly G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
Durham, CT, 06422

Kimberly is terrific! The dogs love her and the pictures she sends are literally 'frame worthy'! Such a treat to see my cuties having such a great time with her!

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Robin C.
Sitter Profile Image: Katie O.
Verified Enhanced Background Check
Katie O.
Star Sitter
from
$75
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.

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Jacki A.
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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

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

Keleigh was fantastic! Not only did she attentively care for my dog, but also left everything better than she found it. Absolutely wonderful!!!

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Amanda B.
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
5.0 out of 5 stars

Laura did a wonderful job of staying in touch with us and providing updates. She left our home tidy and Lasha in very happy spirits. I look forward to working with Laura again.

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Rudy R.
House Sitting
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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 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 August 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 August 2026, there are 1,794 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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