House Sitting Middlebury

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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: Zarah F.
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Zarah F.
Star Sitter
from
$60
per night
4.9 out of 5 stars
190 reviews
103 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: Hunter N.
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Hunter N.
from
$75
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Naugatuck, CT, 06770

Hunter did a fantastic job watching our pets. Very professional and kind. Hunter was a great choice and we will rebook again for sure!! Thank you again.

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Stephanie M.
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: Laura S.
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Laura S.
from
$60
per night
5.0 out of 5 stars
37 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: maxine f.
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maxine f.
from
$32
per night
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: 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 was a professional from beginning to end. Connected beautifully with my dog, was on time, and did everything needed for Jasmine’s we’ll being. Will definitely be hiring him again at some point.

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Mitzi A.
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 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: 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 a great job taking care of our temperamental rescue dog. She was on time and communicated really well. She did an overnight stay at our house and I would definitely recommend her. She made everything really stress-free.

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Kristyn Z.
Sitter Profile Image: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
34 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: Enrique H.
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Enrique H.
from
$40
per night
5.0 out of 5 stars
5 reviews
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: Tyrese E.
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Tyrese E.
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: Zach Z.
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Zach Z.
from
$55
per night
5.0 out of 5 stars
36 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: Cole O.
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Cole O.
from
$32
per night
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Middlebury, CT, 06762

About: I have 10+ years of experience caring for dogs. I’ve cared for my own pets as well as family members’ and neighbors’ dogs, including handling different temperaments. I’m currently off for the summer, so I have plenty of time to give your pets the attention they need. In the fall, I may still have limited availability on certain days depending on my schedule. Your pet’s safety and comfort are my top priorities. I’ll treat your home with care, keeping everything clean, tidy, and organized. I won’t bring anyone over — just me and your pet, focused on keeping them happy and stress-free.

Sitter Profile Image: David P.
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David P.
from
$60
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: 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: Lauryn E.
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Lauryn E.
from
$65
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
17 years of experience
Oxford, CT, 06478

Lauryn stayed at our place to take care of our Lab. Lauryn did a great job walking and caring for our pup, and the house was clean when I arrived and our dog was happy. Highly recommend! .

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Chuck M.
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: Kadriya B.
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Kadriya B.
from
$100
per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Oakville, CT, 06779

About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.

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: Leonne P.
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Leonne P.
from
$50
per night
3 years of experience
Shelton, CT, 06484

About: Im comfortable working with friendly dogs of different ages, including puppies who need extra attention and older dogs who may need a slower, more gentle approach. Plus, my dog is very friendly and enjoys the company, which can help other dogs feel more comfortable and social. I've always loved being around animals, and caring for them is something I truly enjoy. Whether it's walks, sticking to their normal routine, I'll treat your pet with the same love and attention I'd give my own. I know how important it is to trust someone with your furry family member, so I'll keep you updated with messages and photos while you're away. My goal is to make sure your pet feels safe, happy, and well cared for every step of the way. I care for pets in both my home and my client’s home, depending on the service. I make sure they have a safe, clean space, follow their feeding and walking routines, and give them plenty of attention. When I’m in a client’s home, I follow all instructions closely to keep their pet comfortable and cared for.

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

Pet parents share their Rover experiences - Middlebury

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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
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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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

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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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