House Sitting in Middlebury

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

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Top rated Middlebury house sitters

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.
Verified Background Check
Zarah F.
from
$60
per night
4.9 out of 5.0 stars
179 reviews
100 repeat clients
17 years of experience
Southbury, CT, 06488

Very responsive and reliable! I will continue to use Zarah’s services. I have been able to enjoy my time away knowing my dog is in great care.

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Megan R.
Sitter Profile Image: Jessica T.
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Jessica T.
from
$32
per night
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: Keleigh L.
Verified Background Check
Keleigh L.
from
$125
per night
5.0 out of 5.0 stars
42 reviews
8 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: Madeleine D.
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Madeleine D.
from
$70
per night
4.8 out of 5.0 stars
19 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

Maddie was great, she took good care of our girl and sent plenty of photos . Even helped shovel our sidewalk so the kids could get to the bus stop

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Dan P.
Sitter Profile Image: Hunter N.
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Hunter N.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
12 reviews
5 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: David P.
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David P.
Star Sitter
from
$85
per night
5.0 out of 5.0 stars
34 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

David stayed in our house with our dog and rabbit for a week while we were traveling and I could not recommend someone more highly. He was attentive to the needs of our pets and took my dog out on long walks at the park on a daily basis. He sent us pictures and updates frequently and took excellent care of our house. He took out the trash and even vacuumed our house before we came home! David is a one of a kind sitter who goes above and beyond. I will definitely ask him to come back in the future!

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Sandy P.
Sitter Profile Image: Anastasia K.
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Anastasia K.
from
$50
per night
15 years of experience
Plymouth, CT, 06786

About: Hi there! I’m a lifelong animal lover with over 15 years of experience caring for everything from my dogs to reptiles and fish. I’m currently a proud mom to a very spoiled bearded dragon and a few beloved fish, and I’ve spent the last two years as a dog lead volunteer at my local animal rescue. Working hands‑on with dogs of all personalities, from shy and nervous to goofy and energetic, has taught me patience, empathy, and how to help animals feel safe and understood. I take my time getting to know each pet so they feel comfortable with me, and I’m always happy to do any research needed to make sure your furry family member gets the best care possible. While I work full‑time, I offer early mornings, weeknights, and weekend availability to fit your schedule. I have weekday availability around both Plymouth and Milford areas. I can’t wait to meet your furbabies and treat them like my own. Pet care is already part of my everyday life. I care for my own pets daily and volunteer as a dog lead at my local rescue each week, so working animal time into my schedule feels natural. Even with a full‑time job, I have early morning, weeknight, and weekend availability to give your pets the attention they need, so while you are away you can be assured that they are taken care of. I care for pets in their home by keeping their routine consistent and following your instructions closely, so the feel safe and secure at home. I take time to help your pet feel comfortable, give them plenty of attention, and keep your home tidy and respected. I’ll send updates so you always know how your pet is doing.

Sitter Profile Image: Jill D.
Verified Background Check
Jill D.
from
$80
per night
5.0 out of 5.0 stars
79 reviews
29 repeat clients
20 years of experience
Watertown, CT, 06795

Jill and Meghan are the best!

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Lori C.
Sitter Profile Image: Zach Z.
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Zach Z.
from
$55
per night
5.0 out of 5.0 stars
34 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: Nicholas C.
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Nicholas C.
from
$60
per night
5.0 out of 5.0 stars
4 reviews
20 years of experience
Middlebury, CT, 06762

Pleasant and attentive to our dog. Anxious to accommodate to our needs and schedule - easy to work with. Highly recommend Nicholas.

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Linda L.
Sitter Profile Image: Nina J.
Verified Enhanced Background Check
Nina J.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
13 reviews
3 repeat clients
23 years of experience
Bristol, CT, 06010

Nina is awesome! Im so glad I met her to help take care of Sadie! Very flexible, communicative and great person to love your pup! Sadie had so much fun with Nina, she also taught her a few new things!

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Andrea F.
Sitter Profile Image: Alex D.
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Alex D.
from
$65
per night
5.0 out of 5.0 stars
92 reviews
27 repeat clients
16 years of experience
Stratford, CT, 06614

Alex did a great job house and pet sitting for us this week. He even stayed longer on the last day when our flight home was delayed. We got daily reports and pictures of our pets and would use him again for future trips. Thank you Alex!

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Judy K.
Sitter Profile Image: Zephyr B.
Verified Enhanced Background Check
Zephyr B.
from
$32
per night
20 years of experience
Waterbury, CT, 06702

About: I have been taking care of animals of all kinds since I was a child, but especially dogs. I have experience with puppies, seniors and everything in between. Big or small, I love them all. I also have experience training basic commands. I am committing to pet care full time. I am available to pet sit in your home most nights and weekends. Drop in play dates and regular walks can be done during the day. I will dedicate myself to the loving care of your fur baby in your home or neighborhood. I intend to earn the trust of you and your pet to provide the best care possible.

Sitter Profile Image: Ian W.
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Ian W.
from
$62
per night
5.0 out of 5.0 stars
32 reviews
13 repeat clients
8 years of experience
Sandy Hook, CT, 06482

Ian was the absolute best! He stayed at our house with our 2 dogs for 5 days. I received regular updates and pictures of them- which was so appreciated and needed being so far away from them. I’d have Ian back in a heartbeat!

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Jamie W.
Sitter Profile Image: Cole O.
Verified Enhanced Background Check
Cole O.
from
$32
per night
5.0 out of 5.0 stars
4 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: Clare K.
Verified Enhanced Background Check
Clare K.
from
$60
per night
5.0 out of 5.0 stars
3 reviews
1 repeat client
8 years of experience
Bantam, CT, 06750

Clare did a wonderful job watching Lasha! She stayed in touch during the day, sent photos, and left the house in great condition. Recommended!

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Rudy R.
Sitter Profile Image: Claire Y.
Verified Enhanced Background Check
Claire Y.
from
$45
per night
5.0 out of 5.0 stars
9 reviews
1 repeat client
5 years of experience
Southbury, CT, 06488

Claire hung out with my Leela last minute. She kept me updated on my pup while I was away and was really sweet. Leela seemed very happy when I got back!! Thanks Claire!!

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Victoria E.
Sitter Profile Image: Katie O.
Verified Enhanced Background Check
Katie O.
from
$60
per night
5.0 out of 5.0 stars
10 reviews
2 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.
Sitter Profile Image: Mary C.
Verified Background Check
Mary C.
from
$85
per night
10 years of experience
Oakville, CT, 06779

About: I've been working with animals for over 10 years. I love them all! I've done pet sitting for all types of critters over the years...from rabbits and ferrets to chickens, dogs and cats. My goal is to keep them happy while family is away. A happy pet is a stress free pet. Whether it be walks, cuddles on the couch or ball in the yard, we will do what's needed to be content. Having experience in a veterinary setting, I'm also qualified to administer medications to any pets that may require it. I'm the mother of 2 beautiful girls. We presently have 3 rambunctious cats and a guinea pig in our home. We just lost our beloved dog at 17 years of age. We all enjoy crafting and hiking in our spare time.

Sitter Profile Image: Katherine G.
Verified Enhanced Background Check
Katherine G.
from
$60
per night
5.0 out of 5.0 stars
13 reviews
3 repeat clients
8 years of experience
Cheshire, CT, 06410

Katherine was great! She was very responsive and always let me know what was going on. Plenty of pictures (I wish Rover would fix the app so you either get the pictures via text or have an easy way to download them as high res from the app itself) and my boys were well taken care of. I think they were a bit disappointed to see me walk in the door tonight instead of Katherine!

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Laura C.
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Over 32
pet parents in Middlebury have booked house sitting

Middlebury pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 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
5.0 out of 5.0 stars

Meghan did a fantastic job taking care of my high-energy pup while I was away for work. Her dog came with her, and the two pups played together. She sent updates and photos so I knew how everything was going. I arrived home to a happy and tired boy!

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Andrea B.
House Sitting
5.0 out of 5.0 stars

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.
House Sitting
5.0 out of 5.0 stars

Pleasant and attentive to our dog. Anxious to accommodate to our needs and schedule - easy to work with. Highly recommend Nicholas.

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Linda L.
House Sitting
5.0 out of 5.0 stars

Erika is the best! She stopped over to review any changes since the last time she house sat, pays great attention to detail & followed our requests to make sure our dogs were safe. She made sure meds were given, they had more opportunities to eat when not interested the first time, and went above and beyond to spend extra outside time with them. She sent updates, pictures, and left a clean house. We have no worries when Erika takes care of our dogs and came home to happy and content pups :)

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Lindsay M.
House Sitting
5.0 out of 5.0 stars

I am so happy to have found Stephanie. She is a responsible, enthusiastic, and conscientious person. It is a pleasure to interact with her. this was my first overnight away from my dog since losing my husband two years ago..Teddy is 15 years old, and tends to be anxious. She went above and beyond for Teddy, bringing him on his walks, ensuring that he had his favorite food and his treats. she made sure he was comfortable in the house and stayed close to him, which I am sure made him feel secure. He is a bit fussy, and she really catered to him. I also appreciated her frequent text messages and pictures, which really set my mind at ease. I totally recommend Stephanie without reservation. I will definitely be calling on her again.

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Linda B.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Middlebury average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Middlebury on Rover as of Jan 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Middlebury house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, there are 1,261 house sitters in Middlebury. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Middlebury house sitters respond in under an hour.

House sitters in Middlebury have an average of 14 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Middlebury.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Middlebury house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.