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

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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: Hunter N.
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Hunter N.
Star Sitter
from
$75
per night
5.0 out of 5 stars
21 reviews
7 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: Laura S.
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Laura S.
from
$60
per night
5.0 out of 5 stars
36 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: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
32 reviews
15 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: 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: Grace B.
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Grace B.
from
$55
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Naugatuck, CT, 06770

Grace was responsive and sent me photos while I was away which I always appreciate. The pups were happy and it gave me comfort they were in her care. I would definitely request her again if the need arises.

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Cristin S.
Sitter Profile Image: Zarah F.
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Zarah F.
from
$60
per night
4.9 out of 5 stars
183 reviews
101 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: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Watertown, CT, 06795

About: I have several years of paid and volunteer experience with all animals, including dogs, cats, fish, chickens, rabbits, horses, and goats. Growing up, I had two dogs, one small and one medium. I also used to volunteer at a therapeutic horse-riding center for people with disabilities, where I groomed horses and cleaned their barns. I currently have two guinea pigs who are contained in cages, but are very curious, playful, and friendly with other animals. I'm an incoming Master's student who is currently working part-time this summer. I have a highly flexible schedule and short commute times, which gives me more time to care for your pets! I have spacious front and back yards where your pet can roam. I also have a doggy gate to block off the upstairs of my house if necessary, but our downstairs and upstairs are very dog-proof from years of caring for our previous pets. I live in a 3-bedroom home, providing ample room for your pet to explore and wander inside if they prefer the indoors. I also have dog bowls, leashes, toys, and food, ready for use.

Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$32
per night
30 years of experience
Thomaston, CT, 06787

About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.

Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
44 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: Madeleine D.
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Madeleine D.
from
$70
per night
4.8 out of 5 stars
19 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: Emma R.
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Emma R.
from
$67
per night
6 years of experience
Seymour, CT, 06483

About: I have taken care of cats and dogs my whole life. I have fostered rescue puppies for five years now. I have also worked at a dog daycare and boarding facility for two years. I am just graduated from college so I am available throughout the week or weekends. I can start booking appointments after June 9th! This includes dog or cat pet sitting, dog walking, or overnights! I will come to your house to pet sit, dog walk, or stay for extended periods of time to ensure the happiness and safety for your pet. Whatever you and your pet need I will do. My utmost priority is your fur baby!

Sitter Profile Image: Tabitha-Danielle R.
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Tabitha-Danielle R.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Waterbury, CT, 06705

Thank you so much, Tabatha! We appreciate you taking suck great care of our pups.

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

Can we get 6 stars for Dave?! Dave was wonderful with our dog. He communicated very well with us and took pictures of our dog throughout the week. He even took care of things around the house like watering our garden, getting the mail and even emptying a dehumidifier!

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Carrie B.
Sitter Profile Image: Alex D.
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Alex D.
from
$82
per night
5.0 out of 5 stars
123 reviews
33 repeat clients
16 years of experience
Stratford, CT, 06614

Oh my goodness, Alex was just wonderful. We couldn't have been more pleased with his work taking care of our many pets and our house. Best of all, he was friendly and communicative, sending pictures regularly and never seeming annoyed when I needed reassurance that all was well. We will definitely rebook with Alex if he'll have us!

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Sarah D.
Sitter Profile Image: Laura H.
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Laura H.
from
$32
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
42 years of experience
Woodbury, CT, 06798

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.
Sitter Profile Image: Ariana W.
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Ariana W.
from
$40
per night
10 years of experience
New Haven, CT, 06511

About: I had a maltese puppy for 10 years from age 9 weeks onward and most recently had a shih tzu puppy that turned 1 on 5/28/25. In the oast I've had pets including hamsters, guinea pigs, chickens, and fish of my own. I work from home and have a flexible schedule, so your pup will get lots of attention and care throughout the day. Here's what a typical day looks like when your dog is with me: 🐾 Morning (7am–10am): Potty break, breakfast, and a light walk or play session 🐾 Midday (11am–2pm): Walks, potty breaks, enrichment games, or just relaxing cuddle time 🐾 Afternoon (3pm–6pm): Another walk or active playtime in a safe, calm environment 🐾 Evening (7pm–9pm): Dinner, a final potty break, and winding down for the night I'm available for: ✅ Drop-in visits ✅ Dog walking ✅ Puppy care Weekend and holiday availability included! I’m happy to accommodate special routines, medications, or specific instructions your dog needs to feel comfortable and loved. When you trust me to care for your dog, I show up with love, respect, and attention to detail — all in the comfort of your dog’s familiar surroundings. 🐶 In-Home Peace of Mind: I care for pets in their own homes, where they feel most secure. Whether I’m dropping in for a quick visit, taking your pup for a walk, or staying overnight, I follow your routine closely to minimize stress and keep your dog calm and happy. 🦴 Personalized, Gentle Care: I specialize in small breeds and have over 10 years of experience. From meal schedules and potty routines to medication or calming techniques, I provide care tailored to your dog’s specific needs. 🚶🏽‍♀️ Safe & Engaging Walks: Walks are done one-on-one in familiar areas, with close attention to your pet’s energy level, leash behavior, and comfort. I avoid crowded dog parks or risky environments to keep your dog safe. 📝 Trustworthy & Transparent: I communicate clearly, provide updates, and send photos during every visit. You’ll always know how your pet is doing, whether I’m there for 20 minutes or staying the night. Your pet stays safe, your home is respected, and you can relax knowing your furry family member is in loving, responsible hands.

Sitter Profile Image: Maria S F.
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Maria S F.
from
$80
per night
5.0 out of 5 stars
6 reviews
6 years of experience
Middlebury, CT, 06762

Shali was truly amazing. I will definitely be using her for pet sitting in the future. She was so sweet and attentive to our dog and our cats, and was so respectful of my space while she stayed at our house. She sent daily updates of our animals and was always quick to respond. I would recommend her over and over again and wish I could give her a 10⭐️ review!

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Margaret M.
Sitter Profile Image: Gina B.
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Gina B.
from
$45
per night
3 years of experience
Wolcott, CT, 06716

About: I love to exercise and love animals! I don't mind visiting or walking your animals ! I will treat your animals as my own! I'm caring and empathetic! I am free on the weekends both Saturday and Sunday a few hours each day! Also Wednesday and Friday after 230! Anyway I can help I will! I have a 12 year old pit mix who is our world! He is our second baby! I also help many family members with there animals! I will always follow directions and listen to instructions on how you want your pet being cared for! I am a loving and kind person! Your pet will be in great hands!

Sitter Profile Image: Noel D.
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Noel D.
from
$80
per night
20 years of experience
Naugatuck, CT, 06770

About: I have taken care of dogs all sizes and different temperaments. We have 4 cats in my home currently! I love working with animals of all kinds- I’m hoping to go back to school for my vet tech certification soon! I have a flexible schedule and am available weekdays until the sun goes down! I am also available on weekends with advance notice. Boarding requests are preferred to be made at least 5 days before the start date! I am not able to host pets at my home but I will always be respectful in yours. If you request I can help with other task during boarding stays such as plant watering, retrieving the mail, or any other small household tasks!

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Over 33
pet parents in Middlebury have booked house sitting

Middlebury pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Keleigh is always incredible! Our Milo is always so well taken care of, and we so trust her in our home. We can’t recommend Keleigh enough!!

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Katie C.
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
5.0 out of 5 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
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Find pet care near you

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 Jun 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 Jun 2026, there are 1,291 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, 86% 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.