House Sitting in Middlebury

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: James K.
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Sitter Profile Image: James K.
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1. James K.

Work From Home 🏡 💻
Brookfield, CT, 06804
14.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
17 reviews
2 repeat clients
from
$70
per night

James was great! My dog immediately loved him :) great at communicating and sharing pics during the day as well. I will definitely be using James again!

Sitter Profile Image: Christine J.
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Sitter Profile Image: Christine J.
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2. Christine J.

A happy place for your pet!
New Milford, CT, 06776
16.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
8 repeat clients
from
$65
per night

Christine goes above and beyond to ensure our two elderly dogs are well cared for and well loved. They are very different personalities and ability levels, and she cares for both splendidly. Christine could not be more organized and responsible with the dogs and the house as well. It is a luxury to leave home knowing our dogs are in such excellent hands. Anyone who Christine works with will be very lucky to know her.

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Sitter Profile Image: Brooke R.
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Sitter Profile Image: Brooke R.
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3. Brooke R.

Rover 101
Come home to happy pets! ❤️ 🐾
Roxbury, CT, 06783
9.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$75
per night

Brooke is a lovely person and a natural with dogs. She came to stay with our toy poodle while she recovered from being spayed and dental surgery. Brooked kept her calm and from running around by snuggling with her all day. She was in touch and sent a cute video. I would highly recommend Brooke and hope to use her again for both our dogs in the future. Jana

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Sitter Profile Image: Felicia L.
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Sitter Profile Image: Felicia L.
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4. Felicia L.

Caring, trustworthy, honest
Bristol, CT, 06010
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
31 repeat clients
from
$70
per night

Felicia took care of our dog Roscoe while we took a quick trip to see family down south. From the minute I met her I knew she was going to take good care of Roscoe. She sent pictures and communicated daily on how he was doing, it helped a lot to know he was being well taken care of. We definitely will be asking Felicia to watch Roscoe if we need another sitter.

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Sitter Profile Image: Bruce B.
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Sitter Profile Image: Bruce B.
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5. Bruce B.

Paw-sitiv I wz born 2care4 ur Pet💛
Woodbridge, CT, 06525
12.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
153 reviews
64 repeat clients
from
$48
per night

Bruce watched our dogs in our home for a second time over Christmas. Our dogs really love him and so do we! Once again he was very easy to work with, provided great updates and consistent communication. He took incredible care of our pups and our house and we are so grateful for him! Bruce will be our go-to dog sitter from now on. Highly recommend his services. Thank you Bruce :)

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Sitter Profile Image: Joe D.
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Sitter Profile Image: Joe D.
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6. Joe D.

Animal Loving Cat Dad
Newtown, CT, 06482
12.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
2 repeat clients
from
$59
per night

Joe watched my dog overnight and was fantastic! My dog can be difficult and Joe did a great job, I felt totally comfortable with him taking care of Tuck. He sent frequent updates and pictures too. I will definitely recommend Joe to my friends and will be using him again in the future. Thank you!!

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Sitter Profile Image: Shaunna M.
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Sitter Profile Image: Shaunna M.
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7. Shaunna M.

your dogs new best friend
oakville, CT, 06779
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$42
per night

About: I have had dogs in my home since I was born. Rescued MY own dog that was my responsibility at 13, and was with me until my early 20s. I now have my own chocolate lab (if you know you know). I have watched/ walked/ hiked countless dogs of friends, family, neighbors from dachshunds to great danes and feel extremely confident in my ability to not only love them, but keep them safe. I am a first responder who is quick on my feet and a fierce protector. I believe our animals are an extension of our families, and I will treat them as my own. I have a very flexible schedule and can take my other work nearly anywhere at anytime so I am able to work well with your schedule. I have a fenced in yard for my chocolate lab, but I also take her out for a hike and a walk daily. Any of my family and friends dogs that I have taken care of get the exact same attention and love

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Sitter Profile Image: Madi C.
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Sitter Profile Image: Madi C.
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8. Madi C.

Let me care for your fur babies!
Watertown, CT, 06795
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$45
per night

About: I’ve taken care of cats, dogs, birds, chickens, fish, and horses since I was little. Anything from feeding to exercise to medical needs I can handle. As I am taking online classes for college as well as commuting from home, my schedule is super open and I’m ready to care for your animals! I have a large fenced in yard with a park right next door for easily accessible walks and exercise. I also have two dogs who are very friendly and love to be around others. I can easily separate if necessary

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Sitter Profile Image: Meghan A.
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Sitter Profile Image: Meghan A.
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9. Meghan A.

Fur-tastic Care!!
Naugatuck, CT, 06770
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night

I thank Meghan for taking care of our dog Xena. She did a good great job with Xena. Our dog is difficult and she didn’t give up.

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Sitter Profile Image: Katharine M.
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Sitter Profile Image: Katharine M.
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10. Katharine M.

A dog lover named Kat
Southbury, CT, 06488
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night

Katharine is an amazing dog lover. She is very responsible and great with dogs. She is someone you can rely on to take care of you beloved family pet.

Sitter Profile Image: Elizabeth S.
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Sitter Profile Image: Elizabeth S.
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11. Elizabeth S.

Love dogs!
Woodbury, CT, 06798
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$50
per night

About: I’ve always had at least 1 dog in my life . I currently have 3 dogs who are the lights of my life who are also great with other dogs. I have a very flexible work schedule that makes it easy to take care of your loved one anytime. I’m available morning, noon and night. I can dog sit, walk or spend time with your pets at home. Let’s talk about it and figure out what works best. Just reach out!

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Sitter Profile Image: Mair H.
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Sitter Profile Image: Mair H.
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12. Mair H.

Reliable Experienced Compassionate
Woodbury, CT, 06798
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$125
per night

Mair kept me updated and informed while I was away, wirh updates, pictures and videos, which I appreciated, especially since this was my first time away from my dog.

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Sitter Profile Image: Olivia V.
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Sitter Profile Image: Olivia V.
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13. Olivia V.

Trustworthy pet sitter <3
waterbury, CT, 06705
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
11 reviews
5 repeat clients
from
$30
per night

Olivia was very reliable and soo compassionate towards my furry family members. If she had a question, she would ask, and Emmet and Athena seemed to know she loves animals. I would certainly ask her to watch my pups again! Sheri

Sitter Profile Image: Sahadath H.
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Sitter Profile Image: Sahadath H.
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14. Sahadath H.

Dogs are my best friends
Southbury, CT, 06488
3.9 mi. away
House Sitting, Dog Walking
from
$32
per night

Sahad has lived with our family for the past year and has become a most reliable dog lover and caregiver. We have 3 Native American Indian dogs (wolf hybrids) and they absolutely LOVE Sahad. he greets them each morning with cuddles before he begins his day. Sahad truly enjoys their company and cares for them as if they were his own. I think that Sahad would be a fabulous choice as a reliable and trustworthy care- giver to anyone's dog, and would give them the time and attention that pet owners are often so concerned about for their animals.

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Sitter Profile Image: London M.
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Sitter Profile Image: London M.
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15. London M.

London from Southern
Naugatuck, CT, 06770
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

I was delighted seeing my pet was the same happy content dog I left! Such a relief! This isn't always the case and is often my only indication of how things went. I was comfortable with London staying in our space which seems to suit my dog the most, and she did a great job coordinating care with the other sitter as needed as we were gone a while, we split the care. I would definitely call London again. Thanks! London!

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Sitter Profile Image: Phoebe O.
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Sitter Profile Image: Phoebe O.
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16. Phoebe O.

Long-time dog owner of Shih Tzu
Woodbury, CT, 06798
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night

I spent last weekend with Phoebe and her dog, Sadie. We went for a nice walk through some of Boston's green space and wound up in a dog park. It was really beautiful to see such a loving relationship. I've heard about Sadie a lot ,of course, but to see them play together is a real testament to the deep bond. I know Phoebe takes Sadie's care seriously and that it forms one of the most mutually beneficial connections between human and canine I've witnessed. It reminds me of the sort of inseparable friendship between my uncle and his late dog, Boomer. What a joy to see, and so rare. Please do hire Phoebe—other dogs deserve that much love.

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Sitter Profile Image: Vera R.
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Sitter Profile Image: Vera R.
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17. Vera R.

Happiness is pups
Watertown, CT, 06779
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
3 repeat clients
from
$45
per night

About: I have been a dog enthusiast. I have experience with large breeds. Turtles. Rabbits. I love to walk dogs and work one on one with them. Available to help anytime especially in the VALLEY AREA ;) Have experience with large breed dogs. Especially love mastiffs. Bulldogs. And french bulldogs. Pitbulls and fast moving dogs I have 2 french bulldogs currently with a fenced yard. And access to seperate dogs. I love animals and can relate to them to ease their anxiety.

Sitter Profile Image: Mary S.
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Sitter Profile Image: Mary S.
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18. Mary S.

I am a caring and patient dog lover
Middlebury, CT, 06762
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$50
per night

Mary was awesome! Sat at my house with our two rambunctious dog-monsters for a week, and they never had a better time. By the end they were following her around. You can tell when she meets your dogs that she is a true dog person, and they can too.

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Sitter Profile Image: Guliser "Julie" B.
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Sitter Profile Image: Guliser "Julie" B.
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19. Guliser "Julie" B.

Friendly & Reliable Pet Care
Waterbury, CT, 06708
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience
from
$40
per night

About: Hi there! My name is Julie. I love all pets, but most of my experience is with cats and dogs. I am always open to new experiences! I do work a full time job during the week but have availability some early mornings/late evenings, Fridays and most weekends all day! I am reliable and flexible- if there is anything else you would like to know please don’t hesitate to ask :) I work a full-time job Monday-Thursday. I am available all day Friday- Sunday. With advance notice I can also have some flexibility during the week I have a decent size yard with plenty of space. I also live close by a park that is perfect for walks. I have a sunroom that is always my Cat’s favorite spot to birdwatch and take naps on his oversized cat tree :)

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Sitter Profile Image: Stephanie F.
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Sitter Profile Image: Stephanie F.
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20. Stephanie F.

RN who loves to pet sit on the side
Middlebury, CT, 06762
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
23 repeat clients
from
$125
per night

Stephanie was the best! She cared for our cat Chester and home while we were away. Great communication and exceeded expectations. We just rebooked with Stephanie for our next trip!

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Middlebury House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Middlebury are rated on average 5 out of 5 stars based on 16 reviews.

Rover also offers House Sitting in:

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Middlebury house sitting needs. On Rover, it's easy to find a loving dog sitter in Middlebury who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Middlebury house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Middlebury for your dog — people who'll treat him like family.

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