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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: James K.
Verified Enhanced Background Check
Sitter Profile Image: James K.
Verified Enhanced Background Check

1. James K.

Work From Home 🏡 💻
Brookfield, CT, 06804
14.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
18 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!

Calendar Recently Updated
Sitter Profile Image: Christine J.
Verified Background Check
Sitter Profile Image: Christine J.
Verified Background Check

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
9 reviews
8 repeat clients
from
$65
per night

Christine is kind, responsible, and so wonderful with our pup sharky! We are lucky to have her as our go-to in home sitter for weekends away. :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Christopher C.
Verified Enhanced Background Check
Sitter Profile Image: Christopher C.
Verified Enhanced Background Check

3. Christopher C.

Star Sitter
No Ruff Days With Me!
Waterbury, CT, 06708
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$42
per night

Christopher is great! We were so happy to leave our pup and cats in his care when we couldn’t be home. He was thoughtful and communicative. We loved getting photo and text updates of our happy pets while we were away. Thanks, Christopher!

Calendar Recently Updated
Sitter Profile Image: Brooke R.
Verified Enhanced Background Check
Sitter Profile Image: Brooke R.
Verified Enhanced Background Check

4. 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

Calendar Recently Updated
Sitter Profile Image: Felicia L.
Verified Enhanced Background Check
Sitter Profile Image: Felicia L.
Verified Enhanced Background Check

5. 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
84 reviews
32 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.

Calendar Recently Updated
Sitter Profile Image: Bruce B.
Verified Enhanced Background Check
Sitter Profile Image: Bruce B.
Verified Enhanced Background Check

6. 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
162 reviews
65 repeat clients
from
$48
per night

Bruce is the BEST! He stayed in our home and watched our three dogs while we were away for 5 nights. He took incredible care of everything!!! We knew our dogs would be in good hands when we first met Bruce, and our dogs loved him right away too. He took great care in making sure he understood their daily routine prior to his stay. He sent multiple updates each day, including pictures and videos, which gave us peace of mind while we were away. During his stay, we had an issue with the Rover app and Bruce was very patient and understanding while we figured out the issue. He has so many repeat clients and rave reviews for a reason! We highly recommend Bruce for all of your pet sitting needs. Thank you Bruce, we are so appreciative!

Calendar Recently Updated
Sitter Profile Image: Anna M.
Verified Enhanced Background Check
Sitter Profile Image: Anna M.
Verified Enhanced Background Check

7. Anna M.

Excited to meet new fluffy friends!
Southbury, CT, 06488
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

Anna loves dogs and deeply cares for them as if they were no different from humans. She has been passionate for these animal since birth!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Laura H.
Verified Enhanced Background Check
Sitter Profile Image: Laura H.
Verified Enhanced Background Check

8. Laura H.

Love to play with dogs and cats!
Woodbury, CT, 06798
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
42 years of experience
from
$32
per night

About: I have had cats since I was a baby and had chow chow dogs since I was 13 years old. I also worked at a kennel off and on for 12.5 years. I learned a little training but not a lot. I have worked with all different breeds of dogs. I love snuggling with cats as I grew up with having them in my household. I currently work full time at Ability Beyond however, full time is 30 hours for me so it allows me to have 3 to 4 days off towards the end of the week depending on the week. We have a large back yard with a dog run and as far as my cat. He is an indoor cat and gets spoiled indoors.

Sitter Profile Image: Shaunna M.
Verified Enhanced Background Check
Sitter Profile Image: Shaunna M.
Verified Enhanced Background Check

9. 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jonathan L.
Verified Enhanced Background Check
Sitter Profile Image: Jonathan L.
Verified Enhanced Background Check

10. Jonathan L.

I am a loving pet care provider ❤️
Naugatuck, CT, 06770
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$35
per night

Johnathon is great with my pets. He is a responsible , hard working, diligent, devoted young man. I trust him fully with my pets. I suspect he will be a great asset to your company.

Calendar Recently Updated
Sitter Profile Image: Meghan A.
Verified Enhanced Background Check
Sitter Profile Image: Meghan A.
Verified Enhanced Background Check

11. Meghan A.

Fur-tastic Care!!
Naugatuck, CT, 06770
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
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.

Calendar Recently Updated
Sitter Profile Image: Guliser "Julie" B.
Verified Enhanced Background Check
Sitter Profile Image: Guliser "Julie" B.
Verified Enhanced Background Check

12. 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 :)

Calendar Recently Updated
Sitter Profile Image: Madi C.
Verified Enhanced Background Check
Sitter Profile Image: Madi C.
Verified Enhanced Background Check

13. 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mair H.
Verified Enhanced Background Check
Sitter Profile Image: Mair H.
Verified Enhanced Background Check

14. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Vera R.
Verified Background Check
Sitter Profile Image: Vera R.
Verified Background Check

15. 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: Cassandra R.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra R.
Verified Enhanced Background Check

16. Cassandra R.

I've had Cats most of my life.
Waterbury, CT, 06708
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$32
per night

About: I have no problem with going out of my way to help my clients with what they need. I will take care of the client's fur children to the best of my ability I work full-time 2nd shift 10hrs, 5 pm to 3 am. The weekends are the best for me because these are my days off and I love being with animals of all types Yes, they are small mammals in a big cage. I also help my mom and stepdad with walking their golden retriever Zoey I love her.

Calendar Recently Updated
Sitter Profile Image: Stephanie F.
Verified Background Check
Sitter Profile Image: Stephanie F.
Verified Background Check

17. 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

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!

Sitter Profile Image: Mary S.
Verified Background Check
Sitter Profile Image: Mary S.
Verified Background Check

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lucy G.
Verified Enhanced Background Check
Sitter Profile Image: Lucy G.
Verified Enhanced Background Check

19. Lucy G.

Your pets new best friend
Waterbury, CT, 06708
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$32
per night

Lucy cares for our pets with love and patience and humor. She is trustworthy and responsible. I highly recommend her to care for your pets.

Sitter Profile Image: Elizabeth S.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth S.
Verified Enhanced Background Check

20. 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!

Search Map

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:

Rover also offers other services in Middlebury:


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.

House Sitting