House Sitting in Middlebury

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kendall Verified Background CheckRover 101

Experienced veterinary technician

Naugatuck, CT, 06770

House Sitting, Drop-In Visits, Dog Walking

"Kendall is so positive. She was able to deal with our puppy in training. We will have her take care of our dog whenever we can’t. Thanks Kendall!! (more)"

Confirmed availability
Thanksgiving
2. Angela Verified Background Check

Certified Dog Trainer Big Pet Lover

Waterbury, CT, 06708

House Sitting, Drop-In Visits, Dog Walking

"Pays attention to instructions and details (more)"

Confirmed availability
Thanksgiving
3. Chloe Verified Background CheckRover 101

Your pets, my passion

Naugatuck, CT, 06770

House Sitting, Drop-In Visits, Dog Walking

"I cannot speak more highly of Chloe. She is patient, kind, responsible and incredibly reliable. I am very picky on who I leave my dogs with and as soon as I ... (more)"

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4. Joseph Verified Background Check

I'll run with your dog!

Woodbury, CT, 06798

House Sitting, Drop-In Visits, Dog Walking

"Joe was great. The dogs were in good hands while we were away. Great communication leading up to the pet sitting day. We'd be happy to have Joe care for t... (more)"

5. Kyle Verified Enhanced Background Check

Very flexible scheduling. Anytime

Waterbury, CT, 06708

House Sitting, Drop-In Visits, Dog Walking

"I had a last minute meeting in the city and since I only recently got my dog I had no connections to doggy daycare or sitters. in desperation I found the rov... (more)"

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6. Elizabeth Verified Background Check

Caring lover of all animals

Woodbury, CT, 06798

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is patient, calming and so affectionate when she’s hanging out with my three dogs (golden retriever and two doxies) . Whenever she arrives, they ar... (more)"

Confirmed availability
Thanksgiving
7. Katie Verified Background Check

Love me, love your dogs

Naugatuck, CT, 06770

House Sitting, Drop-In Visits, Dog Walking

"Katie was wonderful. Great communication! (more)"

Confirmed availability
Thanksgiving
8. Nicole Verified Background CheckRover 101

Niki The Dog whisper

woodbury, CT, 06798

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: A dog training license is a goal in my near future. I currently work for an animal veterinarian 24 hour hospital. I love all animals and love worki... (more)

Confirmed availability
Thanksgiving
9. Skylar Verified Background Check

Affectionate, active & flexible!

Watertown, CT, 06795

House Sitting, Drop-In Visits, Dog Walking

"Skylar has watched my dog multiple times over the past 6 years. My dog is always excited to see her. I would often leave her the house key to tend to my dog ... (more)"

Confirmed availability
Thanksgiving
10. Destiny-Jacklynn Verified Background Check

Your Campanion need another Friend?

Waterbury, CT, 06708

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had Schultz my Chiweenie (Dachshund/Chihuahua mix) for 8 years now and had a rabbit, Snuggles for 5 years prior to that. I have taken care o... (more)

11. Taylor Verified Enhanced Background Check

Cats and dogs welcome!

Waterbury, CT, 06708

House Sitting, Drop-In Visits, Dog Walking

"Taylor was great. She presented as friendly, confident and knowledgeable. Pumpkin has a new friend and we all look forward to having Taylor back. (more)"

Confirmed availability
Thanksgiving
12. Tiffany Verified Background Check

Special needs dog mama

Oakville, CT, 06779

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I am a lifelong animal lover! I currently have a dog, 3 cats (2 are fosters) and chickens. I am a special education teacher at a high school durin... (more)

13. Elizabeth Verified Background Check

Your Pets Home Away From Home

Watertown, CT, 06795

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! My name is Liz, I have been around dogs my entire life, our house was never without at least one dog. I live with my girlfriend Rebecca who al... (more)

Confirmed availability
Thanksgiving
14. Caitlin Verified Enhanced Background Check

Flexible pet sitter/walker!

Naugatuck, CT, 06770

House Sitting, Drop-In Visits, Dog Walking

"Caitlin is a great person and a passionate animal lover. She has adopted her sisters puppy and takes great care of him. She is always available for friends a... (more)"

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15. Cassandra Verified Background Check

Friendly Pet Care Gal

Naugatuck, CT, 06770

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Each pet has their own personality and style and I adapt to exactly what your pets need and want. I provide 5 star service including love and care ... (more)

Confirmed availability
Thanksgiving
16. Samantha Verified Background Check

Caring dog sitter

Waterbury, CT, 06708

House Sitting, Drop-In Visits, Dog Walking

"Samantha used to be my dog walker before I moved out of the area. If you want someone that is OCD about paying attention to your dog, playing with them, and ... (more)"

Confirmed availability
This weekend
17. Caitlin Verified Enhanced Background Check

Compassionate pet lover!

Waterbury, CT, 06708

House Sitting, Drop-In Visits, Dog Walking

"Caitlin’s compassion for animals goes beyond caring, she connects with my dog on a different level. When she comes over my dog lights up like I’ve never seen... (more)"

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18. Jesse Verified Background Check

Responsible Dog Lover

Waterbury, CT, 06708

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have owned all kinds of animals since I was a boy. I have taken in strays and rescued animals before. I have tried to educate myself on the well ... (more)

Confirmed availability
Thanksgiving
19. Stephanie Verified Background Check

RN who loves to pet sit on the side

MIddlebury, CT, 06762

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Stephanie was wonderful. Especially helping me out at the last minute. Her communication was great, she was right on time and my Newfoundland, Nadia loved me... (more)"

20. Nikki Verified Background Check

Flexible job, loves to pet sit!

Middlebury, CT, 06762

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Exellent and available on short notice (more)"


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.