House Sitting in Bennington

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.
1. Jennifer Verified Background Check

any size, any personality!

Bennington, VT, 05201

Dog Boarding, House Sitting

"I really felt that I hit the jackpot finding a terrific veterinary technician to watch my dog, Edgar. She was on time, easy to work with, and understood how... (more)"

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2. Jade Verified Background Check

Experienced dog and cat caretaker

North Adams, MA, 01247

House Sitting, Drop-In Visits, Dog Walking

"I’ve trusted Jade with my senior dog whenever I’ve had to leave town, even last-minute. She’s always done an amazing job, especially with giving him his medi... (more)"

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3. Karen Verified Background Check

Home full time....trail to walk on

Bennington, VT, 05201

Dog Boarding, House Sitting

"Karen has taken great care of my dog, Maggie. And my dog loves when she watches her. I would highly recommend her with taking care of your pet needs. (more)"

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4. Julie Verified Background Check

Active, previous vet tech, lg yard!

East Arlington, VT, 05250

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

"Julie was great! The boys loved her right from the start. She took them for walks, played fetch and sent pictures. Will definitely use her again! (more)"

Confirmed availability
Christmas and New Year
5. Serena Verified Background Check

A Furry-Family Fanatic...

North Adams, MA, 01247

House Sitting, Drop-In Visits, Dog Walking

"Serena is the best! She helps me groom my animals and she has taken care of my animals when I am away. She would help any animal that needs help before herse... (more)"

Confirmed availability
Thanksgiving
6. Ashley Verified Background Check

Let me take care of your pets!

East durham, NY, 12423

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

"Ashley is very knowledgeable about all kinds of animals. She is also a veterinary technician and is very good at her job. She is very kind and plays along al... (more)"

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7. Kimberly Verified Background Check

Treat yours like my own

Hoosick Falls, NY, 12090

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

About: I will treat your pets like my own. I am very responsible so you can rely on me for your needs. I am good with any dog types. I love taking walks a... (more)

8. Holly Verified Background Check

Know all the best dog walking spots

williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Holly was very good and sent me lots of photos, she even went above and beyond and had my flip flop repaired that my dog chewed months ago. (more)"

9. Brook Verified Background Check

I’m a dog lover who has two dogs!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

About: I have had animals all my life, including some unique ones like lizards, turtles, and fish. I currently have two dogs at home, one is a Australian ... (more)

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10. Mark Verified Background Check

Love to walk and play with dogs!

Shaftsbury, VT, 05262

House Sitting, Drop-In Visits, Dog Walking

"Mark is a true dog-lover; he enjoys spending time with dogs of all shapes and sizes. He is conscientious and trustworthy. He has cared for many senior dogs a... (more)"

11. Eva Verified Background Check

Energetic caregiver/walker!

Bennington, VT, 05201

House Sitting, Drop-In Visits, Dog Walking

About: My name is Eva and I'm 27, I am a confident young woman with dog walking/sitting experience, looking to pick up some extra work. I would prefer a r... (more)

12. Mary Verified Background Check

Dog lover! I live on a 8 acre farm

Hoosick falls, NY, 12090

House Sitting, Drop-In Visits, Dog Walking

"Mary was on time, very pleasant, and handled one adult dog and one puppy with ease. Both of the dogs were happy when we arrived home and one even wanted to ... (more)"

13. Elizabeth Verified Background Check

Animal science grad who loves dogs!

Hoosick Falls, NY, 12090

House Sitting, Drop-In Visits, Dog Walking

"I was very pleased with Elizabeth. She sent pictures almost everyday which assured me by dog was well taken care of. When I got home all was well so I was ... (more)"

14. Autumn Verified Background Check

Dog Lover and Experienced Sitter

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Autumn was wonderful with my dogs. She is very kind and caring. She treated them as if they were her own. She walked them in the morning and in the evening.... (more)"

15. Hannah Verified Background Check

Pet Lover and Recent College Grad

North Adams, MA, 01247

House Sitting, Drop-In Visits, Dog Walking

"Hannah is a true animal lover and has made all our pets feel loved. She is punctual and responsive and follows directions well. I highly recommend her services. (more)"

16. Shaquoia Verified Background Check

I’ll love your dog like I love mine

Johnsonville, NY, 12094

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Shaquoia since she was a young girl so when she offered to be my pet sitter I had no qualms. She took care of my two cats while we were on a famil... (more)"

17. Emma Verified Background Check

A dog depraved college student!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"we left our two pooches with Emma while we went to a nearby theater to see a play. She was prompt in responding and very sweet with the dogs. If you're going... (more)"

18. Meredith Verified Background Check

Absolute pet lover

North Bennington, VT, 05257

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

About: I am a veterinary technician student, that being said you can expect that your animal(s) will be in the best hands yet. I have knowledge about trai... (more)

Confirmed availability
Thanksgiving
19. Nicole Verified Background Check

Very active, loving, happy

Williamstown, MA, 01267

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

"Nicole has nothing but love and compassion for animals. Knowing her for quite some time, I’ve seen her take care of her 3 dogs and 2 cats for quite some time... (more)"

20. Ivy Verified Background Check

Dogs big or small, I love them all

Bennington, VT, 05201

House Sitting, Drop-In Visits, Dog Walking

"I have seen Ivy around many animals and can say she truly feels at home with them. She is very caring and I would have no issue trusting her around my pet an... (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 Bennington house sitting needs. On Rover, it's easy to find a loving dog sitter in Bennington 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 Bennington 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 Bennington for your dog — people who'll treat him like family.