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.

Search Results

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Court S.
1.
Empathetic Vet ProfessionalNorth Adams, MA, 01247
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Court was fabulous caring for our three (spoiled) little doggies in our home for the weekend. She is super responsible and professional. Our dogs loved her, she… (more)

from
$45
per night
Calendar Recently Updated
Sally M.
2.
Whisperer, Gentle Dog & Cat Care 🥰Sand Lake, NY, 12153
House Sitting

Sally really came through for us. Sally was very responsive and went the extra-mile to help us out. Our sitter cancelled on New Year's eve and Sally stepped up… (more)

from
$40
per night
Confirmed availability: Presidents' Day
Mark M.
3.
Love to walk and play with dogs!Greenwich, NY, 12834
House Sitting, Drop-In Visits, Dog Walking

Our dogs are not the easiest to be with and Mark worked with them to help us get away for some time. He kept us posted on how everything was going the whole tim… (more)

from
$35
per night
Confirmed availability: Presidents' Day
Iris N.
4.
A vet student who loves AnimalsNorth Adams, MA, 01247
House Sitting, Drop-In Visits, Dog Walking

Iris was absolutely great with our pit bull mix, who has anxiety, and a handful of our feathered friends. She was very flexible with our scheduling needs and we… (more)

from
$50
per night
Confirmed availability: Presidents' Day
Kathleen M.
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our dogs Tige and Layla were so happy with Kathleen! They were in a great mood when we got home. They miss her! We highly recommend Kathleen. She took great … (more)

from
$85
per night
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6.
I love all dogsBRATTLEBORO, VT, 05301
Dog Boarding, House Sitting

Palma was a pleasure to work with. She responds quickly to inquiries and is very prompt. She has a kind and sunny disposition and clearly loves animals. I felt … (more)

from
$40
per night
Confirmed availability: Presidents' Day
7.
Your dogs new (second) best friendStratton, VT, 05360
House Sitting, Drop-In Visits, Dog Walking

Jayna is a responsible, caring, forgiving, genuine down-to-earth individual who not only loves but appreciates the companionship and energy that the new part of… (more)

from
$52
per night
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8.
Love life. Own a dog.Mechanicville, NY, 12118
House Sitting, Drop-In Visits

You will be very lucky to have Nicole join your team She is a very caring responsible individual. Has always taken care of and makes sure her own animals sa… (more)

from
$29
per night
Animal-lover here to help you!Rensselaer, NY, 12144
House Sitting, Drop-In Visits, Dog Walking

Gayathri was amazing! I was so at ease while we were away thanks to updates and pictures! Will definitely book Gayathri again!! (more)

from
$50
per night
Calendar Recently Updated
10.
Zz Doggy Day Care 24/7Troy, NY, 12180
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alex is an exceptional dog caregiver. I have used him many times, as well as recommended him to another close friend of mine. He feeds, walks, plays with them a… (more)

from
$32
per night
Confirmed availability: Presidents' Day
11.
Live Free, Play Hard, Love DogsWilmington, VT, 05363
House Sitting, Drop-In Visits, Dog Walking

Taylor was punctual and professional. He has watched my dogs for chunks of time, done visitations throughout the day and done long periods of times (like when I… (more)

from
$35
per night
Confirmed availability: Presidents' Day
12.
Bri 
Verified Background Check
Crazy about dogs! In between jobsHoosick Falls, NY, 12090
House Sitting, Drop-In Visits, Dog Walking

I have know Brianna for about 15 years. Here are the truths I know about her, she comes from an excellent, loving and caring family. She has always been polite … (more)

from
$35
per night
13.
Mal 
Verified Background Check
Dog lover playful and disciplined!Shaftsbury, VT, 05262
House Sitting, Drop-In Visits, Dog Walking

Scamp had a nice visit from Mal and gave her an enthusiastic four paws. Mal was on time and pleasant. (more)

from
$25
per night
Calendar Recently Updated
14.
Your pet’s home away from home!Stillwater, NY, 12170
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jessica has watched my dogs many times, and I always feel comfortable leaving them with her. She always keeps me posted throughout the day on how my pups are do… (more)

from
$50
per night
15.
Dog lover (especially Porties)Lanesboro, MA, 01237
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Erin was awesome! Wrangler loved her immediately. I wanted someone that could stay with him in my home. He did great. Erin sent photos and regular updates. I co… (more)

from
$65
per night
Its a good day to meet a dogJamaica, VT, 05343
House Sitting, Drop-In Visits, Dog Walking

Adrienne is the perfect dog sitter. Ive left Zeppelin, my poodle lhaso apso, with her many times. She is diligent about walks and active outings, is loving and … (more)

from
$50
per night
Pet sitter with safety in mind!Rensselaer, NY, 12144
House Sitting, Drop-In Visits

We felt very comfortable and confident leaving for our 2-week vacation, we knew our girls would be well taken care of. They immediately loved Jen when she stopp… (more)

from
$40
per night
18.
Hi! Feel free to reach out to me!Schaghticoke, NY, 12154
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience

About: Hi! I’m Alivia and I have had animals my entire life and I enjoy having them around. I can respect any sort of schedule you have for your animal, and… (more)

from
$35
per night
Cat and Home SitterCharlemont, MA, 01339
House Sitting

Nicholas was wonderful! He checked in a couple of times during our trip to let us know that everyone was safe and happy. We’ve tried to ask our cat how it went,… (more)

from
$25
per night
Calendar Recently Updated
20.
Ready to Treat your fur baby!Averill Park, NY, 12018
House Sitting, Drop-In Visits, Dog Walking

Rachel is great with dogs! My dogs have never had a negative reaction to her, and always seem so happy to see her! Definitely recommend her to take care of your… (more)

from
$25
per night

Rover also offers House Sitting in:


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.