House Sitting in Bennington

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: Brit L.
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Sitter Profile Image: Brit L.
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1. Brit L.

The queer dog walker
NORTH ADAMS, MA, 01247
13.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$65
per night

Our two dogs loved spending time with Brit (one of which is a very skeptical rescue particular about people!) Brit really seemed to get what it took to get our pups to feel relaxed with her in the first meet and greet. She stayed at our home and sent regular updates about them, and called/texted when there were concerns or questions about them not eating/taking their meds, etc. She was flexible and able to adapt to them. We appreciated knowing a thoughtful dog person was with them!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Deborah F.
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Sitter Profile Image: Deborah F.
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2. Deborah F.

Rover 101
Experienced, caring pet lover
Bennington, VT, 05201
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
16 repeat clients
from
$65
per night

Deborah went over and above for my four legged family. Her regular updates kept me informed, and made my time away a little easier. She even dealt with a heating issue that came up. I am so grateful

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Sitter Profile Image: Katrina M.
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Sitter Profile Image: Katrina M.
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3. Katrina M.

Animals are my heart ❤️
Watervliet, NY, 12189
27.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
from
$50
per night

Thank you for taking care of everyone and the house!

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Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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4. Nicole S.

Loving and caring person
North adams, MA, 01247
12.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$35
per night

Nicole and Terrenze took great care of my cats and pup. I will certainly hire them again next time I go out of town!

Sitter Profile Image: Mark M.
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Sitter Profile Image: Mark M.
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5. Mark M.

Love to walk and play with dogs!
Greenwich, NY, 12834
22.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
18 repeat clients
from
$45
per night

This is the first time we’ve gone away since rescuing our two dogs. Mark was great with the boys and he took wonderful care of them. We will absolutely use Mark again and this means we trust him implicitly.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hayley B.
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Sitter Profile Image: Hayley B.
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6. Hayley B.

Let me play with your pets!
Greenwich, NY, 12834
21.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$29
per night

She a great dog sitter knows how to handle dogs pretty well very easy to get a hold of when you want her to dog sit

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Sitter Profile Image: Brian L.
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Sitter Profile Image: Brian L.
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7. Brian L.

Experienced Dog/House Sitter!
Troy, NY, 12180
24.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
124 reviews
74 repeat clients
from
$69
per night

Brian stayed with Hoss at our house over the holiday weekend. He was very responsive and we can home to a happy dog! Will definitely use Brian again.

Sitter Profile Image: Gillian G.
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Sitter Profile Image: Gillian G.
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8. Gillian G.

Reliable, Compassionate Pet Lover
Williamstown, MA, 01267
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$32
per night

Gillian was great! Took great care of my dogs! I highly recommend her!

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Sitter Profile Image: Sarah T.
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Sitter Profile Image: Sarah T.
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9. Sarah T.

Certified Animal Sitter
Williamstown, MA, 01267
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

About: Hey there! I have been a certified pet sitter through Rover and Wag for 6 years now. Please feel free to reach out if you need a friend for your pet. :) Please reach out anytime, my schedule is not defined! I am typically more free outside the hours of 9-5 and on the weekends. Though I can work with you to figure out a schedule that works best! I care for the pets respect because I am a guest in their space, and of course lots of love in however ways they are most comfortable!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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10. Emily R.

My service is a walk in the park
North Adams, MA, 01247
13.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$50
per night

Emily was a delight! She was very thorough and attentive to Othello's medication schedule. She took pictures and he looked so happy. She delivers an A-1 service, and I highly recommend Emily to care for your fur baby!

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Sitter Profile Image: Kimberly S.
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Sitter Profile Image: Kimberly S.
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11. Kimberly S.

Pet language speaker
North Adams, MA, 01247
12.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$30
per night

Kimberly has been awesome to my pets, we had guinea pigs too and she took care of them multiple times. My dog loved her when she showed up at the house to take care of her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mary H.
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Sitter Profile Image: Mary H.
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12. Mary H.

Rover 101
Lots of snuggles and love!
North Adams, MA, 01247
13.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
41 repeat clients
from
$75
per night

Mary was able to accommodate our last minute request and later some changes. Very friendly and took pictures and sent an update after every visit with my dog. Highly recommended ?!

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Sitter Profile Image: Jessie L.
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Sitter Profile Image: Jessie L.
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13. Jessie L.

Will care for your pets like you!
Adams, MA, 01220
17.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$75
per night

Jessie was absolutely amazing! She was quick to reply to us and made the whole process stress free! She was on time for our meet and greet and is the nicest! Our dogs absolutely loved her! She sent us some great photos of our dogs! We never had to worry, our dogs were in great hands! I highly recommend her for anyone who is looking for a great dog sitter!!

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Sitter Profile Image: Emily I.
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Sitter Profile Image: Emily I.
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14. Emily I.

Ireland Hills - Walking & Boarding
Cambridge, NY, 12816
13.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$65
per night

Emily is by far the best dog walker, trainer, and caretaker for pets I have ever met. She truly is passionate about making sure your dog is well cared for and has the utmost respect for anyone and everyone! Emily is not only extremely knowledgeable when it comes to owning a pet but will always have your furbabies' best interest at heart. I genuinely can't say enough good things about this woman!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tim C.
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Sitter Profile Image: Tim C.
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15. Tim C.

I am here to help your dogs
Manchester, VT, 05254
20.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$60
per night

Tim was great! Prompt and dependable, and a true dog person. Charley was in good hands while we were away, and so was our home. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Iris F.
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Sitter Profile Image: Iris F.
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16. Iris F.

A vet student who loves Animals
North Adams, MA, 01247
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
6 repeat clients
from
$100
per night

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 would use her again with no hesitation.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Laura B.
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Sitter Profile Image: Laura B.
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17. Laura B.

Lover of all animals 🫶😇
Williamstown, MA, 01267
10.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$40
per night

Laura is a wonderful person and dog sitter. She took care of my two little dogs like they were her own. She is very thoughtful and caring. She ensured that all their needs were taken care of and followed the directions I left perfectly. She sent pictures and kept in touch with me about them while I was gone. She stayed in my house for an extended time and when I returned, she had left the house in perfect condition...clean and tidy. It was wonderful coming home and seeing how calm and happy the dogs were. Highly recommended!!!

Sitter Profile Image: Meg E.
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Sitter Profile Image: Meg E.
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18. Meg E.

Experienced sitter up for any pet
Pittsfield, MA, 01201
13.5 mi. away
House Sitting
15 years of experience
from
$32
per night

About: I've taken care of many dogs for family and friends. I have been house and dog sitting regularly for the same family twice a year since 2007 and through word of mouth have picked up many more clients that would happily give a reference if requested. I feed fish and small pets and I'm happy to hang out with cats, spiders, and snakes too. I work full time for a very flexible boss, so getting home to let pets out on breaks and lunch isn't an issue. Once home for the day I tend not to leave so pets will be well cared for and I'll be very present for them. I don't trust letting any pet off leash while outside unless in a fenced in yard. I'm overprotective to a fault. I have sat on a kitchen floor for 45 minutes letting a dog bark at me while getting used to having me around.

Sitter Profile Image: Makenna C.
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Sitter Profile Image: Makenna C.
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19. Makenna C.

Hi! I’m a dog lover (cat too)!
Bennington, VT, 05201
0.7 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$60
per night

About: I have had dogs all my life and have taken care of my own since I am old enough now. I watch dogs and cats for my neighbors and grandparents. I like spending time outdoors with my dogs and walking them and throwing the ball. I have cat sit before and was really easy and fun to me! My schedule is kind of wonky right now as I am in college, but I am free on weekends and some weekdays whenever you might need me! My dog takes meds right now for seizures so I am experienced at giving dogs medicine. Very responsible animal lover I have always had animals in my life. I am good about having the house clean when there’s a fluffy shedding dog in it.

Sitter Profile Image: Asha T.
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Sitter Profile Image: Asha T.
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20. Asha T.

Responsible house or pet sitter
Bennington, VT, 05201
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$100
per night

Asha did a fantastic job taking care of my pets when I went away for a much needed week long vacation. She was communicative and reliable and had no problem dealing with both of my dogs and my cat. They all have specific food and medication requirements that Asha had no issues with handling. She was available to update me on how my pets were doing while I was away and even put me on a facetime call with them so I could see them from Hawaii. 10/10 would hire Asha again!

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Bennington House Sitting ratings

Overall Rating:
4.8 out of 5 stars

House sitters in Bennington are rated on average 4.8 out of 5 stars based on 19 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 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.

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