House Sitting in Bennington

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Juneteenth
Sitter Profile Image: Deborah F.
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Sitter Profile Image: Deborah F.
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1. 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
35 reviews
17 repeat clients
from
$65
per night
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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

Confirmed availability: Juneteenth
Sitter Profile Image: Brit L.
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Sitter Profile Image: Brit L.
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2. Brit L.

The queer dog walker
NORTH ADAMS, MA, 01247
13.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
9 repeat clients
from
$65
per night
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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: Juneteenth
Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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3. Tiffany M.

Pet sitter , Walker , Animal lover
Watervliet, NY, 12189
28.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$50
per night
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Tiffany is phenomenal!! My Lily loved her! I received pictures and updates throughout! My house was left neat and clean as well! I will definitely be using her again and already have her booked!

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
4 reviews
1 repeat client
from
$35
per night
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Nicole and Terrenze took great care of my cats and pup. I will certainly hire them again next time I go out of town!

Confirmed availability: Juneteenth
Sitter Profile Image: Leah S.
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Sitter Profile Image: Leah S.
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5. Leah S.

Experienced dog sitter
Bennington, VT, 05201
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$50
per night

Leah has watched my huskies many times over the past years. She takes exceptional care of them and loves to play with them. I am able to go away and know that my pups are in the best of hands. They still love to see her when she comes to visit. ❤️💚🐶

Confirmed availability: Juneteenth
Sitter Profile Image: Emily I.
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Sitter Profile Image: Emily I.
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6. Emily I.

Ireland Hills - Walking & Boarding
Cambridge, NY, 12816
13.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$65
per night

Emily is a natural with dogs! She always ensures Murphy comes home tired. Emily has been a huge part of my dogs life including taking him for walks / hikes and boarding him. Murphy can be a reactive dog but it always amazes how well Emily can handle him around his triggers. Can not recommend her enough!

Confirmed availability: Juneteenth
Sitter Profile Image: Mark M.
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Sitter Profile Image: Mark M.
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7. 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
45 reviews
19 repeat clients
from
$45
per night
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Mark is fantastic! We used him as a sitter for our pups over a holiday weekend and not only did they love him, but we did too. Mark's love for dogs is clear so it made trusting him with our fluffy kids much easier. We definitely plan on using Mark again in the future. Thank you sir!

Confirmed availability: Juneteenth
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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8. 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
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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: Sally M.
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Sitter Profile Image: Sally M.
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9. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Sand Lake, NY, 12153
22.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$100
per night
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Sally is extraordinary. Her care for our two senior cats in our home was again top notch, of the highest quality. Sally is kind, communicative, knowledgeable, reliable and thoughtful, thorough and more. Her deep love for animals shines through in every text and photo she sends daily! She cares for our home as if it was her own. Emily and Charlotte cannot wait to have Sally back again soon, and we feel feel the same. We ❤️ Sally!

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Sitter Profile Image: Amaris M.
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Sitter Profile Image: Amaris M.
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10. Amaris M.

Happy to help you!
Eagle Bridge, NY, 12057
11.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$37
per night
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Amaris was so so great!! Scottie loved her and she took such great care of him and my home! Thank you Amaris for caring for my Scottie and for your flexibility with scheduling. We would love to have you back!

Sitter Profile Image: Meg E.
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Sitter Profile Image: Meg E.
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11. 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.

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Sitter Profile Image: Jessie L.
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Sitter Profile Image: Jessie L.
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12. 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
Profile image

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!!

Sitter Profile Image: Gillian G.
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Sitter Profile Image: Gillian G.
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13. 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
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Gillian was great! Took great care of my dogs! I highly recommend her!

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Sitter Profile Image: Mallory N.
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Sitter Profile Image: Mallory N.
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14. Mallory N.

Your dog deserves the best playdate
Dover, VT, 05356
17.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$45
per night

Mallory is amazing with my pups! She comes to my house to watch all 3 or I will send one over to her house to pupsit. She walks them, baths them, plays with them and even gets puppuccinos!!! I trust her 100%. She even took one pup to the vet when I was traveling because he was itching a lot and then wound up having a yeast infection. Anyone who allows Mallory to spend time with their puppy would be very happy.

Confirmed availability: Juneteenth
Sitter Profile Image: Iris F.
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Sitter Profile Image: Iris F.
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15. 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
37 reviews
8 repeat clients
from
$100
per night
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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.

Sitter Profile Image: Kimberly S.
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Sitter Profile Image: Kimberly S.
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16. 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: Juneteenth
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
Profile image

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: Makenna C.
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Sitter Profile Image: Makenna C.
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18. 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: Stephen B.
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Sitter Profile Image: Stephen B.
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19. Stephen B.

Pets are family!
North Adams, MA, 01247
12.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$30
per night

About: I have taken care of dogs of various sizes for the majority of my life and see all of them as puppies! I respect cats for their independence and I’m always ready to show the affection when they want it. I have a full time job, but I will ensure they have adequate time to potty outside and ensure they have food and clean water before I go to work and after I get off work. In your home I will ensure your pets are comfortable and have everything they need. Food, water, and of course love and affection! I do not board pets in my home.

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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