Pet Sitting in Bennington

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Bennington pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Deborah F.
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Deborah F.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
109 reviews
38 repeat clients
45 years of experience
Bennington, VT, 05201

Deborah was Fabulous! ?& I just recently moved to Bennington. Additionally we had housed my parents cat for 10 days after the move (who we had been cohabitating w for 3years) - And!! our new place was being scraped/painted ( Noisy!) Poor Guy was Traumatized & scared - which translated to Me!! being scared & very nervous about being away for 6 days. Deborah sent me very detailed updates/photos after each daily visit. By day three my lil guy had come out of his shell & greeting her w Affection & meows. ?I am eternally grateful and *Bonus* future travel requirements won't cause me nearly the anxiety. Hooray Deborah!!

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Shannon A.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
10 years of experience
BENNINGTON, VT, 05201

Davis did a great job caring for my kitty over the holidays. She acted extremely professional. She made a real effort to engage with my cat while also respecting my cat’s timidness. I felt at ease knowing she was caring for my cat. Would gladly book again!

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Fiona O.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
52 reviews
17 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was an amazing communicator and was able to help with my cats at the last-minute! She is the best.

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Al D.
Sitter Profile Image: Mara K.
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Mara K.
from
$17
per visit
5.0 out of 5 stars
43 reviews
16 repeat clients
13 years of experience
Bennington, VT, 05201

Mara did an excellent job checking in on my beloved senior cats while we were away for 9 days. She took care of everything I needed including taking in my mail which was a last minute request. One of my cats has some medical challenges and Mara handled them well. Thanks to Mara I came home to two well cared for and happy kitties.

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Susan B.
Sitter Profile Image: Marc S.
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Marc S.
from
$25
per visit
5.0 out of 5 stars
53 reviews
2 repeat clients
20 years of experience
Bennington, VT, 05201

About: Lifelong dog person, I have cared for dozens of furry friends, mine and others. I currently have a 4 year old Shepherd Mix. Former PETCO employee and rescue volunteer I am currently working part-time and unavailable 2pm to 7pm Monday- Friday. There is some flexibility, so please ask about your specific timing needs. Thanks I will follow your instructions as well as your pet's needs, mood, and personality. I do my best to let your fur baby be comfortable and themselves.

Sitter Profile Image: Madison G.
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Madison G.
from
$20
per visit
4.9 out of 5 stars
14 reviews
1 repeat client
15 years of experience
Bennington, VT, 05257

About: I have had dogs, cats, horses, and chickens all my life. I am not ready for a dog of my own, but I miss dog time since moving from home. I would love a walking buddy! I used to train dogs and compete in agility shows, maybe I can teach your pup a new trick :) I work a 9-5 type job. I can work from home sometimes, and could also go home at lunch if I was sitting for a dog to walk it mid-day. I don’t have any other pets so this pup would get lots of love! I would definitely take the pup walking twice daily if I were dog sitting.

Sitter Profile Image: Lori S.
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Lori S.
from
$18
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
40 years of experience
North Bennington, VT, 05257

Thanks Lori. Barney had a great week and made a new friend. We will be sure to contact you the next time we need a sitter. Nancy, Joe and Barney

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Nancy F.
Sitter Profile Image: Kahlan S.
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Kahlan S.
from
$25
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
North Bennington, VT, 05257

Will definitely hire her again, very professional, took pictures, and provided updates.

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Ambra Pickett P.
Sitter Profile Image: Zhanara M.
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Zhanara M.
from
$50
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Bennington, VT, 05201

Renee was so sweet with my pup and took so many photos for me while I was held up at work! She took great care of her and even went as far as to wash her food bowl afterwards. I will definitely be hiring her again!

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Delaney T.
Sitter Profile Image: Amber G.
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Amber G.
from
$14
per visit
21 years of experience
Bennington, VT, 05201

About: From the young age of 5, I’ve been helping care for pets around me of all kinds. I have dog sat, walked, I have cared for livestock, and I have owned a dog who I had from the age of 14 to 25. I trained all of our household pets as a child, and I have always felt very connected to animals. It’s been almost 2 years without my fur baby, and I’m ready to connect again. I’m not allowed to have a dog where I live. It’s less about the money; the dog walking comes from a place of love and care because I genuinely miss the connection with animals. I love to workout, I’m more than happy to take longer walks, and I’ll keep your doggy safer than any other, right down to keeping them off of the hot pavement, and making sure we have a drink if it’s a long walk! Between part-time management, and three kiddos, I’m hoping to find as much time as I can to help keep your puppers going. I’m ultimately hoping to find a daily/weekly companion 😊 First and foremost, I always respect the walking rules of the owner. Every owner has different preferences, but one thing that will always remain the same is your dog’s safety. They will be kept off of hot pavement, provided a drink on a long walk, we will steer clear of other pets or dangerous situations, cross safely, and I’m always watching the ground for hazards.

Sitter Profile Image: Aubrey H.
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Aubrey H.
from
$28
per visit
5.0 out of 5 stars
11 reviews
8 repeat clients
21 years of experience
North Adams, MA, 01247

Aubrey took great care of my 3 cats while I was away for a week. I'll certainly turn to her first the next time I need some catsitting.

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Emily B.
Sitter Profile Image: Iris F.
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Iris F.
from
$15
per visit
4.9 out of 5 stars
54 reviews
12 repeat clients
10 years of experience
North Adams, MA, 01247

One of my dogs can he anxious around people but I'm the second day of dog sitting Iris sent me a picture of him being playful and happy. Clearly she made him at ease. I booked this somewhat last minute and I appreciate it is coming over to meet them and learn about our needs. Will add Iris to our list of trusted humans.

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Angie H.
Sitter Profile Image: Asha T.
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Asha T.
from
$14
per visit
3 years of experience
Bennington, VT, 05201

About: I have always owned pets and have often taken care of coworkers, friends and families pets and properties while they are traveling or need some extra support. I’m currently available in the morning on weekdays as I work second shift for short walks and check ins. I am also open to overnights beginning at 9pm on weekends. I am comfortable providing care in clients homes at this time and willing to adapt to owner’s preference for scheduled short term check ins and walks. I am also comfortable with overnights for house/ pet sitting.

Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
4 repeat clients
30 years of experience
Sunderland, VT, 05250

Kate is the BEST! Idefix loved every second of hanging out and playing in the yard! I’m so glad she is flexible to come by for regular visits and playtime at our house! HIGHLY RECOMMENDED! Thank you, Kate!

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Ute P.
Sitter Profile Image: Leona O.
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Leona O.
from
$15
per visit
4.7 out of 5 stars
6 reviews
10 years of experience
North Adams, MA, 01247

About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.

Sitter Profile Image: James S.
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James S.
from
$25
per visit
5.0 out of 5 stars
8 reviews
10 years of experience
Williamstown, MA, 01267

About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.

Sitter Profile Image: Mariana F.
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Mariana F.
from
$15
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
North adams, MA, 01247

About: ive had a couple of dog growing up in my childhood a sweet old black lab and a super crazy dingo.. in my free time after school and during summer i used to walk them, no amount of walking could satisfy my dingo.. id have her pull my bike to get all her energy out since we didnt have any closed in areas she could run off in.. ( i dont do this anymore! i realize its not very safe! she absolutely loved it for sure though) i love pups big and small old and energetic theyre all very unique and id love some new friends to get me out of the house. id ask you beforehand of course if youd be okay with them swimming, theres a pond i can bring them to after walking to cool off at. our backyard is fenced! i have two cats, so id like to know how your dog reacts around small creatures, if they cant be in contact i can always but them into a room while the dog is over. most likely theyd be outside! lots of shade and id keep em well hydrated and happy :3 i currently have been on a job hunt since what feels like forever, my schedule is very. very open.. since i dont have a car, drop off would be ideal, if your close enough to walk to i can do that too! weekends are the only time id be able to pick up your pooch my cats get their waters filled and cleaned almost daily, lots of love of course and are very spoiled. i dont have any dogs at the moment, so of course id love to chat about what youd expect and need for your lovely pup! im good with communication and friendly, special needs id be extra attentive to. im very good at remembering small things, though id still write em down incase!

Sitter Profile Image: Hannah B.
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Hannah B.
from
$25
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
8 years of experience
Cambridge, NY, 12816

SweetPea (and I) are lucky to have Hannah looking out for her! Hannah is reliable and SwwetPea loves getting out for a walk and to check out who’s been around the property!

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Steve W.
Sitter Profile Image: Skylar R.
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Skylar R.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
15 years of experience
North Adams, MA, 01247

Skylar was great taking care of my cats and bearded dragon when I was away. She sent pictures and let me know how everything was going. Definitely recommend her!

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Liz M.
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Stephanie B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
15 years of experience
Troy, NY, 12182

Net has been absolutely amazing with our dogs, especially helping us adjust to our new addition to the family. We have a 5-year-old Norwegian Elkhound and a ~5-month-old Norwegian Elkhound, and she has been wonderful with both of them. On the days she walks them, I come home from work to two dogs who are calm, happy, and clearly well cared for. From the very first meeting, they adored her and were immediately comfortable playing and spending time with her. I’m incredibly thankful to have found someone so reliable and kind who has taken the stress of midday walks off my plate. I couldn’t recommend her more highly.

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Erica H.
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Over 67
pet parents in Bennington have booked pet sitting

Bennington pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

It’s so nice to be able to go away and know that our dog, River, is being well cared for. Deborah is wonderful - easy to communicate with, reliable, clearly knows about caring for animals. Highly recommend!

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Becky K.
Drop-In Visits
5.0 out of 5 stars

Kate was the absolute best! Our dog had so much fun with her and when we came back from skiing he was exhausted! She was thoughtful, responsive, and incredibly trustworthy. 100% recommend.

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Ryan O.
Drop-In Visits
5.0 out of 5 stars

Ericca did a fantastic job caring for my Kitty's. I would highly recommend her your next pet sitting and care while you're away.

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David B.
Drop-In Visits
5.0 out of 5 stars

Mara came on time, took pictures, was efficient, let us know exactly what was going on. I would have her sit again.

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Nancy R.
Drop-In Visits
5.0 out of 5 stars

Leah was very responsible and caring for our dogs. Our young husky and elderly dog were both we loved while we were away! 10/10 would recommend! Leah clearly very capable of taking care of a wide range of needs. We loved getting the photo updates every visit.

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Sierra W.
Drop-In Visits
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The median cost per night for pet sitting in Bennington is $25

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Sitters in Bennington average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Bennington on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Bennington pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 679 pet sitters in Bennington. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Bennington pet sitters respond in under an hour.

Pet sitters in Bennington have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Bennington.

Rover makes it easy to find Bennington pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 679 pet sitters in Bennington on Rover, so you’re sure to find the perfect match for your pet! In Bennington, 96% of pet sitters offer daily exercise, 95% offer medication administration, and 86% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.