Pet Sitting Bennington

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Over 116
pet parents in Bennington have booked pet sitting

Bennington, Find top rated pet sitting

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
117 reviews
39 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
$20
per visit
5.0 out of 5 stars
36 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: Marc S.
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Marc S.
from
$25
per visit
5.0 out of 5 stars
59 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: Ericca B.
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Ericca B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
52 reviews
18 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: 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: Stephanie B.
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Stephanie B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
41 reviews
20 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.
Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
28 reviews
4 repeat clients
30 years of experience
Sunderland, VT, 05250

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.
Sitter Profile Image: Iris F.
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Iris F.
from
$15
per visit
4.9 out of 5 stars
55 reviews
13 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: 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 was great with my cat. He is old and experiencing some odd behaviors and health issues but she managed them very well. She even got him to take his medicine! I'll definitely use her again.

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Melanie V.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$25
per visit
5.0 out of 5 stars
8 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: 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 dogs 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. 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 keeping me company! 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, but I have an electric scooter thanks to a helpful couple I babysat for! drop off would be ideal, if youre close enough to walk to i can do that too! 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: James S.
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James S.
from
$25
per visit
5.0 out of 5 stars
9 reviews
10 years of experience
Williamstown, MA, 01267

Bruno loved his visit and walk with James, who went above and beyond to check on Bruno's eating habits. Bruno can't wait for the next visit 🐕

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Michael K.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
73 reviews
23 repeat clients
20 years of experience
Greenwich, NY, 12834

A big thanks to mark for accommodating a request on short notice and caring for our beau while we were gone! Mark was communicative and handled our high energy pup with grace.

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Shannon S.
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: 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: Skylar R.
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Skylar R.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
16 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: Aubrey H.
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Aubrey H.
from
$28
per visit
5.0 out of 5 stars
12 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: Leona O.
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Leona O.
from
$18
per visit
4.7 out of 5 stars
7 reviews
2 repeat clients
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: Beth M.
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Beth M.
from
$15
per visit
45 years of experience
Williamstown, MA, 01267

About: I have loved all animals ever since I was a young child. I am very attentive to every animals indivdual needs. I have mostly worked as a caregiver for people who had pets. I am a reliable responsible caring and animal lover. I am available all days and times to care for your pet or pets. I am very flexible and looking forward to being able to care for your much loved pet I will always use all safety measures to care and keep your pet safe and well cared for. I would never leave your pet unattended or in an unsafe situation while in my care.

Sitter Profile Image: Rita M.
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Rita M.
from
$25
per visit
2 repeat clients
18 years of experience
North Adams, MA, 01247

About: I’ve interned at my local vet clinic for two years now and have recently moved to a paid position as an assistant! through this internship i have not only learned substantial knowledge regarding pet care, such as how to most effectively administer medications, but also discovered my love for pet sitting, as i have become one of the veterinarian’s permanent pet sitter! i also plan to go to vet school after i earn my bachelors degree! i am currently enrolled in college, as well as working various part time jobs so my availability is limited at the moment, but i will try my best to arrange my schedule best for yours ( and your furry friend’s) needs! i’ll treat your furry family like my own! i come with treats ready (with permission of course) and never leave without a game of fetch or whatever else your babies might enjoy! they’ll definitely be the highlight of my day, so i’ll try to be there’s too!

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The median cost per visit for pet sitting in Bennington is $25

Pet parents share their Rover experiences - Bennington

1 / 1
5.0 out of 5 stars

Deborah has her own animals even chinchillas & parakeets! My parrot liked her from the start of our meet & greet! How nice to go on vacation with out worrying. If you need a bird sitter she's the one!!!

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Lisa C.
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
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

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Popular requests for pet sitting - Bennington

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Sitters in Bennington average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Bennington

Frequently asked questions about Rover

The average cost for Pet Sitting in Bennington on Rover is $18.87 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 686 sitters on Rover offering Pet Sitting across Bennington. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Bennington stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Bennington. On Rover:

  • 86% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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