Pet Sitting Bennington

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Over 112
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: Davis B.
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Davis B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
10 years of experience
BENNINGTON, VT, 05201

Davis was great ! Arrived when planned and the dogs said they had a great time. Will definitely use her again. I highly recommend. Oh and she takes the best pictures

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

Kali and Nico 💯approved of Deborah’s care taking. She was incredibly responsive and helpful and it was so nice to know our cats were well cared for.

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Jess M.
Sitter Profile Image: Marc S.
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Marc S.
from
$25
per visit
5.0 out of 5 stars
56 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
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: 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: 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: 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
13 repeat clients
10 years of experience
North Adams, MA, 01247

Iris was amazing! I went on a last minute vaca and contacted iris, she was very communicative, and even sent me pics of my kitties when she went over. Iris not only fed my cats, but she spent time with them. Iris cleaned thier litter box and even swept up the litter. Next time I go away I'm choosing Iris awesome job and thank you!!!

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Douglas P.
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: Kate B.
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Kate B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
27 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: 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: Leona O.
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Leona O.
from
$18
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: Anna S.
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Anna S.
from
$14
per visit
13 years of experience
Readsboro, VT, 05350

About: I have owned and cared for a variety of dogs for my entire life. I have cared for larger groups of dogs of all kinds, and have cared for dogs with some special needs. I am very active and have extensive knowledge of dog friendly hikes in the area. My schedule is flexible, and I can generally make whatever your pet needs work! I have my own high energy pup, so daily hikes, play time and training fit right into our routine. I have a fenced in yard, and a pet friendly home. Although our dog does not use one, we have crates available. Walks can be on or off leash depending on your dogs skills anf your own comfortability.

Sitter Profile Image: Hannah B.
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Hannah B.
from
$25
per visit
5.0 out of 5 stars
7 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 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: 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

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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

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

  • World-class support

    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

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

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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 $18.19 per visit (as of July 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 July 2026, there are 698 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:

  • 85% of sitters can help with special care needs
  • 95% 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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