Dog Walking Bennington

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Over 47
pet parents in Bennington have booked dog walking

Bennington, Find top rated dog walking

Prices are estimates per walk. 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 walk
5.0 out of 5 stars
117 reviews
39 repeat clients
45 years of experience
Bennington, VT, 05201

Deborah is fantastic!! Deborah was amazing with Koda. She was prompt and flexible with my last minute booking. After our meet and greet, Koda immediately clicked with her and I felt really comfortable spending the day away. She sent so many cute pictures and i came home to a happy and tired pup :) would absolutely book again and so happy we found her

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Alexina F.
Sitter Profile Image: Marc S.
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Marc S.
from
$20
per walk
5.0 out of 5 stars
61 reviews
2 repeat clients
20 years of experience
Bennington, VT, 05201

Even in the snow he makes the drive up the mountain to walk my best friend! Simply the best!

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Chris A.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
10 repeat clients
10 years of experience
BENNINGTON, VT, 05201

We have a rescue dog who typically takes a while to warm up to people, but not with Davis. She was patient and followed our instructions and our dog took to her quickly. Davis has been communicative and has followed up to clarify instructions. She also did great handling our 9-month old lab puppy.

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Scott H.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
43 reviews
20 repeat clients
15 years of experience
Troy, NY, 12182

Net did a fantastic job with our dog’s first Rover experience and we were happy to get the photos, update and report cards - assurance our dog was being treated great while we were away. We will be booking with Net again!

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Maura M.
Sitter Profile Image: Leona O.
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Leona O.
from
$18
per walk
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: Mara K.
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Mara K.
from
$17
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
13 years of experience
Bennington, VT, 05201

Thank you Mara! The dogs took very well to Mara, she was punctual and trustworthy. 5 stars all around

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Carla K.
Sitter Profile Image: Skylar R.
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Skylar R.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
North Adams, MA, 01247

About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I always provide the upmost care for animals. As an animal lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work full time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! **FOR HOUSE SITTING REQUESTS BOOKED LESS THAN 7 DAYS IN ADVANCE** -> I do charge an expedited service fee of $20 a night on top of normal house sitting fee! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed! I do prefer using my own slip lead for safety reasons in the event there is no fenced in yard, however I am flexible with this!

Sitter Profile Image: Iris F.
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Iris F.
from
$20
per walk
4.9 out of 5 stars
56 reviews
13 repeat clients
10 years of experience
North Adams, MA, 01247

Really kind and communicative! Iris took good care of my dog while I was away -- I think she really liked having someone new pay attention to her, haha. Very flexible with scheduling and responded quickly when I needed help with walks/check-ins on fairly short notice; I'm very thankful Iris was willing to work with me! ^^

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ezra
Sitter Profile Image: James S.
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James S.
from
$30
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
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: Amber G.
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Amber G.
from
$20
per walk
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
$25
per walk
5.0 out of 5 stars
12 reviews
8 repeat clients
21 years of experience
North Adams, MA, 01247

About: I've taken care of animals all shapes and sizes since I can remember. Growing up my only job was to make sure my fur babies were fed and loved unconditionally. I would go to a friend of the family and help her with her pit bull and (several) greyhounds. I've worked at kennels from a young age and have had my own share of birds, mice, fish, hamsters, Guinea pigs, and chinchillas as well as dogs and cats. The home has only been without pets for around 7 months now and I would love to dedicate some of my time to people who need genuine love and care for their fur babies! I do not have a job, I am around all of the time! I can be there any time day or night! You name it. I do not have a fenced in yard, however all of the neighborhood doggies are very very friendly. I have a decent sized yard and live next to multiple fields and grassy areas.

Sitter Profile Image: Brian L.
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Brian L.
from
$35
per walk
4.9 out of 5 stars
159 reviews
84 repeat clients
20 years of experience
Schenectady, NY, 12306

Brian was great. He was great with my dog Finn

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Mitesh M.
Sitter Profile Image: Amy T.
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Amy T.
from
$18
per walk
4.8 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
Delmar, NY, 12054

Amy is wonderful. She was able to accommodate a meet and greet on short notice. She always sends the best photos. Astor is lucky to have her.

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Katie S.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
74 reviews
23 repeat clients
20 years of experience
Greenwich, NY, 12834

Mark is wonderful! He has walked our pup a few times over the last couple of weeks during long work days. We always come home to a full water bowl and a happy pup! Mark was great about a last minute schedule change and always gives an update while he is here. We will definitely use him again when we need a reliable pet sitter/walker. Thanks Mark!

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Emily B.
Sitter Profile Image: Beth M.
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Beth M.
from
$15
per walk
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: Daniel V.
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Daniel V.
from
$30
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
16 years of experience
Melrose, NY, 12121

About: I've been pet sitting for many years and now will be expanding onto Rover. I know our pets do so much for us and should be treated as family I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet

Sitter Profile Image: Nina J.
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Nina J.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Troy, NY, 12180

About: I am a high energy pawsitive walker and patient kind trainer. Dog instantly bond with me and have fun in my presence. Let's have fun. Currently taking full time clients and pets in all homes, weather conditions, and health conditions or ageing dogs. Happy to walk at all times of day. I am I am only pet sitting in clients homes and offering walks your neighborhood at your direction ie length, specific routes and your prefrences or needs.

Sitter Profile Image: Nikole S.
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Nikole S.
from
$20
per walk
7 years of experience
Berlin, NY, 12022

About: I’ve been around and taking care of dogs of different breeds since I was 16. Most of my experience has been with friends’ and family members’ dogs. I’ve helped with walks, feeding, playtime, and taking care of them when they stay at my house. I’ve also helped keep their areas clean when needed. I really enjoy spending time with dogs and making sure they feel comfortable, safe, and loved while they’re with me 🐶❤️ I’m available 24/7, which means I’ll have plenty of time to take care of your furry friend and give them lots attention and love :) I live in Berlin, NY, in a quiet area with a large yard where dogs have plenty of space to play and enjoy some time outside. I have a medium sized house and a very friendly 14 year old cat who is used to being around others.

Sitter Profile Image: Christine G.
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Christine G.
from
$16
per walk
2 years of experience
Albany, NY, 12208

About: Hi! I'm a dependable, caring, and detail-oriented pet sitter who understands that every pet deserves to feel safe, comfortable, and loved while their owner is away. Whether your pet needs overnight care, drop-in visits, walks, feeding, playtime, or companionship, I'll treat them as if they were my own. I'm happy to follow your pet's routine, including feeding schedules, exercise, administering oral medications if needed, and providing regular photo and video updates so you can have peace of mind while you're away. I've looked after pets with different personalities and energy levels. My responsibilities have included feeding, walking, playtime, maintaining routines, providing plenty of affection, cleaning up after pets, and making sure they felt comfortable while their owners were away. I understand how important consistency and patience are when caring for animals, and I always strive to create a calm, positive environment where pets feel secure. Outside of pet sitting, I'm a pharmacy student, which has strengthened my attention to detail, responsibility, and ability to follow instructions carefully. I know how important it is to be reliable, communicate clearly, and respond promptly. If your pet has specific routines or special care instructions, you can trust that I'll follow them closely. I currently work part-time and have a flexible schedule, allowing me to dedicate quality time to the pets in my care. My availability includes mornings, evenings, weekends, and many weekdays. I plan my commitments carefully so that every pet receives the attention, exercise, potty breaks, and companionship they need. My goal is to make your time away as stress-free as possible, for both you and your pet. I look forward to meeting you and your furry family member! I currently work part-time, which gives me a flexible schedule for pet care! I’m available for dog walks, drop-in visits, and pet sitting throughout the week. I do my best to accommodate last-minute requests whenever possible. I care for every dog as if they were my own. In my home, I’ll provide a safe, clean, and loving environment with plenty of playtime, walks, potty breaks, fresh water, and lots of attention. I have an open yard for supervised outdoor time and a nearby park for fun walks and exercise. When caring for your pup in your home, I’ll stick closely to their normal routine to help them feel comfortable. I’ll follow feeding schedules, administer medications if needed, provide walks, playtime, cuddles, and keep your home tidy while you’re away. I’ll also send regular photo and video updates so you can have peace of mind knowing your furry friend is happy and well cared for.

Sitter Profile Image: Kelly H.
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Kelly H.
from
$50
per walk
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

About: We LOVE and babysit all animals & dogs, we specialize in Pugs, English Bulldogs & French Bulldogs, we have a lot of experience with these breeds from having our own and caring for clients dog family! (We do travel up to 300 miles for in home stays, additional travel fee are quoted), (cross country house/pet sitting available upon request, special rates quoted). Our priority is their safety and comfort while remaining focused on them as individual pups each with their own unique routines, such as, maintaining their special diets, exercise and or supplements/MedX, which will be administered as determined by you. When we stay at your home we usually stay in a guest room, use one bathroom and the kitchen, tv/sitting room, we certainly don't require use of a full house. We are available to retrieving your mail, accept your packages, watering your plants and any other incidental services. We are a husband/wife team which is great because the pups are never left alone. I usually cook most of our meals. I vacuum, clean the bedding/towels, bathrooms & kitchen before we leave. We leave the house in order so that when you come back there is no mess or stress. We take our garbage and recycling with us. We also pick up after your pets, keeping the yard poop free. Our fee is $125/per night for up to 2 dogs and $150/night for 3-4 dogs.  Note: Extended stay will result in a modified price, hours of arrival and departure are between 11am and 4pm, outside these hours will be additional $60.00-$150.00, depending on arrival and departures. References upon request. We have enjoyed 11 wonderful years providing our services for and exclusively to a limited number of pets Per day/night. It is our policy "To meet and greet" prior to accepting "First timers, since We do provide "Your Home service" for Dogs of All sizes and breeds. So, allow us to provide your "Best friend/ friends" with the kind care that will satisfy your highest expectations. We are at your home 24/7, your pets are rarely left alone. We are available to arrive 8am and 6pm. Specialize; "Staying Home-Not Alone with Trusted Guardians." We specialize in; "Staying Home-Not Alone with Trusted Guardians." However we do offer our home for a very limited size dog(s), small to medium; "The Comforts of Home" is the quality care you have been searching for. We offer your Best Friend or Friends with indoor rooms, a backyard, lease only; your pup is in a protected area at all times to spread out as they relax and socialize with us as their guardians. We like to encourage everyone to bring your pets own bed; which allows them to feel at home. We provide gates at all doors to double the safety of your pet. Wedding sitting available, ceremony thru reception, starting at $300.00, inquire about rules. We currently house and pet sit full time. Allowing us to be with your pets 24/7, they are rarely left alone. "Staying Home-Not Alone with Trusted Guardians." We are vigilant, to be aware of where your dogs are at all times. If gates are needed at doors we put them to use.

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The median cost per walk for dog walking in Bennington is $22

Dog parents share their Rover experiences - Bennington

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5.0 out of 5 stars

Thank you so much for stopping in and hanging with Lester. It gave me piece of mind on a long day on vacation. 🥰

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Ruth f.
Dog Walking
5.0 out of 5 stars

Davis has been helping care for our dogs the past couple years and she is wonderful! She’s reliable and is always thinking about ways to make your pup feel happy and at ease. She’s clearly has a love for what she does and it’s a relief to know they are in great hands when we can’t be there ourselves.

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Scott H.
Dog Walking
5.0 out of 5 stars

Ericca did a great job walking my senior dog each week. She was reliable and went the extra step to make sure my dog had extra attention and care.

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Christine C.
Dog Walking
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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?

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  • Reservation protection

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

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Bennington

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Sitters in Bennington average 3
repeat dog walking clients

FAQs for Dog Walking - Bennington

Frequently asked questions about Rover

The average cost for Dog Walking in Bennington on Rover is $22.2 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Dog Walking. For more information on service fees, click here .

As of August 2026, there are 650 sitters on Rover offering Dog Walking across Bennington. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Bennington. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Bennington.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

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

  • 90% of walkers 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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