Dog Walking Bennington

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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: Rebekah B.
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Rebekah B.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 19 reviews
8 repeat clients
10 years of experience
Bennington, NH, 03442

“Rebekah took care of our pups and knew exactly what to do for them with their care. She was communicative and professional and prompt. Our dogs love her! We won’t hesitate to work with Rebekah again!”

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Julia M.
Sitter Profile Image: Ashley R.
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Ashley R.
from
$32
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
35 years of experience
FRANCESTOWN, NH, 03043

About: I have had dogs my entire life. Big dogs, small dogs, medium dogs. Usually 2 at a time. Our last dog passed in 2020 at age 11. In November 2022 we adopted a 10 month old blue tick coonhound. Her name is Pickle and she’s the sweetest. She’s super shy and submissive and we haven’t had any issues with her meeting other dogs, but we do want to ensure she is comfortable before booking anything and we require a meet and greet prior to confirming any bookings. When it comes to training, we use positive reinforcement and gentle words. In fact, the last dog I was training we hired a trainer to come in, since it had been a while for me, and the trainer said I was doing a great job and didn't think there needed to be any additional visits, unless I wanted them. I work part time, Tuesday’s and Wednesdays about 4 hours in an office, along with bringing kids to and from school. My work is very flexible and I am able to make changes as necessary. I have a fenced in yard and plenty of toys! We provide positive reinforcement and lots of cuddles! My children are relatively dog savvy, we have a 3, 5 year old, and a 8 year old. The 3 year old absolutely loves animals and will try to snuggle as much as possible.

Sitter Profile Image: Kali L.
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Kali L.
Star Sitter
from
$38
per walk
5.0 out of 5 stars
• 59 reviews
28 repeat clients
26 years of experience
New Boston, NH, 03070

“Kali was amazing! She walked our dogs for a week while we were away. She also worked with them on their leash manners. Much appreciated!!!”

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Cameran M.
Sitter Profile Image: Vivian S.
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Vivian S.
from
$22
per walk
5.0 out of 5 stars
• 24 reviews
2 repeat clients
2 years of experience
Bedford, NH, 03110

“Polite. On time. Dogs liked her and behaved well for her on the walk.”

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Heidi W.
Sitter Profile Image: Keirsten M.
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Keirsten M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 28 reviews
9 repeat clients
13 years of experience
Concord, NH, 03301

About: I have grown up with animals. For as long as I can remember we owned some type of animal, from fish to goats. We owned them. We always visited my families farms there were cows, horses, pigs and DOGS! I loved the dogs. The dogs and horses were my favorite parts! I was lucky enough to live on my aunts horse farm for a few years and help with the rescue pups that she would foster. She has taught me a lot about working with dogs as well as other animals and how to work with them together and being around each other. I have been dog sitting/boarding for a 10 years now. I have met many different dog breeds and with many different personalities! I would be a great choice for you and your fur babies! Schedule: I work from home as an entrepreneur! This gives me plenty of time to take pups for a walk, swimming, hiking or on an adventure ride! Care: I have been working with animals and dog for 15+ years. Safety if my main concern, for myself and your fur babies! I make sure to follow instructions left without question. While house sitting I ensure to leave a place well kept and more clean then when arriving!

Sitter Profile Image: Jeffrey W.
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Jeffrey W.
from
$20
per walk
5.0 out of 5 stars
• 45 reviews
23 repeat clients
12 years of experience
Sterling, MA, 01564

“I came in from our of town for a family gathering and needed a last minute walker for my dog. Jeffery was great with communicating with me for the last minute need. Was great handling Denise (my 2.5 year old had) and they had a nice hour long stroll around the neighborhood. Would recommend”

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jonathan k.
Sitter Profile Image: Kyle G.
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Kyle G.
from
$15
per walk
10 years of experience
Westford, MA, 01886

About: I have been pet sitting for 10 years, I board and do in home visits, I sit for dogs, cats, small mammals, reptiles and even fish! I prioritize animals safety while also providing proper enrichment, walks, hikes, playdates, and play sessions. I am also a Certified veterinary technician. I currently work at a doggy daycare, on days off i'm with pets all day walking and playing. During work days I walk dogs before work and then get a 3 hour break in the middle of the day where I hike with dogs and cats. I have a fenced yard and a friendly cat and a friendly dog at home to keep your pets company. I find hiking trails and safe walking routes to take pets on fun adventures!

Sitter Profile Image: Roxanne D.
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Roxanne D.
from
$35
per walk
5.0 out of 5 stars
• 35 reviews
15 repeat clients
10 years of experience
Littleton, MA, 01460

“I could not be happier with our experience with Roxanne! She took such great care of our dog, Gabby! I highly recommend, Roxanne. We will be definitely be using her again!!”

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Allison R.
Sitter Profile Image: Emily H.
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Emily H.
from
$49
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Windham, NH, 03087

About: I personally have 2 dogs, the oldest is 15 years old this year and still healthy! I’m highly communicative, detail-oriented, and genuinely treat every dog like my own. I pay close attention to routines, energy levels, and comfort, and I always keep owners updated with photos and notes so you never have to wonder how your dog is doing. I’m currently working on app development for my own business, which gives me a very flexible schedule. This allows me to plan my days around pet care and be available whenever your pet needs attention, walks, or check-ins. I treat every pet like my own. I stick to their normal routine for feeding, walks, playtime, and rest so they feel safe and comfortable. I’m attentive to their behavior and needs, keep spaces clean and secure, and always keep owners updated with photos and messages.

Sitter Profile Image: Shea & Damien W.
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Shea & Damien W.
from
$30
per walk
5.0 out of 5 stars
• 75 reviews
21 repeat clients
40 years of experience
Worcester, MA, 01605

“Damien went above & beyond walking Louis for close to an hour and even hung out a bit upon their return. I know he cares for other people’s pets like his own!! Much appreciated.”

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Christina H.
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The median cost per walk for dog walking in Bennington is $25

Dog parents share their Rover experiences - Bennington

1 / 1
5.0 out of 5 stars

Rebekah has been great very accommodating and easy to work with, always on time and my dog loves her. Would recommend to anybody.

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Brandon S.
Dog Walking
5.0 out of 5 stars

Rebekah took care of our pups and knew exactly what to do for them with their care. She was communicative and professional and prompt. Our dogs love her! We won’t hesitate to work with Rebekah again!

Profile image
Julia M.
Dog Walking
1 / 1
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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

    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.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Bennington

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Sitters in Bennington average 4
repeat dog walking clients

FAQs for Dog Walking - Bennington

Frequently asked questions about Rover

The average cost of Dog Walking in Bennington is $20 per walk as of October 2026. Most bookings cost between $20 and $28 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 889 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Bennington after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 91% of walkers 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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