Dog Walking Williamsburg

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Thomas M.
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Thomas M.
Star Sitter
$23
total per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
25 years of experience
Florence, MA, 01062

Thomas did an excellent job walking and giving our dogs attention. We have a pittie and hound dog mix. Both can be high energy at times and Thomas walked both of them together with ease. He also gave them play time in the yard if they still had energy. I really appreciated his use of the report card, attaching photos and notes for the day. I was at total ease during my business trip. I knew my pups were happy and tired after a midday play date with Thomas. I would 1000% use him again and recommend him to others.

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Trisha D.
Sitter Profile Image: Nancy G.
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Nancy G.
Star Sitter
$36
total per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
30 years of experience
Northampton, MA, 01060

Pearl loved her walk with Nancy. She brought treats for her and thoughtfully helped her with her anxiety and shyness while providing a fun experience.

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Shelly D.
Sitter Profile Image: Tanya M.
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Tanya M.
Star Sitter
$29
total per walk
5.0 out of 5 stars
188 reviews
70 repeat clients
5 years of experience
Northampton, MA, 01060

Tanya was wonderful with my dog Skylar. It gave me peace of mind to know she was in such good hands while I’m tied up at work. She walks her, plays with her and sends me a report after. I’m super grateful we found her.

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Diane M.
Sitter Profile Image: Camron Q.
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Camron Q.
$19
total per walk
5.0 out of 5 stars
4 reviews
4 years of experience
Northampton, MA, 01062

About: I've worked in multiple areas of animal care including breeding and puppy development, dog daycare, and veterinary care. I have experience caring for all different breeds and ages of dogs! I don't have much professional experience with cats, but I have lived with many cats throughout my life and am a huge cat lover! I do not have any pets myself as I recently lost my dog. So i am in serious need of some dog time! I am available any time after 2:00pm sunday-thursday and all day friday and saturday(: some days i am available earlier than that, typically sundays and mondays im available around 12:30-1:00pm. I am happy to accommodate any of your pet's needs! I can walk, play, just give love, whatever makes your baby feel the most enriched and happy. I know every dog and cat has their own specific needs and I'm very dedicated to that! I live in a small studio apartment. There is plenty of great space to take walks near my house (i live right on the bike trail) but i do not have a fenced in yard. If this sounds like it could be suitable for your pet, i'm more than happy to board them(:

Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
$23
total per walk
5.0 out of 5 stars
129 reviews
55 repeat clients
12 years of experience
Florence, MA, 01062

Ash was so nice and dealt with quite a few logistical changes in walk coordination. Prudence was so grateful for the walks. Thanks again Ash!

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Ted & Carolyn K.
Sitter Profile Image: Alison D.
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Alison D.
$18
total per walk
15 years of experience
Northampton, MA, 01053

About: I have been the go to dog sitter for family, friends and coworkers for the last 15 years. I was finally able to adopt my very own pup a little over a year ago and have been obsessed with him ever since. We have a small fenced in backyard and live extremely close to the bike path and park! Lots of walks and exploring. I am looking to make pet care my full time career. I am aiming to be available daily for all types of care. Walking, daycare as well as overnight sleepovers! I have a small fenced in back yard and a cozy ranch style home. No stairs, for those pups who have a hard time getting around. I take daily morning walks with my guy around the park and have many other spots we visit on the weekends. Couches, beds, chairs, none of those are off limits. Your pet can be comfortable! If you want your pup to be spoiled, loved, and entertained while you are busy, look no further!

Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$28
total per walk
5.0 out of 5 stars
48 reviews
15 repeat clients
55 years of experience
West Hatfield, MA, 01088

About: I have had dogs and cats as part of my family all my life. I have taken care of puppies and kittens to seniors and every step in between of my own and friends and family. My job is based on volume and is generally 6 to 8 hour day. I work 5 minutes from my house and at anytime if needed I would be able to run home for a potty or medication break My dogs are my world. I provide the up most safety standards for all of the furry paws that come into my life. I believe in treating everyone pets in a manner that I would expect mine to be. I have gone above and beyond to provide a secure fenced in yard. I also have a gate between the living area of my house and the front door to keep dogs from running out.

Sitter Profile Image: Alanna R.
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Alanna R.
$25
total per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
4 years of experience
Northampton, MA, 01060

Lovely, courteous, complimentary to our pup (who doesn't love a dogsitter that identifies and praises all our dog's best features?!?), and a really good sport hanging out with Calcifer on a muggy, hot, tick-filled day. Thanks!

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Anastasia D.
Sitter Profile Image: Daniel C.
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Daniel C.
Star Sitter
$27
total per walk
5.0 out of 5 stars
181 reviews
51 repeat clients
8 years of experience
Deerfield, MA, 01342

Daniel is a great ssest to have as a dog owner. I've had great luck with Rover, but Danielle's by far the best. He's punctual and communicative even if this owner isn't always 😁

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Aaron C.
Sitter Profile Image: Yvonne D.
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Yvonne D.
$20
total per walk
5 years of experience
Northampton, MA, 01062

About: *listed experience is for dogs, as cats seem to have their own experience area* I love dogs, cats, (guinea pigs, bunnies, and hedgehogs too—though I don't think that's an option here). I grew up with 3 cats, hamsters, guinea pigs, bunnies, and chickens. I have lived with cats and small dogs multiple times (housemates), and I have petsitted for friends and neighbors throughout my life. I have limited experience with walking dogs (I grew up with cats) but have loads of previous and current experience playing with dogs (family and friends). In college I walked and played with greyhounds at a rescue for racing greyhounds, and I also worked for a little bit at an animal shelter. I'd like to use this opportunity to figure out which type of dog I'd like to adopt someday. For now, as a new sitter on here, I'd be most comfortable doing drop in and play visits with cats and dogs of all sizes, and walking dogs of medium size or less. I've been told I have a calm energy when meeting animals, and the three dogs my friends currently own seem to gravitate towards me. I also like playing tug, throwing sticks, and having a lap dog come to me for rubs. I work at a school and have off in the summer. I have a flexible schedule in the summer aside from a few small trips. My plan is to update my schedule frequently to keep up with my availability. When I am back at work, I will have to revamp my schedule. As for right now, I would prefer to go to the pet's home, as mine is not currently pet appropriate (plants and size). If I come to know a cat and owner well, I would adjust and put the plants in a closed room so the kitty could safely roam the rest of the house. At a pet's house, I would love a run down of their favorite toys, when treats are allowed to be given, etc. I love taking photos already, so would absolutely love to photograph your dog or cat being cute and fun, and send those as an update.

Sitter Profile Image: Abigail S.
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Abigail S.
Star Sitter
$34
total per walk
5.0 out of 5 stars
30 reviews
8 repeat clients
4 years of experience
Conway, MA, 01341

Abigail took such great care of my pup Norma!! I reached out to her for a last minute care need. She responded very promptly and even made extra time in her schedule to squeeze in a meet and greet before walking and feeding Norma later that day. Abigail was very thorough in both asking questions about Norma’s needs and following through with all that we discussed. Norma is also a nervous, hyperactive pup and Abigail did a great job building rapport with her. She is very responsible and takes her job seriously. I will definitely be reaching out to Abigail again in the future—highly recommend her!

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Maggie B.
Sitter Profile Image: Paul J.
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Paul J.
$23
total per walk
5.0 out of 5 stars
4 reviews
12 years of experience
Northampton, MA, 01053

About: I have cared and worked with cats and dogs since a young age. I will take my time to get to know your animals and they will trust and look forward to seeing me! I work as an educator, so my summer is open and super flexible. In July, I will be working from 8:30am - 12pm Monday through Thursday. Either way, I am a morning person. I love waking up and relaxing on the couch with the animals drinking some coffee or tea, and then spending the day on the couch or outside running around depending on their mood. I fully communicate with clients to ensure set boundaries and specific pet care needs. I can be hands on and active, or simply a presence in the room to ease anxiety.

Sitter Profile Image: Kayte L.
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Kayte L.
$23
total per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Northampton, MA, 01062

About: I’ve spent over a decade working with animals, starting in Birmingham, Alabama, where I rescued, rehabilitated, and rehomed dogs through a bully breed rescue. I’ve also rescued and socialized cats and kittens, rehoming entire families. I currently have an active profile with Trusted House Sitters that has several five star reviews. After moving to New England, I worked at a cat hospice and later as a veterinary assistant at an emergency hospital. I’ve always had animals since I was a kid—especially cats—and I’ve also cared for reptiles, small pets like hamsters, and even fish. I’ve lived in many homes over the years and have often housesat for friends and family, so I’m comfortable caring for both pets and the spaces they love. I even have experience as a house cleaner and organizer and believe in leaving spaces better than I found them. Pet care fits easily into my daily routine. I work part-time as a cheer coach a couple of times a week and occasionally help with our family business, but my schedule is very flexible. This allows me to be available most days for quality time, pet visits, walks, and check-ins. I enjoy building pet care into my routine and making sure animals get the attention, exercise, and care they need while their owners are away. 🐾 Caring for animals is truly a passion of mine, and I treat every pet with the same love and attention I would give my own. Whether I’m caring for pets in my home or in a client’s home, their safety, comfort, and routine are always my top priorities. I believe every walk, play session, or visit should be a highlight of their day, and I make sure to give them plenty of affection, attention, and enrichment. I’m attentive to their behavior and needs so they feel safe, relaxed, and happy while their owners are away.

Sitter Profile Image: Virginia C.
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Virginia C.
$23
total per walk
17 years of experience
Northampton, MA, 01053

About: Hello! I am an Army veteran, lifelong dog lover, and proud dog owner who treats every pup like family. My military background means I bring exceptional situational awareness, structure, and reliability to every walk. Having managed a multi-dog household of my own, I am fully confident handling different personalities, energy levels, and pack dynamics to keep your dog safe and happy. Why Choose Me Veteran reliability: Always punctual, detail-oriented, and highly dependable. Multi-dog experienced: Skilled at managing multiple dogs and pack dynamics. Safety first: Constantly alert to surroundings and potential hazards. Genuine affection: Deeply love dogs and understand their unique needs. What I Provide Structure and exercise: Fun walks tailored to your dog's specific energy level. Real-time updates: Detailed report cards and photos from our route. Attentive care: Fresh water, paw wipes, and plenty of post-walk affection. I have plenty of available time during normal business hours to let your friend stretch their legs. We can walk, run or stroll. Each dog has different physical energy needs that I am mostly able to accommodate. I have two large dogs in a two-story home on 2 acres of land. Both dogs are able go in and out as they please. I have recently trained the younger and larger of the two to walk next to me during inclement weather on a tread mill.

Sitter Profile Image: Shawna B.
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Shawna B.
$35
total per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

About: I have taken care of family and friends pets (cats and dogs) for many years and have regular clients for pet sitting and dog walking. I have had my own pets as well for most of my life. I have fostered many cats through a local animal shelter and have volunteered with a local organization to walk dogs. I have completed a Pet Sitter and Dog Walking Certification. I will treat your pets as I do my own and will provide loving care and I will ensure that your requests are met for your pet. I am organized and trustworthy and am available for pet sitting in my home, drop in visits and some house sitting. I am available on weekends and weekdays depending on the request. I work from home so if your pet is staying in my home I am able to let them out as needed (for dogs) and provide lots of loving attention throughout the day. Depending on the service-Boarding/pet sitting is provided in my home. We have a big yard and trails in the woods so dog walking is easy and enjoyable. Drop in visits can be set up at your home for cats or dogs as well.

Sitter Profile Image: Brittany M.
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Brittany M.
$18
total per walk
5.0 out of 5 stars
1 review
15 years of experience
Deerfield, MA, 01373

About: I grew up having dogs and cats and taking care of them. Now that I don’t have any pets of my own, I’d love to care for someone else’s! I have dog sat for all kinds of dogs and always enjoyed the time spent with them. I currently work as a full time teacher, so I have time for pet care in the evenings most days of the week and even weekends. I care for pets by trying to understand what they need and giving them lots of love and attention. I am also fit enough to lift a dog if needed.

Sitter Profile Image: Erin H.
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Erin H.
$39
total per walk
4.9 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
Westhampton, MA, 01027

Erin is amazing with my little Shitzu! She takes such good care of him and is always accommodating to my wacky schedule. Couldn't ask for better.

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Amie J.
Sitter Profile Image: Anna Z.
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Anna Z.
$18
total per walk
5.0 out of 5 stars
98 reviews
8 repeat clients
4 years of experience
Sunderland, MA, 01375

Anna is super sweet and very communicative! She helped out walking my dog very last minute which I so appreciate. Would definitely recommend her and will absolutely be using her again in the future :)

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Meg M.
Sitter Profile Image: Alexis K.
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Alexis K.
$43
total per walk
5.0 out of 5 stars
101 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

So happy!!! I always stress about leaving Odys at home when I’m working longer days and Alexis has been AMAZING! Sending me videos, pictures, and summarizing their time together! So great!

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Quincie K.
Sitter Profile Image: Isis B.
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Isis B.
$20
total per walk
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Hadley, MA, 01035

About: I was blessed with a feline friend at the age of 2. Although I do not remember all of our times together, she has been by my side through all of life's up's and down's. We have even experienced the responsibility of sharing our home with 2 more companions: a Maltese and a Chihuahua! It is quite a random pool of different beings! Nevertheless, we all seem to get along. I do all I can to ensure their well being is top notch. You really grow a love for your companion(s) and it's hard to not care for them. I am full time and have no restrictions to my schedule. I am available as early as 6:00am and can accommodate appointments during sundown. I am easy to communicate with and straightforward with negotiations. It is a dogs fantasy: a large neighborhood with quiet streets to explore, 2 nearby parks to frolic and play, with a dog park frequently visited by other furry friends and their owners.

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

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Popular requests for dog walking - Williamsburg

Select a filter and find qualifying sitters offering dog walking.

Sitters in Williamsburg average 3
repeat dog walking clients

FAQs for Dog Walking - Williamsburg

Frequently asked questions about Rover

The average cost for Dog Walking in Williamsburg on Rover is $27.75 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 981 sitters on Rover offering Dog Walking across Williamsburg. 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 Williamsburg. 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 Williamsburg.

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 Williamsburg. On Rover:

  • 94% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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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