Dog Walking Williamsburg

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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: Tanya M.
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Tanya M.
Star Sitter
$28
total per walk
5.0 out of 5 stars
195 reviews
78 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
5 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: Nancy G.
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Nancy G.
Star Sitter
$36
total per walk
5.0 out of 5 stars
14 reviews
6 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: Thomas M.
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Thomas M.
Star Sitter
$23
total per walk
5.0 out of 5 stars
25 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: Ash T.
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Ash T.
Star Sitter
$23
total per walk
5.0 out of 5 stars
131 reviews
56 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: Janet M.
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Janet M.
Star Sitter
$34
total per walk
4.9 out of 5 stars
18 reviews
7 repeat clients
53 years of experience
Chesterfield, MA, 01012

Janet is very responsive to msgs, shows up at the scheduled times, and provides summaries of her visit. Thanks Janet!

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Allen B.
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$28
total per walk
5.0 out of 5 stars
51 reviews
16 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: 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

Dan is the dog whisperer we were hoping for!! He was prompt and very flexible! He was so great with pepper and we’re thrilled to have found such a sweet new friend for her!! Thanks Dan!!

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Delia F.
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: 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: 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: 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: Kayte L.
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Kayte L.
$23
total per walk
5.0 out of 5 stars
9 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: Dorjee D.
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Dorjee D.
Star Sitter
$28
total per walk
5.0 out of 5 stars
41 reviews
22 repeat clients
15 years of experience
Amherst, MA, 01002

Dorjee was wonderful! She was kind, dependable and my dog loved her. Sunny was excited to see her each day. We really appreciate her and look forward to working with her in the future.

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Tina R.
Sitter Profile Image: Alexandra H.
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Alexandra H.
$28
total per walk
10 years of experience
Hadley, MA, 01035

About: With dogs especially, I have worked at a dog daycare for 6 years while also doing my own overnights for the last 10 years. I mainly choose to do sitting rather than boarding, but the right dogs would also be okay at mine. I have a fenced in yard and great neighborhood for walking. Dogs are what I picture my future looking like. I’ve done basic training classes with certifications, but nothing specialized. I love dogs of all ages and feel very lucky to have been able to spend time with as many as I have over the years. I recently quit my job I no longer loved to get back into working with dogs. Going back to work and being gone for 8 hours/day was extremely difficult after having worked with dogs for so many years previously. I have a fenced in yard and my own dogs to either keep yours company or who also love to go spend time at their grandparents house. While I mostly prefer to sit over boarding, the right dogs are more than welcome in my home. There are 2 other humans that live with me who are also absolute dog lovers and makes it easy for someone to be home almost 100% of the time.

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

We have been working with Erin now for about a month and are SO happy to have found her! She is communicative, prompt, thorough and - most important - she LOVES our sweet old dog! I get excited every time I see pictures and their map route of their daily (short but important) walk. I know I can count on her and that she is responsible. So grateful!

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Louisa W.
Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$45
total per walk
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
South Deerfield, MA, 01373

About: Hi, I’m Jaclyn! I’ve always been an animal lover. I have taken care of family, friends, and coworkers pets for over 15 years, and consistently pet sitting since 2020. My experience ranges from cats and kittens, senior dogs and puppies, to rabbits, chickens, guinea pigs, ferrets, mice, rats, fish, and even tropical frogs. I make sure to keep your space tidy; laundry, dishes, vacuum, take in mail, take out trash. I want your home to be a safe haven, with nothing to tend to when you return. I am a wonderful companion, and I ensure your pet is happy, clean, fed, with lots of love and playtime. I always respect body language and boundaries, for everyone’s comfort. Animals love me! Whether they enjoy playing ball or love walks, or snuggles on the couch, I want to make sure your fur-babies are content. I provide one free meet-and-greet before sitting dates; I want to meet you and your pet, and ensure they are comfortable with me ahead of my visit. I love check-ins for longer stays and taking photos. My house sitting overnight services are in high demand so please book ahead for best results. Let me know how I can help! I look forward to meeting you ☺️🐶🐾 I provide pet care full time, and I love what I do! I began working at a doggy daycare in 2025. My shifts are Tuesday 12:30-6:30pm, Wednesday 1-6:30pm, and Friday 1-6:30pm. Please ensure your dog is okay at home for this time during the week. Some of my clients opt to have a neighbor by for a potty break, but it works for many dogs that I go right there, let them out and feed them. My main focus is providing care for animals by overnight house sitting, drop-by care, or dog walking. There may be a small travel fee added for houses outside my service area. My house sitting is very in demand, so please book early for best availability! Thank you! I will go over your regular routines for your furry family member, and chat about keeping your pet safe. I love a harness for walks, I’m familiar with gentle leads, and I carefully supervise backyard playtime. Wood trails are great for walks and I always keep a close eye to make sure your pet is not getting into any mischief! I have a good eye for ticks. I exercise the utmost caution when walking on the street, keeping alert for traffic or other hazards. I carefully assess dogs we may meet to ensure safety and distance, with skills I’ve learned working at a doggy daycare. I care for dogs in a reassuring, calm way, with lots of praise and patience. Your best friend is in good hands with me!

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: Amad E.
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Amad E.
$28
total per walk
5.0 out of 5 stars
34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

About: I've been house and pet sitting for ten years plus, besides that I've been an owner of many dogs and cats. There is nothing that makes me happier than the well-being of them. When you choose me for the care of your fur babies, they'll be taken care of to the maximum comfort and standard. I'm flexible in that I work remotely... So i huge amount of the time i will be around to cater to your pets. And also will be able to walk them often and keep them stimulated I'll make sure their safety and the environment they're in are safe and nurturing. If it's the owner's house I won't change a thing, if it's my house I'll have them have access to all that they would have at their home.

Sitter Profile Image: Zofia P.
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Zofia P.
$17
total per walk
12 years of experience
Northampton, MA, 01060

About: I’ve cared for pets since I was 9 years old- I find such joy in connecting with animals and getting to know their unique personalities! Various close connections in my life have and continue to rely on me to care for their pets when they are away or need extra support for their pets. I am excited to meet you and your animals and build relationships with people and fur babies of all kinds! I am prioritizing caring for pets, therefore have a very flexible schedule! Reach out to me and I am positive we can find a schedule and routine that works for us both :) I can crate your dog if necessary through experience with my own dogs, and I have experience administering medication safely when necessary. I am very diligent about ensuring the safety of pets to abide with whatever their owners are comfortable with.

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The median cost per walk for dog walking in Williamsburg is $23

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Meet local walkers who will treat your dogs like family

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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 September 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 September 2026, there are 972 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:

  • 95% 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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