Dog Walking Great Barrington

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

End
Search

Over 15
pet parents in Great Barrington have booked dog walking

Great Barrington, Find top rated dog walking

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

1 / 1
Sitter Profile Image: Camille B.
Verified Enhanced Background Check
Camille B.
$30
total per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Great Barrington, MA, 01230

I can’t recommend Camille highly enough. They cared for my two very different dogs — a senior pug with needs and a high-energy husky — with professionalism, warmth, and obvious expertise. Highlights:  Gentle, patient handling of my elderly pug: moved him carefully, monitored his energy and appetite, and always treated him with calm respect.  Excellent management of my husky’s energy: long, engaging walks, safe recall work, and enrichment that wore him out in the best way.  Reliable and punctual: always arrived on time and followed care instructions exactly.  Clear communication: sent timely updates and photos, noted any small concerns, and checked in when needed.  Trustworthy and attentive: my home and dogs were safe; I returned to happy, relaxed pets every time. If you need someone who can handle both a delicate senior dog and a rambunctious active breed, Camille is fantastic — compassionate, skilled, and utterly dependable.

Profile image
Paula Alyce S.
Sitter Profile Image: Sydney R.
Verified Enhanced Background Check
Sydney R.
$39
total per walk
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
Great Barrington, MA, 01230

Sydney was fantastic!! Chloe was so happy!! I would highly recommend Sydney to anyone! Chloe would too🐾❤️ certainly took the worry out of my days away knowing she was being taken care of so wonderfully!!

Profile image
Joanne B.
Sitter Profile Image: Andrew C. S.
Verified Enhanced Background Check
Andrew C. S.
$34
total per walk
5.0 out of 5 stars
32 reviews
10 repeat clients
15 years of experience
Great Barrington, MA, 01230

I always think that I have angels in my life. Andrew came this evening to help us with our border collie Gabo, while we were feeling sick. Andrew is a great and reliable support. Our furry baby loves him and greets him with much affection when he shows up! Thank you Andrew for showing up during a challenging time and for taking care of Gabo.

Profile image
Erika M.
Sitter Profile Image: Hannah S.
Verified Enhanced Background Check
Hannah S.
$34
total per walk
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Salisbury, CT, 06068

About: I have had pets throughout my life, and my deep love for animals is what makes me a great pet sitter. Regardless of the creature, I will love your animal and will provide the best care possible. I am infinitely playful and loving. I’m currently a stay at home mom and have a very flexible schedule. I have a lot of freedom while my children are at school between 7-3 and after 4:30 when my husband returns home from work. We have a very sweet miniature Dachshund who LOVES playing with other dogs. I do not have a fenced in yard and will take your pup for walks to ensure he/she is getting exercise. Our Dachshund can play with your dog inside, and can either accompany your dog on a walk or can stay behind while I walk your pup.

Sitter Profile Image: Janet C.
Verified Background Check
Janet C.
$25
total per walk
4.7 out of 5 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

Janet was wonderful

Profile image
Leslie T.
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
Andrea L.
$39
total per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Great Barrington, MA, 01236

Andrea was so, so wonderful taking care of my pup, even accommodating last minute changes when my travel changed. I absolutely recommend her for your pets!

Profile image
Tanya C.
Sitter Profile Image: Makayla F.
Verified Enhanced Background Check
Makayla F.
$50
total per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Great Barrington, MA, 01230

About: I've always carried a deep passion to care for animals since I can remember. I love dogs that are not mine as if they were my own! I have many years experience caring for dogs and other animals. Ive always had jobs in kennels and daycares. I am confident your pet will be very happy in my care. I have taken care of dogs who need extra medical attention, older dogs, puppies, etc. I am more than happy to meet your expectations and accommodate your needs for your furry friend. I am offering day long care for your pet. We can do walks, hikes, swimming, even a play day at the park. Single walks, hikes, swimming, trips to the park. Drop ins to your home for up to 2 hours at a time. Available late night and early morning. I take pride in loving your pet like my own and I hope we can work together :) I have a lot of available time to help your pets in need! My schedule is very flexible. I am currently transitioning from being a stay at home mom. I’m very trustworthy and make sure your pet is safe at all times! Whether off leash walks are allowed or on leash at all times. I will make sure your pet is always treated as if it were my own.

Sitter Profile Image: Valentina M.
Verified Enhanced Background Check
Valentina M.
$18
total per walk
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: McKenna P.
Verified Background Check
McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
383 reviews
149 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna came to walk my pup today and I came home to a happy and tired dog. McKenna is a very reliable, punctual, and caring dog sitter. She is extremely trustworthy and I recommend her wholeheartedly. My dog loves her!

Profile image
Diana K.
Sitter Profile Image: Maggie K.
Verified Background Check
Maggie K.
$34
total per walk
6 years of experience
Monterey, MA, 01245

About: I’ve been caring for both dogs and cats almost my entire life! It started with asking my neighbor if I could walk her dog when I was 8 years old, and I’ve never looked back! Since, I’ve watched countless animals (sheep and cows too!) and also have spent a lot of time volunteering at local animal shelters in Los Angeles and while studying at college in Maine. I’m comfortable with all sizes and temperaments of dogs, and can provide any service (think all the way from couch potato to a long hike!) I’m committed to keeping all animals safe, healthy, and happy no matter what, and am excited to help in any way! I am able to walk dogs on my days off from my service, and can sometimes even manage to walk dogs around my schedule, usually later in the day. I have a fenced yard, gates up inside of the house, and another dog (a 4 year old Golden Retriever) as well as two adults living in the house, offering great safety and security in the environment. My dog is not currently with me, but because I have experience of living with animals, it’s quite easy for me to adapt to someone else’s space with animals! I prefer a clean, organized space where animals feel calm.

Sitter Profile Image: Madison S.
Verified Enhanced Background Check
Madison S.
$28
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Great Barrington, MA, 01230

Madison was great with communication and punctuality. Wesson had a great time on his walk and was very happy playing fetch!

Profile image
Lucas P.
Sitter Profile Image: Keri H.
Verified Background Check
Keri H.
Star Sitter
$39
total per walk
5.0 out of 5 stars
57 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

Keri was absolutely wonderful with my dog! She was extremely communicative, obviously a dog lover, and so helpful. I will definitely use her again!

Profile image
Rebecca H.
Sitter Profile Image: Abigail H.
Verified Enhanced Background Check
Abigail H.
$39
total per walk
5.0 out of 5 stars
4 reviews
4 repeat clients
5 years of experience
Hillsdale, NY, 12529

About: I’m a pre-vet major with a love for all animals, especially dogs! I’m 19 years old, a full time student, and have 5 years of dogsitting and dog walking experience! I have a soft spot for older dogs, as well as experience caring for young litters of pups! I walk some of my clients’ dogs in their own backyard trails, and a few I transport to local parks for our walks. I love all of my clients dogs like they’re my own, and take special care to encourage their interests, and adapt our time together to fit their personality and needs! I have 6 repeat clients that I’ve met through rover, and treasure the time that I spend with their pets. The reoccurring clients I’ve had for 8 months have become a staple in my life, and a regular in my routine. It’s so special to be the part of the week that a dog looks forward to!! Booking a few weeks in advance is a good way to ensure I’m able to work around YOUR schedule! I take pride in caring for your pets like they are my own! As a dog owner myself, I understand the importance of not only respecting your dog’s boundaries, but also the rules you have for your dog! If you or your pet need to be accommodated in any way I’ll do my best to make it happen!

Sitter Profile Image: Mark M.
Verified Enhanced Background Check
Mark M.
$34
total per walk
25 years of experience
Minterey, MA, 01245

About: I’ve had dogs and cats in my life for 20+ years. Would love to care for yours now. I am physically fit and strong enough to walk large dogs. I work full time do am really only available for house sitting on Sundays(all day and night) and Monday mornings. I am though available for drop in visits or dog walking on other days. If you live local to me and your animal is ok to be left alone while i am at work then maybe I could watch your animal other days during the week. Happy to hang out with pets. Love taking dogs for walks!!! Giving medicine is not a problem. I am good with dogs and cats of all ages.

Sitter Profile Image: Mary Kate M.
Verified Enhanced Background Check
Mary Kate M.
Star Sitter
$34
total per walk
5.0 out of 5 stars
22 reviews
2 repeat clients
20 years of experience
Ashley Falls, MA, 01222

It was such a pleasure meeting and working with Mary Kate! She was wonderful with Sunny and Tilly. She is incredibly personable and clearly loves dogs. They loved her, too! Thank you, Mary Kate!

Profile image
Claudia V.
Sitter Profile Image: Chloe O.
Verified Background Check
Chloe O.
$32
total per walk
5.0 out of 5 stars
9 reviews
8 years of experience
Lee, MA, 01238

Chloe was always quick to respond and kept me updated with pictures. She was fantastic with my energetic pup!

Profile image
Renee A.
Sitter Profile Image: Ashley A.
Verified Background Check
Ashley A.
$20
total per walk
4.9 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

Ashley is a delight. She was very communicative and caring about our elderly dog with special needs. We only needed her to come and take him for a walk, but he is blind and deaf and also wears a diaper. She let us know when she got to our house and sent pictures afterwards. We felt very comfortable with her and will definitely be using her again.

Profile image
Terri L.
Sitter Profile Image: Clara M.
Verified Enhanced Background Check
Clara M.
$56
total per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Monterey, MA, 01245

About: I am a pre-veterinary student at Cornell University available for house-sitting and drop in visits. I have over 500 hours of veterinary experience and can provide basic first aid in the event of an emergency. I am responsible, neat, reliable, and look forward to caring for your pet! I am a full-time student, but have a very flexible schedule to accommodate your and your pet's needs. My preferred working times are early morning and evening. I do not offer services in my own home, but I have experience working in other peoples homes caring for their pets. I am an extremely diligent and cleanly person that will make sure both your pets and your home are cared for.

Sitter Profile Image: Stephanie P.
Verified Background Check
Stephanie P.
$34
total per walk
5.0 out of 5 stars
3 reviews
8 years of experience
East Canaan, CT, 06024

About: We’ve been dog sitting and caring for pets for years and have built strong relationships with dozens of happy, reliable clients. Our goal is to make every dog and cat feel comfortable, safe, loved, and anxiety-free while you’re away. We have experience with high-energy, needy, and attention-seeking pets, and we always adapt to each animal’s personality and routine. Communication is very important to us, so you can expect regular updates, photos, and peace of mind knowing your pets are being cared for like family. I’m currently home full-time with my two boys, which gives me a very flexible and reliable schedule for pet care. I’m available for walks, drop-ins, boarding, and whatever your pet may need throughout the day. Because I’m home often, your pets will receive plenty of attention, care, supervision, and companionship instead of being left alone for long periods. I’m happy to work with your pet’s routine to help them feel comfortable, safe, and right at home. We have a very large private backyard with over an acre of space for dogs to enjoy and explore. While the yard is not fenced in, it is set far back from busy roads and offers a quiet, safe, and peaceful environment. Safety is extremely important to us, and all outdoor time is closely supervised. Our property is long and spacious with plenty of room for walks, playtime, and exercise while still maintaining privacy and a calm atmosphere for pets to feel comfortable and relaxed.

Sitter Profile Image: Steve F.
Verified Enhanced Background Check
Steve F.
$56
total per walk
5.0 out of 5 stars
1 review
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

1 / 1
View more sitters

The median cost per walk for dog walking in Great Barrington is $25

Dog parents share their Rover experiences - Great Barrington

1 / 1
5.0 out of 5 stars

I can’t recommend Camille highly enough. They cared for my two very different dogs — a senior pug with needs and a high-energy husky — with professionalism, warmth, and obvious expertise. Highlights:  Gentle, patient handling of my elderly pug: moved him carefully, monitored his energy and appetite, and always treated him with calm respect.  Excellent management of my husky’s energy: long, engaging walks, safe recall work, and enrichment that wore him out in the best way.  Reliable and punctual: always arrived on time and followed care instructions exactly.  Clear communication: sent timely updates and photos, noted any small concerns, and checked in when needed.  Trustworthy and attentive: my home and dogs were safe; I returned to happy, relaxed pets every time. If you need someone who can handle both a delicate senior dog and a rambunctious active breed, Camille is fantastic — compassionate, skilled, and utterly dependable.

Profile image
Paula Alyce S.
Dog Walking
5.0 out of 5 stars

Camille was extremely reliable and caring for our two dogs! She came everyday rain or shine and would even check the weather and make recommendations to adjust the timing of the walk based on the weather that day. When she noticed the health of one of the dogs was not normal that day she notified us immediately so we could help the dog. She included updates about the dogs health in the following days. She was exactly what the doggies needed and she will be greatly missed while she is on her research trip!

Profile image
Madison K.
Dog Walking
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 walkers who will treat your dogs like family

  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

Sitters in Great Barrington average 3
repeat dog walking clients

FAQs for Dog Walking - Great Barrington

Frequently asked questions about Rover

The average cost for Dog Walking in Great Barrington on Rover is $19.98 per walk (as of July 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 July 2026, there are 469 sitters on Rover offering Dog Walking across Great Barrington. 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 Great Barrington. 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 Great Barrington.

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 Great Barrington. On Rover:

  • 100% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge