Dog Walking Great Barrington

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

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Over 13
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: Andrea L.
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Andrea L.
$39
total per walk
5.0 out of 5 stars
• 19 reviews
8 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!”

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Tanya C.
Sitter Profile Image: Sydney R.
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Sydney R.
$39
total per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Sheffield, MA, 01257

“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!!”

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Joanne B.
Sitter Profile Image: Abigail H.
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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: Samuel M.
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Samuel M.
$28
total per walk
18 years of experience
Pittsfield, MA, 01201

About: I am the son of a former vet tech and zookeeper. For as long as I can remember caring for animals of all kinds has been an ingrained mindset and part of my life. I have many years of sitting, fostering, and adopting animals of various species, age, temperament, and medical needs. I pride myself of showing up for my clients and their pets needs and understand the anxieties inherent in watching your home and invaluable pets wellbeing. I work part time with a relatively flexible schedule. If booked, I understand the importance of enrichment and varying levels of time and attentiveness needed. Pets are all unique and I prioritize meeting my client's needs for their pets. Understanding the importance of trust in any pet sitting work is not something I take lightly. Your home and pets wellbeing are my top priority. I am happy to meet client's request for updates with photos and and info to ease any worries.

Sitter Profile Image: Reymon B.
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Reymon B.
$30
total per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Brenna B.
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Brenna B.
$39
total per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

“Brenna did a great job. She loves dogs & doing this donit is a win-win. Of course we recommend her.”

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Betts M.
Sitter Profile Image: Patrick G.
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Patrick G.
$56
total per walk
5.0 out of 5 stars
• 17 reviews
3 repeat clients
10 years of experience
Hudson, NY, 12534

“Patrick walked our dogs while we were in town for a wedding. He was great, communicative, and sent us photos. Highly recommend!”

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Jane Y.
Sitter Profile Image: Amy T.
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Amy T.
$20
total per walk
4.6 out of 5 stars
• 25 reviews
7 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: Priscilla E.
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Priscilla E.
$23
total per walk
5.0 out of 5 stars
• 14 reviews
2 repeat clients
20 years of experience
West End, Hartford, CT, 06105

“Priscilla saved the day accepting my request at very short notice. I had a 12 hour shift to work and no coverage for Louis. Additionally, I realized at the end of that 12 hour shift that I had no coverage for the next two days due (in no small part to a massive house move that had just occurred). Again, Priscilla came to the rescue and helped me for the next two days. She is a great communicator and a clearly dedicated professional.”

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Anne F.
Sitter Profile Image: Mair H.
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Mair H.
$56
total per walk
5.0 out of 5 stars
• 8 reviews
40 years of experience
Woodbury, CT, 06798

About: I adore pets. I've cared for dogs/cats my entire adult life. I'm an expert in senior animal care as well as puppy/kitten care. Dignity's a must. I can't wait to meet and care for your pet! I'm currently a part-time fitness trainer/nutritionist, sculptor & writer, so I have lots of time to care for your pets. My schedule is flexible. Avail. weekdays, weekends, and holidays. While I'm caring for your pet in your home, I am attentive to their needs. I'm especially compassionate with fearful animals. Always loving & gentle.

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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.

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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!

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Madison K.
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

    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.

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 - Great Barrington

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Sitters in Great Barrington average 3
repeat dog walking clients

FAQs for Dog Walking - Great Barrington

Frequently asked questions about Rover

The average cost of Dog Walking in Great Barrington is $20 per walk as of October 2026. Most bookings cost between $0 and $26 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 445 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 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 Great Barrington 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 Great Barrington. On Rover:

  • 93% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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