Dog Walkers in Great Barrington, MA

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check

1. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
6.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$18
per walk

Teresa was wonderful with our two Boston Terriers while we traveled to California recently. She genuinely loved and thoroughly cared for our dogs while we were away. She was a great communicator and gave us updates on our dogs on a regular basis. Our dogs are older and take some medications. She was very comfortable administering the medications. Our dogs were happy to see us when we returned, but I could tell they had been really well cared for. I would not hesitate to use Teresa in the future!!

Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check

2. Andrea L.

I got you covered!
Great Barrington, MA, 01230
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$28
per walk
Profile image

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check

3. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
18.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per walk
Profile image

Tiffany is professional, communicative, and responsive. I feel very comfortable with her taking care of my pup and I highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maeve D.
Verified Enhanced Background Check
Sitter Profile Image: Maeve D.
Verified Enhanced Background Check

4. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$25
per walk

About: Calm, experienced, loving, empathic and conscientious - I am your dog’s next best friend 🩷 I’ve trained Australian Shepherd’s since I was 13, reaching amateur level junior competitions throughout high school. Today I have two rescue dogs of my own - a border collie mix and a beagle /chihuahua/pit mix (lots of energy). Because of my two dogs, I hike everyday. I love spending time outside in nature with animals, and will be sure to keep your pup happy and healthy! I am an organic vegetable farmer during the growing season (April-November) and work seasonal odd jobs and non profit work when I am in the off season. I have a lot of flexibility in my schedule and love to walk/hike/swim/adventure at all times of day and during any weather. In my house, pets rule. We have done agility, obedience and scent training with both dogs so I have a lot of tools in my toolbox to keep a dog busy and occupied.

Sitter Profile Image: Kai C.
Verified Enhanced Background Check
Sitter Profile Image: Kai C.
Verified Enhanced Background Check

5. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$25
per walk
Profile image

Ashley is great, and Luna clearly loves her. She has been very flexible (my schedule can get crazy), responsive and timely! I am grateful to have her taking care of my furbaby while I am at work.

Sitter Profile Image: Abigail H.
Verified Enhanced Background Check
Sitter Profile Image: Abigail H.
Verified Enhanced Background Check

6. Abigail H.

Expert belly scratcher
Hillsdale, NY, 12529
8.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$20
per walk

About: I’m a pre-veterinary college student with a love for all animals, but especially dogs! I’ve been dog sitting + walking for family and friends since I was 14, and have two dogs and a cat of my own. I really enjoy pet care, so I’m trying to gather a few more clients! I have 3 repeat clients that I’ve met through rover, and I’ve enjoyed having their pups as a constant in my life! 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 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!

Calendar Recently Updated
Sitter Profile Image: Robert W.
Verified Enhanced Background Check
Sitter Profile Image: Robert W.
Verified Enhanced Background Check

7. Robert W.

I am full of pawsitivity
Lee, MA, 01238
9.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$32
per walk
Profile image

Robert and McGee seemed to do very well today for their 1st walk/visit. I appreciate Robert’s being so diligent and caring for McGee. I would like to continue with Robert and I hope he enjoyed McGee‼️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check

8. Tetiana M.

I care for the dogs
Lenox, MA, 01240
13.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$20
per walk

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Sitter Profile Image: Jess L.
Verified Enhanced Background Check

9. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
19.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
8 repeat clients
from
$19
per walk

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

Sitter Profile Image: Janet C.
Verified Background Check
Sitter Profile Image: Janet C.
Verified Background Check

10. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
11 repeat clients
from
$22
per walk
Profile image

Janet was wonderful

Calendar Recently Updated
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check

11. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
17.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per walk

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

Sitter Profile Image: Tracy H.
Verified Enhanced Background Check
Sitter Profile Image: Tracy H.
Verified Enhanced Background Check

12. Tracy H.

Animal, life and nature lover
Sandisfield, MA, 01255
11.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
5 repeat clients
from
$25
per walk

Tracy is the best! She is an amazing dog owner herself and has an intuitive calmness that animals respond well to. Recommend her to everyone!

Calendar Recently Updated
Sitter Profile Image: Danielle C.
Verified Background Check
Sitter Profile Image: Danielle C.
Verified Background Check

13. Danielle C.

Large Property- Loving Family
Hillsdale, NY, 12529
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$30
per walk

About: Over 20 years experience. From House sitting pet families, daily walks to at home care, I have done it all. Dogs warm up to me immediately. I can teach them a few tricks and to enjoy a car ride. For in home care, we offer long walks and fair playtime and a large property which in unfenced, but manageable I encourage positive reinforcement. If I commit to caring for your pet, I will not let you down with a cancellation that is not beyond my control. I have watch many breeds and sizes in my home. I make sure they are all happy and getting along. When coming to your home or daily walks, I will work with your schedule and the needs of your pet.

Calendar Recently Updated
Sitter Profile Image: Stephanie G.
Verified Background Check
Sitter Profile Image: Stephanie G.
Verified Background Check

14. Stephanie G.

I will love your dog like my own!
East Chatham, NY, 12060
15.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$30
per walk

Hi, I have known Stephanie all my life- she is my sister. I have witnessed her love3 and compassion with her own dog as well as mine and our friends dogs. She has always been the most caring dog/animal lover. She will lay down on the ground just to play with the smallest dog. She is a perfect fit for this job and would care and treat anyone's dog as her own.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella B.
Verified Enhanced Background Check
Sitter Profile Image: Bella B.
Verified Enhanced Background Check

15. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$30
per walk

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

Sitter Profile Image: Renee F.
Verified Enhanced Background Check
Sitter Profile Image: Renee F.
Verified Enhanced Background Check

16. Renee F.

Caring, experienced animal lover!
Lee, MA, 01238
9.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$50
per walk
Profile image

Renee had been fantastic! She returns messages quickly and communicates very clearly. Our dog is very happy when we get home after a walk with Renee!

Sitter Profile Image: Chloe O.
Verified Background Check
Sitter Profile Image: Chloe O.
Verified Background Check

17. Chloe O.

For the DOGaholics!
Lee, MA, 01238
9.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$28
per walk
Profile image

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

Sitter Profile Image: Andrew C. S.
Verified Enhanced Background Check
Sitter Profile Image: Andrew C. S.
Verified Enhanced Background Check

18. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$30
per walk
Profile image

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.

Sitter Profile Image: Rachelle W.
Verified Enhanced Background Check
Sitter Profile Image: Rachelle W.
Verified Enhanced Background Check

19. Rachelle W.

I love dogs and I love walking!
Great Barrington, MA, 01230
1.0 mi. away
Dog Walking
3 reviews
from
$25
per walk

Rachelle has been taking care of my dogs for years, she treat them like they are her own! She goes above and beyond and I highly recommend her!

Calendar Recently Updated
Sitter Profile Image: Steve F.
Verified Enhanced Background Check
Sitter Profile Image: Steve F.
Verified Enhanced Background Check

20. Steve F.

Down to earth and fun loving
Lee, MA, 01238
9.5 mi. away
Boarding, Drop-In Visits, Dog Walking
2 repeat clients
from
$40
per walk

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

Search Map

Connect anywhere with the Rover app

Great Barrington Dog Walking ratings

Overall Rating:
4.5 out of 5 stars

Dog walkers in Great Barrington are rated on average 4.5 out of 5 stars based on 10 reviews.

Rover also offers Dog Walking in:

Rover also offers other services in Great Barrington:

Dog Walking