Dog Walkers in Sheffield, 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)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Claire I.
Verified Enhanced Background Check
Sitter Profile Image: Claire I.
Verified Enhanced Background Check

1. Claire I.

Experienced, Reliable Sitter/Walker
Annandale-on-Hudson, NY, 12504
29.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$20
per walk

Claire was great - took really good care of Koko and was very attentive to her body language and brought her inside when Koko got too hot during the walk. Will definitely use again!

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

2. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
6.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
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!!

Calendar Recently Updated
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check

3. Andrea L.

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

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!

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
10.8 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.

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

5. Tetiana M.

I care for the dogs
Lenox, MA, 01240
19.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 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.

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

6. Theresa C.

Authentic loving care of your pets!
Torrington, CT, 06790
24.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
11 repeat clients
from
$35
per walk

Great personality!!!…Theresa is professional, accommodating and a lover of animals which is so apparent when she’s with them. So glad we found her!

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
13.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$32
per walk

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‼️

Sitter Profile Image: Angelica R.
Verified Enhanced Background Check
Sitter Profile Image: Angelica R.
Verified Enhanced Background Check

8. Angelica R.

A Dogmastic experience
Stanfordville, NY, 12581
22.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$20
per walk

All I can say is Amazing! My husband and I were out of the country. Received updates from Angelica the entire time. We felt so comfortable with her in our home. Our pup is a little crazy but she knew exactly how to handle her. We can’t wait to use her again in the future! Highly highly recommend!!

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

9. Abigail H.

Expert belly scratcher
Hillsdale, NY, 12529
9.7 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!

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
5.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
11 repeat clients
from
$22
per walk

Janet was wonderful

Sitter Profile Image: Cheri J.
Verified Enhanced Background Check
Sitter Profile Image: Cheri J.
Verified Enhanced Background Check

11. Cheri J.

Loving and energetic pet care!
Canaan, CT, 06018
5.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk

My Diego is a senior dog and Cheri is wonderfully sweet and nurturing to him. He is always excited to see her and cuddle right up to her for lots of belly rubs and love. She is very patient on walks with him when he loves to let his nose take over and sniff the entire neighborhood. She gives him all of his meds with meals. She does a great job leaving the house tidy, probably cleaner than I left it! Under Cheri's care, Diego doesn't get anxious when I have to leave him and that eases my mind greatly to know he's happy and his needs are met.

Sitter Profile Image: Stacey G.
Verified Background Check
Sitter Profile Image: Stacey G.
Verified Background Check

12. Stacey G.

Love and care for all puppers
Winsted, CT, 06098
19.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$30
per walk

About: I grew up with always having dogs around and have had a lifelong passion and love for all animals. I’ve been dog sitting for over 10 years now and can provide the best love and care for your animals. I have helped out at a dog training center. I enjoy hiking several times a week and would love to have an animal to accompany me. It has always calmed me down to be around animals because they bring such happiness and great company rather than being alone. It has always been a dream to either work with and have several animals throughout my life. I feel like dogs can bring so much joy to a person and or family. I can relate to how special a pet can be, my dog Fluke is my whole world and my goal is to give him the best life possible. With that being said, I will do everything in my power to provide the best experience for you and your fur babies. ♥️ I’m currently working part-time and going to school for my Master’s online, so I have plenty of open time to care and play with your pups! I have the friendliest golden retriever pup who absolutely adores anyone he meets if your pup needs a friend. I follow all safety guidelines to make sure your fur baby and home are protected.

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

13. Tracy H.

Animal, life and nature lover
Sandisfield, MA, 01255
11.5 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!

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

14. Chloe O.

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

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

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
14.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 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: Maria W.
Verified Background Check
Sitter Profile Image: Maria W.
Verified Background Check

16. Maria W.

14 years comprehensive experience.
Canaan, CT, 06018
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$25
per walk

About: I have owned dogs, cats and more my entire life. My professional experience is extensive. Most recently employed at a local 24-hour emergency animal hospital. I have bred and nurtured three litters (dogs and cats!), pet sat (including overnights) worked for a therapy animal rehabilitation group, a groomer/freelanced, walked dogs, volunteered at rescues and 2 farms. I also have experience with senior pets, aggressive breeds, special needs, and medical problems. I am just as trained for safety as I am for fun! I even walk my own cat on a leash! My schedule is flexible. I am capable of running with your dog and engaging in active play. My goal will be to entertain your pet as much as he/she wants, so that you never feel like it is missing out while you are away. I love to provide picture updates so you see your special friend. I happily have several pets in life; Ponyo, Buddy, Blue, and Boba, as well at two dogs named Arie and Rascal. Any day I interact with an animal is a great day. Each one of my pets has their own special diet, they enjoy supervised outside time, and receive lots of love. In your home, I will treat your pets as though their are my own.

Calendar Recently Updated
Sitter Profile Image: Brandi D.
Verified Enhanced Background Check
Sitter Profile Image: Brandi D.
Verified Enhanced Background Check

17. Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
17.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$30
per walk

My two dogs loved Brandi! One of the dogs has some issues and Brandi understood these issues immediately and was fine with dealing with them. Happy to have found her!

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
14.7 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

Andrew thank you for taking care of Gabo on my busiest day at work! Dave told me that when you arrived to our house, Gabo was excited and happy to see you! Licking you and going over you ! I appreciate the love that you share for my furry baby! Take care

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

19. Danielle C.

Large Property- Loving Family
Hillsdale, NY, 12529
12.1 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.

Sitter Profile Image: Melissa S.
Verified Background Check
Sitter Profile Image: Melissa S.
Verified Background Check

20. Melissa S.

Starlight farm: Home away from home
Otis, MA, 01253
14.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$20
per walk

About: I am an animal lover of 30+ years and a veterinary technician of 15 years. I have experience in wellness care, surgical and emergency hospitals which makes me very well equipped to manage injury or illness. I'm happy to accept animals into boarding or daycare with minor to severe medical needs including but not limited to subcutaneous fluids, insulin injections and blood glucose monitoring. I have experience with dog training in obedience, agility and animal behavior modification. I have a large home with plenty of play space, walking trails near by and a fenced area for free play. I can also travel to your pet if staying home is less stressful. Cats are welcome and will have their own kitty condo away from the dogs. We are a two person team. My husband and I work opposite shifts so someone is always home with the critters, making sure they are safe and having a good time! This also makes drop off and pick up easy and flexible. I have a fenced yard and plenty of room for each animal to have their ow space as needed. The larger dogs have access to a bigger

Search Map

Rover also offers Dog Walking in:

Rover also offers other services in Sheffield:


Need to find a dog walker near Sheffield, MA? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Sheffield walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Sheffield, MA to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.

And even better: the price of dog walking in Sheffield, MA might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

In other words, when you use Rover to find Sheffield dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!

Dog Walking