Dog Walking Middlefield

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Middlefield, 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%.

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Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$34
total per walk
5.0 out of 5 stars
153 reviews
42 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen! Thank you for the last minute meet and greet / walk in the same day. It was so awesome to see Tessie fully open up to you. We are looking forward to many more hang outs!

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Elizabeth H.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
382 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!

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Diana K.
Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$34
total per walk
4.9 out of 5 stars
16 reviews
6 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: Fiona B.
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Fiona B.
$34
total per walk
15 years of experience
Huntington, MA, 01050

About: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.

Sitter Profile Image: Reymon B.
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Reymon B.
$23
total per walk
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: Dana G.
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Dana G.
$34
total per walk
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

Dana- thank you so much! You came in clutch for us tonight! Thank you thank you! Tippy already can’t wait until next time!

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Brittny L.
Sitter Profile Image: Melanie D.
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Melanie D.
$28
total per walk
20 years of experience
Dalton, MA, 01226

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!

Sitter Profile Image: Steve F.
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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

Sitter Profile Image: Saige G.
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Saige G.
$23
total per walk
4.9 out of 5 stars
34 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Ziggy walked our two large, energetic Pyrenees mixes and did an amazing job! One dog is a recent rescue and Ziggy was prepared to avoid interactions with other dogs on trail, especially off leash ones which happens a lot in our neck of the woods. We highly recommend Ziggy for any dog walking or animal care needs!

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Louie K.
Sitter Profile Image: Kristin B.
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Kristin B.
$45
total per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

Sitter Profile Image: Leona O.
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Leona O.
$20
total per walk
4.7 out of 5 stars
6 reviews
10 years of experience
North Adams, MA, 01247

About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.

Sitter Profile Image: Laila S.
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Laila S.
$28
total per walk
5.0 out of 5 stars
34 reviews
1 repeat client
3 years of experience
Southampton, MA, 01073

About: I have trained my dog since she was a puppy and love spending time outside with her. I love to stay active with the pups but also enjoy relaxing and providing pets. I’m currently a full time student at Umass Amherst but I am home in Southampton in the summer and would love to help out! Whether that’s a quick walk or a longer stay I will always offer the upmost respect in a clients home. I make sure to provide my undivided attention to all pets and leave the clients home untouched.

Sitter Profile Image: Michael B.
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Michael B.
$18
total per walk
24 years of experience
Deerfield, MA, 01342

About: I’ve had pets since I was about 4 years old, and am experienced with caring for cats and dogs. Any needs they have, I will take care of them all - from simple company when you're at work, to walks, giving meds and overnight stays! I have experience training puppies too, from potty training to the classic "stay", "sit", "come", "leave" etc. commands. I have a large dog myself so size of your pet is no issue. Anything you're unsure about, shoot me a message! I work full time at a school but am free weekdays after 2pm until around 10pm. On weekends I am free from Friday afternoon until Monday morning so I can do overnight stays too if needed. Depending on the care required, I will feed pets, give them meds, take them outside, play games/fetch/etc., brush them, empty litter boxes and so on. I have had several cats and dogs of my own and cared for many more, so I am comfortable with adjusting to their different personality types.

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: Amad E.
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Amad E.
$28
total per walk
5.0 out of 5 stars
33 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: Melanie D.
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Melanie D.
$28
total per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
14 years of experience
Southwick, MA, 01077

About: I have had a passion for animals since I was little! I love meeting new furry faces and making friends! Snuggles and belly rubs are a must! I bring treats with me to work for all the pups I see on my route! If it’s nice out, I enjoy running around outside or going on hikes. If it gets cooler, I prefer stretching out on the couch. Car rides are always welcome! Visits to the dog park are fun too! Even if they’re safe off leash, I’ll always keep them on leash to prevent any accidents! Muzzled or non-muzzled, I’ll be happy! If you have a list of what they need for food or other supplies, I should be able to follow it no problem!

Sitter Profile Image: Paisley R.
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Paisley R.
$23
total per walk
10 years of experience
West Springfield, MA, 01089

About: Hiya, I’m Paisley! I’m an avid animal lover, and have two four-legged little ladies of my own - Winnie (10), and Stella (4). I love meeting new pups of all different personalities. I’d be thrilled to meet yours and be their friend in need! I’m dedicated to making sure they’re treated as if they were my own. Thank you for considering me! I’m available Monday-Friday with flexible times, so I can work around what schedule is ideal for your best friend’s needs. Whether it’s a walk, a feeding, or play time - I’ve got you covered! I have two very charming little ladies at home. Your fur-baby will be taken care of as if they were my own. I have patience for all animals of any size, and have experience with nervous and anxious animals as well.

Sitter Profile Image: Hailey P.
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Hailey P.
$28
total per walk
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
West Springfield, MA, 01089

Hailey was so responsible and delightful to work with,always arriving in a timely manner. In addition she is knowledgeable and aware of my dogs needs & her quirky little behaviors. Hailrys personality & education makes her well suited 4this job and much more and her empathy 4 someone with a disability is beyond her years. I would use her again for everything.

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Joyce B.
Sitter Profile Image: Bella G.
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Bella G.
$39
total per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

About: I have my own dog walking/Pet Sitter business called “Canine in motion” On facebook and instagram. I’m super excited to have new clients reach out to me that need a dog walker/pet sitter. I’ve worked at an animal shelter, a doggy day care and I also volunteer at a nearby animal shelter to help walk dogs weekly. Through those experiences i’ve learned so much about different dog breeds and other small animals. I’ll treat your dog like my very own! I’m currently working part-time, so I’ll have plenty of time to play with your pup! I’m available for pet sitting/dog walking Monday-Friday. My weekends are also free. Why should I look after your dog while you're on vacation or unable to look after them? I give genuine love and passion to dogs. I understand their needs, both physical and emotional, and i’m dedicated to providing them with the utmost care and attention. My patience and attentiveness allow me to anticipate their needs and respond accordingly, ensuring their comfort and well-being. I have a keen eye for detail, noticing subtle cues and behaviors that may indicate their mood or health. I’m responsible, I follow instructions diligently, whether it's regarding feeding, exercise, or medication. My calm and nurturing presence creates a safe and secure environment, allowing dogs to feel at ease in my care. With me, dogs will find a trustworthy and compassionate companion, someone who will go above and beyond to ensure their happiness and safety.

Sitter Profile Image: Tammie M.
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Tammie M.
$20
total per walk
5.0 out of 5 stars
1 review
24 years of experience
Westfield, MA, 01085

About: Hello! I always helped care for animals for as long as I can remember. Growing up, I was able to help care for litters of puppies. Most who went to the state of MA for agencies to train to help find missing people. I also grew up with cats and many reptiles. Currently I have two cats and three tortoises. I have professional experience as well from working for a local veterinarian clinic. Currently I travel for home health/health care worker within the area. I am always a drive away from my apartment to give potty breaks and walks for my new furry friends. I also have experience with dog obedience as I have a friend who owns/runs a local business. I have many resources for all animals. Currently I travel to my clients. Most of them are 5 to 20 minutes away from my apartment. I am able to make my own hours to take your fur baby out and spend time with them. I will take your dog out on leash for potty breaks and walks. I am able to take your dog to areas that are safe to take your dog off leash to run energy such as dog parks if you approve. If I am coming to you, I would want to learn everything you do to make your pet comfortable. I have many years of experience with all sorts of pets and farm animals if that’s growing up with pets and learning. Or if it’s in the vet med field or on the farm. First off everyone if different and that’s important to know how to make your pet most comfortable while they are being cared for. Going by your schedule and routine is very important for your pet so they are happy and comfortable while their family is away. I am able to help in anyway you request.

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The median cost per walk for dog walking in Middlefield is $22

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Sitters in Middlefield average 3
repeat dog walking clients

FAQs for Dog Walking - Middlefield

Frequently asked questions about Rover

As of July 2026, there are 790 sitters on Rover offering Dog Walking across Middlefield. 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 Middlefield. 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 Middlefield.

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 Middlefield. On Rover:

  • 93% 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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