Dog Walking Montgomery

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

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Montgomery, 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: Rylie B.
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Rylie B.
Star Sitter
$16
total per walk
5.0 out of 5 stars
39 reviews
4 repeat clients
7 years of experience
Westfield, MA, 01085

Literally my #1 go to! Always amazing, super helpful in a pinch! And Amore loves her!

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McKayla S.
Sitter Profile Image: Talula T.
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Talula T.
$20
total per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
14 years of experience
Southampton, MA, 01073

About: I've taken care of dogs and homes since I was in grade school, and so have 14 years of pet- and house-sitting experience. You can rely on me for numerous daily walks, active play dates, timely medicine provision, prescribed feedings, and even teeth cleaning. I’ve been a proud dog-owner since birth and currently have a sweet and goofy rescue fur baby (Armando). Rover is my only obligation as of now, as I don’t currently work. I’m an early riser as well as a night owl, so I can walk your pup(s) super early or late ~ and any time in between! My partner and I share a rescue dog in our home, so I’m available to house sit or do overnight stays since he can take care of our dog when I’m gone. Our doggo is super sweet, friendly, and loves other pets!! I have a very safe, gated 1,00 sqft house right off of the Deerfield Beach Island strip. we have a backyard with two permanent leashes so your pet(s) can hang out with me outside in close proximity. In my home your dogs will be allowed on all the furniture. In your home, I will respect whatever boundaries you have in place for your pets :)

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: Tara B.
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Tara B.
$23
total per walk
20 years of experience
Westfield, MA, 01085

About: I have owned dogs and cats for over 20 years. I used to take all 5 of our dogs for walks at the same time. I love to take dogs for walks and spend time with all animals. Our dog Maverick is reactive so I’m familiar with dogs who need more time and support as well. I’m a teacher and am off for the summer. I’m Looking to start dog walking or drop in visits to stay busy and keep up with a schedule and exercise. I always make sure I check my surrounds and keep an eye on any dangers in the area. If there is a fenced in yard at the clients home I will always stay out there with the dogs to make sure they are safe.

Sitter Profile Image: Hope B.
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Hope B.
$12
total per walk
3 years of experience
University Of Kentucky, Southampton, MA, 01073

About: I’ve had pets since childhood and know how to take care of them well, from dogs to guinea pigs I have had to care for multiple different types of animals and will always care for them as my own. I have pet sat both during the day and overnight for friends, family, and people outside of my everyday life, each time caring for the animal with the utmost care. I am currently working part time. I am very reliable and will make sure your pets get the opportunity to be active as much as possible and as much as they need. I will make sure to listen and pay close attention to what rules and behaviors follow to keep the pet safe in the home, and I will make sure not to let the animals out of my sight when letting them outside if needed.

Sitter Profile Image: Katelyn G.
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Katelyn G.
$23
total per walk
5.0 out of 5 stars
1 review
10 years of experience
Westfield, MA, 01085

About: I’ve taken care of animals for the last 10 years. Dog walking, pet sitting and the occasional sleepover with friends/family animals. I am a newer cat mom (1.5 years) but rest assured, I have picked it up quick! I currently work full time in the school system however I have summers off so I will have lots of time come June to meet new animal friends! I have a half acre lot, not fenced. We currently use an e-collar for our 10 year old golden retriever Charlie. We do have a run available and could easily crate an animal should that be the owners preference. I can also do potty walks as we live in a beautiful neighborhood and close to Stanley Park.

Sitter Profile Image: Alex H.
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Alex H.
$28
total per walk
5.0 out of 5 stars
1 review
10 years of experience
Southampton, MA, 01073

About: I’ve been a dog care volunteer at Dakin for almost two years now where I’ve had robust training on how to properly handle dogs that may be stressed out. I’ve been trusted with handling the biggest of dogs to the smallest of pups. I have a flexible schedule. Currently most of my days are spent making art to sell at fairs so it doesn’t take much for me to go check in on your pets! I am a highly experienced dog walker with training on how to properly handle dogs in many situations. Volunteering at the shelter has given me experience in some high stress situations and I’ve always been able to manage it.

Sitter Profile Image: Jessica B.
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Jessica B.
$18
total per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Agawam, MA, 01030

About: I grew up with my grandparents farm and a passion for all animal care! With having everything from dachshunds and labs to everything in between, rabbits and birds all alike! What sets me apart is my patience and passion for all the beautiful fur babies we all love. I currently am in school Tuesday and Wednesday nights 5-7, so I have plenty time to devote to your pups and all of their needs! I care for dogs with staying on schedule with walk time to feeding time, with proper crate time if need be and more than enough attention.

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: Wendy A.
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Wendy A.
$18
total per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Westfield, MA, 01085

Responded quickly to a last minute booking and exercised significant patience with my shy pup!

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Josh Q.
Sitter Profile Image: Erin R.
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Erin R.
$23
total per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Liberty Heights, Springfield, MA, 01104

Erin has been absolutely amazing with my dog Earl. Since she has been walking him he’s more calm when I get home and behaves better for me on our walks. I would highly recommend her. Very friendly responsive and amazing with my pup!

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David G.
Sitter Profile Image: Adriana G.
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Adriana G.
$23
total per walk
5.0 out of 5 stars
14 reviews
7 repeat clients
5 years of experience
Southwick, MA, 01077

Adriana, was a great communicator! She walked our dog Cash twice in one day! It was a complicated situation as well. We were staying at a camp ground and she was very accommodating and took Cash and 2 really long walks!

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Lanna G.
Sitter Profile Image: Brianna O.
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Brianna O.
$28
total per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
8 years of experience
South Hadley, MA, 01075

Wonderful reliable sitter very saavy about dogs! Will use her again.

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Ellen P.
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: Tricia G.
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Tricia G.
Star Sitter
$28
total per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Chicopee, MA, 01020

About: I've loved and cared for dogs for most of my life, and currently have a Chihuahua mix named Chico and a cat named Frankie. I'm a good-hearted and easygoing person excited to spend my free time with some lovable pooches! Chico is an 11-year-old rescue, who loves ice cream and burying himself in blankets. Frankie is a snoozy indoor cat, but loves playing with Chico occasionally. For all of my bookings, I like to provide lots of attention to each pet, and create a comfortable environment for them. I’ve had a ton of fun with the pets I've met so far, and I would love to meet some more furry friends and owners soon! I currently work from home full time in the healthcare industry. I am looking to offer sitting services in my free time, but can likely be flexible with my schedule. Safety for all pets is my biggest priority, whether they are my own or yours. I’m open to any information that would make your pets feel more comfortable, and would love to answer any questions during a meet and greet before a service.

Sitter Profile Image: Samantha C.
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Samantha C.
$19
total per walk
4 repeat clients
3 years of experience
Granby, CT, 06035

About: I do have veterinary experience. Have taken care of friends dogs for many years. Basic experience with grooming and nail trims. Also have cat care experience. I currently work early AM shift at my regular job. I am available after 11am for walks and check ins.I am unavailable on weekends at this time I have experience with giving medicine,oral and injectable. Feeding,and medication instructions will be followed to a T. If special accommodation is need,please let me know,so I can plan accordingly.

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: 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: Brittany F.
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Brittany F.
$20
total per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Longmeadow, MA, 01106

About: I have been walking and caring for my own personal animals - 2 dogs, cat, bird, hamsters since I was 5 years old. I also have been dog sitting and walking for numerous neighbors and friends in the area. I work during the day a full-time job. I am available early in the morning and after 4:00pm during the week. I am available on the weekends anytime of the day. I have a fenced in backyard that my 4 year old Brittany Spaniel, Maggie loves to run around and play ball. It is completely fenced in so she can't get out. I love to be outside playing with my dog and bring her on 3+ walks a day around town and at the local park.

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 Montgomery is $20

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Sitters in Montgomery average 3
repeat dog walking clients

FAQs for Dog Walking - Montgomery

Frequently asked questions about Rover

As of July 2026, there are 1,561 sitters on Rover offering Dog Walking across Montgomery. 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 Montgomery. 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 Montgomery.

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 Montgomery. On Rover:

  • 97% of walkers can help with special care needs
  • 96% 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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