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: Mitchell L.
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Mitchell L.
$12
total per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
26 years of experience
Westfield, MA, 01085

“Mitchell was great and on time. Mars had a good walk!”

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Victoria G.
Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 150 reviews
68 repeat clients
12 years of experience
Florence, MA, 01062

“Ash was so nice and dealt with quite a few logistical changes in walk coordination. Prudence was so grateful for the walks. Thanks again Ash!”

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Ted & Carolyn K.
Sitter Profile Image: Wendy A.
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Wendy A.
$18
total per walk
4.9 out of 5 stars
• 8 reviews
3 repeat clients
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: Adriana G.
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Adriana G.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 18 reviews
10 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: Erin R.
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Erin R.
$23
total per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
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: Brittany F.
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Brittany F.
$20
total per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

“Brittany, was on time and flexible with our last minute request! She sent photos and updated us throughout. Highly recommend!!”

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Lauren W.
Sitter Profile Image: Brianna O.
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Brianna O.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 28 reviews
6 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: Jordan C.
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Jordan C.
$23
total per walk
8 years of experience
Holyoke, MA, 01040

About: With years of dedicated Petcare experience, I have developed a profound understanding and love for our beloved furry companions. From cuddles to walks, feeding to playtime, I prioritize the well-being and happiness of every pet in my care. I am committed to providing a safe and nurturing environment where pets feel comfortable and loved. Whether it's administering medication, adhering to dietary needs, or simply showering them with affection, I go above and beyond to ensure that each pet receives personalized attention and care. Trust me to be your pet's second best friend, offering reliable and compassionate Petcare services that will leave tails wagging and hearts content. I recently Took time off from work so I have open availability to take care of your furry family! Long walks, drop ins or even sitting for the day. In both my home and my client's home, I prioritize the well-being and happiness of pets under my care. In my home, I provide a safe and comfortable environment where pets can feel at ease. I ensure they have access to clean water, nutritious food, and a cozy sleeping area. Regular exercise and playtime are incorporated into their daily routine to keep them active and engaged. Whether it's administering medication or following specific dietary requirements, I pay close attention to each pet's unique needs.

Sitter Profile Image: Amad E.
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Amad E.
$28
total per walk
5.0 out of 5 stars
• 35 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: Caitlin K.
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Caitlin K.
$28
total per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
13 years of experience
Easthampton, MA, 01027

About: I was raised in a very pet-friendly family. We had dogs, cats, hamsters and pets galore. I was the proud pet parent of an 13 year old yellow-lab named Charlie. We went for a 2.5 mile walk twice a day (morning and night). I love animals of all sizes and types. Animals are my true passion. As my headline says, "Don't Be Nervous Pet Service." I will ensure that your animal family member is properly cared for and loved. I am blessed that my full-time position is work from home… this makes me able to work from anywhere. Your pet loved one will be surrounded by love all day long. I care for your pets the same regardless of my house or yours. I will ensure that their daily routines are followed and that they get LOTS of play time. If we rough house play, I always ensure that’s done outside so that all client possessions are not at risk for tail wag hits. :)

Sitter Profile Image: Jessica M.
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Jessica M.
$28
total per walk
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
South Hadley, MA, 01075

About: As a child, I owned almost every pet imaginable - from house cats to Rottweilers to lizards to ferrets! Bless my poor mother's heart - we practically had a small zoo at our house! As an adult I owned a cat for 5 years and also "dog /cat sat" for friends and families many times. I'm an all-around animal lover who is comfortable with many different types of pet care. I'm a stay-at-home mom with a four year old. Please be advised that if I pet-sit overnight at your home, my daughter will most likely be accompanying me for at least part of the job assignment. If you aren’t comfortable having well-behaved, well-supervised children at your home, then unfortunately I’m not a good fit your you. I have plenty of flexibility on both weekdays and weekends to provide care for your pets. I live in a pet-friendly house with a fenced-in back yard. The neighborhood is quiet and safe for walks. I also have access to a nearby park.

Sitter Profile Image: Jamie D.
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Jamie D.
$28
total per walk
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
chicopee, MA, 01013

About: I’ve always loved dogs and genuinely enjoy caring for them. Building a bond with each dog is one of my favorite parts of pet sitting, and I treat every pup like they’re my own. I have a large, fully fenced-in yard where dogs can safely run, play, and have fun. My goal is to make sure your dog feels comfortable, loved, and well cared for while you’re away, so you can have peace of mind. I work part-time as a Personal Care Assistant (PCA), where I help care for clients and support their daily needs. My job has a flexible schedule, which allows me to have open availability. This flexibility makes it easy for me to fit in dog walks and pet companionship throughout the week My home is a safe, clean, and welcoming place where dogs can feel comfortable and relaxed. I have a large, fully fenced in yard with plenty of space for dogs to run, play, and explore safely. I also have a friendly Golden Retriever of my own who loves other dogs, but I’m always happy to keep dogs separated if needed for their comfort, safety, or your preference. My goal is to provide a calm, loving environment where every dog gets the care and attention they deserve.

Sitter Profile Image: Mical H.
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Mical H.
$28
total per walk
10 years of experience
Northampton, MA, 01060

About: I've had many different pets including dogs and cats! Experienced with different ages and needs including medications, behavioral, and sizes. Available for boarding, drop in, and walks I currently work mostly from home so I'm flexible for boarding and daytime visits. Love taking long walks and spending time at home with animals. Happy to take dogs on long walks and nature adventures with permission. I have cats and rabbits at home as well. I also have separate space for boarding or day care. Looking for consistent clients to build lasting relationships between me and your pet(s), as well as any last minute needs from new clients.

Sitter Profile Image: Caitlyn S.
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Caitlyn S.
$20
total per walk
1 repeat client
20 years of experience
Agawam, MA, 01001

About: I have a 6 year old Jack Russel/Chihuahua that is the sweetest most loving girl! I have trained her myself since she was a puppy, I have learned SO much. I have a schedule that’s a little all over the place but I’m willing to work out different times through the week that best suits you and your dog. It’s something that would have to be discussed based on your wants and needs for your dog. All dogs are different, every dog owner is different. But I would be sure to feed, give them water and walk as needed.

Sitter Profile Image: Aliyah J.
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Aliyah J.
$39
total per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
South Hadley, MA, 01075

About: Hi, fellow animal lovers. I have years of hands-on experience working with animals of all sizes, breeds, personalities, and temperaments. With a background in veterinary medicine and animal rescue, caring for animals has always been more than a job to me, it’s something I genuinely love. I’m comfortable caring for pets with different personalities and needs, including shy, anxious, energetic, and more challenging animals. I also have experience administering medications and understand the importance of following care instructions carefully to keep your pets safe and comfortable. I’m Fear Free Certified, which means I value reducing fear, anxiety, and stress while creating a positive experience for every pet. My goal is to make your pets feel safe, loved, and cared for while you’re away. Whether your furry companion needs extra patience, medication, playtime, walks, or simply someone to keep them company, I’m happy to provide personalized care and attention. I know pets are family, and I don’t take the trust you place in me lightly. You can expect compassionate care, reliability, and updates to give you peace of mind while you’re away. I look forward to meeting you and your companions! Animal care is already a big part of my daily life! As a veterinary tech, caring for animals is something I’m passionate about both professionally and personally. I prioritize making time for each pet’s individual needs, whether that means feeding, playtime, walks, companionship, or administering medications. I’m organized, attentive, and understand the importance of maintaining pets’ normal routines to help them feel safe and comfortable while their owners are away. I strive to provide reliable, compassionate care and treat every pet as if they were my own. I provide pet care in my clients’ homes, where pets can stay comfortable in their familiar environment and maintain their normal routines. I can assist with feeding, fresh water, litter box cleaning, playtime, companionship, and medication administration as needed. I follow each owner’s instructions carefully and prioritize patience, safety, and low-stress handling. I also provide updates and photos for peace of mind while you’re away. Your pets’ comfort and well-being are always my priority.

Sitter Profile Image: Anna C.
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Anna C.
$28
total per walk
5.0 out of 5 stars
• 22 reviews
9 repeat clients
15 years of experience
East Longmeadow, MA, 01028

About: Dogs have and will always be a huge part of my life. We got our first family dog when I was just 3 years old and the rest is history. My husband Jack is extremely passionate about animals as well and is my partner in all of this so you get two dog sitters for the price of one. Between the two of us your pet will get so much love, cuddles & exercise. We guarantee a level of attention and care that I feel confident your pet(s) won’t get anywhere else; between this and Rover taking it’s fee our prices might be on the high side but they reflect our level of personalized and professional level of care. I also just want to add that our love for dogs extends to all animals so cats etc are all welcome to come hang with us :) Important Note: if you are reaching out for house sitting my husband and I only take those if we both are allowed to stay the night. We prefer to do this for safety as well as enabling the best care possible for your pet. Your pets will be my top priority & my main focus when they stay with us! I feel pretty confident that they will get more quality time, attention & lovin with me then any other pet sitter! I have a smoke free home and do not have any dogs currently living at my house so your pets will be my only focus! Also a child free home!

Sitter Profile Image: Reichel B.
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Reichel B.
$34
total per walk
5.0 out of 5 stars
• 20 reviews
5 repeat clients
12 years of experience
Boston Road, Springfield, MA, 01119

About: I’m so excited to meet you and your furry friend! As a dedicated pet sitter, my goal is to make sure your dog feels loved, safe, and happy while you’re away. Whether it’s long walks, playful fetch sessions, or just cozy cuddle time, I’ll treat your pup as if they were my own. Every tail wag, happy bark, and joyful moment matters to me, and I can’t wait to give your dog the care and attention they deserve. Let’s make their time with me an experience full of fun and love! I board/walk on a FT basis, I have 12yrs of experience and I would love the chance to sit your pup when needed. Can’t wait to meet you. I treat each and every pet like their my own. I’m very passionate about my love for dogs and I’ve have many since a kid.

Sitter Profile Image: Trishul M.
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Trishul M.
$39
total per walk
5.0 out of 5 stars
• 25 reviews
6 repeat clients
37 years of experience
Amherst, MA, 01002

About: I am devoted to taking care of animals the best way I can possibly can. I will treat any animal as my own! I want to make the parents feel at ease and comfortable with my availability and dedication to your pet/s I am a 2 person household. Between both adults there will be someone home 24/7 for your convenience. Our goal is to aim for satisfaction and unconditional attention/love to your pet. I have a open yard and I can accommodate to your home rules and I can adapt your training skills into my home. What works for you and your pet works for me!

Sitter Profile Image: Daniel A.
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Daniel A.
$18
total per walk
5.0 out of 5 stars
• 2 reviews
2 years of experience
Wilbraham, MA, 01128

About: I’ve always taken care of pets and volunteered at local shelters. Your doggies will have the option of treats, dog walks, dog park trips, bark toys, and the option to socialize with other dogs if that is an option! What’s different with me is every dog that stays here with me and comes home with a brand new BARK BOX toy if the parent allows ! I’m currently a stay at home dad so this works perfectly with my schedule! With my wife working full time, this makes a household that much more at home! All of my dogs are trained and with the huge yard in our back yard it provides the perfect area for exercise and potty time! We also have a dog park right down the street!

Sitter Profile Image: Andrea P.
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Andrea P.
$23
total per walk
4.9 out of 5 stars
• 27 reviews
11 repeat clients
8 years of experience
Barry Square, Hartford, CT, 06114

About: I've had pets since I was a child so I'm very close to them, I'm responsible for taking them for a walk, giving them food and bathing them Lately family and friends have been leaving me in charge of taking care of their pets as a bathroom and taking them for a walk I am available to take care of your pets the hours and days you want, I will be happy to be able to take care of them I have a closed parking lot and an area for your pet to do your needs and get some fresh air in addition to having the right space to be able to play with the

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

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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
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Popular requests for dog walking - Montgomery

Select a filter and find qualifying sitters offering dog walking.

Sitters in Montgomery average 3
repeat dog walking clients

FAQs for Dog Walking - Montgomery

Frequently asked questions about Rover

As of November 2026, there are 1,468 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 Montgomery. 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 a map of the walking route, 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 Montgomery 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 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:

  • 90% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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