Dog Walking Montgomery

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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: Anthony L.
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Anthony L.
$22
total per walk
5.0 out of 5 stars
• 3 reviews
16 years of experience
Southampton, MA, 01073

About: I've had cats and dogs for most of my life. I'm experienced with caring for elder dogs and dogs with disabilities. People are often surprised by how comfortable their pets are with me, even pets who don't normally approach new people. I've studied cat body language to be able to better care for my two cats. My availability is consistently pretty open. I work part time with a flexible schedule, so I'll have ample time for pet sitting and dog walking. Your home is your sanctuary. I'm a quiet, respectful human who will happily care for your pets while respecting your home. I'm happy to play with your pets to keep them engaged while they wait for you to get back.

Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 139 reviews
63 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: Paisley R.
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Paisley R.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 19 reviews
5 repeat clients
10 years of experience
West Springfield, MA, 01089

“Milo had such a great experience today! 😊 Paisley was incredibly kind, attentive, and clearly cared about him. She made sure he got everything he needed, followed all of my instructions, and gave me peace of mind knowing he was in such good hands. It’s obvious she genuinely enjoy working with dogs, and Milo came back happy and well cared for. I would absolutely recommend her and will be continuously using her walking services. Thank you for taking such great care of my boy!”

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Kira K.
Sitter Profile Image: Renee M.
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Renee M.
$34
total per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Westfield, MA, 01085

“Renee is wonderful! Great communication and Teddy loves her!”

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Cheryl R.
Sitter Profile Image: Brendon P.
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Brendon P.
$19
total per walk
5.0 out of 5 stars
• 88 reviews
18 repeat clients
40 years of experience
Westfield, MA, 01085

“Brendon has taken care of our dogs twice now and been terrific in every way. Good communication, flexible, great with the pups.”

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Sabine K.
Sitter Profile Image: Mitchell L.
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Mitchell L.
$12
total per walk
26 years of experience
Westfield, MA, 01085

About: I’ve had cats and dogs and I’ve taken care of them and loved them for forever. I’ve recently adopted two kittens and I love to play with them. I’m a student right now with a flexible schedule so I could check in on pets on pretty much every day and throughout the day. I have energy to play with young cats or dogs and can fulfill all their needs. My services will change depending on the pets personality and what they’re needs are.

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: Brianna O.
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Brianna O.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 24 reviews
5 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: Shua S.
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Shua S.
$20
total per walk
5.0 out of 5 stars
• 5 reviews
2 years of experience
Easthampton, MA, 01027

About: I’m young and active and love animals. I recently became a foster parent and taken care of 2 dogs and a cat before giving them away to good families. I have a flexible schedule and work mostly from home, giving me plenty of time to care for your pets. Whether it’s pet sitting or walks, I’m happy to provide reliable and loving care! I prioritize your pet’s safety, comfort, and well-being. I follow feeding schedules and medication instructions carefully to ensure their needs are met. With toys and treats from my past foster pets, I’m always ready to make them feel at home. I live in a spacious house in a gated community with a large front yard, plus I have access to a neighborhood park and a dog park just a few miles away. I pay close attention to details, especially if your pet seems uncomfortable, and I can’t help but shower them with love and attention because they’re just too cute!

Sitter Profile Image: Wendy A.
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Wendy A.
Star Sitter
$18
total per walk
4.9 out of 5 stars
• 7 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: Kylie B.
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Kylie B.
$23
total per walk
5.0 out of 5 stars
• 23 reviews
7 repeat clients
8 years of experience
Chicopee, MA, 01020

“Kylie went above and beyond for our dogs and even a neighbors dog that had gotten loose. She gave them wonderful attention, took them on a nice long walk, took pictures, and had great things to say. Kylie is knowledgeable and great with dogs. I will definitely reach out to her for help in the future.”

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Janelle C.
Sitter Profile Image: Adriana G.
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Adriana G.
$23
total per walk
5.0 out of 5 stars
• 17 reviews
9 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: Brooke H.
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Brooke H.
$15
total per walk
5.0 out of 5 stars
• 4 reviews
4 years of experience
Holyoke, MA, 01040

About: I’ve worked hands-on with animals for years and currently volunteer/work at an animal sanctuary multiple days a week and The Good Dog Spot Northampton boarding location I’m very comfortable with feeding schedules, medication routines, cleaning enclosures, monitoring behavior changes, and handling animals safely and calmly. I’ve cared for dogs of different sizes, temperaments, and energy levels, including high-energy breeds and more anxious personalities. I’m very observant and take animal welfare seriously — I notice small behavior changes quickly and always prioritize safety and comfort.🩷 I will add photos of my happy dog customers to my profile! I also have my wildlife rehabbers license :) I currently just switched from full time to part time at the animal sanctuary and Good Dog Spot, so caring for animals is already built into my daily routine. Pet sitting allows me to gain even more hands-on experience while earning extra income doing something I genuinely care about. I’m available for drop-ins, walks, and house sitting outside of my Doggy Daycare shifts, and I manage my schedule carefully to ensure each pet receives consistent, attentive care. For everyone’s safety and comfort, I provide care in my client’s home only. I have a 14-year-old dog and two rescue hedgehogs who are territorial with unfamiliar animals, so I don’t host pets in my home. This helps prevent unnecessary stress for both my animals and yours. When caring for pets in your home, I follow routines exactly as instructed and prioritize keeping their environment calm, clean, and secure. I monitor behavior, appetite, and energy levels closely and will always communicate promptly if anything seems off. Your pet’s wellbeing and safety are my top priorities.

Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
$19
total per walk
5.0 out of 5 stars
• 9 reviews
8 repeat clients
3 years of experience
Granby, CT, 06035

“Samantha has done a great job. We are very pleased and Zoe seems to love her. The detailed.walk report is awesome . Thank you Samantha for helping us on such short notice. Casey & Rachel”

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Casey D.
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: Kelly S.
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Kelly S.
$18
total per walk
45 years of experience
Easthampton, MA, 01027

About: It’s so hard to be away from your pup but having friends come in to visit and play makes the day feel not so long. I have had dogs my whole life. I just love their individual personalities. I typically work Monday through Friday and can pop in for an early morning visit and breakfast or stop by for a longer visit and dinner after work. My schedule is flexible so running over midway is possible if necessary. Weekends are generally wide open. I would like to work with you to meet your needs. I have 2 pups and 3 cats at home that love extra attention, playing and quiet snuggles. Nice long walks or a trip to the dog park could be a fun adventure. For cats, some scratches along the jaw line or kitty fishing can be an engaging way to interact.

Sitter Profile Image: Camron Q.
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Camron Q.
$19
total per walk
5.0 out of 5 stars
• 6 reviews
4 years of experience
Northampton, MA, 01062

About: I've worked in multiple areas of animal care including breeding and puppy development, dog daycare, and veterinary care. I have experience caring for all different breeds and ages of dogs! I don't have much professional experience with cats, but I have lived with many cats throughout my life and am a huge cat lover! I do not have any pets myself as I recently lost my dog. So i am in serious need of some dog time! I am available any time after 2:00pm sunday-thursday and all day friday and saturday(: some days i am available earlier than that, typically sundays and mondays im available around 12:30-1:00pm. I am happy to accommodate any of your pet's needs! I can walk, play, just give love, whatever makes your baby feel the most enriched and happy. I know every dog and cat has their own specific needs and I'm very dedicated to that! I live in a small studio apartment. There is plenty of great space to take walks near my house (i live right on the bike trail) but i do not have a fenced in yard. If this sounds like it could be suitable for your pet, i'm more than happy to board them(:

Sitter Profile Image: Brittany F.
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Brittany F.
$20
total per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

“Brittany was excellent and so patient with our boy! Highly recommend!”

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Kathryn B.
Sitter Profile Image: Alyaa F.
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Alyaa F.
$14
total per walk
6 years of experience
Upper Hill, Springfield, MA, 01109

About: I have volunteered at a couple of local animal shelters over the duration of 2 years for multiple hours a day! While I only have a certain amount of professional experience, I also own 2 domestic long haired cats who I’ve raised for the last 4 years. I specialize in cat care on a private setting and dog care on a professional setting. I have many available days within my weekly calendar to fit pet sitting and pet walking into my schedule. I have open availability until further notice! Please feel free to reach out and we can make something work. I currently own two beautiful domestic long haired cats. Their daily routine consists of a strong high moisture diets, supplements that cater to their needs, rotation of toys when under supervision, 100% cat safe toys when unsupervised, cat scratchers, fur and dental care, routine vet visits, litter box scoops multiple times a day, and more.

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.

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

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Montgomery

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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 September 2026, there are 1,508 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 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:

  • 98% 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 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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