Dog Walking Chestnut

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

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Chestnut, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Bailey S.
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Bailey S.
from
$17
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
6 years of experience
Bozeman, MT, 59715

“Bailey did a great job walking our dog! We would definitely hire her again.”

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Chris R.
Sitter Profile Image: Valeria C.
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Valeria C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
Bozeman, MT, 59715

“Val was so prompt and reliable when picking Evie up from my workplace, and the two of them had a lovely walk! This was my first time using Rover, and I couldn’t recommend Val more. Evie clearly had a great time, and I’ll definitely be booking with Val again!”

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Chantell C.
Sitter Profile Image: Abby G.
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Abby G.
from
$25
per walk
5.0 out of 5 stars
• 314 reviews
103 repeat clients
16 years of experience
Bozeman, MT, 59715

“Abby is very personable and easy to connect with. These qualities make for a great walker especially when it comes to hiring strangers to walk your fur baby. She’s been great with my (very territorial) 5 year old Aussie shepherd and I wish I’d found her sooner!”

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Olivia N.
Sitter Profile Image: Eli K.
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Eli K.
from
$15
per walk
2 years of experience
Bozeman, MT, 59715

About: I spent my last two years of high school volunteering my weekends at the humane society. I had spent every Sunday there playing with the centers animals making sure that they are happy and healthy. I am currently a student at MSU and with the summer coming up I am looking for some ways to fill my time during the days. I am a person with a very flexible schedule and if need be can stick to a consistent routine. I am a very adventurous person so if your pup likes going on big walks/hikes I am more than capable of keeping up with them as well as going on a good run through town. As active as I can be the same can be said for more laid back dogs. I am very easy-going.

Sitter Profile Image: Ruby T.
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Ruby T.
from
$15
per walk
5.0 out of 5 stars
• 22 reviews
2 repeat clients
10 years of experience
Bozeman, MT, 59715

“Our dogs absolutely love Ruby!”

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Lindsay & Hans R.
Sitter Profile Image: Samantha F.
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Samantha F.
from
$27
per walk
20 years of experience
Bozeman, MT, 59718

About: Hi there! My name is Samantha and since I am home full-time, your pets will receive my undivided attention and a flexible routine tailored exactly to their needs. I genuinely love both cats and dogs, and I focus on providing a calm and reliable presence. Whether I am staying at your home, dropping in, or out on a walk, your pet's safety is my absolute top priority. I can confidently monitor everything they chew on, what they eat, and keep a strict, watchful eye whenever they are outside around other dogs. What sets me apart is my extensive, practical experience with medical and senior care. I am entirely comfortable administering pills, liquids, specialty diets, and medical shots (like insulin). Services I Offer: ~In-Your-Home Sitting, Walks, & Drop-Ins: Available for cats and dogs of all ages. ~Senior-Only Boarding (My Home): I live right on a beautiful trail system perfect for peaceful, low-impact walks! I have two sweet senior dogs of my own who love calm company. Because my dogs prefer a quiet environment, I happily open my home to fellow senior dogs only—no energetic puppies, just a relaxed space for older pups to lounge and stroll safely.I treat every animal in my care with the same love, protection, and respect I give my own! Because I am home full-time with an open schedule, I am flexible and can easily structure my days around your pet's exact feeding, walking, and medication timelines. My regular day already revolves around senior pet care. I live right on a beautiful trail system, so my mornings and evenings include peaceful, low-impact trail walks. If I am house sitting for you, doing drop-ins, or hosting a fellow senior dog at my place, your pet will seamlessly fit into this relaxed, attentive routine. In Your Home (House Sitting & Drop-Ins): When I watch your pets in their own home, my goal is to keep their routine exactly as it is to prevent any stress. I am hyper-vigilant about their safety. I closely monitor everything they chew on or eat, and I keep a watchful eye whenever we are outside around other dogs. I am highly experienced with medical routines, so I can smoothly handle precise schedules for pills, liquid medications, specialty diets, and medical shots (like insulin).

Sitter Profile Image: Carolyn B.
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Carolyn B.
from
$20
per walk
8 years of experience
Bozeman, MT, 59715

About: I've had dogs since I was young, and got to raise my pup when I was in high school. I love being around animals and giving love, attention, and care. I love to be outside with dogs, whether is be going on a walk, throwing a ball, or enjoying some fresh air together. I'm currently a student at MSU and work twice a week at a workout studio. But my schedule is pretty open in afternoon and on the weekends. I have plenty of time each day to go on walks and care for your pet. I am attentive on making sure your pet is well cared for while I am with them. I am responsible and reliable when following expectations or specific rules and routines you have for your pet. My goal is to keep your pet safe, happy, and comfortable while you are away.

Sitter Profile Image: Anna O.
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Anna O.
from
$15
per walk
5 years of experience
Bozeman, MT, 59717

About: I’ve taken care of pets ever since i was very little. Friends and Family have needed me to walk, feed and love their pets. I am experienced with every sized dog and cat. I am currently studying at Montana State University for Equine Science, so I have lots of experience! I’m currently working part time, so I have plenty of time to love your pets! I am available almost every single day of the week! I have 2 dogs and four cats at my house, they are all nurtured and can be separated if your pet doesn’t like others. I can easily provide running space in my fenced yard, and i have many pet supplies on hand.

Sitter Profile Image: Allison A.
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Allison A.
from
$15
per walk
6 years of experience
Bozeman, MT, 59715

About: I worked at a vet and learned how to give medication, including vaccines and pills. Learned how to understand and approach animals of all kinds and behaviors while being around adorable dogs and cats! I have two beagles at home Penny and Bailey that are the best! And make me want to watch and be with all the dogs I can! I am currently a sophomore at Montana State University. I am able to work around my class schedule specifically Tuesdays, Thursdays, Fridays, and the weekend are the best days for me to be of assistance! I’m happy to check on your pets multiple times a day walk them and feed them or just hang out with them! I can be flexible and adapt to different changes! I take my own two dogs for walks weekly. I’ve helped my neighbors and friends with checking in on their pets and feeding them breakfast and dinner! My dogs love to run in the yard and play with their toys, but also love to take a big long nap on the couch!

Sitter Profile Image: Sadie H.
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Sadie H.
from
$12
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Bozeman, MT, 59715

“Was able to get my aggressive chihuahua outside with no problems! I am amazed and so happy this really helped bring down my nerves on my trip! Definitely recommend!”

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Hailey H.
Sitter Profile Image: Marley M.
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Marley M.
from
$15
per walk
5 years of experience
Bozeman, MT, 59715

About: I have been dog sitting for about 5 years, I can manage medications or any needs your dog needs. I have one dog who is super friendly and gets along with any dogs!! I have sat in peoples houses and have kept them in my own. I take my dog on at least one walk a day and would make sure your dog got outside and has lots of play time! I have a dog of my own and I take her on a walk or throw to her daily! I let her out every 3-6 hours, and am available for different schedules! My dog is well trained but I let her on furniture and my bed. I would be willing to adjust based on each dogs needs. I live in the basement of a home and have plenty of room for a crate and some extra paws!

Sitter Profile Image: Savannah F.
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Savannah F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 15 reviews
5 repeat clients
18 years of experience
Bozeman, MT, 59718

“Savannah was incredible! She showed up on time and spent extra time on her walk with Layka. I highly recommend her and I will definitely use her again in the future. In her meet and greet (introduction) she asked very pointed questions and had a great follow up. She treats your pet like her own and shows you right away that she cares about your animal.”

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Rietta I.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Bozeman, MT, 59715

About: Hi all! I am originally from Bozeman and grew up with dogs- I enjoy going for walks and going to dog parks as well as just cuddling on the couch! I am a full time employee at the hospital and can easily do drop in walks or visits and will only accept jobs where I can meet the level of care your pet needs. I treat pets like a part of my family- since I am a renter I am unable to board animals at my house but would follow any guidelines set up by a client to make their pet feel like they are with family.

Sitter Profile Image: Shelby M.
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Shelby M.
from
$30
per walk
5.0 out of 5 stars
• 17 reviews
2 repeat clients
20 years of experience
Bozeman, MT, 59715

About: Hi there! I have worked with animals since I was 11 years old, and both my husband (Luke) and I have worked at breeding and boarding facilities as well! I work from home and will be able to watch your pet all day. Your pet will have their own room if they need space too. We have two acres for your pet to exercise! We will make sure to treat your pet with love and care just as our own. Their safety is our utmost priority!

Sitter Profile Image: Beth B.
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Beth B.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
15 years of experience
Bozeman, MT, 59718

About: Hello! I am a travel nurse in between contracts, always looking a fun way to get out of the house. Being from Montana, I grew up with all sorts of animals, learning how to take care of them through 4H and all our household pets. Layla and I love going to the beach along with hiking and we would really enjoy some more company. Also, I know I hate leaving my pets home alone for too long and I would love to help anyone out with giving their dog babies plenty of attention throughout the day or overnight. Let me know what I can help you with, I look forward to meeting you.

Sitter Profile Image: Jessica S.
Verified Enhanced Background Check
Jessica S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 1 review
3 repeat clients
15 years of experience
Bozeman, MT, 59718

About: I have had high energy dogs mostly heelers and love to take them outside for adventures. It helps me bond with them and teach them to be social. I currently work evenings and bring my our dog out for walks all the time during the day. I love taking him to the dog park and hiking and have room to bring others with me. I mostly take my dog to the dog park and leash him when I take him hiking. I would be able to bring another dog with us when we adventure.

Sitter Profile Image: Ashley K.
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Ashley K.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Bozeman, MT, 59715

About: I’ve had my own dog since I was 15 and have always loved caring for animals. I’ve walked neighbors’ dogs and volunteered at local shelters, gaining experience with dogs of all sizes and personalities. I’m passionate about making sure every dog feels safe, loved, and cared for like family. Whether it’s a long walk, some playtime, or quiet company, I give each pet the attention they deserve. ❤️ I am working part time and will only be out of the house around 4 hours on weekdays. I also have awesome roommates who use Rover and we help each other out when needed. I have a house with lots of outdoor space (not fenced) and 4 female roommates who love animals. Your pup will get lots of attention and care!

Sitter Profile Image: Luisa P.
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Luisa P.
from
$20
per walk
10 years of experience
Bozeman, MT, 59715

About: I’ve cared for animals my whole life, starting with my Westie, then my tortoiseshell cat, and now my energetic Border Collie/Heeler mix. Having pets with different personalities and needs has taught me the importance of patience, attention to detail, and dedicated care. I’m a safe, trustworthy person who truly enjoys making animals feel comfortable, loved, and secure. I’m also very active and love running, hiking, and biking, so I’m especially great with energetic dogs who need lots of exercise and engagement. Whether it’s long walks, playtime, or quiet companionship, I treat every pet like my own and always prioritize their happiness and well-being. I’m currently a substitute teacher in Bozeman, and pet sitting through Rover is a meaningful way for me to supplement my income while doing something I genuinely enjoy. Working in schools has strengthened my patience, responsibility, and attention to detail, which naturally carry over into the way I care for animals. I’m dependable, trustworthy, and committed to making sure every pet feels safe, comfortable, and well cared for while their owners are away. I live right along a park, so daily walks are already a big part of my routine with my Border Collie/Heeler mix. My dog is very friendly, active, and would love to have some new walking buddies from time to time. We spend a lot of time outside exploring trails, getting exercise, and enjoying fresh air, so your dog would get plenty of activity, attention, and companionship while in my care. If you would NOT like your furry friend to have a companion, please let me know, and I can accomodate whatever routines you have.

Sitter Profile Image: Carlee M.
Verified Background Check
Carlee M.
from
$20
per walk
4.9 out of 5 stars
• 16 reviews
6 repeat clients
20 years of experience
Bozeman, MT, 59718

About: Will take the best care of your pet possible. Huge animal lover. Have had many different kinds of animals big and small. Would love to make some extra money doing what I love and would love to meet your furry friends. I have a husky puppy of my own who loves to play an go on adventures and would love to have some friends to go with him. Comfortable giving your pet any types of medicine they may need also grooming and bathing. Can take them hiking or to the creek or just sit back at home an play with toys. Also can keep overnight if needed. If interested please feel free to contact me at anytime I would love to take care of your furry friends

Sitter Profile Image: Matthew T.
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Matthew T.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
10 years of experience
Bozeman, MT, 59718

About: I have had many dogs growing up and they never fail to put a smile on my face. I have dog sat for many friends, family, and coworkers and am looking to provide the same service to you. My current housing will not allow pets, which of course, leaves me needing my fix of K-9 time. I work as a bartender, server and cook at the Olive Garden and mostly my shifts there start around four. So if you have a pug, bulldog, jack russel, german shepherd, lab, poodle, border collie, sheep dog, pit bull, doberman, wolf, direwolf, husky, cat, St. Bernard, Shitzu, husky, golden retriever, or any other animal that needs attention, walking, or just a friend, give me a call! Looking forward to making new furry friends!

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The median cost per walk for dog walking in Chestnut is $20

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Popular requests for dog walking - Chestnut

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chestnut average 3
repeat dog walking clients

FAQs for Dog Walking - Chestnut

Frequently asked questions about Rover

As of September 2026, there are 549 sitters on Rover offering Dog Walking across Chestnut. 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 Chestnut. 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 Chestnut.

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 Chestnut. On Rover:

  • 97% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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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