Dog Walking Chestnut

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

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Sitter Profile Image: Britney F.
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Britney F.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
7 years of experience
Bozeman, MT, 59715

“My dogs love you, and they are picky!”

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Paul M.
Sitter Profile Image: Jaedin H.
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Jaedin H.
from
$18
per walk
5 years of experience
Bozeman, MT, 59717

About: I have over 3 years of experience working in a pet boarding/ daycare facility and about 2 1/2 years of pet sitting/ walking before. I have IBSA certifications in canine breeds, body language and communication in animals, and customer service/ management. I also learned how to administer medications and keep the pets engaged in enrichment throughout the day as well as keeping the facility clean. I have also had a great opportunity to volunteer at a local humane society over the summer. I am currently a full time student at Montana State University pursuing a bachelors degree in microbiology in the prevet track, so I will need to work around my school schedule however I’m open to figure out times that work best for the animals. As someone with hands-on experience working at a pet resort, I understand how important it is to make every pet feel safe, comfortable, and loved. I take the time to get to know each pet's personality, needs, and routine so I can provide care that works best for them. During drop-in visits, I can help with feeding, fresh water, potty breaks, playtime, and plenty of attention, depending on each owner's instructions. For dog walks, I prioritize safety by using secure leashes, staying aware of our surroundings, and following each owner's preferences. I respect every client's home and always make sure pets are safe and comfortable before I leave. My goal is to give both pets and their owners peace of mind while they're apart!

Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
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: Sadie H.
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Sadie H.
from
$12
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Allison A.
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Allison A.
from
$15
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
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: 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: Vaughn Z.
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Vaughn Z.
from
$16
per walk
25 years of experience
Bozeman, MT, 59715

About: I have a lot of experience caring for all sorts of pets of all sizes. I love the excitement that comes with each and every pet. They are all unique! I have a flexible schedule and am looking for regular walks and services. I am originally from bozeman and recently moved back to the area after a few years out of state. Happy to be home! Unfortunately I cannot have pets at my apartment but I have reliable transportation and flexible schedule to meet the needs of you and your pet.

Sitter Profile Image: Shay H.
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Shay H.
from
$25
per walk
15 years of experience
Bozeman, MT, 59715

About: I grew up on a small farm with a huge variety of animals. I’ve always loved animals and have lived with and taken care of dogs and cats for as long as I can remember. I am familiar with animal behavior and understand how to keep your pet as well as others safe. I work full time in the evenings, but love to be outdoors and go for walks in the mornings. I’m also happy to take time during my break at work for pet care if needed. I’ll try to care for your pet the same as you! Whether this is adhering to their scheduled meal times, potty breaks, favorite toys and treats, I’m happy to care for your pet in a way that prioritizes their happiness and wellbeing. I understand how important pets are to a person or family and will absolutely put their safety first.

Sitter Profile Image: Paige L.
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Paige L.
from
$40
per walk
5.0 out of 5 stars
• 34 reviews
10 repeat clients
15 years of experience
Bozeman, MT, 59715

“Paige was great. She was available on fairly short notice and came for a meet and greet so she could meet Sadie and learn about her needs before coming over. She had instant rapport with Sadie and they had a great time together. I would definitely book her again and recommend her to others.”

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Susan L.
Sitter Profile Image: Annelise D.
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Annelise D.
from
$18
per walk
1 repeat client
21 years of experience
Bozeman, MT, 59718

About: I have had pets my whole life and have experience pet-sitting, including both dogs and cats. I currently have a 1-year-old kitten and have gone through all of the kitty phases. I love staying active with dogs and giving lots of belly rubs and love. I am a student at MSU with a flexible schedule. My weekends, evenings, and afternoons are free. I am able to provide 2-3 visits a day when my schedule allows for it! I treat every pet as if they are my own. I am reliable and quick to adapt. I follow careful instructions to ensure that I meet the needs of your pet's routine.

Sitter Profile Image: Ryan E.
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Ryan E.
from
$30
per walk
10 years of experience
Bozeman, MT, 59715

About: I grew up with a golden retriever, and later a yellow labrador who was my best canine friend throughout my childhood and teenage years. I helped my family raise all our dogs, including another yellow lab and a Bernese lab mix. I have cared for many neighbors and friends dogs, and am able to handle a wide range of personalities. I am confident handling any size dog on a leash and will work with your dogs specific needs, including any special conditions. I am comfortable administering medication if necessary. I take care of other dogs the same way I take care of my own, with lots of love and attention. It makes me happy to see dogs smile and I love to be the reason behind that smile! I am currently in grad school, so while busy, my schedule is very flexible and I'm able to care for dogs any day of the week, any time of the day. In my home, any pets I care for will be spending time with my own dog, Skye. Outside of my home, I'm able to provide pet care with or without the addition of my dog Skye based on client preferences.

Sitter Profile Image: Rachel H.
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Rachel H.
from
$25
per walk
10 years of experience
Bozeman, MT, 59715

About: I’ve been dog sitting for the past 10 years and have experience caring for dogs with different personalities, routines, and needs. I’m comfortable with walks, feeding, playtime, overnight care, and giving dogs the attention and affection they need while their person is away. I take a loving, attentive approach to pet care and want dogs to feel safe, comfortable, and genuinely cared for with me. I’m a local photographer with a flexible schedule, which makes it easy for me to be available for walks, drop-ins, and overnight stays throughout the week. I can usually accommodate a variety of routines, including mornings, evenings, and weekends. And if your pet is up for it, I’ll probably send a few cute photo updates along the way. I try to keep pets as close to their normal routine as possible while you’re away so things feel familiar and low-stress for them. I pay attention to feeding schedules, walks, litter box care, playtime, medications if needed, and any instructions you leave about behavior, preferences, or household rules. I’m respectful of your home, mindful about doors, gates, leashes, and other safety details, and I’ll keep you updated with messages and photos so you know how your pet is doing.

Sitter Profile Image: Samantha F.
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Samantha F.
from
$27
per walk
5.0 out of 5 stars
• 2 reviews
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: Madie F.
Verified Background Check
Madie F.
from
$20
per walk
5.0 out of 5 stars
• 67 reviews
22 repeat clients
8 years of experience
Bozeman, MT, 59718

“Madie is great to work with! Super responsive, always on time , and takes good care of my dog (who is always so excited to see Madie). Lots of photos and reports😊”

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Kelly M.
Sitter Profile Image: Steven M.
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Steven M.
from
$18
per walk
15 years of experience
Bozeman, MT, 59718

About: I have been a dog owner for most of my life and I have once been a dog trainer and I now work in doggy daycare. My goal is to build my entire career around dogs! They have always been my passion and hold a special place in my heart. There is no better friend than a dog! I am a dog trainer so I base my whole day at work and at home on basic dog training commands constantly to keep my dog and myself in tune. I always make sure my dog is comfortable whether that’s the environment indoors or making sure her bed is clean and comfy. I refresh her water every 1 to 2 hours even if it’s full just to get hair, dirt, etc. out of the bowl and have clean water. I do tiny things like this constantly to make sure my dog and clients dogs are always comfortable.

Sitter Profile Image: Christina B.
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Christina B.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
25 years of experience
Bozeman, MT, 59715

About: I’m an auntie to any and all dogs, cats, and unusual pets. In addition to training several family Goldens, I have worked extensively as a musher and handler, training Alaskan Husky sled dogs to run Iditarod. I have experience caring for very active dogs, elderly retirees, and young puppies using positive reinforcement and love. I have a particular soft spot for older dogs in their golden years. My mushing background has given me confidence in canine first aid, pet massage, administering medication and vaccines. I also am a very active trail runner and love to tire out athletic pups! I’m an ultra marathoner, so I can go the distance your dog needs as part of my weekly training runs. I don't have my own pet, so it’s a joy to me to have the opportunity to shower yours with love! I’m a freelance photographer, so I spend much of my time working from home or I can bring my laptop anywhere! I have a flexible schedule so I’m happy to adjust and offer as much last-minute plan accommodation as possible if your plans are not fully set. I live alone on a property with a huge backyard next to a big park and many trails for running and playing! We are located just south of town, in a quiet, rural area. If your dog enjoys company, I have some very sweet and playful neighbor dogs they can meet, but if your pet is more of a loner, they will not be harassed!

Sitter Profile Image: Reese W.
Verified Enhanced Background Check
Reese W.
from
$15
per walk
7 years of experience
Bozeman, MT, 59715

About: I have taken care of all ages of Kittens, Puppies, Cats & Dogs. I am comfortable with dealing with different personalities or needs. I care very much about making sure your pet feels loved & cared for while you are away! I am currently a student at MSU & I usually am only at school for 3-5 hours a day for lectures. When working with pets, I make sure to spend my free time with them to make sure they are cared for! I do not offer services at my personal house. I will come to your house. I like a clean & stress free/easy to understand environment. It is also a requirement that your house is a safe environment for myself & your pets. Communication is a must to create a trusting relationship with your pet/house sitter!

Sitter Profile Image: Lily P.
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Lily P.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
11 years of experience
Bozeman, MT, 59718

About: I have been around pets my whole life and they bring me so much joy. I am eager to work with any type and size of pet! I am dependable and will communicate efficiently with pet owners. I work a standard 40 hour work week 5 days a week but am able to come home on lunch breaks for walks, potty breaks, play time, etc! I do not have a pet at the moment, so all the love that I would provide for my own will be going towards your pets! My favorite place to be is outside so I would enjoy going on long walks or throwing a ball for your dog.

Sitter Profile Image: Madeline M.
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Madeline M.
from
$17
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Bozeman, MT, 59715

About: I have taken care of cats and dogs on and off for many years. I am energetic, patient and caring when it comes to working with animals. I am currently unemployed for the fall, therefore my schedule is very flexible right now. I am available days, nights, weekends and weekends for walks, drop ins, or in home pet sitting. I can travel to you. I am willing to do in home pet sitting or drop ins/walks. I work well with cats and dogs of all sizes.

Sitter Profile Image: Allie M.
Verified Background Check
Allie M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 80 reviews
22 repeat clients
7 years of experience
Bozeman, MT, 59715

About: I am a dog lover of all shapes and sizes! I have a black lab of my own. I have never lived in a home without a dog my entire life. My dog loves other dogs especially small ones. I would love to meet people around the area and take care of your fur babies and maybe have play dates with mine and yours! I believe I can follow each and every customers needs and wants when it comes to their dog. All dogs are welcome, I do ask that if they aren’t potty trained or have accidents every once in awhile that you bring carpet cleaner. Please make sure your pup is clean before dropping off. If I need to bath him just bring product and let me know I’d be happy to do so. I own my own business so my day to day changes but is extremely flexible. I’m not away from the house for more that 4-5 hours. I make sure any and all food is up and unavailable for the pups to access. If the dog cannot have soft plush toys I will put away toys so there are no choking or swallowing hazards. I can follow any specific instructions that are needed per animal. I always feed the dogs in seperate rooms for safety.

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

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How to book dog walking

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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 November 2026, there are 526 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 Chestnut. 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 Chestnut 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 Chestnut. On Rover:

  • 89% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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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