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.

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Sitter Profile Image: Jessica K.
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Jessica K.
from
$17
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Bozeman, MT, 59715

About: Reliable, experienced, and genuinely happy to be there. That's what your dog gets with me. I'm a full-time professional pet sitter focused on drop-in visits and neighborhood walks, and I've been caring for animals for twenty years, from friends' and family's pets to 25+ five-star house-sitting stays through TrustedHousesitters, plus a growing record here on Rover. I've worked with puppies through seniors, high-energy dogs, anxious dogs, and dogs on complicated medication schedules. Most of what I do is simple, and I do it the same way every time. Your dog gets out, gets exercise suited to their age and energy, gets fed on schedule, and gets real attention instead of a rushed fifteen minutes. If they're reactive, shy, or slow to warm up to strangers, tell me. I'd rather move slowly on the first visit than push a dog who isn't ready. I answer messages the moment they come in, since my phone and watch are always on me, and I send photo updates through Rover Cards after every single visit. You'll never wonder whether I showed up. Pet care is my full-time work, not something I fit around another job. That means I can cover midday walks while you're at the office, twice-daily visits while you're traveling, and I'm often able to take same-day requests when something comes up. My calendar is updated daily. If you see availability, it's real. I care for pets in their own homes, where they're most comfortable. On the first visit I confirm the essentials in writing: entry and lockup, leash and harness setup, where the leash lives, any door or gate a dog can slip through, food storage and portions, and your vet's information. I lock up behind me every time, keep dogs leashed unless we're in a securely fenced space you've approved, and text you right away if anything seems off, whether it's a limp, a skipped meal, or an unusual mess. I'd rather send a message you didn't need than stay quiet about something that mattered. I'm also Pet First Aid & CPR certified, so if something more serious ever comes up, I have the training to respond rather than just guess what to do.

Sitter Profile Image: Matthew T.
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Matthew T.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
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!

Sitter Profile Image: Livi K.
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Livi K.
from
$23
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
20 years of experience
Bozeman, MT, 59715

“Gibson enjoyed his walk with Liv. Thank you Liv.”

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Brenda G.
Sitter Profile Image: Anna O.
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Anna O.
from
$15
per walk
5.0 out of 5 stars
• 1 review
5 years of experience
Bozeman, MT, 59717

“Anna was great and so gracious about all my travel back-and-forth! Would love to have her again”

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Hillary-Anne C.
Sitter Profile Image: Carlee M.
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Carlee M.
from
$20
per walk
4.9 out of 5 stars
• 18 reviews
7 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: Clara L.
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Clara L.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 year of experience
Bozeman, MT, 59715

About: I have grown up with pets all my life and loved every second of it and wanted to incorporate animals into my life more since moving away. I have cared for many different breeds and sizes of dogs and loved every second of it. I am reliable, punctual and love going to walks or any type of play they want. I ensure your pet’s safety and happiness, as a happy dog is the best sight to see. I am currently an engineering student with classes until 2 pm at the latest. If your pets ever needs an early walk I am open on Monday, Wednesday, and Fridays before 11am. Aside from that I am free on weekends whenever needed and I’m always open to last minute walks or anything I could help you with. I will prioritize your pets routine by strictly following any and all care instructions, the more specific the better. When in your home, I ensure everything stays clean and secure. I also love sending photo updates to show you how much fun your pet is having while you’re away! I will answer texts/calls promptly to keep you comfortable and up to date with anything you need.

Sitter Profile Image: Savannah F.
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Savannah F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 16 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: Emma A.
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Emma A.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
Bozeman, MT, 59715

“My dog Reba was taken on a good long walk and loved it all. I have the pictures to prove it”

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Nate T.
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: Rebecca R.
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Rebecca R.
from
$15
per walk
15 years of experience
Bozeman, MT, 59718

About: I’ve taken care of dogs and cats for 15 years and love what I do! I have also owned cats, dogs and many other animals of my own. I have experience with puppies, kittens and also senior care. I provide walking, drop in and sitting care I currently work Monday-Thursday during the day which makes me available for any and all weekend/weeknight care needs! I am also available to stay in your home overnight for pets with a greater need for care. When caring for your pets, I emphasize keeping you in the loop. I like to provide updates/pictures to ease your mind while you enjoy your time away from home.

Sitter Profile Image: Camille W.
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Camille W.
from
$23
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Bozeman, MT, 59715

“Camille was awesome! Wonderful with our wacky lab! Will definitely book her again.”

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Dorothy V.
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: Hannah T.
Verified Enhanced Background Check
Hannah T.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
7 years of experience
Bozeman, MT, 59718

About: I have taken care of pets since I was 13 Years old and have had experience with both young and senior pets. I was responsible for training some of my own family's pets, and I enjoy adapting to basic training with puppies or providing gentle and patient care for older pets who need extra support. I am very reliable with feeding schedules, medications, and updates so you can feel fully confidnet you pet is in good hands! Pet care fits into my routine by being something I attentively prioritize and plan around. I structure my schedule so I can give pets full attention during visits and walks. I am flexible with all times throughout the day, whether that be mornings, afternoons, or evenings. This helps me to accommodate feeding schedules, exercise needs, and check-ins. I prioritize building my day to be reliable so each pet receives consistent and effective care. When I am caring for a client's pet, I follow an established routine to help pets feel comfortable and secure under my care. I prioritize important aspects of schedules, including feedings, walks, playtime, and medication if needed. I keep homes clean, respect the spaces of those I am hired by, and love to provide regular photo updates so owners know their pet is doing well. My overall goal is to keep a calm, familiar environment that reduces stress for pets.

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: Haley C.
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Haley C.
from
$15
per walk
5.0 out of 5 stars
• 30 reviews
2 repeat clients
20 years of experience
Bozeman, MT, 59718

“Haley was attentive and prompt. She took great care of Bronson. Highly recommend.”

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Nathan N.
Sitter Profile Image: Magnolia R.
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Magnolia R.
from
$25
per walk
4 years of experience
Bozeman, MT, 59715

About: Hello! I have been pet sitting for 4 years. I absolutely love dogs and cats. I have training experience and love love love to stuggle animals. So please let me know how I can help you give your pet the best experience while you are away! I have open availability all week. Evening are prefered but i am very very very flexible! Let .e know what you need and i will help!! I will tive your pet the same love and attention i expect for my own. I love animals for than anything and will always meet their needs.

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

“Hannah was extremely valuable as a last minute reservation for dog walking! She communicated very well and treated our pups with all the attention and love. Would definitely book her again in the future!”

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Garet B.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
from
$20
per walk
4.6 out of 5 stars
• 11 reviews
3 repeat clients
8 years of experience
Bozeman, MT, 59718

About: I am a trained Veterinary Tech Assistant that worked in animal rescue / spay & neuter clinic. I also previously worked in a small, local pet store where I became educated and extremely fascinated with pet health and animal nutrition! I absolutely love spoiling and spending time with all critters, so please do me a favor and give me a call! I am very flexible, and will also admit that my dog eats WAY better than I do, so I’ll be sure to accommodate any of your best friends needs!! I am a stay at home mom, and I have a very flexible schedule. My rates are lower than most in the area as I am not able to do overnights in your home, and full disclosure - there’s a chance one of my kids might need to tag along with me during drop ins. I enjoy being outdoors rain (more likely snow) or shine, and I’ll be keeping the dogs company for a game of fetch or some belly rubs in the yard. I have a large un-fenced yard, and a comfortable indoor area for dogs to play or unwind. I can easily accommodate space for a crate if your pup has their own.

Sitter Profile Image: Regan W.
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Regan W.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
19 years of experience
Bozeman, MT, 59718

About: I’ve had cats and dogs growing up my entire life! I love to take care and hangout with them! I also love to go on walks with dogs! I’m currently a student at Montana state university! My week schedule is decently open so I have a lot of flexibility. Some weekends I out of town but I am able to stay in Bozeman if need be! I care for animals like they are my own! I care about their safety and well being. I also make sure they get what they need activity wise.

Sitter Profile Image: Katherine O.
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Katherine O.
from
$35
per walk
5.0 out of 5 stars
• 4 reviews
24 years of experience
Bozeman, MT, 59718

About: I’ve had dogs my whole life and love caring for dogs of all ages, sizes, and energy levels. I’m active and spend a lot of time outdoors with my husky mix, Nugget, so your dog will get plenty of attention, exercise, and care. I prioritize safety, reliability, and communication, and I tailor my care to each dog’s individual needs and routine. Whether your pup loves adventure or prefers a calm companion, I’ll make sure they feel comfortable and well cared for while you’re away. I have a very flexible schedule and am available throughout the day for walks, drop-ins, and care. I’m able to accommodate morning, midday, and evening routines, and can be flexible depending on your dog’s needs. Whether your dog needs consistent daily care or occasional help, I’m happy to work with your schedule. I have a fenced yard with a dog door, so your dog can go in and out as they please, or I can close it off if you prefer. My dog (a husky) loves being outside and often relaxes on his outdoor bed, but I also have multiple dog beds inside and outside so your dog will always have a comfortable place to rest. We stay very active with multiple walks a day, and I usually bike with my dog once a day using a harness and leash for safe exercise. If that’s something you’d like for your dog, I’m happy to include that as well. I always adjust to each dog’s needs, comfort level, and routine to make sure they feel safe and at home. I also have seat belts and harnesses in the backseat of the car for the dogs while driving.

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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

  1. 1. Search

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    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Chestnut

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chestnut average 2
repeat dog walking clients

FAQs for Dog Walking - Chestnut

Frequently asked questions about Rover

As of October 2026, there are 546 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 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 , 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Chestnut. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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 .

walkers on Rover set their own , 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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