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: Valeria C.
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Valeria C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 18 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: 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

“Livi was so fantastic! She communicated about her timeline and was very thoughtful. We highly recommend.”

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Kari M.
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: Sadie H.
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Sadie H.
from
$12
per walk
5.0 out of 5 stars
• 2 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: 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: 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: 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: Jessica S.
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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: Madeline G.
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Madeline G.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
4 years of experience
Bozeman, MT, 59718

About: I have 4 years of experience caring for dogs of all sizes, breeds, and personalities. Friends, family, and neighbors have trusted me to provide walks, feeding, playtime, and overnight care. I understand that every dog has unique needs, and I take the time to make them feel safe, comfortable, and loved. Whether your pup is energetic, shy, a puppy, or a senior dog, I provide dependable care and plenty of attention while you're away. I currently have a flexible schedule that allows me to dedicate plenty of time and attention to the pets in my care. I'm available for boarding on weekends and for walks, drop-in visits, daycare, and pet sitting on weekdays. I enjoy staying active and love spending time with pets, whether that means long walks, playtime, or simply providing companionship and care while you're away. Your pet's safety, comfort, and happiness are my top priorities. I provide a calm, loving environment and closely follow each pet's routine, feeding schedule, and any special instructions. In your home, I treat your space with respect and provide regular updates so you can have peace of mind while you're away.

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: Whitney W.
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Whitney W.
from
$20
per walk
4.8 out of 5 stars
• 13 reviews
1 repeat client
20 years of experience
Bozeman, MT, 59718

About: Hello Friends! I stop every dog I see on the street to say hello! Rover is my way of getting in my dog fix in the in between of getting my own pup. I have experience sitting all sizes and ages of dogs, as well as working with aging animals who need a little more love and care! My own dog lived till 17.5 years so I have a lot of experience caring for older dogs. I am happy to watch any furry friend that comes my way. I have dog sat all across the country and I will treat your dog as if it were my own!! I am working a part time job in Bozeman this winter, so a sit within 30 minutes of town would be the best fit for me! Please note: I have been professionally pet sitting off rover for several years now with repeat clients where I previously lived, hence no recent reviews on Rover. Using Rover again now in Bozeman to establish some wonderful repeat clients! Please don’t hesitate to reach out. I am a Boat Captain and professional guide who travels for work. I have my availability set for when I’m home in Bozeman, which likely means I have the time to dedicate to taking care of and giving my attention to loving some wonderful pets. Please note: I am working a part time job in Bozeman this winter, so a sit within 30 minutes of town would be the best fit for me! I have experienced sitting a variety of dogs in a variety of different homes, with yards without yards with crates without crates. Whatever you need, I got you! I always treat my clients pets with the same love and kindness as if they were my own.

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: Ashley P.
Verified Enhanced Background Check
Ashley P.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
7 years of experience
Bozeman, MT, 59715

“Ashley was incredible with our 5 month old Siberian Husky! Took great care, followed every possible instruction, phenomenal photo updates, and more. Can’t recommend enough!”

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Noah B.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$22
per walk
1 repeat client
10 years of experience
Bozeman, MT, 59715

About: Since I can remember I have been around dogs, cats, and birds. I have recently adopted my own dog named Harley who is stranger reactive so I am very comfortable dealing with going at the dog's/cat's pace of comfortability. I love the outdoors and exploring with my dog as she slowly learns to trust others and new environments. Long walks and cuddles are my priority while you are away. I am currently working remotely, so I have plenty of time to spend with your pet! My work schedule is super flexible and easy to change if there are any last minute changes. Fenced in yard with room to play ball. Lots of room for playing or just enjoying the sun in the back yard. Triggers are blocked off by trees and the fence.

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: 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: zoe p.
Verified Enhanced Background Check
zoe p.
from
$15
per walk
5 years of experience
bozeman, MT, 59718

About: I love working with all kinds of different pets! I have a lot of experience with senior animals, as well as kittens/puppies and everything inbetween! My pets are my whole world! I am constantly tending to them and finding ways to improve their lives and give them the absolute best care possible! My cats are kept indoors, but occasionally go on leashed walks around the neighborhood. My dog has an underground fence so she can run around as much as she wants!

Sitter Profile Image: Katherine O.
Verified Enhanced Background Check
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.

Sitter Profile Image: Lily P.
Verified Enhanced Background Check
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.

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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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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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