Dog Walking Trail

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

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Trail, 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: Chloe H.
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Chloe H.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
trail, OR, 97541

While I recover from surgery, Chloe has been taking Riley for her daily walks. It is very comforting to know that my fur baby likes Chloe and is in good hands. Definitely recommend her for any pet needs. Thank you Chloe! Debbie

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Deborah B.
Sitter Profile Image: Alex O.
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Alex O.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Eagle point, OR, 97524

About: My name is Alex and I couldn't be more excited to work with you and your pets! I have an extensive background pet sitting and my love for animals has always been the most exciting part about the job. I work with a variety of animals, including horses. Since I could remember, I've watched pets for friends and family whenever they went out of town or needed extra help. My love for this job began back then and has continued to be an ongoing part of my life. I love helping animals and strongly believe that they deserve nothing but quality care. I'd love to help you and your family with your pets through drop-in visits and walking services, so you never have to worry about them when you're away from home! I'm a new college graduate, and have a lot more free time to focus on my pet care business. Most of my afternoons are open! For drop-in visits, I arrive and stay for the duration of the visit and do the duties that the clients need, whether if that's letting the pets outside, feeding them, and/or hanging out and playing with them, etc.

Sitter Profile Image: Jordan A.
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Jordan A.
from
$15
per walk
5.0 out of 5 stars
33 reviews
19 repeat clients
10 years of experience
Medford, OR, 97501

I last minute needed a new dog walker for my two pups, and Jordan was able to jump right in and become that awesome, trusted, & reliable person we needed. He is great with my two high energy dogs, and we appreciate all his care, help, & time.

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Melissa B.
Sitter Profile Image: Kristen L.
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Kristen L.
from
$20
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Medford, OR, 97504

Kristen did a great job with dog walking. She was always on time and took the dogs for long walks. I would book her again.

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Neil C.
Sitter Profile Image: Susan P.
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Susan P.
from
$20
per walk
20 years of experience
Medford, OR, 97501

About: I have have multiple years of caring for people's pets. I was a professional housekeeper with my own business for over 20 years and also cared for their animals when they were away. I have been a long time pet owner myself and recently my fur babies passed away. I am looking to earn a little extra income as a senior while enjoying the company of animals. I am a senior and I am retired. Recently my fur babies passed away and I am looking to supplement my income while caring for people's pets. I really miss having animals in my home. I live in a senior mobile home park and I have a fenced in yard. I make sure that animals are safe, fed watered, walked and get plenty of potty breaks. They will get lots of love. I keep the yard clear of poop so that their environment is healthy for them.

Sitter Profile Image: Ashley C.
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Ashley C.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Medford, OR, 97504

About: I'm a passionate and reliable pet sitter with a genuine love for animals. I have experience in providing top-notch care for all types of furry friends, ensuring their well-being and happiness. Pet owners trust me for creating a safe and comfortable environment, which I do with joy. I'm ready to offer the love and attention your pets deserves as I will xare for each one as if they were ny own. Ivan, my Doberman is my world!! I'm available full-time for dog walking or pet sitting. I'm happy to arrange a time that suits individual clients. At present this is my full time job so I will dedicate my work hours for pet care. I listen to my clients and ensure we are on the same page, so that their pets get all their needs met. I'm patient and make sure every pet feels loved and at ease.

Sitter Profile Image: Taylor H.
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Taylor H.
from
$25
per walk
5.0 out of 5 stars
33 reviews
9 repeat clients
8 years of experience
White City, OR, 97503

About: Providing attentive, personalized care for your dog in a calm and safe environment. I prioritize routine, comfort, and positive interaction to ensure your pet feels secure while you’re away. From structured walks to relaxed companionship, every visit is tailored to your dog’s needs. Consistent updates included for peace of mind. I do work full-time, but I have a super flexible setup and can work from home when I have pets booked! That means your pup won’t be left alone all day! They’ll get lots of attention, breaks and company. All pets in my home are treated like family and absolutely spoiled with love and attention. I have experience caring for my own dog with health needs, including administering daily medication, so I’m very comfortable handling special care routines. I prioritize a safe, clean, and calm environment! I always follow each pet’s specific instructions closely to keep them happy, comfortable and stress-free.

Sitter Profile Image: Sarah F.
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Sarah F.
from
$20
per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Central Point, OR, 97502

About: Hi there, I'm Sarah, your friendly neighborhood pet sitter and devoted animal advocate. With a background in animal sanctuaries, I bring a wealth of experience and a heart full of love to every furry and not-so-furry friend I meet. This is not just a job to me, caring for and protecting animals is my greatest passion! Communication is key, and you can count on regular updates and adorable snapshots to keep you in the loop. As a special treat, I offer animal massages, ensuring your pet gets that extra bit of pampering. From playful park adventures to cozy cuddle sessions, your pet will be treated like family. And yes, even your eight-legged friends are included in that love! When you reunite with your pet, you'll see the happiness in their eyes, proof that our time together was filled with joy and affection. Let's make your pet's stay a tail-wagging, creature-loving experience! Working for myself provides the flexibility to seamlessly integrate pet care into my daily and weekly routine. Every day, I prioritize spending quality time with your furry friends, ensuring they receive the attention, exercise, and affection they deserve. Whether it's a morning stroll, a midday play session, or an evening cuddle, I tailor my schedule to meet the unique needs of each pet. This flexibility allows me to provide personalized care, creating a stress-free and joyful experience for your beloved companions I prioritize the well-being of your pets by offering flexible care options tailored to their comfort. While I don't watch pets inside my home to protect the emotional health of my very choosy cat, I provide excellent care at your home. This ensures your pets can stay in their familiar environment, minimizing stress and ensuring a seamless experience. I do make an exception for fish, lizards, spiders, and similar pets, as their presence doesn't affect my cat's emotional balance. Your pet's happiness and comfort are my top priorities, and I strive to create a positive and stress-free environment during my visits

Sitter Profile Image: Silver A.
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Silver A.
from
$25
per walk
5.0 out of 5 stars
30 reviews
12 repeat clients
12 years of experience
Medford, OR, 97520

Silver is a fantastic caring dependable dog walker. She has been on time, flexible, and personable. Ghost loves her, really enjoys his walks and time with her. Silver also is caring, knows how the dog is doing and what he needs today. Amazing. We will continue to have Ghost spend time with Silver.

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Michael M.
Sitter Profile Image: Amanda H.
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Amanda H.
from
$15
per walk
5.0 out of 5 stars
5 reviews
30 years of experience
Central Point, OR, 97502

About: I've taken care of different animals my entire life. Grew up with them in our family home. Our family has a soft spot for rescues. The newest member of our family was a ferral kitten who needed bottle feeding, because his mommy died before he was even eating solids. We have always talked to our animals like they were people. Each animal has a personality, and it doesn't take long to get to know them. I currently work flexible hours as a door dash delivery person. I have great availability most weeks. So the likely-hood of being available is pretty good. I am very attentive to my pets, spend a lot of time with them, and make sure they feel loved. Also very attentive to changes in character and food needs. This is something I bring to any petsitting experience, because I care about every animal's wellbeing.

Sitter Profile Image: Alyssa N.
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Alyssa N.
from
$20
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Medford, OR, 97501

About: Look, anyone can watch a pet. My thing? I actually listen. Seriously. My superpower is picking up on what animals are trying to tell me—be it a happy purr, a 'back off' bark, or a goat's casual bleat for attention. Being a digital nomad means my schedule is entirely my own, so I can truly be present and adapt to their needs, not some rigid clock. Playtime? Cuddles? Or just needing space? I read the room (or yard, or barn). I've got hands-on experience with everything from puppies to pigs, so your critters are always in genuinely attuned hands. This isn't just some gig; it's about making a real connection, deeply. As a digital nomad, my work goes where I go, and my schedule is completely my own. That means no rushing off to an office, no rigid 9-to-5, and definitely no 'squeezing in' pet time. I build my day around the animals I'm caring for. If a dog needs an extra walk, or a cat wants a sudden play session When I'm caring for your pets, my absolute focus is on maintaining their normal routine and comfort right there in their own space. I'm not just showing up to feed and split; I'm integrating into their lives. That means sticking to their feeding schedule, managing medications if needed, and keeping their environment exactly how you left it—clean, familiar, and totally stress-free. Here's the deal: as a digital nomad, my work goes where I go, and my schedule is completely my own. That translates directly into true presence for your pets. If I'm house sitting for you, your animals essentially become my co-workers. That means spontaneous play sessions, consistent outdoor time, and me being fully available. You'll get regular updates so you're never left wondering. Ultimately, it comes down to being attuned to their unique needs and ensuring they feel as comfortable, happy, and loved as they do with you, without ever having to leave their familiar surroundings.

Sitter Profile Image: Trinity R.
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Trinity R.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
White city, OR, 97503

Thank you so much! Sweet Potato loved her walk! I loved the pictures of her walk!

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Jen B.
Sitter Profile Image: Courtney K.
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Courtney K.
from
$20
per walk
5.0 out of 5 stars
5 reviews
20 years of experience
Central Point, OR, 97502

About: I’ve had all sorts of pets since I first came into this world. I have showed rabbits and steers in 4H during high school so I am very familiar with caring for all animals. I am a realtor so I am very flexible with my schedule and available most of the time. Feel free to request any dates and times and if there is an issue i will accommodate the request to the best of my ability! I care for other peoples pets how I would want my pets to be treated, with kindness, love, and all the pets imaginable. You can trust your pets with me.

Sitter Profile Image: Kristina K.
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Kristina K.
from
$25
per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Medford, OR, 97501

About: I have done pet sitting for over 5 years which include boarding, housesitting and dog walking. I have also cared for cats, chickens, exotic birds and baby goats (bottle fed). I have cared for elderly pets, seizure pets and have no problem with giving medications. ****If you are requesting housesitting, I do have a small easy-going chill dog that likes to come with me if you are ok with that. He gets along with all dogs and cats alike. I do request that we have a meet and greet prior so as to ensure you are comfortable with me in your home and with your pets. I work remotely during the day. So I would be with your pet(s) for the majority of the day. They would only be left alone a few hours on occasion for errands/appointments and such. So they would get plenty of potty breaks, love and attention while you are away. I will care for you pet(s) per your instructions. While at my house they will be allowed on furniture and my bed for extra cuddle time. They will be given plenty of walks and playtime!

Sitter Profile Image: Nevaeh T.
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Nevaeh T.
from
$22
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
13 years of experience
Medford, OR, 97502

Reliable and professional!

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Jennifer L.
Sitter Profile Image: Olivia F.
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Olivia F.
from
$18
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Medford, OR, 97501

About: Here’s some Info about me: I am 18, graduated class of 2025, currently just trying to start my life and figure out my goals and ambitions. I’ve grown up around all sorts of animals, also including farm animals and reptiles, I have also helped facilitate 3 Labrador litters. Caring for animals is a huge passion of mine so I am grateful to have the opportunity to spend my time doing this. I am super flexible and under standing. I’m currently working part time in the evenings. I have weekends off. I sometimes work Saturday but I will never double book if I know it won’t work with my schedule, the pets in my care are always my first priority. I love to stay active, so taking animals outside on walks and runs is also enjoyable for me if that’s what your pet needs, I’m super accommodating aswell.

Sitter Profile Image: John M.
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John M.
from
$15
per walk
5.0 out of 5 stars
1 review
5 years of experience
medford, OR, 97501

About: I have had dogs my whole life as well as cats and a few other random buddies. I currently own 3 dogs and 3 cats so I know they need love and attention many times a day just like a kid, and I will treat them like I treat my own loved ones. I currently do gig work full time and thus have a fully open schedule. I am able and willing to be there for your animals and house needs at any given hour. I am not currently offering care in my own home as I do not have the capacity of a correct home to take care of your loved ones since I already have my own friends in mine.

Sitter Profile Image: Louis W.
Verified Enhanced Background Check
Louis W.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
47 reviews
10 repeat clients
20 years of experience
Medford, OR, 97504

About: I have extensive experience with raising animals! I was born into a family of dog lovers, and I have always had a furry friend for as long as I can remember. I have reared and cared for fourteen puppies all at the same time! This includes special-needs puppies who required consistent attention and hand feeding. I have sat for all different sorts of breeds, sizes, and animals! Including small animals like rats, guinea pigs, and reptiles. I have a deep love and compassion for animals and also have a lot of experience in dog training, meaning I am more than happy to keep up with any regimen or structure your friend needs. I work from home as a writer so my schedule is completely open outside of the work I'll be doing here on Rover! In terms of my writing career, when and how I do it is completely flexible meaning I am happy to hear your pet's routine and mold my work around them. I will care for your pets with strict adherence to how you'd like me to care for them. In terms of my personal pet-parenting style, I am the sort who sees my animals as family and they're allowed to lie on the couches and beds. Your pets health and diet are very important to me, so I will always take as much info or instruction as you wish to give me. We have two dogs and a cat at home, all of which are friendly towards other animals, so I will ask  that your pet plays nice, with them, as well! Animals who are tolerant/non-aggressive but need space are more than welcome to remain in a quiet room unbothered by our furry family members. We have a loft area where they can be completely separated if need be! They will, however, cross paths with the other dogs and cat when walked or let out in the fenced yard.

Sitter Profile Image: Kelli W.
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Kelli W.
from
$25
per walk
15 years of experience
Medford, OR, 97501

About: I have outstanding testimonials for my Petsitting, housesitting and organizing services for 15 years minimum in high end homes. I love to cuddle kitties and walk all breeds of dogs. I have Virtual work that I can do while I'm Petsitting and housesitting. Also if I am hired to clean or organize a home while I'm Petsitting, that works out really well I care for pets in their own home to minimize their anxiety while their moms and dads are away. I make them feel as comfortable as they can be by sticking to their routine.

Sitter Profile Image: Alexandria C.
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Alexandria C.
from
$25
per walk
4.9 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Rogue River, OR, 97537

Alexandria gives our pup amazing walks! We have a happy dog on our hands the rest of the day when she gets back. Highly recommend!

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Steve S.
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The median cost per walk for dog walking in Trail is $20

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

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Sitters in Trail average 4
repeat dog walking clients

FAQs for Dog Walking - Trail

Frequently asked questions about Rover

The average cost for Dog Walking in Trail on Rover is $18.87 per walk (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of June 2026, there are 285 sitters on Rover offering Dog Walking across Trail. 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 Trail. 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 Trail.

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 Trail. On Rover:

  • 100% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 96% 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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