Dog Walking Rutland

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Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
13 reviews
3 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

My dog loves Hannah! She is reliable and always shows up on time! She makes sure to let me know if she uses the bathroom and is overall very good at what she dos and I highly recommend her!

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Bethany O.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$15
per walk
5.0 out of 5 stars
23 reviews
13 repeat clients
20 years of experience
Oregon, WI, 53575

I am so happy we found Jennifer to walk our dog. She's a very caring and responsible person. She asked great questions when we met for introductions. She was on time and let me know of schedule changes and was flexible in rescheduling. Our dog loves her. I highly recommend Jennifer to care for your pets.

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Sybil P.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
158 reviews
65 repeat clients
20 years of experience
Stoughton, WI, 53589

Laura is so sweet. It usually takes quite a bit for my dog to warm up to someone. However, she took right to Laura. Laura sent pictures, came prepared and was punctual. My fur baby has a new friend. Thank you Laura!

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Sally K.
Sitter Profile Image: Leo D.
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Leo D.
from
$15
per walk
4.8 out of 5 stars
5 reviews
1 repeat client
9 years of experience
Brooklyn, WI, 53521

About: I’ve been helping care for my families dogs since I was little, doing things such as cleaning up after their messes, giving them their meds, taking them on walks, and simply just spending time with them and giving them the interaction they need. I’m currently looking for a part time job aside from Rover, so I’ll have as much time as needed to come help care for your pets! Nearly anytime of the day, I can come over and walk your pets, feed them, clean up their areas, or just simply spend some time with them. I’m able to come over nearly anytime and watch your pets, feed them, clean them, or whatever you need! I can give them meds, crate them, walk them, etc.

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
55 reviews
18 repeat clients
25 years of experience
Oregon, WI, 53575

Samantha was a godsend for us -- she was a reliable, friendly, and caring dog walker who our gregarious pup, Watson, basically instantly fell in love with. We would still have her walk Watson if she weren't moving! She is fantastic.

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Michelle S.
Sitter Profile Image: Maggie E.
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Maggie E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
23 reviews
10 repeat clients
16 years of experience
Oregon, WI, 53575

Maggie is fantastic! She is kind, compassionate and extremely reliable. She patiently listened to our instructions regarding our pup and was more than happy to follow everything we requested. It is clear she has a love for animals and is very trustworthy and competent. Our pup was completely comfortable with her and getting belly rubs within the first few minutes. Our furry friend was so excited to see her when she returned for another walk! I can't say enough good things!

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Jen L.
Sitter Profile Image: Emily V.
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Emily V.
from
$15
per walk
5.0 out of 5 stars
17 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

Emily was incredible for us on short notice!

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Hunter D.
Sitter Profile Image: Parker E.
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Parker E.
from
$15
per walk
10 years of experience
Oregon, WI, 53575

About: I have had all sorts of pets throughout my life and have a deep love for all animals. Unfortunately my dog cannot go for long walks, so I would love to take your dog out for a stroll! I'm able to travel anywhere in the Madison area and can drop by for walks/feeding after 5 and can do overnight stays any day of the week. I have had multiple anxious dogs in my life and I know being with a new person could also cause some anxiety. I will make things as smooth as possible and adjust for your individual pet's needs.

Sitter Profile Image: Somer S.
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Somer S.
from
$12
per walk
5 years of experience
Stoughton, WI, 53589

About: I grew up on a farm, which is pretty much where my animal obsession began! I was surrounded by cows, pigs, horses, chickens, cats, dogs — basically if it had fur, feathers, or hooves, I probably helped take care of it. Growing up around so many different animals taught me a lot about patience, responsibility, and how every animal has their own unique personality. Ever since then, animals have just naturally been a huge part of my life! I’m a full-time nurse with a flexible schedule, since I only work 3–4 days a week. That means I have plenty of time, energy, and attention to dedicate to your furry friends! Whether it’s walks, playtime, cuddles, or just keeping them company, I love making pets feel safe, happy, and cared for while you’re away. I accommodate to every pets needs! I have crates, I do structured playtime and go on long walks to exert energy. I also have a friendly dogs who would love to keep your pet company.

Sitter Profile Image: Kara M.
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Kara M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
29 years of experience
Belleville, WI, 53508

Kara helped out on a last minute request. She was reliable and communicative throughout the process. Will definitely reach out again in the future!

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Sara G.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$20
per walk
4.9 out of 5 stars
15 reviews
5 repeat clients
14 years of experience
Fitchburg, WI, 53711

Elizabeth is a very professional and caring dog walker. My dog looked forward to her visits. She follow directions perfectly and asked pertinent questions. I will definitely book with her again.

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Brian D.
Sitter Profile Image: Sheena V.
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Sheena V.
from
$20
per walk
18 years of experience
Stoughton, WI, 53589

About: I’ve always enjoyed being around animals and caring for them. I have experience with dogs and cats, including feeding, walking, cleaning up after them, and spending time playing and keeping them comfortable. I pay close attention to each pet’s personality and needs, whether they’re energetic or more shy and relaxed. My goal is to make sure every pet feels safe, cared for, and loved while their owner is away. I’m reliable, patient, and treat every pet like family. Pet care fits naturally into my daily life. I currently have a flexible schedule, which allows me to be available throughout the week for walks, drop-ins, or extended care. With my background as a former dog groomer and long-term experience in the pet industry, I’m very comfortable caring for animals and enjoy making them feel safe, calm, and cared for. I care for pets by following their normal routine closely, including feeding, walking, playtime, and any medications. I prioritize safety, cleanliness, and comfort, and I’m experienced in handling different temperaments from my time working in boarding facilities and pet care. My goal is to make pets feel safe and cared for as if they were my own.

Sitter Profile Image: Anna R.
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Anna R.
from
$17
per walk
5.0 out of 5 stars
7 reviews
15 years of experience
Brooklyn, WI, 53521

About: Hello! I’m an experienced pet care specialist, specializing in dogs. I have been lucky enough to work across the country with all ages, breeds, and needs for the last 3 years. I have experience caring for special needs pets, administering medication, large breeds, as well as farm animals. I am excited to bring a nurturing and fun environment for your pets in your absence! I’m available for daytime care every day and offer a flexible schedule. Overnight care can be accommodated on a case-by-case basis, and I’m always happy to talk through details to see what works best for everyone! I value your animals comfort and safety above all else. I am conscientious, caring, and compassionate in everything that I do with your pets. I strive to create a comfortable environment for them at every turn.

Sitter Profile Image: Eric & Christine A.
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Eric & Christine A.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
12 years of experience
Oregon, WI, 53575

About: My wife and I have owned and fostered dogs (including puppies) for the past 12 years. We are adept at giving medications including injections as well. We care for each animal in our care as if they are family. My wife and I both work from home with flexible schedules. We are able to accommodate many care situations as a result including daily walks during normal working hours. We have a fenced in yard and a 7 month old dog of our own to keep your companion(s) busy. We have crates at our home to utilize for your dog(s). In your home or walking we like to use as many of the pets own products as possible for comfort.

Sitter Profile Image: Joni V.
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Joni V.
from
$16
per walk
5.0 out of 5 stars
2 reviews
45 years of experience
Stoughton, WI, 53589

About: I have pet-sitting experience for all kinds of animals. I've always loved pets and have a house full of chickens, rabbits, cats, a snake, birds, fish and dogs. I am a respectful and accommodating person, happy to give you regular updates, send pictures, and if you would like, collect your mail or water your plants. I am organized and I will ensure your home is the same upon your return. I'll be glad to walk your dog(s) in the morning and/or in the evening. We can gather these finer details of your pets via email. I have experience with all kinds of animals. From raising them to providing proper space for them as well as long term care. Chickens, Great Danes, reptiles, you name it. I've owned many animals all my life and I want to continue to add more experience by sharing my time with other pets. Caring for all kinds of animals brings me incredible joy! Ensuring they have fresh food and water, exercise, stimulation, and love is of the utmost importance. I am flexible and can work with you to suit the needs of your pets. I'm comfortable giving medications too.

Sitter Profile Image: Ann L.
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Ann L.
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
3 years of experience
Oregon, WI, 53575

Ginger really liked Ann. The dog can be a bit hard to get to go with new people, but Ann worked well with her. We'd definitely ask her again in the future.

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Raandi S.
Sitter Profile Image: JESSICA P.
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JESSICA P.
from
$28
per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
20 years of experience
McFarland, WI, 53558

About: I will absolutely spoil and love your pets like they are my own! I am a recent graduate from UW-Madison in Wildlife Ecology where I gained animal experience. I also graduated from Madison College with an Associate Degree for Veterinary Technician. I worked in the veterinary field for over a year before attending UW-Madison. I take pride in my ability to care for animals and the love I have for them. My schedule is currently completely open to take care of and spoil all the pets I can. I have a Chocolate Labrador named Jake that would need to come with me when house sitting. He is good with dogs and cats. I might not have a fenced yard, but there is so much space near my apartment for dogs to play and run. There is also a trail close by that I have taken my dog on, which she loves. I have a truck that can transport them. If I am caring for pets in the client's home I have no issue with taking them out to play or on walks. I absolutely love being around pets.

Sitter Profile Image: Kelly L.
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Kelly L.
from
$20
per walk
5.0 out of 5 stars
16 reviews
2 repeat clients
23 years of experience
Stoughton, WI, 53589

Raphael has a great run with Kelly. Got to see lots of pictures of his adventures. Kelly feed Raffi lunch for me as well this time. Followed all directions to a t! Highly recommended!!!

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Jillian M.
Sitter Profile Image: Lauren G.
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Lauren G.
from
$18
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Oregon/Madison, WI, 53575

This was Lauren's first time walking Cara. She did a wonderful job, arriving on time and taking Cara for a walk and feeding her. Cara also got a great belly rub. Thanks Lauren.

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Cynthia J.
Sitter Profile Image: Whitney K.
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Whitney K.
from
$25
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Oregon, WI, 53575

About: I've had dogs my entire life. I absolutely love them and took care of our family pets as a child. I have a very large dog of my own and am extremely confident in my ability to control the largest of dogs. So size is no problem for me! I also have experience taking care of other animals as well, so don't hesitate to ask! I would be glad to help you with any and all your pets. I have taken some dog training classes and am still seeking more knowledge, so rest assured that I am receiving all the tools I need to be the best care provider for your pet. I am currently between jobs and have lots of time to spend on pet care. My Saturday mornings and early afternoons can be a little taken up, but I can work around that. I personally have a fenced in yard for my dogs. They get three meals a day and outside access whenever they please. Someone is always home with them. The cats are indoor only and free feed. I take my dogs for walks regularly and we like to play often throughout the day.

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

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Rutland

Select a filter and find qualifying sitters offering dog walking.

Sitters in Rutland average 3
repeat dog walking clients

FAQs for Dog Walking - Rutland

Frequently asked questions about Rover

As of July 2026, there are 1,531 sitters on Rover offering Dog Walking across Rutland. 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 Rutland. 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 Rutland.

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 Rutland. On Rover:

  • 91% of walkers can help with special care needs
  • 97% 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 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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