Dog Walking Rutland

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

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Rutland, 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: Laura L.
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Laura L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
162 reviews
67 repeat clients
20 years of experience
Stoughton, WI, 53589

Laura was fantastic. We did a meet and greet the day before she started, and Hambone took to her immediately. Laura was prompt and responsive. She walked our dog while she stayed at my elderly parents house, and they were thrilled to have her. She was friendly and warm. I would not hesitate to book walks with her in the future.

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

Hannah was so great with our dog. We trusted her to take care of him during our wedding and it meant so much to know he was in safe and good hands! Thank you!!

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Hanna H.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$20
per walk
30 years of experience
Oregon, WI, 53575

About: Animals have always been apart of my life in both big & small ways. Being able to care for other pets, is just an extension of me caring for my own. My goal is to make your pet(s) as comfortable, loved, and cared for as if you had never left. I pride myself in the small details & going above and beyond what is expected. ~ Experience with young puppies to senior dog, and diabetic dogs. Including giving insulin. ~ Extensive experience with cats including specialized medical needs. ~ Comfortable giving oral, topical, or injectable medications. MY BACKGROUND: At an early age while growing up on five acres in the country, I was often taking care of a variety of animals, including our dogs and many barn cats. I was a bit of a cat Momma, often times assisting with extra care like bottle feeding or treating illnesses as they came. Eventually I started taking care of our neighbors animals when they were away. Throughout childhood I had several special cats that became my indoor pets & my first adopted dog at the age of 13. After high school I worked at a stable. My ‘Cat Whisper’ abilities came in handy while here- tending to the cats & ensuring the kittens grew up & had a chance to be healthy, loved barn cats. As a young adult, I cared for my two indoor cats & my Boxer puppy - a dream come true. ADDITIONALLY: I have almost 10 years of experience as a CNA and have completed 1 year of nursing school. You can feel confident knowing that your pet is in capable hands. I’m currently working from home & homeschool my daughter, allowing my weekdays to be flexible. I’m also home most weekends. I’m available for house sitting, drop-in care, walks, and extended care. FOR THOSE LOOKING TO PLAN AHEAD… I have my Spring/ Summer 2027 currently unavailable as I don’t have enough information yet to determine my exact availability. If you have an upcoming trip you are planing and in need of care, or looking for reoccurring care during these dates, please message me directly to get priority booking as my availability opens. My goal is to make your pet(s) as comfortable, loved, and cared for as if you had never left, and to give you peace of mind while you’re away. I know that every family has a different way of caring for their pets. Therefore, I will work with you to find out how best to care for your animal by asking questions up front before I even step foot in your home. Communication is key. At the end of my visit, I will give you an overview of your pets time with me including sending pictures. If there’s anything else you’re looking for, just ask.

Sitter Profile Image: Leo D.
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Leo D.
from
$15
per walk
4.8 out of 5 stars
6 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: Jennifer O.
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Jennifer O.
from
$17
per walk
5.0 out of 5 stars
27 reviews
14 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: 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: Elizabeth M.
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Elizabeth M.
from
$20
per walk
4.9 out of 5 stars
16 reviews
6 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: Emily V.
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Emily V.
from
$20
per walk
5.0 out of 5 stars
19 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: 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: Julia S.
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Julia S.
from
$20
per walk
7 years of experience
Stoughton, WI, 53589

About: My first job was as a kennel attendant at a local vet clinic where I learned a lot about animal care. I have also worked at a boarding facility. Since working there, I have started my own pet sitting service called “Bodens Buddies”. I started this service for a number of reasons; one, to give my dog Boden unique social opportunities, and two, because I believe pets thrive in a home setting even if it’s not their home. I am currently working part time as I continue my college studies, so I have plenty of time to commit to your pet(s)! My schedule is flexible! I have a fenced in yard and a friendly dog of my own. I also have two cats who can be spaced in another area if needed.

Sitter Profile Image: Anna R.
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Anna R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
3 years of experience
Brooklyn, WI, 53521

About: Hello! I’m an experienced pet care specialist, specializing in dog care! 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. I am a caretaker full-time, so I can accommodate any schedule. 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: Kendall H.
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Kendall H.
from
$15
per walk
19 years of experience
Fitchburg, WI, 53711

About: I grew up around animals and have 2 spoiled, adorable cats myself. I also have experience pet sitting for friends and family as well as dog walking. I work full time, but have flexible lunch breaks, evenings, and weekends. I am very active, so I would love to take your dogs for a walk, hike, or run. I am also free to stay occasional overnights if needed. Since my cats' security is my priority, I will not be able to host your pets in my home. However, I would love to spend time with them in their own space and can keep them company for evenings, weekends, and overnights.

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: Sofia H.
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Sofia H.
from
$28
per walk
5.0 out of 5 stars
3 reviews
7 years of experience
Fitchburg, WI, 53711

About: I've been caring for animals for years, both through personal experience and by helping family members. I currently have a cat of my own and previously cared for my family's beloved dog throughout his entire 14-year life, giving me experience with every stage from playful puppyhood to senior care. I'm also the only sitter my sister trusts to care for her three dogs, so I'm comfortable managing multiple pets at once while making sure each one gets the attention, exercise, and affection they need. I treat every pet as if they were my own and I'm always willing to learn more about a pet's individual needs and temperaments. I think being with pets allows me to be more active, especially when I'm in the coursework mindset. Sometimes my day has a lull in it, but having a pet means that there is a part of my routine that must stay somewhat similar and active. I never mix boarding bookings from different families. I exclusively host one household's pet(s) at a time, ensuring a calmer, safer, and more personalized experience. If your family has multiple dogs or cats, they're always welcome to stay together! Every pet is different, so I adjust my care to match their personality, making sure to keep an eye on their behavior, respect their boundaries, and provide safe, engaging play when they want it.

Sitter Profile Image: Kathryn K.
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Kathryn K.
from
$15
per walk
10 years of experience
McFarland, WI, 53558

About: I have dog sat for various different families since being in college. Growing up my family lived on a small hobby farm as well and therefore I am accustomed to many different animals and their needs. I enjoy the routine and exercise caring for dogs requires and I hope I can help make your travels less stressful knowing your dogs are in good hands! I am a full time special education teacher and therefore I am off during the summer months which frees me up to care for others pets during the week and weekends. During the school year, my weekends are free and allows for dog care. I am not offering services in my own home. I have a clear understanding of leave things how they were before I got to the house. For example, if I’m staying the weekend I leave with dishes cleaned, bed stripped, and floor vacuumed. If I am walking the dog, I clean up any mess that may have been made with the walk as well. I am gentle, but firm when needed for the dogs. If your dog doesn’t do well with other dogs, I will try to take a low traffic area or follow what works best for you all so the dog has its routine. My goal with each service is to act similarly to you as owners so that the dog has a sense of routine and safety.

Sitter Profile Image: Sarah W.
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Sarah W.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Madison, WI, 53713

About: I’ve owned dogs, cats, horses for years. No job is too big. I work in veterinary medicine as a technician. I am comfortable with medications, injections, subcutaneous fluids, etc. I currently work full time at Spring Harbor Animal Hospital. I am able to stop morning and evenings around work and then more on weekends! If you need services overnight I do try to check on my kitties before settling in with your pet for the night. In the client home I am very respectful of spaces and leave it as found. I will follow all rules both for myself and for your pet. Your and your pets trust, safety, and comfortableness is my number priority.

Sitter Profile Image: Ann L.
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Ann L.
from
$20
per walk
5.0 out of 5 stars
12 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: 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: 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: Heather A.
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Heather A.
from
$30
per walk
5.0 out of 5 stars
18 reviews
5 repeat clients
31 years of experience
Oregon, WI, 53575

About: I’ve taken care of dogs my entire life. From the responsibility of family pets, to walking dogs for family friends and neighbors when I was 8 years old. As an adult I have rescued senior dogs, I have a soft spot for them. I also have experience with bully breeds and absolutely love them. I love dogs of all breeds and I can’t wait to meet yours. I currently go to school part time, it is all computer based and self paced so I have plenty of time to spend with your fur babies while you’re away. Available during the week and weekends. Available for holidays with enough notice. I live near the lake and love to go for walks. I would prefer to care for your pet in their own environment as I know when you are gone it is stressful enough for them. I do currently have one dog of my own. I do live in an apartment complex with other dogs present.

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

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Popular requests for dog walking - Rutland

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Sitters in Rutland average 3
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FAQs for Dog Walking - Rutland

Frequently asked questions about Rover

As of August 2026, there are 1,479 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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