Dog Walking Rutland

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

End
Search

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.

1 / 1
Sitter Profile Image: Jennifer O.
Verified Enhanced Background Check
Jennifer O.
from
$17
per walk
5.0 out of 5 stars
• 33 reviews
18 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.”

Profile image
Sybil P.
Sitter Profile Image: Somer S.
Verified Enhanced Background Check
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: Jena L.
Verified Enhanced Background Check
Jena L.
from
$20
per walk
15 years of experience
McFarland, WI, 53558

About: I have loved and cared for animals of all kinds since I was five years old. Currently, I am a proud pet parent to three dogs and an indoor/outdoor cat. I am also the go-to pet sitter for my extended family, regularly caring for a wide variety of pets—from my younger brother’s Husky to my older brother’s three cats and Miniature Poodle, as well as my parents’ two senior dogs (including one with special needs who wears a leg brace). My oldest dog, Rizzo, a Chihuahua mix, celebrated her 15th birthday in May 2026 with a full "Quinceañera" alongside our human and fur family! Over the years, caring for Rizzo through various health challenges has made me exceptionally comfortable with special-needs pet care. When she was 9, she underwent successful CCL surgery, followed by a full recovery supported by daily physical therapy. At age 13, she overcame IMHA following her annual vaccinations; after a year of dedicated care, she is now in full remission and thriving. Rizzo shares our home with two loving, playful pup siblings: Mogie (11) and Buddy (5). We also have a sweet rescue cat named Gizmo, who joined our family after a neighbor passed away. Known locally as the "Neighborhood Cat," Gizmo loves fishing on docks, making friends with neighborhood kids, and coming inside each evening for dinner and snuggles. All of my pets are wonderful with children. As a licensed Foster Parent since 2024 specializing in infants and toddlers, I maintain a safe, nurturing home environment. Having recently stepped away from a high-stress career, I am dedicating my time to work I truly love: providing attentive, high-quality care to both children and animals. Note, I am Cat and Dog First Aid and Adult, Child and Baby First Aid/CPR/AED through the Red Cross. I hope to meet you soon! Jena I am currently on a career sabbatical, which gives me complete flexibility during regular business hours while my foster children are at school or daycare. I am available for drop-ins and pet walks anytime between 9:00 AM and 4:00 PM, Monday through Friday. Safety, loving care, and routine are my top priorities during every drop-in visit and walk. I genuinely adore all animals and treat every pet with individual affection, patience, and warmth. I am happy to adapt to the unique needs of senior or special needs pets, ensuring proper medication administration, gentle mobility support, or a calm environment. I strictly follow your guidelines for feeding, walking routes, and house rules. After every visit, I will secure your home, send a detailed update with photos, and share feedback on how your pet did so we can continuously coordinate and fine-tune future visits.

Sitter Profile Image: Evelyn O.
Verified Enhanced Background Check
Evelyn O.
from
$30
per walk
5 years of experience
Stoughton, WI, 53589

About: I have two dogs of my own, they are labs. Max is the oldest at 9yrs and Luca is the youngest at 5yrs old. He still acts like a puppy. I take care of the dogs whenever my parents are out of town. And love doing it I’m available on weekends and week days, I am able to house sit if need. I am not available on holidays. Monday - Friday Saturday- Sunday If you want to run a background check feel free to do so. I have references if needed as well. I promise to be on time and ready for any task given.

Sitter Profile Image: Kara M.
Verified Background Check
Kara M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
4 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!”

Profile image
Sara G.
Sitter Profile Image: Trinity G.
Verified Enhanced Background Check
Trinity G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 19 reviews
5 repeat clients
12 years of experience
Stoughton, WI, 53589

“Trinity has been wonderful with our kitty boy! She has consistently been walking him twice a week and she responds very quickly! Our pets love her!”

Profile image
Gillian H.
Sitter Profile Image: Jacob S.
Verified Enhanced Background Check
Jacob S.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
11 years of experience
Capitol, Madison, WI, 53703

“Jacob is amazing and a fast walker! He uses the whole booked time to walk your dog and takes the best pictures too! Support him in his senior year here. You and your dog won’t regret it!”

Profile image
james a.
Sitter Profile Image: Sierra P.
Verified Enhanced Background Check
Sierra P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 20 reviews
9 repeat clients
2 years of experience
Greenbush, Madison, WI, 53715

“Sierra was so great to work with and very accommodating!”

Profile image
Roger M.
Sitter Profile Image: Raphael L.
Verified Enhanced Background Check
Raphael L.
from
$13
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
1 year of experience
Madison, WI, 53703

“Good.”

Profile image
David R.
Sitter Profile Image: Kendall H.
Verified Background Check
Kendall H.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
19 years of experience
Fitchburg, WI, 53711

“Thanks Kendall for taking good care of my boy!”

Profile image
Terry M.
Sitter Profile Image: Hannah S.
Verified Enhanced Background Check
Hannah S.
from
$25
per walk
15 years of experience
Bay Creek, Madison, WI, 53715

About: I have taken care of large Akitas my whole life. They were very difficult to walk and struggle with other dogs so plenty of experience with more difficult walkers. I also currently live with a Jack Russell! Recent UVA Law graduate waiting for my job to start in January so available almost any time of day. Need more of a heads up for last minute walks to make sure I can be there, but other than that I am a trustworthy young adult with a lot of time on her hands! Handle everything I do with extreme care. I will make sure to treat your pet with the upmost care and concern necessary for any walk or check-in.

Sitter Profile Image: Lindsey S.
Verified Enhanced Background Check
Lindsey S.
from
$15
per walk
15 years of experience
Evansville, WI, 53536

About: My empathy and hypersensitivity have made me an animal lover since birth. My mother was the neighborhood vet and animal caretaker growing up. I learned a lot from her and carry that love and care with all animals I encounter. I have cared for friends and families pets while they are away and always put them first. I know what it's like to worry about my pets and want the best for them, so I strive to provide that to all pets I care for. I'm currently unemployed, so I have mostly open availability. The weekends are a bit busier, but depending on plans, I may have some weekend availability. I have cared for pets in their own homes and am very respectful of your space and your pets space. I appreciate instructions but also hope to meet you and your pet beforehand to ensure they are not surprised by my visiting once you are gone.

Sitter Profile Image: Hailey M.
Verified Enhanced Background Check
Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 46 reviews
11 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!”

Profile image
Rachael D.
Sitter Profile Image: Lauren L.
Verified Enhanced Background Check
Lauren L.
from
$19
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Capitol, Madison, WI, 53703

About: I have taken care of dogs for 10+ years and have been a reliable caretaker for family, friends, and relatives animals. I have helped train my families puppy and have a great understanding of dogs and their needs. I have full availability this summer, so plenty of time to take care of dogs! I would love to build amazing connections with dogs and their owners! I have had 2 dogs which I assist in taking care of, including walking, feeding, bathing, and playing with them. My family recently got a puppy which I helped in training her.

Sitter Profile Image: Liam H.
Verified Enhanced Background Check
Liam H.
from
$20
per walk
16 years of experience
South Campus, Madison, WI, 53715

About: I’ve been taking care of dogs all my life, have had dogs of all sizes (from labs to terriers), and love all dogs no matter what. I am able to handle puppies, and elderly dogs. I am currently taking classes for my university and helping take care of my own pups! I am available most weekdays, from 7:30-4ish and can’t wait to meet some new pups! I have three dogs of my own at home, two labs and a Norwich terrier! I am their primary caretaker as my parents work and need some help with those guys!

Sitter Profile Image: Kendra B.
Verified Enhanced Background Check
Kendra B.
from
$25
per walk
30 years of experience
Madison, WI, 53718

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Nicole S.
Verified Background Check
Nicole S.
from
$20
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Madison, WI, 53705

“We LOVE Nicole. She has a flexible schedule so when we have needed her in a pinch she is always available to help out. Our pup loves going on long walks and is always so excited to see her. She responds timely to requests and has great communication for how the walk went!”

Profile image
Angela D.
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sidney R.
from
$20
per walk
5.0 out of 5 stars
• 85 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

“We have a reactive dog that needs time, space and discipline. Sidney is very friendly, understanding and willing to work with us to make our pup comfortable. We are happy to book her again!”

Profile image
Eliisa R.
Sitter Profile Image: Natalina T.
Verified Enhanced Background Check
Natalina T.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
4 years of experience
Madison, WI, 53719

About: I’ve grown up with both dogs and cats and I love getting to spent time with them and get to know them. I’ve dog and cat sit before for neighbors before and have had the best time with their pets. I have a puppy of my own now and he is my best friend:) I am currently home and working a part time job in the morning so my schedule is pretty flexible. You can always message me about my availability. I currently am not having other animals staying over because we have a hectic house of three. I care for pets in my clients home based on their preference and my knowledge of what animals like most.

Sitter Profile Image: Skylar G.
Verified Enhanced Background Check
Skylar G.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
12 years of experience
Madison, WI, 53703

About: Growing up, I was the neighborhood dog sitter and I cared for my dogs for the past 12 years. My older dog is now 14 and my younger dog is 6 but we got her as a puppy so I got to learn all of the puppy things. I am a student at UW Madison and have lots of flexibility with my schedule so I am able to be at houses and walking dogs throughout the day and night. I care for pets in the most loving and caring way possible by doing what is best for the pets and following all of the instructions left for me. I love to stay active with the dogs so taking them for walks and playing with them outside is always but I also love to cuddle for those cuddly dogs out there.

1 / 1
View more

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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 October 2026, there are 1,449 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 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 Rutland 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 Rutland. On Rover:

  • 88% of walkers can help with special care needs
  • 92% 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge