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: Jennifer O.
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Jennifer O.
from
$17
per walk
5.0 out of 5 stars
• 38 reviews
18 repeat clients
25 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
• 190 reviews
69 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: 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: Lindsey S.
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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: Kara M.
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Kara M.
from
$20
per walk
5.0 out of 5 stars
• 11 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!”

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Sara G.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$15
per walk
10 years of experience
Capitol, Madison, WI, 53703

About: Multiple years of experience taking care of pets that aren't my own. Very attentive and safe. Can go any distance or time with a pet. I am currently working a part time job so I have plenty of time to walk or play with pups. I am very flexible with hours. I am very attentive with feeding, walking, and playing with dogs. I have a safe environment for dogs in my car and house if needed.

Sitter Profile Image: Sierra P.
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Sierra P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 26 reviews
11 repeat clients
2 years of experience
Greenbush, Madison, WI, 53715

“Sierra was amazing! She sent such great photo updates and our pup loved walking with her. Would totally book with her again!”

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Elise F.
Sitter Profile Image: JESSICA P.
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JESSICA P.
from
$30
per walk
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
McFarland, WI, 53558

“Good with our dogs. On time and helpful to work with.”

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Irene C.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$35
per walk
4.9 out of 5 stars
• 82 reviews
27 repeat clients
4 years of experience
Fitchburg, WI, 53713

“Tatyana was very helpful and flexible with taking my dog out for a walk in rainy conditions”

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John H.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
30 years of experience
Glendale, Madison, WI, 53716

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: Jenna M.
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Jenna M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

“Jenna did a great job with our dog Durban!! Jenna took him for several long walks and he felt safe and had fun with her!”

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Emily L.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 51 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey is so great to work with and I’d hire her again anytime! She is extremely responsive and always gives great pupdates. Plus our pups seem to love her!”

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Claire H.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 133 reviews
29 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

“Our Great Dane loves Ben. He has had great communication with us during all of his walks and has made sure that Bruno has “done his business” in the mornings. He is our favorite walker”

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Stephanie C.
Sitter Profile Image: Maureen H.
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Maureen H.
from
$25
per walk
4.9 out of 5 stars
• 19 reviews
5 repeat clients
20 years of experience
Madison, WI, 53705

About: I've always had dogs growing up as a child and my love for them has grown into my adulthood. I consider them my best friend. My experience in PetCare is from having my own pets and caring for family and friends dogs over the years. Sitting for different types and ages of dogs from puppies to older dogs for 20 years. I'm an educator of children and that carries into my love to being with animals. Fun fact: I also teach Puppies & Yoga in Fitchburg. I love learning and understanding all different types of dog breeds. I enjoy snuggling and lounging with them, being out in nature, taking them on walks and longer hikes. I go above and beyond what is expected of me, sometimes buying them doggie treats or taking them in my car for adventures and sending the owners dog photos. if this is all welcomed. I'm organized, reliable, and tidy. Always leaving a place I visit or stay nice and clean. I’m available to care for your dog(s) on both weekdays and weekends! I’m an early riser and love starting the day with a nice walk, and in the evenings I enjoy longer walks or even hikes for dogs who have a bit more energy. I’m happy to adjust to your dog’s routine and make sure they get the exercise, attention, and care they need to feel comfortable and happy. I treat every dog like they’re my own and always make safety a top priority. In clients home, I make sure their dog is kept on a good routine, and their daily needs are met throughout the day. Based on the animal's schedule, I will walk them twice a day, once in the morning and the evening. I will feed them according to their schedule and be sure their water bowl is always full. If any medications are needed, I will follow the guidelines so they are safe and sound. I like to play with the dogs, and snuggle them so they feel nurtured and loved. I love photography so I'll send you pics of your dogs having fun.

Sitter Profile Image: Faith G.
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Faith G.
from
$22
per walk
5.0 out of 5 stars
• 3 reviews
29 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

About: I’ve always loved dogs and genuinely enjoy spending time with them, whether that means going for a long walk, playing outside, or just keeping them company at home. I’m active and love being outdoors, so I’m especially happy to take dogs on walks and give them plenty of exercise and attention. I’m dependable, communicative, and will treat your pet and your home with the same care and respect I’d want someone to give mine. I’m comfortable following specific feeding, walking, and care routines, and I’ll always keep you updated while you’re away. I have a flexible schedule that gives me plenty of time to fit pet care into my week. I’m available for walks, drop-in visits, feeding, playtime, and check-ins throughout the week and on weekends. I’m happy to work with your pet’s normal routine and schedule! I know how important it is to trust the person caring for your pet and your home. I’ll follow your instructions closely and keep your pet’s normal routine as consistent as possible. I’m attentive, responsible, and happy to provide updates and photos so you know your pet is safe, comfortable, and getting plenty of attention.

Sitter Profile Image: Anik Z.
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Anik Z.
from
$23
per walk
5.0 out of 5 stars
• 3 reviews
4 years of experience
Capitol, Madison, WI, 53703

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I am always available to talk and will respond quickly to messages! I am available weekends and weekdays, daily hours depending on my class schedule and your availability. I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Savannah T.
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Savannah T.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Schenk-Atwood, Madison, WI, 53704

About: I’ve been an animal lover all my life. I’ve taken care of dogs since I was about 5. I’ve taken care of my puppies, dogs belonging to my friends, and family animals (dogs, cats, chickens, goats, pigs) for long periods of time. Currently, I have a husky rescue who is reactive. Throughout my time with her I’ve become more patient and great at reading her body language. Because of my experience with Cali, my puppy, I know I’ll be extremely attentive to your dogs needs. I’ve trained dogs since I was a child and will make sure your pup gets all the attention they require. I’m currently working part time and remote so I have all the time to take care of your pup. My schedule varies and if I’m notified in advance, I can make my work schedule work around your pup schedule. My dog is my life and I understand the importance of quality time and attention needed for her to be happy. I’ll do everything in my power to make sure your dog is loved, comfortable, and cared for while you’re not able to be there.

Sitter Profile Image: Lisa T.
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Lisa T.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
2 years of experience
Madison, WI, 53719

About: I'm a genuine animal lover who treats every home and pet as if they were my own. Whether you have an energetic puppy, a senior dog needing extra care, a shy pup who takes time to warm up, or a small apartment with a feisty terrier — I show up prepared, patient, and attentive. My priority is making sure your pets are happy and your home is respected, so you can travel with real peace of mind. I welcome meet-and-greets beforehand, communicate throughout the stay, and always leave your home just as I found it. Pet sitting is my primary focus when I take a sit — I'm not squeezing it in around a busy schedule. Your pets get my full attention, not leftover time. I stay in your home for the full sit, keeping your pets in their own space with their familiar routines, smells, and comfort. No disruption, no transport — just consistent care in the environment they already trust.

Sitter Profile Image: Madi D.
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Madi D.
from
$35
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Cottage Grove, WI, 53527

About: I have taken care of pets my whole life. My Dad went to school to be a Veterinarian, so we have always been around different animals. I have two cats at home, and recently just lost my beloved dog, Lexi! I currently work as a flight instructor so my schedule is very flexible! I typically start later in the day or early in the morning. Plenty of time to help out!! I can walk, feed, clean-up after any pets. I have no preference, little, big, cats and dogs. I am able to understand pets all have very special needs and want to fulfill those.

Sitter Profile Image: Kaitlyn R.
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Kaitlyn R.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Fort Atkinson, WI, 53538

About: I’ve worked with animals professionally for 3+ years, I started out working at an animal shelter and I am now working as a veterinary assistant. I’m currently in school to become a veterinary technician! Friends and family have relied on me for many years to walk, feed, play and just hangout with their pets! I love all animals big and small! I am currently in college and working part time but I have extra time to take care of your fur babies! I have lots of spare time within my weekly schedule! I can easily make accommodation's for any of my clients homes and pets and any of their needs! Whether it’s just stopping in for a potty break, a meal time or a walk!

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The median cost per walk for dog walking in Rutland 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.

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    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 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.
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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 November 2026, there are 1,447 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 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 a map of the walking route, 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 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:

  • 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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