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
$15
per walk
5.0 out of 5 stars
17 reviews
10 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
154 reviews
61 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.
from
$18
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

Hannah was communicative, flexible, and kind! We appreciated her responsiveness, the cute lil photo of our pup, and how easy she was to work with!

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

Elizabeth is fantastic! 😊 Lottie enjoyed her time, and we would definitely book with her again!!

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Tracy T.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
from
$13
per walk
5.0 out of 5 stars
20 reviews
7 repeat clients
8 years of experience
Madison, WI, 53715

i'm so grateful Jolie helped us out and by walking/feeding our dog. She was kind about the fact that he likes to bark when she arrives! Appreciate the feedback about her visit.

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jill b.
Sitter Profile Image: Leo D.
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Leo D.
from
$15
per walk
4.5 out of 5 stars
3 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: Emily V.
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Emily V.
from
$15
per walk
5.0 out of 5 stars
16 reviews
5 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: Alissa W.
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Alissa W.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

I needed some last minute help with my senior dog, and Alissa responded back quickly and was able to help me out!! She came to meet our pets and get the layout, and helped us out almost right away! She is very kind and gentle with our Murphy and even gives our two cats some loving even though we booked her for a dog walk! As someone with OCD and anxiety, my brain and body feel comfortable and safe with Alissa taking care of our senior puppy when we aren’t at home. Looking forward to hopefully booking with her again!!

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Sophie M.
Sitter Profile Image: Sofia H.
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Sofia H.
from
$18
per walk
7 years of experience
Fitchburg, WI, 53711

About: I have an avid love for animals of all kinds. My family dog lived a long healthy 14 years and was extremely loved by me. I'm always willing to learn more about a pet's individual needs and am very adaptive towards all sorts of 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'm always trying to keep an eye out for any change in behavior or any unwanted behavior. Some pets may like to spend more time alone, and in that case I try to be familiar with them without invading their space. Other pets like a lot of play, and I am always down to do safe play in a non-destructive way.

Sitter Profile Image: Sidney M.
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Sidney M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.

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Gracelyn F.
Sitter Profile Image: Sara V.
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Sara V.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
28 reviews
12 repeat clients
15 years of experience
MOUNT HOREB, WI, 53572

Sara is wonderful with our dog Zoey. She is reliable, friendly, and a great communicator. She walks our dog daily during the weekdays and her service has been a tremendous help so Zoey is happy and comfortable during our long days at work and school. We give Sara our highest recommendation.

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Michael M.
Sitter Profile Image: M S.
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M S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Capitol, Madison, WI, 53703

Super flexible, reliable and a great communicator. Poppy loved her time !

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Paul C.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
33 reviews
3 repeat clients
8 years of experience
Janesville, WI, 53546

Does a great job with my dog. Will be calling again for future needs. But my pup is ready to be on his own for the work day. Thank you very much for all your help and expertise!

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Matthew L.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Lensey was great on time and very friendly. Great communication and pictures.

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Shannon R.
Sitter Profile Image: Maggie E.
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Maggie E.
from
$30
per walk
5.0 out of 5 stars
22 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: Anna R.
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Anna R.
from
$17
per walk
5.0 out of 5 stars
6 reviews
15 years of experience
Brooklyn, WI, 53521

About: Hello! I’m an experienced in-home service specialist, specializing in, but not limited to, pet care! I’ve gained experience through having cared for my own pets for the last 15 years and professionally pet sat 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: Jacob T.
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Jacob T.
from
$25
per walk
5.0 out of 5 stars
18 reviews
5 repeat clients
12 years of experience
Verona, WI, 53593

Jake to great care of our older rescue dog during a drop in visit and walk. He is really caring and very responsive to request. I highly recommend Jake!

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Kathleen M.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
23 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Kara M.
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Kara M.
from
$17
per walk
5.0 out of 5 stars
8 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: Gail & Joe K.
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Gail & Joe K.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Stoughton, WI, 53589

About: My husband and I have both taken care of cats and dogs for most of our lives and grew up with a household of pets. We regularly watch both large and small dogs for extended family when they travel out of town. We would be happy to care for your dogs or cats and give them the same love and attention we give our own pets. Our family currently has a 6-year-old chihuahua mix (who hasn’t met a person or pup she doesn’t like). We have a fenced yard with plenty of room for dogs to run and play. We’d love to help out with your pets! You can be sure they’ll get plenty of attention! I work from home, so I am available to stop over for dog walking during the day or just to check on and play with your dog or cat when you’re away. We are also available for dog boarding or daytime care at our house. I have a fenced yard in a quiet neighborhood and one small dog that would be happy to keep your dog company. If your dog is accustomed to crating at night, I’m familiar with crate training as our dogs were trained in this way.

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

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  • 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?

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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.

  • World-class support

    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

    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

Sitters in Rutland average 3
repeat dog walking clients

FAQs for Dog Walking - Rutland

Frequently asked questions about Rover

As of June 2026, there are 1,498 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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