Dog Walking Roxbury

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Roxbury, 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: Breanna M.
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Breanna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
5 years of experience
Sauk City, WI, 53583

About: I’ve grown up in a household that has always had at least two dogs, usually 3. We also have 3 indoor-outdoor cats. I am now a student at UW Madison, and I have a 5yr old heeler shepherd mix. Throughout her life I have trained her for obedience and herding, and have dealt with low confidence and reactivity with her daily. I am experienced with dogs who are shy and tend to be reactive. I am studying for a Food Science PhD at UW Madison, so I’m able to take whatever requests work outside of my classes! Most weekends are free, and I update my calendar regularly to reflect class and exam schedules. I have experience training dogs and love hanging out with any breed of dog. I believe dogs need both mental and physical stimulation in order to be fulfilled.

Sitter Profile Image: Karen & Joel G.
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Karen & Joel G.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Prairie Du Sac, WI, 53578

“Went above and beyond”

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Zachary W.
Sitter Profile Image: Zoe L.
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Zoe L.
from
$18
per walk
4.5 out of 5 stars
• 2 reviews
5 years of experience
Prairie du Sac, WI, 53578

About: I use to work at a vet clinic with boarding and daycare for a year. I know how to take care of dogs and entertain them. And of course cats aswell. I’m available most of the time. I have another job but in the morning and mid-afternoon. I am on summer break but once school starts, I might be limited. I will make sure they feel comfortable and let me smell me before I pet them. I will make sure they have food, water, and etc.

Sitter Profile Image: Carlie W.
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Carlie W.
from
$25
per walk
5.0 out of 5 stars
• 57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

“Carlie is prompt, pleasant, and enthusiastic! My little dog can’t say enough good things! Thank you Carlie! 😎”

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Mark P.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I am not only certified in human CPR but also Red Cross Dog/Cat/Pet CPR and first aide certified. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I am home most of the time and my husband works from home so someone will usually be here. With the occasional instances of going out a few hours at a time. We do keep our dogs crated while we are gone and have cameras on the kennel/dog room to keep an eye on them. I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

Sitter Profile Image: Quinn M.
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Quinn M.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Mazomanie, WI, 53560

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I have open availability so I can take pets anytime and any day. I can do both cats and dogs as I have experience in both and experience in different energy levels I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
• 46 reviews
6 repeat clients
15 years of experience
Baraboo, WI, 53913

“Amber was very easy to communicate with! She listened to my requests and was flexible in planning. Finley loved it!”

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Brittney t.
Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

“At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.”

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Kat G.
Sitter Profile Image: Sara V.
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Sara V.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
15 years of experience
MOUNT HOREB, WI, 53572

“My dog Theo really looks forward to his walks with Sara because she is very attentive and fun with him and he is learning new activities on the side. I love the photographs/movies and knowing he is great hands.”

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Vincent C.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$15
per walk
4.9 out of 5 stars
• 34 reviews
17 repeat clients
1 year of experience
Madison, WI, 53719

“Jesse is reliable, communicative and an excellent pet photographer.”

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Sarah N.
Sitter Profile Image: Donna S.
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Donna S.
from
$25
per walk
5.0 out of 5 stars
• 53 reviews
16 repeat clients
20 years of experience
Middleton, WI, 53562

“Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.”

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Lisa J.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 45 reviews
11 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: Matthew E.
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Matthew E.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

About: Pets bring us all kinds of joy and unconditional love. It's hard to relax on vacation or focus on an event with a piece of you missing . Be able to be present and ease your mind knowing another caring soul will show your pet the same love and attention they enjoy. I have 10 years of experience with all different breeds and sizes. I work remotely. My office is where the WIFI is the strongest. I have time to spend with animals. My children are grown leaving me with an abundance of free time Soft voices and lots of love and attention. Dogs I like to run and make sure that they have the exercise they need. Plenty of tug of war! Social cats I give lap time and bring a feather.

Sitter Profile Image: Cloey D.
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Cloey D.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Middleton, WI, 53562

“Cloey did such a great job walking our dog Lily! She was timely and communicative. Lily got bored with walking so Cloey filled up the remaining time playing with her in the backyard. Lily loved her time with Cloey. Would recommend her to anyone!”

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Jessica M.
Sitter Profile Image: Hallie N.
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Hallie N.
from
$20
per walk
3 years of experience
Dane, WI, 53529

About: I have had dogs and cats while growing up and I currently work at a dog boarding facility where I work with dogs or cats, seniors, puppies, and animals with medical conditions! I am looking to provide house sitting, drop-ins, and dog walking! Depending on the day, I usually have full availability and keep my calendar updated. Currently, I work part time at a pet boarding facility, and I am also working on obtaining my real estate license. This means that I have plenty of free time during the day and have most weekends available! In my home, I currently take care of my 3 cats and our new puppy. I play with them whenever I get the chance. At my work, I take care of dogs and cats and always make sure they are getting active during the day and make sure they stay in good health!

Sitter Profile Image: Tyler S.
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Tyler S.
from
$15
per walk
12 years of experience
Mazomanie, WI, 53560

About: Hello everyone, my names Tyler I appreciate you reading my profile. I believe I have Special connection with animals specially dogs. Have always had dogs growing up. I have experience with small and xl dogs. From walks to hikes to rainy days and cuddles I am always here for the fur babies. I'm currently working part time and have recently discovered I need something else to fill my time besides my hobbies. I have opened up more of my time during the week to have a pretty open schedule I have a fenced in yard and a very clean and friendly home. I also have xl kennel and other separating equipment if needed. I will always be attentive and always make sure your pet is safe and happy. Maybe stuffed with too many treats. Look forward to meeting you all.

Sitter Profile Image: Riley H.
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Riley H.
from
$13
per walk
10 years of experience
Baraboo, WI, 53913

About: I love to travel, but with 2 kitties of my own, I know that it can be so hard to leave them at home! You can trust that I will treat your pet(s) like my own while you were away! I can be time flexible based on you and your pet(s) needs. I am so excited to spend some time with your pet(s). I like to keep a clean space and make sure my pet(s) are clean and comfortable. I am committed to making sure you & yours are too.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$20
per walk
5.0 out of 5 stars
• 84 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!”

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Eliisa R.
Sitter Profile Image: Katie E.
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Katie E.
from
$15
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Cross Plains, WI, 53528

About: I have taken care of small and big dogs whether it be my own dog, family pets, or friend. I am capable of caring for and loving dogs of all sizes! I have a very flexible work schedule. I can either work from home or in the office. If I work in the office I am able to leave whenever I need. I live in a home with plenty of space inside for playing along with. a nice backyard and plenty of places to go on walks or play outside!

Sitter Profile Image: Kristina D.
Verified Enhanced Background Check
Kristina D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Waunakee, WI, 53597

About: Dogs are my favorite people - I attract dogs wherever I go. I have owned two dogs in my adult life-English Bulldog and Goldendoodle. Currently, I have a 10 year old goldendoodle. She loves everyone. I am a teacher and have off during the summer. I enjoy hiking, camping, biking, running, reading, gardening, and cooking. I’m currently on summer break, so my days are very flexible. During the school year, I am available before 7am or after 4pm. I have a very friendly goldendoodle. I have a big yard. I am willing to provide lots of love, playtime, and walks for your dog. I can be active with your pet or sit with them and love them up. Whatever you need, I can provide.

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The median cost per walk for dog walking in Roxbury 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.

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.

Meet local walkers who will treat your dogs like family

  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 - Roxbury

Select a filter and find qualifying sitters offering dog walking.

Sitters in Roxbury average 3
repeat dog walking clients

FAQs for Dog Walking - Roxbury

Frequently asked questions about Rover

As of October 2026, there are 1,325 sitters on Rover offering Dog Walking across Roxbury. 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 Roxbury. 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 Roxbury 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 Roxbury. On Rover:

  • 90% of walkers can help with special care needs
  • 98% 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 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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