Dog Walking Roxbury

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

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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: 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: 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
Cross Plains, WI, 53528

“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: 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: 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: Amber S.
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Amber S.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
• 53 reviews
10 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: 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: Lisa R.
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Lisa R.
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
30 years of experience
Waunakee, WI, 53597

“Lisa was great with my lab and her puppy energy. She was great to work with - caring, attentive, and flexible”

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Andrea S.
Sitter Profile Image: Milanne D.
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Milanne D.
from
$22
per walk
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Rebecca P.
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Rebecca P.
from
$27
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Middleton, WI, 53562

“Rebecca was great with Milo, on time, and provided detailed update on the walk. Will definitely want to hire her again.”

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Greg B.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!”

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Kristalyn B.
Sitter Profile Image: Dennis R.
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Dennis R.
from
$35
per walk
15 years of experience
Verona, WI, 53593

About: I’m Dennis. I’ve been around dogs my whole life and I’m genuinely good with them. Neighbors ask me to watch their dogs on a regular basis and I love it Hey, I’m Dennis. I’ve been dog-sitting for years and I’m really good with dogs. My neighbors trust me with theirs all the time. I’m friendly, reliable, and I actually enjoy it. Happy to help with walks or sitting whenever you need. I’m reliable, easy-going and always on time. Happy to do walks or pet sitting as needed. Let me know if you have any special requests.

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: Natalina T.
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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: Jimmy W.
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Jimmy W.
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Jimmy is amazing with Alton. He has a clear love for dogs and passion for doing what is needed to care for them. I’m always impressed at seeing the maps of the nice walks they take. Which I’m sure Alton very much appreciates when he’s pouty that I’m away. Jimmy is also very easy to communicate with and always responsive. 10/10 recommend.”

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Terrance V.
Sitter Profile Image: Lisa T.
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Lisa T.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 10 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: Hailey R.
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Hailey R.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

About: What sets me apart is my dependable, loving care. I treat every dog like family, giving patient attention, walks, playtime, cuddles, and plenty of love. I work mornings in retail. Then have college classes in the mornings and later in the afternoon into the evening. Some days I am done with classes early. I have more flexibility on the weekends. I adapt to each pets needs. I grew up with cats and dogs, and provide walks, cuddles, space if needed, plus updates, photos, and lots of love, care, and attention.

Sitter Profile Image: Alecia H.
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Alecia H.
from
$30
per walk
4.9 out of 5 stars
• 30 reviews
15 repeat clients
12 years of experience
Allied Community, Fitchburg, WI, 53711

“Alecia did a great job walking my lab/boxer 7 mo. old mix puppy. I received a picture of a happy pup every day!”

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Nancy K.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$27
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Regent, Madison, WI, 53726

About: I’ve been taking care of dogs for 10+ years, and have two of my very own! I am extremely passionate about my love for dogs, and would love to be able to meet more and help you out! I currently work from home doing social media and marketing, so my schedule can be pretty flexible. Once June starts, my Tuesday and Thursday nights are full from about 3-8 but can always let your dog out before and/or after! Once end of August hits I head back to school in Madison, WI! I care for pets very deeply. I believe that all pets deserve the best life they can possibly live. My two dogs are taken on at least 1-2 walks a day, while getting play time in our back yard. Exercise is extremely important to dogs, as well as chill time:)

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The median cost per walk for dog walking in Roxbury 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 - 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 1,312 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 , 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 , 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 Roxbury. 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.

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