Dog Walking Crawford Crossing

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

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Over 3
pet parents in Crawford Crossing have booked dog walking

Crawford Crossing, 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: Bethany P.
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Bethany P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
86 reviews
18 repeat clients
15 years of experience
Baraboo, WI, 53913

Best sitter ever! We love Bethany. She takes the best care of all of our pets. We have used her for a couple years now. Bethany takes the BEST Photos! We love her! And so do our pets.

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Rachel C.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
33 reviews
4 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: Danielle H.
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Danielle H.
from
$17
per walk
5.0 out of 5 stars
2 reviews
20 years of experience
Baraboo, WI, 53913

Dani was amazing! She took our GSD for a long walk, played ball with him, snuggled him and freshened up his food and water. I would highly recommend Dani. She did a great job!

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Gail Cory H.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$30
per walk
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca did a phenomenal job with our dog and was very good at communicating during the entire process. Thank you again!

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Eric S.
Sitter Profile Image: Breanna M.
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Breanna M.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 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 have a part time internship at UW Madison, so I have partially and completely free days every week. That being said, I will have plenty of time to make house visits around this schedule. 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: Ashley R.
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Ashley R.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
122 reviews
29 repeat clients
30 years of experience
Portage, WI, 53901

Ashley gave our boy awesome walks while we were gone for a week. It was so nice to be able to see pictures and read descriptions of their walks every day!

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Jim L.
Sitter Profile Image: Zoe L.
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Zoe L.
from
$18
per walk
5.0 out of 5 stars
1 review
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: Claire H.
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Claire H.
from
$15
per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Reedsburg, WI, 53959

You’re awesome!!! Thank you!

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Katie Jayne W.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
33 reviews
7 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!

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Rachael D.
Sitter Profile Image: Cassidy F.
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Cassidy F.
from
$25
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Baraboo, WI, 53913

About: I currently am working at a vet clinic and I am in school to be a Veterinary technician. I love working and being around animals. I have always loved dogs and love getting them out side and making them feel less lonely while we're at work! I work every day with animals and I have worked in a veterinary emergency hospital so keeping pets healthy and happy is my greatest priority! I walk my dogs regularly and they love friends so having the company of your pet would be awesome! If your pets just needs some company during the day I can definitely take them outside and give some attention to get them through the longer days

Sitter Profile Image: Elise K.
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Elise K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Lodi, WI, 53555

About: I’ve taken care of my own dogs as long as I can remember. I have also been pet-sitting for about 3 years and I work in boarding and daycare at Lodi Veterinary Care. I’m currently attending school and working part time but I am completely free on most weekends to provide your dog with all the love they deserve! I am willing to stay at your home with your pup and leash walk if needed. I enjoy walking and playing with them as well!

Sitter Profile Image: Grace H.
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Grace H.
from
$22
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
9 years of experience
Baraboo, WI, 53913

Grace was very prompt and handled our puppy extremely well despite the frigid conditions. We will absolutely have her back.

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Jason P.
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: Kimberly G.
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Kimberly G.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
215 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Thanks Kimberly for doing such a great job!! Chase is always so happy to see you. I highly recommend Kimberly as we have had her watch our pup many times and she is very kind and responsible

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Deb N.
Sitter Profile Image: Kirstyn M.
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Kirstyn M.
from
$20
per walk
5.0 out of 5 stars
37 reviews
7 repeat clients
3 years of experience
Portage, WI, 53901

About: I’ve taken care of puppies to senior dogs since I was a little girl. My dad owned a doggy daycare and it was a great experience learning how to care for animals. I currently work full time and I go to school. Pet care will fit into my schedule because I do work night shift. I will have plenty of time to properly care for your pets. I will be there to watch your home and make sure your pet is safe. I will follow all of your instructions to assure that I keep everyone safe.

Sitter Profile Image: Quinn M.
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Quinn M.
from
$15
per walk
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 can take care of pets at any time of day or night, and I can walk dogs after 4 pm. Tuesday & Thursday, I do have class from 7-10 am. 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: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

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: Analj K.
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Analj K.
from
$25
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Allied Community, Madison, WI, 53711

About: I am a very attentive and loving pet sitter :) I grew up around animals and often found myself pet sitting for people in the community throughout my life! I’m happy to accommodate a range of pet parent preferences! From dog walking to house sitting to administering medications, I am confident in my ability to keep your pet baby happy, healthy, and well loved whenever you need the support! I currently nanny from 12:30-4:30 Monday-Friday, so I have a lot of free time to come and spend with your pet! I’m happy to go for morning or afternoon walks, or fill whatever role you need fulfilled during my open schedule! I will come to your home after we discuss what expectations you have for pet care :) I’ll happily keep your pet company while keeping them safe and healthy and well cared for!

Sitter Profile Image: Kelly F.
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Kelly F.
from
$35
per walk
5.0 out of 5 stars
20 reviews
11 repeat clients
10 years of experience
Wisconsin Dells, WI, 53965

Kelly was so attentive and made sure to include all the little details about her time with our pet! This was our first time using Rover and Kelly made the experience so wonderful.

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Anastasia A.
Sitter Profile Image: Mercede K.
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Mercede K.
from
$15
per walk
3 years of experience
Baraboo, WI, 53913

About: I love all animals! At home, I currently have a feisty tabby cat, and the sweetest Akita around❤️ Both require lots of love, time, and attention, but life wouldn’t be the same without them. Prior to starting on this app, I have gained experience, in the past, when I was employed as a dog sitter at a local daycare in Wisconsin Dells. I also have done yearly sitting jobs up to a week for various neighbors around town for foster dogs of all ages, and breeds, and cats! I currently have a part-time job. I consistently work on the weekends from 8:00am to 2pm on Saturdays, and Sundays. Occasionally I pick up extra shifts during the weekdays, but shifts are consistent to 5 hour increments. If I have any extra shifts scheduled, I will be sure to inform you prior to my stay. I am more than willing to come in between those times. I do not currently open my own home as I have a large Akita that requires to be the spotlight. But when stating client homes, I am open to the majority of situations. I ask that if your pet requires special instructions, or precautions, list them clearly, and I will work around them!

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

Dog parents share their Rover experiences - Crawford Crossing

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5.0 out of 5 stars

Dani was amazing! She took our GSD for a long walk, played ball with him, snuggled him and freshened up his food and water. I would highly recommend Dani. She did a great job!

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Gail Cory H.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
1 / 1
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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 - Crawford Crossing

Select a filter and find qualifying sitters offering dog walking.

Sitters in Crawford Crossing average 4
repeat dog walking clients

FAQs for Dog Walking - Crawford Crossing

Frequently asked questions about Rover

The average cost for Dog Walking in Crawford Crossing on Rover is $16.65 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 583 sitters on Rover offering Dog Walking across Crawford Crossing. 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 Crawford Crossing. 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 Crawford Crossing.

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 Crawford Crossing. On Rover:

  • 90% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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