Dog Walking Crawford Crossing

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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: Krysta S.
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Krysta S.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Baraboo, WI, 53913

About: I have been helping family with their dogs since I was late teens (I am 32yo now) and got my current dog (Zeus) back in 2023. I know routine is important for dogs, so I will do my best to keep their daily life consistent! I love dogs of any size/kind and believe they deserve the best life to live! I also have 2 cats and they are my world! I could not imagine my life without Nova, Lucy and Zeus ❤️ I am currently not working and have availability any time during the day to come see/hang out with your fur babies! I do have availability on weekends as well (just with notice). I am willing to come to your home, where your fur babies are most comfortable, and keep their routine consistent! Whether it is taking them for a walk, playing, feeding or even giving meds, I promise to be as consistent and caring as you are with them!

Sitter Profile Image: Aynslie S.
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Aynslie S.
from
$16
per walk
5 years of experience
Baraboo, WI, 53913

About: Hello! I have worked in boarding/daycare facilities for many years, along with doing my own care for friends and family dogs! Message me if you’d like more information! I currently work full time with a set in schedule. I am free almost every day besides Friday night unless you’d like a visit after 8pm. I also have my own very high energy boy and caring for these dogs is a normal activity in my life. I am someone who will help dogs know they're safe in my presence. I have never rushed any dog that shows any signs of being nervous. I will let them come to me when they are ready.

Sitter Profile Image: Quinn C.
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Quinn C.
from
$19
per walk
10 years of experience
Baraboo, WI, 53913

About: I am flexible, loving, and communicative. I’m punctual with schedules, feedings, walking, etc. and I will assure your fur babies have the time of their lives with me! I am often available morning and night, and have no problem commuting to offer help. My ample free time allows me to stop in and check up on your pets multiple times per day if necessary. I love to provide photo updates and texts to pet parents. Although I don't offer in-home care, I foster a loving environment in any client's home and with any pet I take care of. My love for animals is tangible!

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$30
per walk
5.0 out of 5 stars
• 57 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

“Rebecca is such a sweetie and awesome communicator!!”

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Diedre R.
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: 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: 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: Allison C.
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Allison C.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
20 years of experience
Fitchburg, WI, 53711

About: I love any and all animals. I have consistently been around animals since the day I was born. I have grown up with dogs and have 20+ years of experience caring and being responsible for them. I now have my own dog, a four year old corgi named Millie. I recently switched to a remote position, so I am available to care for your pet at home any day of the week with any kind of schedule. When I am not at work, I am home enjoying the day with my dog, Millie. Depending on the animal, Millie likes to play or will give them the space that they need. We go on lots of walks, play fetch, and work on puppy puzzles. I have a dog run in my building in case the weather doesn’t allow a long, outdoor potty break. There is a park that I frequently visit with my dog a couple of blocks away. Because I am a nurse, I can care for any of your pets medical needs and I will always keep an eye on them to make sure they are safe.

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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

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
5.0 out of 5 stars

Amber has been great. She is outstanding at communicating and has been taking Chili on daily walks which everybody seems to enjoy.

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David K.
Dog Walking
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
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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
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Why Choose Rover?

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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 - 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

As of October 2026, there are 579 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 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 Crawford Crossing 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 Crawford Crossing. On Rover:

  • 89% of walkers can help with special care needs
  • 93% 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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