Dog Walking Caldwell

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Caldwell, 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: Morgan S.
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Morgan S.
from
$21
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
10 years of experience
East Troy, WI, 53120

Thanks so much!

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Angela P.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
77 reviews
15 repeat clients
4 years of experience
Waukesha, WI, 53189

Tami did an outstanding job! Sam just loved her! When he saw her car pull up the driveway he went "just nuts!" :-) Thank you Tami.

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Gleda D.
Sitter Profile Image: Carly B.
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Carly B.
from
$20
per walk
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

What a great first experience between Carley and Baxter! Can’t wait to use her services again. Thank you!

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Jo Anna A.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam has been great to work with and brings peace of mind. She is prompt and reliable for our regular walks! We are thankful to have her take care of our Lexi.

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Rhonda M.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.

Sitter Profile Image: Sally W.
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Sally W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
20 years of experience
Waterford, WI, 53185

Sally is an absolute joy to work with! Flexible and willing. Jupiter was well taken care of :)

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Sophia B.
Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
52 reviews
16 repeat clients
25 years of experience
Mukwonago, WI, 53149

Carrie was great! I needed to arrange doggy care on short notice. She came over for a meet and greet. Great communication. This was my first time hiring someone to walk my pup. She made it a wonderful experience.

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Kimberly A.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$22
per walk
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Burlington, WI, 53105

Cayla has been such a blessing to us. She is reliable, flexible, and communicates so well! Our puppy adores her, and Cayla is SO patient- even when our girl throws a curveball at her every day, she always finds a way to keep their walks going! It’s comforting knowing she is in such trustworthy hands while having so much fun. Highly recommend Cayla!

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Molly S.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

About: I had 2 cats and a dog growing up! No pets currently but happy to play and take care of yours! Currently cannot watch any pets at my home but happy to complete as many home visits as necessary as long as you are relatively close by:) I am not currently working full time and my schedule is fairly flexible. I am happy to discuss any extra care needed for your pet. I am happy to follow specific instructions/feeding schedules as needed. I will also completed any necessary home care tasks as wanted as long as discussed prior.

Sitter Profile Image: Diane R.
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Diane R.
from
$20
per walk
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

About: I have taken care of a menagerie if pets my entire life. Family, friends, and neighbors have trusted me to care for their furbabies. I will give your pets the love and attention they deserve I currently work part time in the evenings so I have plenty of time to take care of your pets. I am available weekdays, weekends, and holidays. I will care for your furbabies in your home so they are in a familiar place and reduce stress. I will care for them as if they were my own. Giving them play and exercise keeping to their schedule and routine.

Sitter Profile Image: Katherine S.
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Katherine S.
from
$20
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Waukesha, WI, 53189

About: Animal lover with a passion for providing safe, loving care. I’ll make sure your pet gets plenty of attention, affection, and fun while you’re away. I work remotely part time, which allows me flexibility throughout the day. My schedule does vary, but I generally have availability at different times for visits, walks, and pet care throughout the day and early evening. Your pet’s comfort and happiness are my top priorities. I’ll come to your home to provide personalized care while keeping their routine as familiar as possible. As a pet owner, I know how much trust it takes to leave your pets with someone else, so I’ll follow all directions, send plenty of pictures and updates, and treat your pet like they’re my own.

Sitter Profile Image: Sydney M.
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Sydney M.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
32 reviews
8 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.

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Kelly B.
Sitter Profile Image: Mandy & Jason W.
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Mandy & Jason W.
from
$15
per walk
5.0 out of 5 stars
84 reviews
8 repeat clients
10 years of experience
Burlington, WI, 53105

Such a great service!! I’m so happy I found someone I can trust with my pup!

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Sophia B.
Sitter Profile Image: Chloe G.
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Chloe G.
from
$20
per walk
5.0 out of 5 stars
2 reviews
6 years of experience
East Troy, WI, 53120

About: I have had both cats and dogs since I was born and have lots of experience providing care for many ages, behaviors, and disabilities. Over the last few years, I have aided with foster dog care, and while it can be challenging, it is very rewarding. Over the last few years, I have seen seniors, puppies, and pregnant dogs come through the home, and I always try to provide the best care I can while trying to find homes that are a good fit! I am working a part-time job at Carthage College and have ample time to help provide care. During the weekdays, I am quite flexible with my availability. On weekends I have lots of flexibility as well in order to provide ample support and care for pets. I am very active, so I am more than willing to provide walks and activities for your pup! If your dog needs medication, I am able to administer it when needed. I can also provide time outside and around the home if the dog must be in a crate.

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
35 reviews
16 repeat clients
10 years of experience
Muskego, WI, 53150

Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.

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Cindy S.
Sitter Profile Image: Jason B.
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Jason B.
from
$30
per walk
5.0 out of 5 stars
27 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

About: I’m a guy who falls in love with dogs instantly. Don’t want them back? No worries! Dogs instantly want to be my best friend and I’ve never met a dog that I didn’t like or that didn’t like me. I work from home. My dogs are part of the family. I would take care of your dogs as if they were my own children. I have a doggy door and outside kennel for the dogs to use as needed. I’m also happy to take dogs on a walk and my wife is a super dog walker. We have two dogs-a Pomeranian who is all love and a lab who’s an old girl but who is the best dog you’ll ever meet. I understand dogs. How they communicate, how they operate. I know how to get them to develop good habits.

Sitter Profile Image: Katie P.
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Katie P.
from
$20
per walk
5.0 out of 5 stars
27 reviews
9 repeat clients
16 years of experience
Eagle, WI, 53119

Katie is wonderful! She met Dobby and he loved her. I could tell she was a doggy person right away! She took great care of my fur baby, sent pics, updates, and was very flexible with her schedule. I will be using Katie again and again for our pups walks.

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Deanna W.
Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

About: Hello, I am 24 and love animals. I have always had dogs in my house (large dogs). Now I have my own dog with my Husband. I have lots of experience helping out family with caring for animals and then started branching out through word of mouth. I know how much I struggle to find a pet sitter I trust and want to be that person for others. I’m currently working at a dental office and on a break from school. Thankfully me and my husband have a great routine and balance with our pup that I can be flexible with my schedule for your pup. I would love to provide your dog with anything it may need. From snuggles and love to a quick bathroom break. I love to get steps in during my day as well and can always bring your pup along.

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The median cost per walk for dog walking in Caldwell 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.

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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.

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    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
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Popular requests for dog walking - Caldwell

Select a filter and find qualifying sitters offering dog walking.

Sitters in Caldwell average 3
repeat dog walking clients

FAQs for Dog Walking - Caldwell

Frequently asked questions about Rover

As of September 2026, there are 2,409 sitters on Rover offering Dog Walking across Caldwell. 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 Caldwell. 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 Caldwell.

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 Caldwell. On Rover:

  • 92% of walkers can help with special care needs
  • 96% 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 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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