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: Kam O.
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Kam O.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 45 reviews
21 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: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 35 reviews
12 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: Lydia M.
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Lydia M.
from
$22
per walk
5.0 out of 5 stars
• 6 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: Cali T.
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Cali T.
from
$12
per walk
5.0 out of 5 stars
• 22 reviews
11 repeat clients
7 years of experience
Waterford, WI, 53185

“Cali did a great job of walking Paddington! I look forward to the next time! Thank you!”

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Terri T.
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: Grace R.
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Grace R.
from
$14
per walk
5 years of experience
Waukesha, WI, 53186

About: I’ve been pet sitting my neighbors dogs since I was 15. This summer I spent 2 months in Greece taking care of 100+ pound dogs! I have plenty of experience giving animals their medicine and grooming if needed! I am a full time student majoring in Animal Behavior, with many gaps in my schedule to have enough time for your animal! I am the most free on the weekend but have time throughout the weekdays! As I am a student I do not have my family dog with me. However I would love to treat your dog as my own and care for them greatly!

Sitter Profile Image: Joseph M.
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Joseph M.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..

Sitter Profile Image: Isaiah H.
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Isaiah H.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
4 repeat clients
3 years of experience
Waukesha, WI, 53188

“He came right on time and even took the time to play with my little pup!”

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Klaudia A.
Sitter Profile Image: Mackenzie P.
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Mackenzie P.
from
$18
per walk
5 years of experience
East Troy, WI, 53120

About: I have only had my own dogs to engage with but I love to teach them new tricks and help them learn. I am also not afraid to get to know shy pets I would be available after 4:30pm weekends but available all weekend. I work around having other jobs but am open those parts of the day I feed them, walk them, and teach them new tricks. I also love to play with my dogs to get the energy out of them

Sitter Profile Image: Makinzi K.
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Makinzi K.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Burlington, WI, 53105

About: I’ve had dogs my entire life and cats as well. I’m a huge animal lover! I’ve had golden retrievers, pit bulls, Rottweilers, and a mini golden doodle. We currently have a 3 month old Golden Retriever! I’m currently a Stay at Home Mom to a 20 Month old little boy and a 7 month old Golden Retriever! So I’m available all the time! My son is a huge animal lover already and will be joining me on check ins and walks so please keep that in mind! Your pets safety is my first priority. They will get plenty of love and play time from myself and my son! You’re pet will be treated as if they’re my own!

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 85 reviews
21 repeat clients
20 years of experience
Delafield, WI, 53018

“I had to change the date last minute and Tara was extremely understanding and responded to the new date within minutes. She’s arrived early to meet Jax and stayed later to play with him. I appreciated the extra time she spent with him and he didn’t want her to leave”

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Christine C.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$16
per walk
4.4 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Heather H.
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Heather H.
from
$25
per walk
5.0 out of 5 stars
• 56 reviews
16 repeat clients
25 years of experience
Pewaukee, WI, 53072

“Heather was fantastic! She knew how to handle my young, strong Doberman with ease. I will definitely use her again to walk my boy and recommend her to family and friends. Thanks again Heather!”

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Julie C.
Sitter Profile Image: Neida S.
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Neida S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday afternoons. My pets live the best life in my home. They are so spoiled. In your home, I care for them as my own and give them lots of love!

Sitter Profile Image: Nicole J.
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Nicole J.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I have watched the pets of friends, family, and peers of mine and have had an amazing time doing it! I also had a family dog and I have a cat of my own! I have watched / walked pets of many ages, weights and temperaments and I have been happy with all of them! I am respectful towards boundaries of pets, and have experience grooming my own pets who are reactive at the grooming salon and are better at home. I also have lots of walking dog experience as well. I am working part-time on the weekends, I am able to stay overnight during weekends. I cannot bring any other pet home because of my own cat but I am able to travel and stay at other houses on the weekends. I am able to do one day pet sitting and short and long dog walks as well. I am able to also take dogs or cats on car rides if needed as well! I have cared for my family dog along side my family for her whole 13 year life, she was a yellow lab. I now have a maine coon who is 19 lbs and has double hip dysplasia and a bad knee who is 5 years old. I have groomed both of those pets, walked both of those pets on leashes and taken daily care and made sure any problems they have had, had been helped and treated with care. I safely take directions from owners whose pets I have watched and followed them fully and have reached out an asked questions and made them aware of everything that had happened when they were gone. I take pet care very seriously and I always bring up anything I notice is wrong and always make sure the pets safety and happiness is priority!

Sitter Profile Image: Rachel P.
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Rachel P.
from
$16
per walk
25 years of experience
Sussex, WI, 53089

About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.

Sitter Profile Image: Devin V.
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Devin V.
from
$20
per walk
10 years of experience
Elkhorn, WI, 53121

About: I've had a love/passion for dogs since I was born into this life. Growing up, I've always had a dog in the house, so it easily became the norm for me. I have experience with a wide variety of breeds, including doberman, pitbulls, great dane, labs, boxers, beagles, and mutts. I truly love them all. I'm open to taking care of all breeds. I don't discriminate! One thing I will note is that I specialize in high energy/working dogs and am very familiar with larger breeds. Just to give you a quick example, I raised a Doberman from a puppy which led to me learning A LOT throughout the process. Doberman are a working breed and require plenty of mental and physical stimulation & I think I cracked the code! I’ve developed a deep understanding of what high-energy dogs need to thrive. I'm good at stimulating their minds, keeping them active and most importantly, happy. I'm not a certified dog trainer, but I do understand the importance of balancing their physical and mental well-being, and I'm dedicated to ensuring each dog has a great time with me! I'm very engaging and mindful, so whatever your dog may need, whether it's staying active outside or relaxing at home, I will do my best to provide. That's a promise. When it comes to availability, I am free at the moment. You can contact me any time and I will get back to you asap. I will make sure you feel comfortable with leaving your pets with me. To ensure you of this, I will send you daily photos & videos to show you how good of a time they're having! Also, you can give me a call ANYTIME. I know what it's like to drop my dogs off at a pet sitter's house, so my job is to give you the relief of knowing that your pets are in great hands. I can guarantee you this🙂

Sitter Profile Image: Margaret Z.
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Margaret Z.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
26 years of experience
Bay View, Milwaukee, WI, 53207

About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!

Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$10
per walk
5.0 out of 5 stars
• 1 review
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

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

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How to book dog walking

  1. 1. Search

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    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Caldwell

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Sitters in Caldwell average 4
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FAQs for Dog Walking - Caldwell

Frequently asked questions about Rover

As of October 2026, there are 2,356 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 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 Caldwell 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 Caldwell. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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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