Dog Walkers in Chenequa, WI

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Sitter Profile Image: Kali E.
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Sitter Profile Image: Kali E.
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1. Kali E.

Star Sitter
Doggy daycare
Hartland, WI, 53029
3.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.9 stars
16 reviews
7 repeat clients
Profile image

Kali always does an amazing job! My dogs get excited to see her. Kali is thorough and always is on time. I appreciate having someone I can always trust with my girls.

Availability updated 9 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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2. Sarah J.

No Ruff Days: Happy Tails Only!
Sussex, WI, 53089
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Sarah was great in helping us to walk and feed our dogs while we were out of town. She sent us lots of great photos of their walks and made sure they were comfortable and loved.

Availability updated 2 days ago
Sitter Profile Image: Gwen A.
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Sitter Profile Image: Gwen A.
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3. Gwen A.

Star Sitter
Animal Lover!
Pewaukee, WI, 53072
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
46 reviews
22 repeat clients
Profile image

Gwen was amazing and we will definitely continue to ask her to help us with our dog. We recently moved and finding Gwen on River is a huge gift! Thank you so much.

Availability updated 30 days ago
Sitter Profile Image: Ramsey S.
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Sitter Profile Image: Ramsey S.
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4. Ramsey S.

Star Sitter
Enriching pet play care
Oconomowoc, WI, 53066
5.6 mi. away
House Sitting, Dog Walking
from
$25
per walk
5 out of 5.0 stars
43 reviews
4 repeat clients
Profile image

We are super thankful to Ramsey for stepping up to our request of walking our pup, pretty last minute. She was very communicative, punctual, and sent pictures & details of her walks with our Jetta. We would definitely use Ramsey again!! THANK YOU!!

Availability updated 3 months ago
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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5. David K.

Rover 101
A spoiled dog is a happy dog
Hartland, WI, 53029
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.9 stars
20 reviews
7 repeat clients

David is awesome! I felt very comfortable leaving my animals (dog and 3 cats) with him. He took the time to understand our needs and was very responsive with updates. By far the best pet sitter I've ever had!

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kami S.
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Sitter Profile Image: Kami S.
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6. Kami S.

Your Dog’s Best Friend (After You)
Oconomowoc, WI, 53066
4.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
13 reviews
1 repeat client
Profile image

Always dependable

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Nicholas B.
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Sitter Profile Image: Nicholas B.
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7. Nicholas B.

Great with dogs and dependable
Hartland, WI, 53029
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
2 reviews

Nick has done an excellent job caring for our dog. He is very attentive to our dog and is reliable. Our dog loves when he’s taking care of him.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Lauren E.
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Sitter Profile Image: Lauren E.
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8. Lauren E.

Active Walks & Gentle Care
Oconomowoc, WI, 53066
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
3 reviews

Lauren is amazing with dogs of all ages—from puppies to senior dogs needing extra care. She’s patient, loving, and knows how to meet each dog’s unique needs. Whether it’s energetic play or gentle attention, Lauren makes every dog feel safe and loved. I completely trust her and highly recommend her!

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Teanna F.
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Sitter Profile Image: Teanna F.
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9. Teanna F.

I adore all animals!
Waukesha, WI, 53188
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per walk
5 out of 5.0 stars
5 reviews
1 repeat client

Teanna is an amazing caretaker and will treat your fur babies as her own. My dog loves her and is always so excited when Teanna comes to watch her! Teanna is very responsible and reliable, sends updates, and always makes sure your pet is having a good time.

Availability updated 28 days ago
Sitter Profile Image: Jenifer D.
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Sitter Profile Image: Jenifer D.
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10. Jenifer D.

Rover 101
Star Sitter
Jenifer's Lake Country Canine Camp
Pewaukee, WI, 53072
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per walk
5 out of 5.0 stars
307 reviews
138 repeat clients
Profile image

Jennifer did an amazing job watching our 2 beagles and while we were away! I love that she sent sent us pictures every day and she took the time to come over and meet the dogs beforehand and spent plenty of time getting to know them! I will definitely be using Jennifer in the future!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Skyler P.
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Sitter Profile Image: Skyler P.
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11. Skyler P.

Animal Lover You Can Count On!
Oconomowoc, WI, 53066
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
5 reviews
3 repeat clients
Profile image

Thanks so much!!

Availability updated today
Sitter Profile Image: Sophia S.
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Sitter Profile Image: Sophia S.
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12. Sophia S.

Trustworthly & Flexible Petsitter
Hartland, WI, 53029
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
2 repeat clients

About: . I am an animal lover with years of experience pet sitting! I have dogs of my own and I am very comfortable with all types of animals. I have been dog sitting and house sitting for about 7 years from just walks every day to staying over night. I have experience with dogs and animals of all types and ages. I can provide some references at your request. I have lots of available time as I work from home, ensuring that I will care for your pets in the times that are best for you and your schedule. I am flexible, professional, and trustworthy and I am willing to go the extra mile when I am caring for your pets! Since I work from home, I have a flexible schedule that allows me to provide attentive care throughout the day. Whether it’s walks, feeding, or playtime, I make sure pets stay happy, healthy, and well-loved. I provide personalized care based on each pet's needs, whether in my home or in yours. Since I work from home, I can give them plenty of attention. I prioritize maintaining their routines to keep them comfortable and happy and making sure you feel assured your pet is in good hands!!

Availability updated 19 days ago
Sitter Profile Image: Payton S.
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Sitter Profile Image: Payton S.
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13. Payton S.

Teacher & Pet Lover
Oconomowoc, WI, 53066
4.6 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
3 reviews
1 repeat client

About: I have grown up always having pets in my home. When I was living with my parents, we had 3 cats and a dog. I currently have two cats with my husband. I’ve done overnights, dog walking, cat watching, and check ins with a variety of different owners. I look forward to helping take care of your furry friends! :) I am a teacher so I can help with your pet before and/or after school. I typically leave for work around 7:30an and come home around 4:30/5pm. I live a very active lifestyle so walking dogs is something I would truly enjoy. My apartment has an area designated for dogs if needed. I have a car to drive (or can walk if local) to check in on your pets as well.

Availability updated today
Sitter Profile Image: Julie E.
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Sitter Profile Image: Julie E.
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14. Julie E.

Whatever your dog needs!
Oconomowoc, WI, 53066
4.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$16
per walk
40 years of experience

About: I’ve had dogs all my life. I love to walk and play with them and also have snuggle time if they like that. My schedule is flexible to accommodate their needs! I’m retired so I have plenty of time to care for your pet in my home or come to your home for check-ins and walks. I have a fenced yard and am close to a local state park for long walks. I also live in a very walkable subdivision. I don’t mind a well behaved pet on furniture.

Availability updated 2 days ago
Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
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15. Tara R.

Star Sitter
I have a warm heart for cold noses!
Delafield, WI, 53018
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per walk
5 out of 5.0 stars
42 reviews
10 repeat clients

About: I grew up with dogs and have had an extensive career in the Animal Health Industry, selling veterinary pharmaceuticals for 25 years, and also working as a client services representative at a busy emergency and referral veterinary center. Not only did I grow up with dogs but I have had my own dogs as an adult, which I actually got because the family I was sitting for could no longer keep them and asked if I would like to make it a permanent situation. I cared for both of them into their senior years and became proficient at managing their medical conditions that arose from aging (diabetes and canine cognitive disorder). My two boys required very extensive care and routine insulin administration for my diabetic as well as additional medications that I became very proficient in administering, even if they were particular about taking pills, etc. I am very knowledgeable in how to manage multiple dogs at once, how to keep dogs safe in various environments, and a good eye for anything that may indicate they may not be feeling their best. When I had my guys, I would often trade sitting and walking favors with my fellow dog owners so I have had a lot of experience sitting for and walking other dogs throughout my life. My goal is to give peace of mind to dog owners that they can go on vacation, business trips, day trips, or just out anywhere, and they will know that their dog is in great, loving hands. I am currently working full-time but I am off on Thursdays and Fridays and I can also take on pets in the evenings after work. When sitting for your pet I can take them out on my lunch hour if necessary. I would follow any requests that you have in order to make your pet as comfortable as they are when you are there. I am very familiar with local walking trails and parks that are pet friendly.

Availability updated yesterday
Sitter Profile Image: Joey C.
Verified Enhanced Background Check
Sitter Profile Image: Joey C.
Verified Enhanced Background Check

16. Joey C.

Rover 101
Star Sitter
Newly Pet "Empty-Nester"
Hartland, WI, 53029
3.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
62 reviews
17 repeat clients

Joey is THE BEST dog sitter ever! She is great at communication and sent pictures everyday. My dog was pampered with massages and lots of walks. I HIGHLY recommend her, she goes above and beyond.

Availability updated 5 days ago
Sitter Profile Image: Emma K.
Verified Enhanced Background Check
Sitter Profile Image: Emma K.
Verified Enhanced Background Check

17. Emma K.

Loving & Reliable Pet Care!
Delafield, WI, 53018
3.0 mi. away
House Sitting, Dog Walking
from
$20
per walk
12 years of experience

About: Lifelong pet owner with experience caring for both young and senior dogs. I also cat- and dog-sit for friends and their families annually—dependable and pet-savvy! I am currently working 3 days a week in a hospital with a rotating shift. So I am available at a variety of different times. If I do not work or volunteer then I can be available the entire day! In clients' homes, I follow their pet’s routine closely—feeding, walking, playtime, and any special needs like medications or crate time. I keep their environment clean, safe, and comforting while giving plenty of love and attention.

Availability updated 30 days ago
Sitter Profile Image: Himaja J.
Verified Background Check
Sitter Profile Image: Himaja J.
Verified Background Check

18. Himaja J.

A great companion for your pet :)
Hartland, WI, 53029
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Thanks for doing a great job with Mira!

Availability updated 4 months ago
Sitter Profile Image: Kendra O.
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Sitter Profile Image: Kendra O.
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19. Kendra O.

Your pets are my pets❤️
Hartland, WI, 53029
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
5 reviews
1 repeat client

About: Hi all! I love animals and have since I was a little girl. I grew up in a very pet oriented world as my grandparents lived on a farm and I myself spent the majority of my time around a sled dog team and many hunting dogs. I also was around multiple cats, birds, chinchillas and many other unique and exciting animals! With many years of hands-on experience in animal care, I am passionate about providing compassionate and attentive care for animals of all sizes, from dogs and cats to birds and other unique animals. My extensive background includes years of dog showing, where I have honed my skills in training, and handling dogs to meet high standards. I have also successfully completed puppy and adult dog training classes, developing a deep understanding of animal behavior and effective training techniques. I pride myself on treating every animal as if they were my own, ensuring their safety, comfort, and well-being. My dedication to animals, combined with my strong training experience, allows me to provide personalized care and training tailored to each animal's unique needs. Whether it's a playful puppy, an energetic cat, or an exotic pet, I approach every animal with patience, love, and expertise, fostering an environment where they can thrive and feel at ease. I work from home, which gives me a flexible schedule and allows me to dedicate plenty of time to caring for your pets. Whether it's during the day, evening, or weekend, I am available to provide the attention, companionship, and care that your pets need. You can count on me to be there for them at any time, ensuring they feel safe, loved, and well cared for. When you entrust me with your pet, whether in my spacious apartment or in your own home, you can be confident that they will be in a safe, comfortable, and loving environment. I have two friendly kitty cats who are welcoming to new pets, creating a warm, friendly atmosphere for your pet to feel at ease. In my care, I treat every pet as if they were my own, ensuring they receive the utmost attention, care, and affection. If I’m caring for your pet in your home, rest assured that I will respect your space and routines while prioritizing your pet's well-being. I am fully committed to providing 100% dedication to their care, making sure they are safe, happy, and healthy every time I visit. You can trust that I’ll go the extra mile to give them the best care possible, just like I do for my own pets.

Availability updated 12 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Melissa W.
Verified Enhanced Background Check
Sitter Profile Image: Melissa W.
Verified Enhanced Background Check

20. Melissa W.

Peace of mind, while you unwind
Nashotah, WI, 53058
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients

Melissa moved in across the river 2 years ago and was a great friend and a great neighbor while she lived here in Montana. I was impressed with her love and care for her own animals so when I needed a pet sitter Melissa was the one I wanted to look after my animals. On several occasions she cared for my big animals, 2 horses, and my dogs and cat for over a week and I never worried at all that they were receiving the best care possible. Melissa is a wonderful person, loaded with character and integrity. She is a hard worker and dedicated to doing the best job that she can at whatever she does. Her love for animals is impressive and she is devoted to caring for them in the best way. I would highly recommend Melissa to watch over any beloved animals!

Availability updated yesterday

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