Dog Walking in Williamsburg, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Alec B.
Verified Enhanced Background Check
Sitter Profile Image: Alec B.
Verified Enhanced Background Check

1. Alec B.

Third generation dog lover
Milwaukee, WI, 53211
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$14
per walk
Profile image

Alec has proved to be an ideal choice for our dog Jenny. Very punctual, flexible, and friendly in additiion to being a great communicator. We would recommend him without any reservations.

Calendar Recently Updated
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
Sitter Profile Image: Liz B.
Verified Enhanced Background Check

2. Liz B.

Rover 101
Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$15
per walk
Profile image

Liz is a great communicator and it was clear the first time we met that she knows a lot about dogs. Liz has been great so far with our pup and are glad Liz now is a regular part of our schedule!

Calendar Recently Updated
Sitter Profile Image: Paula O.
Verified Background Check
Sitter Profile Image: Paula O.
Verified Background Check

3. Paula O.

Your best friend’s next friend
Brewer's Hill, Milwaukee, WI, 53212
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$18
per walk
Profile image

Paula is Super! She sends me pictures and checks in with me regularly - so I get to see my little guy. I will absolutely use her services again when I am in town!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check

4. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
20 repeat clients
from
$20
per walk
Profile image

Our girl, Ruth, had a great time with Emily! Emily was on time, communicative, respectful of our home, and loved on our pup! We will definitely use her again!

Sitter Profile Image: Brendan B.
Verified Enhanced Background Check
Sitter Profile Image: Brendan B.
Verified Enhanced Background Check

5. Brendan B.

Doggy Paradise
Lower East Side, Milwaukee, WI, 53202
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$16
per walk
Profile image

Brendan was a lifesaver! I was unable to walk my dog for several weeks due to my surgery, & Brendan took my dog for walks every day while I couldn’t.

Calendar Recently Updated
Sitter Profile Image: Kathryn D.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn D.
Verified Enhanced Background Check

6. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$18
per walk
Profile image

Kathryn was outstanding. She was great with my pup and was extremely personable. I can’t wait to utilize her for any future dog sitting/walking needs!

Calendar Recently Updated
Sitter Profile Image: Ryan T.
Verified Enhanced Background Check
Sitter Profile Image: Ryan T.
Verified Enhanced Background Check

7. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
1.8 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$16
per walk
Profile image

Ryan has been amazing with my dog!! So caring and empathetic. He is so accommodating with schedules, and my dog absolutely loves him!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Liz P.
Verified Enhanced Background Check
Sitter Profile Image: Liz P.
Verified Enhanced Background Check

8. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
19 repeat clients
from
$18
per walk
Profile image

liz did a great job. thanks!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

9. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
34 repeat clients
from
$20
per walk
Profile image

Jessica, took great care of our pups during a drop-in dog walking visit. She was prompt with communication before, during, and after the visit. Would recommend her and we will use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check

10. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per walk
Profile image

Kennedy is amazing! She is incredibly detailed with all the information she gives you about your pup and so it just gives you such a safe feeling! She is so kind and really great with pets, I would absolutely recommend her to anyone without a doubt! Book with her, she’s the best!

Calendar Recently Updated
Sitter Profile Image: Jessica F.
Verified Enhanced Background Check
Sitter Profile Image: Jessica F.
Verified Enhanced Background Check

11. Jessica F.

Work from home dog mom :)
Shorewood, WI, 53211
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$20
per walk
Profile image

Jessica did a great job walking our dog Molly and giving us updates! Appreciate her going the extra mile and filling up Molly's water bowl as well.

Calendar Recently Updated
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Sitter Profile Image: Emily V.
Verified Enhanced Background Check

12. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
2.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$16
per walk
Profile image

Emily is awesome!!!! Definitely would be happy to have her again if she’s willing. She is prompt, communicative and from the pictures I’ve received Ralphie seems to have loved her! Thank you, Emily!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Armando T.
Verified Enhanced Background Check
Sitter Profile Image: Armando T.
Verified Enhanced Background Check

13. Armando T.

animals are the love teachers ?❤️✨
Milwaukee, WI, 53211
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$20
per walk

Hello, Armando is a nice person I worked with him about three years in a magical animal foundation in Venezuela and he really loves animals! His job was lovely. I recommend him 100%.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

14. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$25
per walk

About: As a full time sitter and online student, I can be with your animals all day! I grew up in a household that fostered many animals. I trained bloodhounds with my mother for Search & Rescue. Over the years, I've served as the default dog sitter and trainer in my social circle. With tons of patience and research I rehabilitated our two rescue dogs, who were human/dog aggressive when my husband adopted them. I have nursed our dog Molly back to health after numerous complicated surgeries and I have extensive experience with geriatric dogs and cats. In addition to pet care, I’ve managed several restaurants, I’m ServSafe certified, and I’m also a licensed cosmetologist, so I’m very well versed in infection control, first aid, and hygienic cleaning practices. Some clients pay me to clean their houses during my stay. If you’re interested in coming back to a clean house after a long trip, ask about adding a cleaning consultation and estimate to our Meet & Greet! I'm pursuing my college degree late in life, and it’s fully online for the next year. As long as you have wifi, I can do my work! We can't currently host animals at our house, but I'm happy to follow all guidelines you may have, strictly and with zero judgement. I'm happy to crate, keep dogs off furniture, or let them be laps dogs. The important thing is consistency, so I will follow your lead 100% unless you ask for my advice!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maliah G.
Verified Background Check
Sitter Profile Image: Maliah G.
Verified Background Check

15. Maliah G.

Rover 101
Where every paw matters. 🐾
Riverwest, Milwaukee, WI, 53212
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$12
per walk
Profile image

After seeing Maliah's ease with an unknown house and our unknown pets, we felt very confident! Maliah's picture updates were comforting, their timeliness and communication was also very professional. Will be reaching out again in the future!

Calendar Recently Updated
Sitter Profile Image: Kimberly K.
Verified Enhanced Background Check
Sitter Profile Image: Kimberly K.
Verified Enhanced Background Check

16. Kimberly K.

Vaxxed, boosted, LGBTQ+ friendly :)
Shorewood, WI, 53211
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
8 repeat clients
from
$15
per walk
Profile image

Kim does a great job exercising my energetic 85 pound Australian Shepard Lab Mix. Abby looks forward to their walks together. All smiles here!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Travis H.
Verified Background Check
Sitter Profile Image: Travis H.
Verified Background Check

17. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
190 reviews
77 repeat clients
from
$30
per walk
Profile image

Travis did a very good job walking my dog Mikah while I was away. He is very friendly and my dog warmed up to him instantly. He was very persistent with the report cards and sending photos. Definitely would work with him again and recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Luke G.
Verified Enhanced Background Check
Sitter Profile Image: Luke G.
Verified Enhanced Background Check

18. Luke G.

A Lifetime of Pet Care
Riverwest, Milwaukee, WI, 53212
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$16
per walk

Luke does a great job. Always on time and sends photos. He has cared for our difficult dogs (Rat Terriers) in the past and also our cats. You will have no worries with Luke.

Calendar Recently Updated
Sitter Profile Image: Megan K.
Verified Enhanced Background Check
Sitter Profile Image: Megan K.
Verified Enhanced Background Check

19. Megan K.

Rover 101
I'll walk, run, and play all day!
Shorewood, WI, 53211
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$25
per walk

Megan did an excellent job caring for my Golden Retriever. She has a high attention to detail and was very punctual with her communication and timeliness. All that said, her charisma for her love for dogs was by far the best part of hiring her. I would highly recommend Megan to care for your dog.

Sitter Profile Image: Annabelle L.
Verified Enhanced Background Check
Sitter Profile Image: Annabelle L.
Verified Enhanced Background Check

20. Annabelle L.

lifelong animal lover!
Milwaukee, WI, 53212
1.0 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$16
per walk

Annabelle is incredibly kind, gentle and passionate! Her love of animals is clear upon meeting her and this shows in her care for her own pets. Along with being passionate about animals, she works well with people, making them feel comfortable in her presence.

Search Map

Rover also offers Dog Walking in these neighborhoods:

Rover also offers other services in Williamsburg:

When it comes to pet care and dog walking, pet owners in Williamsburg, Milwaukee, WI trust their pets with walkers on Rover.com. Over 1089 pet owners have reviewed dog walkers in Milwaukee, giving them an average rating of 5.0/5. Dog walking doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog walker on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog walker and pet care on Rover? Check out our average dog walking rates to get an idea before you begin a conversation with a walker who seems like a great match.

No more begging your friends to take your dog for a walk when you can't make it home in time. With Rover, you can find a loving Williamsburg dog walker who'd love to take your dog for a 30-minute stroll or jog around the neighborhood. Book a dog walker for one day or all week, just tomorrow, or every Tuesday. We're proud to bring you dog walkers who've built dog walking businesses right here on Rover. No matter how much exercise your dog needs, we can help you find the perfect dog walker in Williamsburg, Milwaukee. And just like overnight services booked on Rover, dog walking booked on Rover includes premium insurance, photo updates, and 24/7 support. Someone nearby can't wait to walk your dog, and it's easier than ever to find them.

Dog Walking