Pet Sitting & Drop Ins in Harder's Oaks, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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)?

Search Results

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
32 repeat clients
from
$20
per visit

Jessica was amazing!! She sent photos and updates, I knew my pup was having a great time. Really happy to meet her, I never have to worry about Russell being alone.

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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2. Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
154 reviews
51 repeat clients
from
$18
per visit

Karsyn is great! She put up with our mischievous cats, sent lots of pictures and was super responsive! Definitely have her watch your fur babies :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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3. Devon W.

Rover 101
Lover of all creatures!
Milwaukee, WI, 53207
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
21 repeat clients
from
$15
per visit

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 reviews
37 repeat clients
from
$15
per visit

Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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5. Michele M.

15+ yr pet owner & dog foster
Milwaukee, WI, 53221
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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6. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
38 repeat clients
from
$13
per visit

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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7. Katie N.

Here kitty kitty (and doggies too!)
Greendale, WI, 53129
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$20
per visit

Katie is the absolute best! Our cat, Sammy, was happy and well-fed and cared for during our time away. We were a bit worried, as Sam is rather shy, but Katie had no problem making friends with him. We are so very grateful! Thanks so much, Katie!

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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8. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$11
per visit

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

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Sitter Profile Image: Jessica E.
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Sitter Profile Image: Jessica E.
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9. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
3.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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10. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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11. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$20
per visit

Came on short notice and did a great job!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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12. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
36 repeat clients
from
$14
per visit

Amanda is Wonderful with My 14 Year old Dog Shana and 15 Year Old Cat Simba. This is the 2nd time she cared for my Furbabies. So Happy how she takes care of them.

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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13. Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$19
per visit

Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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14. Megan M.

Passionate pet sitter
Milwaukee, WI, 53215
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$14
per visit

Megan did an excellent job looking after my cats, while I went out of town for a quick weekend away, all was really good. Would tell anyone needing someone to do drop in visits to use her. Would absolutely use again, Thanks !!!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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15. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
15 repeat clients
from
$15
per visit

Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.

Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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16. Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

Jennifer was amazing. My dogs were very well taken care of and she was patient with them and their accidents/separation anxiety. I really appreciated her help over the holidays and highly recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Taylor H.
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Sitter Profile Image: Taylor H.
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17. Taylor H.

Love being around all types of dogs
Morgandale, Milwaukee, WI, 53221
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

About: I’ve taken care of every different kind of dog. I owned a ranch and people would drop dogs off and leave them. From puppies all the way up to seniors. My dog of 13 years passed away from old age in 2021. Not ready to have my own but I’d love to be around others dogs. I’m off work every Wednesday, Thursday, Saturday, and Sunday. I will be home all day on each of those days. I can spend as much time with your dog as you/they want. There is a dog park near my house that I can take your dog to. Also many places to walk them. I can play with them as much as they want.

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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18. Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$16
per visit

Natalia did a fantastic job with my dog! She played with him, gave him snuggles, and even taught him a new trick! She was reliable and respectful of my home. She also sent me cute photos and gave me updates during the visit! I highly recommend her and plan to try to hire her again the next time I need a dog sitter! Hopefully she will be available.

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Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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19. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit

Ruth has been taking care of pets for as long as I’ve known her. Ruth has owned a cat, A bunny, two turtles, a total of four dogs, and a green-checked Conard from the past 18 years. She loves her dogs especially because of the relationship they have created over the past 5 years and the dogs love her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brandt M.
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Sitter Profile Image: Brandt M.
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20. Brandt M.

We’ll treat your pet as our own
Honey Creek Manor, Milwaukee, WI, 53220
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
8 reviews
from
$16
per visit

Brandt is one of the most empathetic human beings I know, not only toward other people but animals too! He has always loved animals and deeply loves his dog, Lucky. Rest assured your pet will be in good hands if you choose Brandt as your pet's caregiver. He'll love it like it's his own!

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Pet parents in Harder's Oaks, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Harder's Oaks pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Harder's Oaks, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Harder's Oaks pet sitters and avoid the kennel.

Drop-In Visits