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

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

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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2. Leandrea R.

Rover 101
Star Sitter
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
108 reviews
37 repeat clients
from
$15
per visit
Profile image

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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3. Karsyn R.

Rover 101
Star Sitter
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
157 reviews
53 repeat clients
from
$18
per visit
Profile image

Karsyn was a great sitter for my cat. She spent quality time with him, played with him, brushed him, and made sure to provide regular updates. It brought great peace of mind since this was the first weekend my cat was left at home. Thank you Karsyn for being so professional and compassionate!

Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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4. Michele M.

Star Sitter
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
Profile image

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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5. 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
121 reviews
39 repeat clients
from
$13
per visit
Profile image

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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6. Katie N.

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

Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.

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

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$15
per visit
Profile image

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: Elaine P.
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Sitter Profile Image: Elaine P.
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8. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit
Profile image

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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9. Rebecca S.

PAWSitively the Best!
Town Of Lake, Milwaukee, WI, 53207
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$16
per visit

Becky provided exceptional care for my cat, Peanut, while I was away. She went above and beyond by not only feeding and cleaning the litter box, but also collecting my mail and playing with my cat. I was impressed with her attention to detail and the level of care she showed towards my cat. I definitely recommend giving her a chance.

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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10. 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
Profile image

Came on short notice and did a great job!

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Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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11. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit
Profile image

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
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12. Lisa W.

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$13
per visit
Profile image

Lisa was excellent! Very communicative sending us cute pictures of our Sammy. She took great care to each instruction. I'm sure Sammy misses her!! 🌞Everything was left perfectly!! I will definitely rebook with Lisa!!!! 🐈‍⬛️💗

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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13. Katherine B.

Star Sitter
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
Profile image

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: Amanda B.
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Sitter Profile Image: Amanda B.
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14. 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
110 reviews
36 repeat clients
from
$14
per visit
Profile image

Amanda is a natural with animals. My cat Chico warmed up to her immediately. She provided play time and administered eye drops while taking care of my cat’s routine needs. I would not hesitate to book her services again! Thank you for taking wonderful care of my furry baby.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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15. Megan M.

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

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: 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
Profile image

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.

Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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17. Kevin H.

Star Sitter
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
Profile image

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!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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18. 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
16 repeat clients
from
$15
per visit
Profile image

Mary is a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Margaret K.
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Sitter Profile Image: Margaret K.
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19. Margaret K.

Enthusiastic dog mom:)
Milwaukee, WI, 53215
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$20
per visit
Profile image

Margaret watch three of my 50-60 lbs border collies for a week with complete ease. I am usually always worried how my dogs will react to people who don’t know how to handle them barking at you when you first come in. However, Margaret was able to quickly get them to calm down and was easily welcomed by the pack. She was great and on time for the scheduled drop in visits and followed all special instructions given for each dog. I’m extremely happy with Margaret and I will absolutely be continuing to book her for more drop in visits!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dalia B.
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Sitter Profile Image: Dalia B.
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20. Dalia B.

dog owner and lover all my life!
Lyons Park, Milwaukee, WI, 53219
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$10
per visit

Dalia has taken care of my fur baby in the past and I can confidently say that she does an exceptional job! She stayed in constant communication with me while I was away. She would send me pictures of my fur baby eating, playing, or of him doing what he loves which is napping. lol rest assure YOUR fur baby will be well taken care of. Highly recommend!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

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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