Pet Sitting & Drop Ins in Silver Spring, 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
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
31 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: Nycole T.
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Sitter Profile Image: Nycole T.
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2. Nycole T.

Happy paws, happy life!
Menomonee Falls, WI, 53051
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
65 reviews
24 repeat clients
from
$20
per visit

Nycole watched our dog and cats over a very important wedding weekend for us and was a dream. She was very patient and communicative with a hectic timeline. Very much looking forward to having her watch the boys, again!

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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3. Jeanee S.

Pets just get me!
Menomonee Falls, WI, 53051
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$20
per visit

Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.

Sitter Profile Image: Dave S.
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Sitter Profile Image: Dave S.
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4. Dave S.

Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
126 reviews
38 repeat clients
from
$21
per visit

Dave has sat for our cat Silkybear twice now and our wee Beta fish. He is kind and friendly and I feel very comfortable knowing I can leave town for a trip or family obligation and our pets will be in good hands.

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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5. Emily V.

Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
6.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$14
per visit

Emily is your best choice as a dog walker. She is very reliable, timely and most importantly a dog lover! She'd walk your dog all day if you'd let her. You dog will be in great hands.

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Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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6. Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$18
per visit

Tegra took great care of our dogs and was very easy to coordinate with. We look forward to using her services again in the future!

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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7. Christina J.

Experienced and attentive!
Wauwatosa, WI, 53226
5.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
19 repeat clients
from
$20
per visit

Trustworthy, reliable, a true dog lover — those are just a few ways to describe Christina. She is a true gem! She was always on time and very respectful to our pup and our home. She played with our Corgi, gave lots of belly rubs and even took him on walks. I would book her again in a heartbeat. Thank you for your kindness, Christina!

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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8. Danica V.

PAWsitively reliable med student!
Wauwatosa, WI, 53226
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$22
per visit

First time using Rover and I’ll have to say that Danica did a great job. She sent pictures of the doggies and they seem relax and comfortable with her. She fed them and took them out as requested and did a great job. Would definitely rely on her again in the future! Thank you from all of us!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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9. Kim S.

Never lived a day without a pet
Glendale, WI, 53217
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
19 repeat clients
from
$23
per visit

Kim is prompt, communicative, and accommodating to our cats’ needs. Thank you, Kim, for providing peace of mind when we need to go out of town.

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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10. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
3.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
3 repeat clients
from
$15
per visit

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

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Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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11. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
3.3 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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12. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$22
per visit

Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & greet right away that night and I felt instantly at ease with this being my first Rover.com experience. My dogs liked her without a problem and she communicated great when dropping in to take them out and feed them. Thank you again!!!

Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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13. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

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Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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14. Jen G.

Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
4.1 mi. away
Drop-In Visits
5.0 out of 5 stars
64 reviews
24 repeat clients
from
$22
per visit

Our cat loved spending time with Jen! She was wonderful, organized, and on time. I appreciated all of the photos she sent of our happy cat! Highly recommend!

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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15. Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$22
per visit

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

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Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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16. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per visit

Without hesitation, I would highly recommend Maddalena to watch your dog or other pet. I had to travel unexpectedly within weeks of adopting my dog Peach, and Maddalena stepped up to the plate. She listened to my concerns and notes regarding the care Peach required. Further, she was quick to reply when I checked in while away. A full-hearted endorsement from me!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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17. kiki A.

Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

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Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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18. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$14
per visit

Lizzy did a great job taking care of all three of our pups while we were out of town. Her communication was top notch and she went above and beyond during her visits. We loved seeing how happy the dogs looked in her updates and will definitely reach out to her the next time we need someone to care for our dogs!

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Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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19. Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Enderis Park, Milwaukee, WI, 53210
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$25
per visit

We enjoyed having Cassie care for our Bailey today. We came home to a happy, relaxed Bailey and enjoyed the pictures we received too. We look forward to booking with Ben and Cassie again.

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Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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20. Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$20
per visit

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

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Dog lovers in Silver Spring, Milwaukee, WI love pet sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Silver Spring pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Silver Spring, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits