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

Calendar Recently Updated
Sitter Profile Image: Nycole T.
Sitter Profile Image: Nycole T.
1.
Happy paws, happy life!
Menomonee Falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kole did an outstanding job and went above and beyond to get our Nora to warm up to her, trust her, and genuinely have fun with her. I could absolutely tell how… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Olivia O.
Sitter Profile Image: Olivia O.
2.
Photographer
Milwaukee, WI, 53225
House Sitting, Drop-In Visits

Olivia was so great - professional, trustworthy, reliable and great with communication. I would highly recommend her! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cindy T.
Sitter Profile Image: Cindy T.
3.
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

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 & gree… (more)

from

$22

per visit
Sitter Profile Image: Isaiah B.
Sitter Profile Image: Isaiah B.
4.
I Will Love Your Pets Like My Own
Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

This was my first time using Rover and going on a short trip post-Covid. I have 3 cats and Isaiah was awesome! He's professional, courteous, and even brought my… (more)

from

$16

per visit
Sitter Profile Image: Suzi A.
Sitter Profile Image: Suzi A.
5.
Caring, safe & dependable pet care!
Fox Point, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We are so lucky to have Suzi take care of our pets. She’s completely devoted to the process and embraces our dog and home with love and respect! (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jen G.
Sitter Profile Image: Jen G.
6.
Jen 
Verified Background Check
Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
Drop-In Visits, Dog Walking

Jen did an amazing job with our fur babies. She gave them the love, attention and care they needed while we were gone and sent cute picture every visit. We were… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cassie & Ben O.
Sitter Profile Image: Cassie & Ben O.
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cassie was like absolute clockwork. Our dog instantly loved her and Cassie has a natural way with animals. She came exactly when scheduled and kept us completel… (more)

from

$23

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jessica Z.
Sitter Profile Image: Jessica Z.
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Je… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Drew G.
Sitter Profile Image: Drew G.
9.
Flexible Weekday Walks and At Home
Milwaukee, WI, 53209
Drop-In Visits, Dog Walking

Drew is a caring and responsible pet owner and pet caregiver. My pet is always excited to see him. I highly recommend him to care for your pets. (more)

from

$14

per visit
Calendar Recently Updated
Sitter Profile Image: Kaitlin G.
Sitter Profile Image: Kaitlin G.
10.
Animal Lover and Teacher off duty!
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Kaitlin would be my first choice pet sitter! She is reliable, trustworthy, and so loving to all animals. My dog gets so excited when Kaitlin comes in the door! … (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Aly L.
Sitter Profile Image: Aly L.
11.
Aly 
Verified Enhanced Background Check
Warning! Pets are spoiled here!
Washington Heights, Milwaukee, WI, 53208
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ally was super friendly & easy to work with, very thorough communication and made us feel at ease. We will use her for ALL of our needs. Highly recommend. (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Zoe W.
Sitter Profile Image: Zoe W.
12.
Zoe 
Verified Enhanced Background Check
Dog/cat mom, love meeting new pups!
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
15 years of experience

About: Experience owning and caring for many dogs and cats, including giant dog breeds. Ok with dogs that pull. I am very gentle, patient, and happy to spen… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Becky R.
Sitter Profile Image: Becky R.
13.
Rain or shine, let's run (or walk)!
Fox Point, WI, 53217
Boarding, Drop-In Visits, Dog Walking

This was our first time using Rover. We would definitely have Becky take care of our cats again. She did a wonderful job of communicating with us and took great… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Aidan M.
Sitter Profile Image: Aidan M.
14.
Active sitter, cats and dogs!
Washington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Aidan is amazing! We have only had one drop in so far but she is super understanding and patient with my trio! I have one with big time new people anxiety and s… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Sara S.
Sitter Profile Image: Sara S.
15.
Always loving your pet like my own
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Sara adjusted her schedule to find time to come see Daisy before work. She was respectful, punctual, and Daisy loved her. I will definitely be using Sara next t… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Kristin R.
Sitter Profile Image: Kristin R.
16.
Animal lover
Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Dog Walking

Kristin did a great job looking after my cat! She was very friendly and willing to help when I forgot that she was due for her monthly medication. I got lots of… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Megan C.
Sitter Profile Image: Megan C.
17.
Animals are my heart and soul
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Megan is a animal lover especially of dogs. She has had dogs since she was six years old. Megan is a very sweet and caring individual with a smiling personali… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Christina J.
Sitter Profile Image: Christina J.
Experienced and attentive!
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

My first time using rover. Christina was great with my high energy/ attention hungry cat. Always sent cute pics and kept me updated. I will be asking for her ag… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Elizabeth M.
Sitter Profile Image: Elizabeth M.
Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
Drop-In Visits, Dog Walking

Elizabeth is a wonderful, energetic, knowledgeable and dependable person for all of your fur baby needs! She is extra cautious for pets with special needs and i… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Heidi N.
Sitter Profile Image: Heidi N.
20.
Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

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 definitel… (more)

from

$18

per visit

Dog lovers in Silver Spring, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Silver Spring, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits