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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Kelsey H.
1.
Work from home dog lover!Glendale, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I cannot recommend Kelsey H enough when it comes to dogs! I had a very hyper-loving dog who absolutely loved Kelsey sometimes over me. Working a full-time job o… (more)

from
$14
per visit
Calendar Recently Updated
Christina J.
Experienced and attentive!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Thank you for being so sweet to our dog, Christina. You were easy to work with, quick to respond, and reliable. (more)

from
$18
per visit
Confirmed availability: Memorial Day
Jan H.
3.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan was fantastic! She was a pleasure to work with and so sweet with Poppy. We felt so comfortable having her spend time with Poppy. Jan sent great updates and … (more)

from
$25
per visit
Calendar Recently Updated
Rachel F.
4.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel did a great job with my cat! I was out of town for a few days and Rachel gave my kitty water, cleaned the litter box, and played with her. (An automatic … (more)

from
$16
per visit
Confirmed availability: Memorial Day
Susan M.
5.
Lend me your pets!Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: I’ve owned cats and dogs all my life. I volunteered on and off at the humane society and non-profit shelters. I can clean cages/kennels/litter box a… (more)

from
$12
per visit
Calendar Recently Updated
6.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara has been very helpful in performing drop-ins for my dog. Her care and compassion and love for Molly are so very much appreciated. While at work, I feel v… (more)

from
$17
per visit
Confirmed availability: Memorial Day
Walks! Dog sitting! Cat care!Kops Park, Wauwatosa, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

Danielle was awesome! She was very attentive, responsive, and gave me peace of mind that our kitty was in good hands while we were out of town. Will definitely … (more)

from
$30
per visit
Calendar Recently Updated
8.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was great with Odin. She came by and met him. When there was a key snafu, she kept checking to see if the door had been unlocked yet. We really felt Cind… (more)

from
$18
per visit
Confirmed availability: Memorial Day
9.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel is an exceptional caregiver for almost every animal she comes across, especially dogs. She's very attentive in all assets that sed dog would need for prop… (more)

from
$30
per visit
Calendar Recently Updated
A Wholehearted Animal Lover!Grasslyn Manor, Milwaukee, WI, 53216
Drop-In Visits, Dog Walking
22 years of experience

About: I have had pets my whole life, mostly dogs but also hamsters and other little fury friends. I also worked with horses for over two decades. I am happ… (more)

from
$25
per visit
11.
Local dog enthusiast :)Golden Valley, Milwaukee, WI, 53222
Dog Boarding, Drop-In Visits, Dog Walking

Rachel did a few drop in visits for my cat while I was away on vacation. She did a wonderful job and my usually shy cat warmed up to her very quickly which is a… (more)

from
$15
per visit
Confirmed availability: Memorial Day
12.
Loving all Fur babies ❤️🐶 🐱 🐹Bradley Estates, Milwaukee, WI, 53223
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I love working with Olga B she took exceptional care of my Puppy. Olga is very compassionate about what she does . Olga spends a lot of time getting to know my … (more)

from
$14
per visit
13.
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
$19
per visit
Caring and skilled and loves pets!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits, Dog Walking

Courtney was a great communicator and very responsive. Our kitties are skittish and hide when anyone comes around so Courtney took photos of the empty food bowl… (more)

from
$18
per visit
Calendar Recently Updated
15.
Where your pups are loved and comfyUptown, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Growing up with dogs made me have a passion to care for them… they are truly my babies! I go the extra mile to ensure they are well taken care of. D… (more)

from
$20
per visit
Calendar Recently Updated
16.
Excellent with all animals!Milwaukee, WI, 53218
Drop-In Visits, Dog Walking

Peter is great with both his own dogs and mine. My dog, who tends to growl at people who come to our house, gets excited when Peter walks in the door. My dog wi… (more)

from
$20
per visit
Confirmed availability: Memorial Day
17.
Lifelong pet owner and animal loverGolden Valley, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
20 years of experience

About: I have had pets all of my life. I grew up caring for a bunny, two cats and a dog. I currently have a 6 year old pitbull named Rubi. I work part-time… (more)

from
$14
per visit
18.
Doggy mom and daughter here to helpGolden Valley, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

Ebonie and her daughter took such good care of my cat while I was away!! I would highly recommend them as pet sitters. Thank you so much for all your help! (more)

from
$13
per visit
Confirmed availability: Memorial Day
19.
MJ 
Verified Background Check
They'll be loved while you're gone!Grasslyn Manor, Milwaukee, WI, 53216
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

MJ has been pet friendly for as long as I have been acquainted. (40 plus years). There is a great understanding of the needs of the pet and the know how on how … (more)

from
$30
per visit
Confirmed availability: Memorial Day
20.
Your pets are my first priorityHampton Heights, Milwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

About: I have been taking care of dogs my whole life. My uncle owns a kennel and I’ve helped out there as long as I can remember, so I got to meet dogs from… (more)

from
$16
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: