House Sitting in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

Calendar Recently Updated
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 Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of m… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Jeff G.
Sitter Profile Image: Jeff G.
2.
Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Would highly recommend Jeff! We needed someone to watch our two pups last minute as one had ACL surgery, and we couldn’t leave the dogs alone for as long as we … (more)

from

$70

per night
Calendar Recently Updated
Sitter Profile Image: Ameera E.
Sitter Profile Image: Ameera E.
3.
Can't Wait to Meet Your Fur Baby!
Old North Milwaukee, Milwaukee, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Ameera did a fantastic job caring for our fur babies while we were out of town! She did an excellent job communicating with us while we were away and she sent u… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Cindy H.
Sitter Profile Image: Cindy H.
4.
Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Dog Walking

Cindy is the best!! Animals instinctively love & trust her. Cindy takes care of my Daisy-8lb little rescue- and I know Daisy is getting the best care. Animals … (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Olivia O.
Sitter Profile Image: Olivia O.
5.
Photographer
Milwaukee, WI, 53225
House Sitting, Drop-In Visits

Olivia was very prompt in her communication with us. She did a wonderful job with Bailey and sent great picture updates that my kids loved during our vacation. (more)

from

$30

per night
Calendar Recently Updated
Sitter Profile Image: Faustina Z.
Sitter Profile Image: Faustina Z.
Lover of cuddles and walks!
Hawthorne Glen, Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Faustina has cared for my two gerbils countless times. She approaches their care with an enthusiasm, compassion, and diligence that assures me my boys are in th… (more)

from

$50

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

Kaitlin was incredible with my two beagles! I had an older and younger dog that needed two different types of care and she was so extremely accommodating to my … (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Margit B.
Sitter Profile Image: Margit B.
8.
"Wag More, Bark Less"
Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Repeat clients here! Margit always takes such great care of our babies and our home while we’re away. She is caring and communicative, and we can’t recommend he… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Isaiah B.
Sitter Profile Image: Isaiah B.
9.
I Will Love Your Pets Like My Own
Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Isaiah did a great job watching Camilo for a week and constantly checked in and sent pictures. We came back and Camilo was happy and healthy. Thanks again! (more)

from

$30

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sara N.
Sitter Profile Image: Sara N.
10.
Love energetic pets! :)
Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Sara is dedicated to anything they do and always does things out of their heart and with care. When it comes to being a pet caregiver, they always listen to the… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Megan C.
Sitter Profile Image: Megan C.
11.
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

$30

per night
Calendar Recently Updated
Sitter Profile Image: Malissa N.
Sitter Profile Image: Malissa N.
12.
Specialized in House/Dog Sitting
Upper East Side, Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa is great, she's watched our high energy pitbull a few times now and does a great job. She sends good updates and has kept our place and pup in great sha… (more)

from

$75

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Marilia D.
Sitter Profile Image: Marilia D.
13.
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say… (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Beth P.
Sitter Profile Image: Beth P.
14.
Summer/weekend house sitting
Milwaukee, WI, 53212
House Sitting

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back… (more)

from

$60

per night
Sitter Profile Image: Marie H.
Sitter Profile Image: Marie H.
15.
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Marie is an outstanding sitter! She is very conscientious and generous with her time and affection. I highly recommend her. My two dogs loved her. (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Amari P.
Sitter Profile Image: Amari P.
16.
The Pawfect Pal 🤍🐾
Dineen Park, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Ava C.
Sitter Profile Image: Ava C.
17.
Ava 
Verified Enhanced Background Check
Your pet, my passion! 🐾
Germantown, WI, 53022
House Sitting, Drop-In Visits, Dog Walking

Ava takes the best care of your pets. She is loving and gentle and will play with your pets probably better than you! You won’t be sorry if you pick Ava to take… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Glenda H.
Sitter Profile Image: Glenda H.
18.
Help me get in better shape!
Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

I have a bunny and asked her to come over to check up on him. She sent me updates on him every day I was gone! She did a wonderful job! (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Erica L.
Sitter Profile Image: Erica L.
19.
I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica did great. The dogs loved her and she stayed all weekend. I would highly recommend her and I will utilize her services again with Peanut and Dallas. (more)

from

$37

per night
Calendar Recently Updated
Sitter Profile Image: Becca O.
Sitter Profile Image: Becca O.
20.
Nurse who Loves Pets 💕
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Becca was great with my dogs, and did a good job taking care of my very timid/shy pup! (more)

from

$49

per night

Dog owners in Silver Spring, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Silver Spring.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Silver Spring house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Silver Spring, Milwaukee, WI who meets your and your dog'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 dog, 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 dog lovers 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:

House Sitting