House Sitting in Silver Spring, Milwaukee

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

Available this weekend
1. Aimee

Furrtastic dog sitter!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

About: Hi there!! I am a stay at home mom of two boys and three furbabies. I have grown up with and taken care of all kinds of dogs from special needs res... (more)

2. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Sarah was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

Confirmed Easter Weekend Availability
3. Amanda

adoring dog owner with free time!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: I've been caring for my sweet boys (two black labs) since I was 11. Unfortunately, since moving to MKE from Chicago I've been doggie-deprived. I'm ... (more)

4. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

8 repeat clients

"Sara took great care of my pets while I was away at work. She sent me pictures and updates throughout the day so I knew they were being loved on. :-) (more)"

5. Yen

Mary Puppins

wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Yen was very friendly and the animals really liked her. She followed all the instructions on how to care for our pets to a tee. She did ask permission to do... (more)"

6. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"Brenna sent us multiple updates throughout her stay with our little Zoe. We were very pleased with how she treated our pup and our home. We will definitely... (more)"

7. Linda

I am extremely devoted and reliable

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Linda is the perfect person to care for any animal. She is very passionate and knowledgeable when it comes to caring for my dog. Linda insure me that my dog ... (more)"

8. Sonja

Passionate about life with animals!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Vacations should be relaxing, but when you have to leave your pet in someone else's care, a vacation can become very stressful. Over the last 3 years, we hav... (more)"

9. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Chelsie was a fantastic dog sitter for my family! She communicated consistently during our time away, and that gave us peace of mind. Chelsie was thoughtfu... (more)"

10. Bonnie

Gimme your pets to kiss and cuddle.

Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Bonnie watched our 9 month old Siberian Husky over the Fourth of July. If you know anything about huskies you should know that they are not not the easiest t... (more)"

11. Meagan

Will love your furbabies as my own.

Saint Amelian's, Milwaukee , WI, 53222

Dog Boarding, House Sitting, Drop-In Visits

"Meagan has proved love and care for my dog for 10 years since he was born. She has a dog of her own that is 1 year old that she trained by herself. She has g... (more)"

12. Margrethe

Experienced Animal Handler

Enderis Park, Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Margrethe did a wonderful job with our dogs. It made our vacation more enjoyable knowing our dogs were well taken care of, she sent photos and updates daily... (more)"

13. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

14. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So glad I found Nicole. It was nice to not have to worry about my dog, knowing he that he was in good hands. Nicole kept me up to date without having to ask ... (more)"

15. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenny did a great job for us while we were out of town for four days. She is responsible and communicated very well, even trying to help us out when we were ... (more)"

Available this weekend
16. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

17. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I first met Wanda Foy twenty years ago. We both were teaching in a parochial school working with young children. Wanda was easy going, kind and gentle towa... (more)"

18. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

19. Nicole

Will work for animal snuggles.

Uptown, Milwaukee, WI, 53210

House Sitting, Dog Walking

" highly recommend Nicole for dog sitting. she has helped us for over 10 years and we have never had an issue. She loves all animals (more than peop... (more)"

Available this weekend
20. Terra

Dogs are my life!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"I have known Terra for 10 1/2 years now. At first meeting she was very shy and slightly standoffish . We had just moved to Wisconsin and found Terra's family... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: