House Sitting in Silver Spring, Milwaukee

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

1. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up around dogs and animals my whole life. I currently live in Wauwatosa and I can't have dogs at my apartment. I am looking to lend my... (more)

2. Eliza

Dog Lover

Elm Grove, WI, 53122

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Eliza. A little about myself, I have 2 dogs of my own. The first is a 2 year old Red Lab, and a 4 year old silky hair terrier. I als... (more)

3. Alex

Active and passionate about dogs!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Alex has the biggest heart and will shower your dog with love and attention! She is extremely professional and will provide any updates you need. Alex is ver... (more)"

4. 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)"

5. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

9 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)"

6. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

7. Melissa

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

2 repeat clients

"I cannot recommend Melissa enough. She is responsible, organized, deeply caring, and loves to take care of dogs (and cats)! I would absolutely trust any of... (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. 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)"

10. Ashley

Can't wait to hang with your dogs!

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Ashley was easy to work with and communicated well. She kept our dog safe and happy for an overnight stay. (more)"

11. Nicole

Will work for animal snuggles.

Uptown, Milwaukee, WI, 53210

House Sitting, Dog Walking

"For the past several years, Nicole has been my go to 'governess' for my two dogs Charlie and Billie. B is my old girl who requires medication and can be quit... (more)"

12. 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)"

13. 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)"

14. 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)"

15. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane watched my two dogs, dachshund and mini pincher, while I went on a three day trip to Chicago. Shane checked in regularly with me, kept to the schedule ... (more)"

16. Jordan

Pets are people too and I love them

Mount Mary, Milwaukee, WI, 53222

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

About: I love dogs. I have owned dogs that were labs and other dogs that were much much smaller. I believe that all animals should be treated like they ha... (more)

17. 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)"

18. 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)

19. 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)

Available this weekend
20. Terra

Dogs are my life!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Terra has been house sitting for our two smaller dogs for the past three to four years. Terra is very responsible and keeps a record of each of her househo... (more)"

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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: