House Sitting in Silver Spring, Milwaukee

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

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

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

8 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

2. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We had Rachel house sit/pet sit with our little Ripley this past weekend. We loved our experience with her. She sent updates on our pup as well as a few pi... (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 repeat clients

"Sandy was terrific with my dog who suffers from separation anxiety. Buff typically stops eating for 2 - 3 days when I am away and then it takes her several d... (more)"

4. Terra

Dogs are my life!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Terra took superb care of my fur baby and home while my husband and I were away and took him for a lot of walks! She also sent updates which was a great comf... (more)"

5. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

6. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh was an absolute joy to work with. He took GREAT care of my 2 English Mastiffs (which is not a small job to take-on). I was very nervous leaving town f... (more)"

7. Raquel

Your dog is family

Story Hill, Milwaukee, WI, 53208

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

About: I'm Raquel - 22 and living in Milwaukee. I've yet to meet a dog that I didn't like. My seven year old dog Stella is one of my best friends, she's a... (more)

8. 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)"

9. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, 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)"

10. Samantha

Pupper Hang-Out Extraordinaire

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Samm is great with puppers (and cats)! She's helped take care of my cat and my parents' dog, and they're excited to see her with each visit! She is game to s... (more)"

11. 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)"

12. Adrianna

worked at a doggy daycare and vet

Mount Mary, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Adrianna is extremely qualified to care for dogs. I have worked alongside her for years at a doggy daycare and she has been able to successfully handle dogs ... (more)"

13. Emma

Compassionate animal lover

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Emma is a true dog lover and has been since day one. She shows her love of dogs so much, that I truly believe that she loves dogs more than people. She is a ... (more)"

14. Shannon

FT WEEKEND CARE AVAILABLE!

Lincoln Creek, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"I've known Shannon both professionally and personally for a few years. I cannot stress enough about how passionate and devoted she is to her own dogs. She ta... (more)"

15. 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)

16. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"Cassidy has been our pet sitter for several years. We have two large dogs and she has done daytime walks, evening feeding and overnights with them. We have n... (more)"

17. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"As a pet owner herself, she is very passionate about animals and love being around them. She is the perfect candidate to be a dog caregiver. Your pet will be... (more)"

18. Morgan

Fun spirited and energetic! ??‍♀️

Wauwatosa , WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Morgan loves animals and is not able to have her own pets right now. So taking care of others is the next best thing. She is a loving and very responsible ... (more)"

Available this weekend
19. 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)"

Available this weekend
20. Ashley

Student who just wants to walk dogs

Lincoln Creek, Milwaukee, WI, 53216

House Sitting, Dog Walking

About: Hey! My name is Ashley and I'm currently a student here in Milwaukee. My main reason for joining rover is to be able to spend as much time with ani... (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: