House Sitting in Enderis Park, Milwaukee

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

Confirmed Memorial day Availability
1. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

5 repeat clients

"Overall did a great job, sent me update pictures to let me know she was there and what my dog was up to. Would recommend to anyone looking for a in house sit... (more)"

2. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am insured and bonded, certified in Pet CPR and Pet first Aid and a member of Pet Sitters international. I love dogs of all kinds and am... (more)

3. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

32 repeat clients

"Sarah was great - came to our rescue after a disappointing experience with another dog sitting service. She’s very responsive and reliable. Both of our dogs ... (more)"

4. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

61 repeat clients

"Lori was super! Hit it off with my guy right away at the pre-meet. Sent me lots of photos and updates so I could keep tabs on my dude. Took great care of hi... (more)"

5. Christin

I'll treat your dogs like my own!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christin was wonderful with our boys and took great care of them. I would recommend her to anyone and we will definitely be using her services again! (more)"

6. Daniela

Extra attentive to your fur baby

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Working in the medical field unfortunately means that I can't be there for my dogs all the time. However, Daniela is always the first person I think of to wa... (more)"

7. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Highly recommended. They came for a meet and greet prior (more)"

8. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"We have 3 dogs. One is elderly, blind, and somewhat incontinent. It takes a lot of time and patience working with him. Sandy did a wonderful job caring for a... (more)"

9. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

10. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

11. Alyssa

Down to earth dog lover enthusiast

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Alyssa would be the perfect person to be a dog sitter. She has dog sat for me in the past and really grown a connection with my dog. Dogs get along well wi... (more)"

12. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emily is so great! She was very easy to make arrangements with, was so enthusiastic about our dogs, and sent updates that made us feel at ease. We will defin... (more)"

13. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

6 repeat clients

"Maureen was the best! She took such great care of our Schatzi!! She updated us with pictures as well which was really nice to see. We would highly recommend ... (more)"

14. Missy

Your pooch is my pooch!

Wauwatosa, WI, 53226

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

"I'm writing this testimonial on behave of Missy H. Missy H has always had this sweet loving compassion for any animal. I know of several people's who Missy... (more)"

15. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

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

16. Alyssa

Dog lover

Wauwatosa, WI, 53213

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

"Alyssa has taken care of my dog for 4 years, since he was a puppy. She is very responsible and caring. I’ve trusted her to not only stop by and let my dog po... (more)"

17. Myles

Quality Care for Your Best Friend

Cold Spring Park, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Myles was the most amazing dog sitter when my husband and I had to leave town unexpectedly. He treated our dogs like they were his own; took them for walks a... (more)"

18. Mark

No children or other pets

Martin Drive, Milwaukee, WI, 53208

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

"I have seen him around multiple types and ages of dogs. Regardless of the age, size, or breed, he has been able to adapt to the specific dogs. I feel confide... (more)"

19. Michael

I’ll run your dog + Fenced yard

Mount Mary, Milwaukee, WI, 53222

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

About: I have a 10 mo puppy (Bulleit) at my home but have 4+ years experience training and taking care of dogs. He loves company and is great around othe... (more)

20. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

6 repeat clients

"Sara is the kindest most honest person in the world. As long as I’ve known her she’s had 2 dogs in her home as well as other pets. She also has been taking c... (more)"

Dog owners in Enderis Park, 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 Enderis Park.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Enderis Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Enderis Park, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Enderis Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Enderis Park, Milwaukee, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Enderis Park, 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: