House Sitting in Estabrook Park, 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.
1. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Samantha is a dream. She's very personable and great with communication. I'd recommend her to anyone. (more)"

2. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

12 repeat clients

"Taylor was fantastic! She was very personaable and friendly with us, and our dog, Lulu. She took great care of our home, and Lulu. We came Home to a happy & ... (more)"

Available this weekend
3. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Danielle did a fantastic job watching my dog while I was out of town. She kept me updated during her stay, and I came home to a well-exercised, contented dog... (more)"

Available this weekend
4. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

64 repeat clients

"Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was aweso... (more)"

5. Savannah

Dog lover for hire!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Savannah is an animal lover she have a dog and two cats. And she treats them like if they were her kids. If there is anyone I would like to take care of my t... (more)"

Confirmed Memorial day Availability
6. Tasha

Your dog’s next bff!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Tasha was awesome with our dog! She came organized and prepared to our meet and greet with important questions about Gus. She was patient and did great helpi... (more)"

7. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

7 repeat clients

"Jim was fantastic! He took our dog out multiple times a day while keeping us up to date and sending photos too! Our dog had over 60 minutes of activity every... (more)"

8. Payton

A Doggo A Day Keeps The Doctor Away

Upper East Side, Milwaukee, WI, 53211

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

About: I have grown up with a minimum of 3 dogs (sizes raged from small-giant) in my house at all times. I am a huge dog and pet lover with vast experienc... (more)

Confirmed Memorial day Availability
9. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashlyn and Chris are the most accommodating and gentle sitters. Our dog adores them. They are the best. (more)"

Available this weekend
10. Kim

Looking for walking buddies!

Riverwest, Milwaukee, WI, 53212

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

"Kim has watched our dog several times for us when we have taken vacations. We love asking Kim to dog sit because she is so responsible and compassionate! S... (more)"

11. Chloe

I’ll walk your dog rain or shine

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I know that Chloe volunteered at an animal shelter and did a very nice job there. She is the most compassionate, caring animal caregiver that I know. She i... (more)"

Confirmed Memorial day Availability
12. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

Available this weekend
13. Isaiah

Walks, Belly Rubs and Treats-Oh my!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Isaiah was awesome! He kept us updated while we were gone, sent pictures, and spent lots of time cuddling with our Lana. She loved him! We will for sure be b... (more)"

14. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

15. Caitlin

Run, walk, play with dogs!

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I have known Caitlin since she was a little girl. I've always considered her as a second daughter. Caitlin has such a kind heart. Always there for family and... (more)"

16. Alexis

Willing to go that extra mile! :)

Upper East Side, Milwaukee, WI, 53211

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

"Alexis would be a fantastic dog sitter! She not only takes excellent care of her cat and 2 dogs, she is the go to sitter for her friend's pets, and their ho... (more)"

17. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: In a time when I needed it most, my dog was there for me. Let me be there for your sweetie pup and give all the hugs and walks and games of fetch y... (more)

Confirmed Memorial day Availability
18. Jenna

FREE MARCH 15-25 on SPRING BREAK

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jen LOVES dogs, small or big, young or old, Jen LOOOOOVES dogs! Every time I am with her and we see a dog she shouts out "Dogger! He/she is sooo cute!" She a... (more)"

19. Danielle

Running, walking, & pup sitting!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a wonderful young woman who I completely trust in my home and with my "only child, Sophia" a yellow Labrador! I moved to Milwaukee a few years ... (more)"

20. Zach

Checkin' "pup" on your dogs

Shorewood, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My two dogs absolutely LOVE Zach and prefer him over other sitters. He's a very responsible sitter and walker and has exceeded our expectations. Zach is def... (more)"

When it comes to house sitting, dog owners in Estabrook Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Estabrook Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Estabrook Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Estabrook 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 Estabrook 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 Estabrook 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 Estabrook 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: