House Sitting in Graceland, Milwaukee

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

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1. Sarah Verified Background CheckRover 101

Dogs and cats = girl's best friends

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Sarah was amazing! She met with us and our pets beforehand, she was easy to keep in contact with, and she sent us pictures of the pets along with updates while… (more)"

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2. Travis Verified Background CheckRover 101

Love & Exercise for your dog or cat

Martin Drive, Milwaukee, WI, 53208

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

"Travis is phenomenal! We have three big dogs and a cat and he cared for all of our pets as though they were good own. When we got back from vacation I'm pretty… (more)"

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3. Jaclyn Verified Background Check

The Friendly, Neighborhood Pet Lady

Brown Deer, WI, 53223

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

"Jax was phenomenal! Our pup can be a handful at times and she handled him so well. She took the time to not only take him out but to play with him and get him … (more)"

Confirmed availability
 Easter weekend
4. Colleen Verified Background CheckRover 101

Snuggles, Walks and Treats

Whitefish Bay, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We are repeat clients of Colleen’s and will use her again. She does a fantastic job with our dogs and keeps us updated over the stay. She goes above and beyo… (more)"

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5. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided up… (more)"

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6. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully u… (more)"

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7. Rachel Verified Background CheckRover 101

Pet care you can trust.

Lower East Side, Milwaukee, WI, 53202

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

"In the years I have known Rachel, I have grown to refer to her as the "dog whisperer." I would trust my dog with Rachel whole heartedly. She has grown up with … (more)"

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8. Amanda Verified Background Check

Dogs are the joy of my life!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"I loved her service. I would recommend her to anyone (more)"

9. Sadie Verified Background Check

I’ll run with your dog!

Upper East Side, Milwaukee, WI, 53211

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

"Sadie was was good with Brodi. Other than being 15 minutes late I think she did a good job of keeping my Brodi happy. I will use her services again. (more)"

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10. Alicia Verified Background Check

Avid dog lover!

Thiensville, WI, 53092

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

"Alicia stayed at our home with our two dogs and she was everything we could ask for and more. We met her a few weeks ahead of time and she asked great questio… (more)"

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11. Vincent & Lindsey Verified Background Check

Dog Loving Couple!

Wauwatosa, WI, 53225

Dog Boarding, House Sitting

"Vince is a responsible, caring individual with two of his own pups at home. He is very knowledgeable in regards to dog care/training and would be a wonderful c… (more)"

Confirmed availability
 Easter weekend
12. Taylor Verified Background Check

Very flexible! Let’s chat!

Wauwatosa, WI, 53226

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

"Taylor was amazing! She was so accommodating to our dogs needs and our schedule. I didn’t worry once while we were gone and she even sent a free daily update… (more)"

Confirmed availability
 Easter weekend
13. Jennifer Verified Background Check

Your dogs second best friend.

Riverwest, Milwaukee, WI, 53212

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

"We loved Jennifer and our dogs loved her as well. (more)"

Confirmed availability
 Easter weekend
14. Jan Verified Background Check

I am a pet lover; home full time

Whitefish Bay, WI, 53217

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

"Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wo… (more)"

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15. Katie Verified Enhanced Background Check

Riverwest staycation for dogs!

Harambee, Milwaukee, WI, 53212

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

"Whadda gem! We’re super happy we found Katie. Our little guy has a temporary medical issue and cannot be around other dogs. So daycare is out and we found ours… (more)"

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16. Kristin Verified Background CheckRover 101

Kendall's Friendly Dog Services

Washington Heights, Milwaukee, WI, 53208

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

"Kristin was awesome! I would highly recommend her. My dog has separation anxiety and Kristin was very understanding of her specific leaving routine. When I cam… (more)"

17. Sasha Verified Background Check

I’ll love your fur babies

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Sasha is amazing! The perfect caregiver for your pet. She is great at communicating, sending pictures, really friendly and very caring. I didn't have to worry … (more)"

Confirmed availability
 Easter weekend
18. Sharon Verified Background Check

🐾 Reliable,Caring Flexible 😸🐕

Northridge Lakes, Milwaukee, WI, 53223

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

"Sharon did a wonderful job of caring for our pets, and keeping an eye on the house for the weekend. Communication was good, and Gus our goldendoodle and Murdo… (more)"

19. Shannon Verified Background Check

Kitty & Doggie Sitting

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Shannon is one of the best pet moms I've ever met. She loves her animals so much and would do anything for them. She constantly wants to get more animals, so g… (more)"

20. Becky Verified Background Check

Once an animal lover, Always an....

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Becky is an absolute dream sitter! She sent so many photos, tons of updates, asked thoughtful questions and even offered some super great advice! She’ll be o… (more)"

Dog owners in Graceland, 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 Graceland.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Graceland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Graceland, Milwaukee who can provide the care your dog needs, when they need it.

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 Graceland, 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: