House Sitting in Downer Woods, 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. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail was an amazing sitter for our Maya moo. She sent us regular updates with photos and videos, and she was super quick to respond. Abigail stayed over n... (more)"

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2. Paige

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

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

"Paige was great with Rupert! Rupert loved spending his day with her. We will be booking Paige again! (more)"

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3. Samantha

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha was absolutely amazing and my puppy loved her! She took such good care of Murphy and sent over pictures and videos. will definitely be using Samanth... (more)"

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4. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle is awesome she did a great job with our very needy pets! (more)"

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5. Tasha

Rehabilitative Dog Rescue Worker!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome. This was my first time leaving my dogs overnight with someone who wasnt family. The best thing was to s3 them looking happy in the photos ... (more)"

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6. 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

"Jim did a great job watching our cat Mau. He also helped keep an eye on the house and water our plants. His sent us updates and photos of Mau while we were g... (more)"

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7. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

"I had a great experience with Taylor when she watched my two dogs in my home for a weekend. It was the first time I had left my dogs with anyone other than f... (more)"

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8. Isaiah

Walks, Belly Rubs & Treats - Oh my!

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"My dog and I had a great first experience with Isaiah and Rover! From our meet and greet to the week of sitting, it was obvious that he is experienced with c... (more)"

9. Audra

Flexible schedule, love walks/runs

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Audra is amazing. She stayed with our pup at our home longer than we asked her to and she was so caring and such a nice person! Couldn’t recommend her enough... (more)"

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10. L Mark

Learn, train, play and walk with me

Whitefish Bay, WI, 53217

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

"Mark has been walking my dog for over a year and is absolutely amazing. He is punctual, patient, trustworthy, and tires Bailey out. And Bailey loves him! He... (more)"

Confirmed availability
Christmas and New Year
11. Jamie

Great with High Anxiety Dogs

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

About: EDIT - My availability is as follows Mon, Tues 3pm-10pm Wed - Fri 6pm-10pm My weekends are open. I have volunteered and have taken training clas... (more)

Confirmed availability
This weekend
12. Savannah

Dog lover for hire! (Holidays too!)

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah did a great job with our 2 dogs and cat. She was professional, on time, and sent updates with pictures throughout our trip. We will definitely be wo... (more)"

Confirmed availability
Christmas and New Year
13. Monica

Monica's downtown dog boarding

Riverwest, Milwaukee, WI, 53212

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

"Monica took such great care of my dog max, he loves when she comes to take him for his walks. She has also kept him overnight while we were away on vacation.... (more)"

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14. Kim

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim did an awesome job watching our much-loved pets when we were gone. We have a special needs cat who can be a bit grumpy and quite anxious, but not with he... (more)"

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15. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was the perfect fit for us and our pets. She was an excellent communicator, kept us updated, and made sure our animals were happy and taken care of wh... (more)"

Confirmed availability
Christmas and New Year
16. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Our pug Daisy just loves fun, affectionate Hunter! (And we love him because he's caring and reliable!) He also took the *best* photo of Daisy we've ever seen. (more)"

17. Carolina

Best Dog/Cat Sitter in MKE !!!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"2nd time we booked our Samosa with Carolina and just like the first time, it was a hassle-free stay. Carolina even did some small chores and always kept us i... (more)"

18. Brian

I'll exercise and take care of dog

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Brian has had dogs in his life since he’s been born and it doesn’t surprise me he’s wanting to work with dogs! He trained both of our labs and took them to ... (more)"

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19. Adrian

Highly experienced! Many references

Riverwest, Milwaukee, WI, 53212

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

About: 1.5 years experience in pet boarding/daycare facility. 5 years experience freelance petcare. References available upon request. Shy dogs, hyper dog... (more)

20. Shakiela

Dogs comfort me & help me relax

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Shakiela is one of the most loving individuals I know. She is a very enthusiastic and positive. she never sees anything as a problem, just a challenge. Relia... (more)"

Dog owners in Downer Woods, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 08 pet owners have reviewed house sitters in Downer Woods, Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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