House Sitting in Havenwoods, Milwaukee

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

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1. 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 was great! My dogs are not used to being left and they were very happy and comfortable with him watching them. Would definitely book again! (more)"

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2. 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

"When my sister’s wedding plans changed with only a few weeks before the trip Jaclyn came through! We came home to a very happy and healthy pup and our home loo… (more)"

Confirmed availability
 Easter weekend
3. 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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4. 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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5. 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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6. 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

"Rachel is reliable, hard working, and most importantly, GREAT with dogs. She has taken care of many types of dogs; large, small, scared, energetic, you name it… (more)"

7. 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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8. 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
9. Taylor Verified Background Check

Very flexible! Let’s chat!

Wauwatosa, WI, 53226

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

"Taylor took great care of our dog Schatzi. She was very nice and kept me updated on her stay with Schatzi by sending pics and messages. I highly recommend he… (more)"

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10. 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)"

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11. 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 great with our large dog. She checked in daily, sent pictures and went above and beyond. We ran out of a specific dog food and she even offered to … (more)"

Confirmed availability
 Easter weekend
12. 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
13. 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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14. 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)"

15. Sasha Verified Background Check

I’ll love your fur babies

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Hi, Sasha watched my dog for me and she was amazing. She took pic’s of my dog and text them to me . My dog loved her and was happy when he saw her again. I can… (more)"

16. Shannon Verified Background Check

Kitty & Doggie Sitting

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Shannon is the most caring individual I've ever met, when it comes to her pets. She trains them properly and gives them all the love they deserve. She loves to… (more)"

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17. Christina Verified Background Check

Welcome dog owners!

Cambridge Heights, Milwaukee, WI, 53211

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

"Christina was excellent. Not only was she great with our dog, she even made sure the house was kept extremely clean. She was also nice enough to clean up after… (more)"

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18. Emma Verified Background Check

Love going for long walks and runs

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Emma was great when we had her out for a long weekend to watch our dog and my parents cat. We appreciate the updates that she sent us about how the pets were d… (more)"

Confirmed availability
 Easter weekend
19. 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)"

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)"

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Havenwoods, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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