House Sitting in Woodland Court, Milwaukee

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

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1. Sarah

No muss, no fuss pet care

Hales Corners, WI, 53130

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah does a great job with Maggie and Maggie welcomes her each time Sarah visits. They spend time together doing homework and hanging out. Glad I found Sara... (more)"

2. Sarah

Pet lover with a passion for dogs

Clarke Square, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

About: I am a pet parent of 1 dog 5 kitties and a few other small pets. Animals and there care has always been a huge passion of mine and I am excited to ... (more)

3. Simone

Let's Walk, Let's Run, Let's Hike!

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Simone is a caring and attentive friend both to me and to all of the animals she works with. She has a variety of experience with owning, taking care of, and... (more)"

4. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"April, was very nice. Clearly loved the dogs! She greeted us right away, showed up when we agreed. Stayed at our home. At I hope she did, she left no trace s... (more)"

5. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

39 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)"

6. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara did such a great job watching and exercising our pups while we were on a week long vacation. We could tell they got lots of exercise and we're well tak... (more)"

Available this weekend
7. Deann

I love dogs more than people! :)

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Deann is a very nice person. she's very reliable and not a single issue occurred. She made finding someone to watch my hound a very simple task. Much appreci... (more)"

8. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

34 repeat clients

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

9. Zhanae

The best care for your best friend!

Greenfield , WI, 53221

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

2 repeat clients

"Zhanae watched our dog and stayed at our house for an on overnight, she did a great job with excellent communication. Will happily again! (more)"

10. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Thank you for taking such good care of the girls. Its great knowing someone is taking care of them at home. They were very happy when I returned. The hous... (more)"

Available this weekend
11. Hannah

I'll run with your dog!

Wauwautosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I have known Hannah the past 7 years. She is an extremely responsible person and always follows through on her word. She loves animals, having a dog and cat ... (more)"

12. Christopher

Dog daddy of three pups (:

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

About: I love all animals, especially dogs, and have had dogs and cats all my life. Right now my fiance and I own three dogs (a 1.5 year old Corgi, a 9 ye... (more)

13. Amy

Furry family members are the best!

West Allis, WI, 53214

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

1 repeat client

"Amy has been a dog lover for as long as I can remember and it is apparent whenever she is around them. She has a professional and loving approach when it com... (more)"

14. Mia

Friendly, caring, dog whisperer

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

About: I have a great experience with dogs! I have a 4lb Morkie named Coco Chanel and a 80lb Gordon Setter named Buddha. They are the cutest! I have grown... (more)

15. Laura

"Love dogs and their companionship"

Castle Manor, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

"Laura watched my two big dogs, husky and lab while we were away on vacation on multiple occasions. Our dogs are our babies and we do not trust them with just... (more)"

16. Nikki

Your dog's (2nd) best friend!

Milwaukee , WI, 53214

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

"Nikki is a great dog sitter! I have known her for many many years and can also say she is a great person. We live 5 hours away from each other but I have bro... (more)"

17. Alyssa

Compassionate, fun, loving!

Hales Corners, WI, 53130

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

1 repeat client

"Really the best. You will not go wrong with Alyssa; she is responsible and is very loving towards my dog Jack. Thank you Alyssa! (more)"

18. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

2 repeat clients

"We were away for almost a week. Kaicey kept really good communication with us. She sent pictures and was able to quickly respond to our text messages. Kaicey... (more)"

19. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

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

About: I have always been a huge animal lover, especially dogs! Currently my daughter & I have a 2.5 year old Border Collie/Australian Shepherd mix. We ad... (more)

20. Stephanie

Love playing and exercising

Honey Creek Manor, Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: Hi, I'm Stephanie! When I was a kid, I had two cats, Bailey and Shorty, and a Yellow Lab named Milo. They were the most important thing in my life ... (more)

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Learn About Premier

Pet parents in Woodland Court, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day 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 Woodland Court, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodland Court, 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 Woodland Court 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 Woodland Court, 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 Woodland Court, 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: