Pet Setting & Drop Ins in Woodland Court, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"Lori was fantastic and very accommodating even on short notice. She was very patient with our dog and did a great job keeping me updated during her visits. ... (more)"

2. Tosha

I love doggos!

West Allis, WI, 53227

Drop-In Visits, Dog Walking

"Tosha is Very responsible, very caring and loving. Very punctual. She is someone I trust a lot with things that are very important to me. (more)"

3. Sarah

dog lover of all shapes and sizes

Bay View, Milwaukee , WI, 53207

Dog Boarding, Drop-In Visits, Dog Walking

"We have a very energetic puppy and Sarah is great with him! She matches his playfulness yet is firm with commands when needed to keep with his training. Woul... (more)"

4. katie

K&A's Doggie Retreat

Hales Corner, WI, 53130

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

1 repeat client

About: Although I currently live in an apartment, I can offer space for day visits or overnights in the home. My household is active for dogs that need to... (more)

5. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

4 repeat clients

"Katherine kept an eye on both of our pets while we were away. She was prompt with scheduling a meet and greet and remained in good contact with us (texts and... (more)"

6. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

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

About: I absolutely LOVE animals! And the fact that I can help pet parents have a worry free vacation is awesome! I typically hang out with the fur-ki... (more)

7. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

8. Laura

Bleeding heart dog lover

Bluemound Heights, Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Doggy Day Care

2 repeat clients

About: My family has had dogs all of my life. I am a definite, 100% dog lover, and take pride in giving pets the loving care and attention that they dese... (more)

9. Amy

Furry family members are the best!

West Allis, WI, 53214

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

"Amy deserves and A+++ rating for caring for Amos! She is absolutely a dear & very competent & professional. We usually have family around to help with our ... (more)"

10. Christopher

Dog daddy of three pups (:

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Chris was excellent! He came on time and gave me updates on my dog with pictures and I would happily use him again. A+ (more)"

11. Melissa

Melissa's Comfort Zone

West allis , WI, 53227

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

10 repeat clients

About: Pets are more than just animals to me, they are just as equal as a human being. They deserve to be spoiled and pampered and I do just that for my f... (more)

12. Jenni

Experienced & Loving Dog Sitter

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jenni took great care of our kitties while we were away on the holidays. We'd hire her again! (more)"

13. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. Zeus is a senior black lab, then Jax is the husky pup that ju... (more)

14. Amanda

Sitter with 10 yrs experience!

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

3 repeat clients

"Amanda is great. She was very patient with one of our dogs while she got to know her. (more)"

Available this weekend
15. Rachel

Long Walks and Lots of Play

Highwood Estates, Milwaukee, WI, 53219

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

About: I have been head over heals in love with dogs my entire life! I have grown up with them and I also have about 5 years of experience volunteering at... (more)

16. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

31 repeat clients

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

17. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

2 repeat clients

"Sweet! Loves dogs. Will book again in the future... (more)"

18. Matthew

Dog dad, animal lover, adventurer

West Allis, WI, 53227

Dog Boarding, Drop-In Visits, Dog Walking

"Matthew has always been an animal lover. He grew up in a family that could not have pets so he did the next best thing and constantly had animal posters on h... (more)"

19. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

20. Baylie

I am a compassionate animal lover.

Wedgewood, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Baylie is a fantastic dog sitter! She is very patient, attentive and nice. Super professional also. She watched my Maltese and Maltichon for 2 nights this pa... (more)"

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Learn About Premier

When it comes to pet sitting, dog owners in Woodland Court, 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 pet sitting in Woodland Court may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Woodland Court pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Woodland Court, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Woodland Court pet sitters and avoid the kennel.

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: