The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

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.

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

"Brandie did a fabulous job for our 30 minute visit. She made sure my dogs got out, she remembered to refresh the water dishes and was prompt in her arrival. ... (more)"

Calendar Recently Updated
2. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Amber did an awesome job taking care of my dog Isabella, she sent me daily updates including photos of how she was doing. It was comforting coming home and ... (more)"

3. Sarah

I'm you when you're gone!

Milwaukee, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Received pics and updates. And Maggie is happy. All I can ask for. Thanks! (more)"

Confirmed availability
4th of July
4. Sara

Huge dog lover! Dog groomer!

West Allis, WI, 53214

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

"Sara has cared for our dogs for several years now. When I first found Sara we had an older female black lab, Pepper, and she was not the easiest dog to hand... (more)"

Calendar Recently Updated
5. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"Kathleen was great with my dog (and 2 cats) including giving daily meds to the dog, and making sure my super skittish, formerly feral, cat got food, even tho... (more)"

Confirmed availability
4th of July
6. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

Confirmed availability
4th of July
7. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Peggy is the ultimate animal lover, especially dogs. She treats her pets as if they were her children. She's loving and caring and will give your dog the bes... (more)"

Calendar Recently Updated
8. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

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

"Erin has spent her entire life with dogs! She has owned dogs of all sizes ..from 10 pounds to a 100 pounds. She is responsible, trustworthy and dependable! M... (more)"

Calendar Recently Updated
9. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry truly loves dogs and is the perfect person to take care of your pet. She is so kind,caring, and thoughtful. Along with her genuine caring comes a tota... (more)"

Calendar Recently Updated
10. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Miranda was very good at taking care of our dog when we were on vacation. She was trustworthy and the dog still likes to great her when he sees her. She al... (more)"

Confirmed availability
4th of July
11. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

"Marlena is so sweet. She took to our puppy right away. Suggested some ways to help train him. She kept in touch with photos, videos and constant updates that... (more)"

Calendar Recently Updated
12. Ciara

Full time pet friend!

West Allis, WI, 53214

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

"Ciara used to watch my standard poodle Sheba for me when I went out of town. Sheba is not really a people person but loves Ciara. She even took the time to b... (more)"

Confirmed availability
4th of July
13. Valencia

Best Care For Your Best Friend!

Jackson Park, Milwaukee, WI, 53219

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

"Valencia has been caring for our dog for the past two years while on vacation and at work as needed. Our dog adores her; when we say Valencia is coming he... (more)"

Calendar Recently Updated
14. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

About: We have a large family with 4 kids who love animals! We have 2 dogs who are full of fun and energy and loves doggy friends to visit! Our dogs are “... (more)

Calendar Recently Updated
15. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

"You’re never going to meet a more passionate and responsible dog caregiver as Melissa. She loves any and all dogs (no matter the size) who come her way. If y... (more)"

Confirmed availability
This weekend
16. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

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

"Imagine a 10-year-old waking up at the crack of dawn to go volunteer at a dog shelter on weekends; A teenager that chose to work at a dog boarding facility f... (more)"

Confirmed availability
4th of July
17. Rebecca

Dogs equal family.

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits

About: I will take care of your fur babies like I take care of my families fur babies. It is important to be able to play with the dogs while I am there a... (more)

Confirmed availability
4th of July
18. Emily

Can match the energy of any dog.

Alverno, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: I am a recent college grad, who has moved back to Milwaukee. I am a huge dog lover and have owned dogs my whole life. I'm looking to make new conne... (more)

19. Sandy

Want a tired, happy dog?

Greenfield, WI, 53220

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

"Sandy was knowledgeable, kind and patient with our 3 month old border collie. We truly appreciate her service (more)"

20. Kelby

From 1 doggy parent to another...

Euclid Park, Milwaukee, WI, 53227

Drop-In Visits, Dog Walking

"Kelby is a very responsible dog dad to his 16 month old mutt, Stanley. He cares for his dog more than anything and does all that he can to make sure his dog... (more)"

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: