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 Verified Background CheckRover 101

Dogs and cats = girl's best friends

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Sarah did an amazing job taking care of my maltese! All my specific requests were followed, my pupper went on many walks a day, and by the end, she knew his pe… (more)"

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2. 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 did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he… (more)"

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3. Teri Verified Background Check

Animal lover, friendly, will spoil!

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Teri made choosing her as a sitter a no brainer! She met our dogs a few days before her stay and we were immediately relieved about finding someone dependable … (more)"

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4. Kayla Verified Background Check

Mom to five pets + a foster dog

Muskego, WI, 53150

House Sitting, Drop-In Visits, Dog Walking

"If you are looking for a trustworthy and caring sitter, you have found your gal! Kayla is the greatest with our fur baby and we would have her watch over our l… (more)"

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5. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel watched our (needy) French bulldogs and kitty in-home for a full week. She was amazingly attentive, sending photos and updates 1-2 times daily. Our boys… (more)"

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6. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"Blythe was absolutely amazing from start to finish! I am always worried leaving my dogs as they are my baby's! I get the highest of anxieties having to leave t… (more)"

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7. Renee Verified Background Check

Happy to take orders from your pet!

Oak Creek, WI, 53154

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

"My dogs were so well loved and cared for while we were out of town. Renee did a great job, and my dogs were so happy in all the pictures she sent. I don't thin… (more)"

8. Laura Verified Background Check

Taking care of your pup like my own

Hales Corners, WI, 53130

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

"Laura was a caring and attentive sitter for our puppy Beck! They had a good time together. We will definitely reach out to Laura for future sits! (more)"

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9. Sara Verified Background CheckRover 101

Professional Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"Sara is great. She takes wonderful care of my pets as if they were her own. She is gentle with my blind, almost 16 year old dog and patient with my nervous and… (more)"

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10. Terri Verified Background Check

I miss having my own dog!

New Berlin, WI, 53151

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

"Terri was so great with our puppy! He can be such a handful since he is so young, but she did an amazing job with him! She sent us picture updates which made u… (more)"

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11. Pooya Verified Background Check

Gifted With Pets

Jackson Park, Milwaukee, WI, 53219

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

"Pooya is one of the only people in the world who I trust 100% with my dog! He has a way with dogs of all temperaments, and is incredibly responsible, thoughtfu… (more)"

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12. Jessie Verified Enhanced Background Check

Dogs are my therapy ❤ 🐕

Greenfield, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Jessie. I have been a mom to dogs for 20 years! Right now I have Yogi bear, 8 years old, who is a pug mixed with rat terrier. Yogi … (more)

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13. Melissa Verified Background Check

Will spoil your animals rotten!!!!!

Greendale, WI, 53129

House Sitting

"Melissa took great care of my dog! She sent me lots photos and videos! Shylo was very happy! ☺️ I would recommend Melissa for watching your pet! She does a gre… (more)"

14. Valeria Verified Background CheckRover 101

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Thea is pretty much afraid of everyone but she warmed up to Val quickly. By the end of her visit, Thea was snuggling with her. She took great care of both my g… (more)"

15. Lori Verified Background Check

Purrrrrrfect and Roof Roof!!!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Lori was amazing when she stayed with our pups. I truly appreciated all of the pictures and regular communication with her. She went over and above our expecta… (more)"

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16. Savanna Verified Background Check

Lived on a farm my whole life!

Greenfeild, WI, 53228

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

About: I grew up on a farm from age 5-18 caring for chickens, dogs, cats, horses, ducks, pigs and cows. I am very well experienced when it comes to care tak… (more)

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17. Jackie Verified Background Check

Certified Veterinary Technician

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: As a small child I told my dad "I love animals so much, I want to work with them when I grow up." I achieved that dream and I happily work full-time … (more)

18. Angeleis Verified Background Check

Foster mom, Experienced dog handler

West allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"She is fantastic, she took amazing care of my pup. She sent photos and treated my house like her own. She even worked with him on his enrichment toys. I highly… (more)"

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19. Amber Verified Background Check

Welcome to our home!

Greenfield, WI, 53220

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

"Amber is such a loving pet parent. Her pup is definitely her baby. She shows the same love and attention for my dog Memphis and will certainly show the same fo… (more)"

20. Alyssa Verified Background Check

Ready to give all the belly rubs!

Greenfield, WI, 53228

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

"I have known Alyssa since she was in first grade. From the time I have known her, she has been a true animal lover. She has volunteered at dog rescues and has … (more)"

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: