Pet Sitting & Drop Ins in Red Oak Heights, Milwaukee

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

Confirmed availability
Christmas and New Year
1. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Teri did a great job watching over our pup! She made sure she was properly taken care of before she left. I would highly recommend her for dog sitting! (more)"

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2. Rachel Verified Enhanced Background CheckRover 101

Rover Rachel at your service!

Euclid Park, Milwaukee, WI, 53227

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

"I highly recommend Rachel if you are in search of a sitter for your pup. She is reliable, responds to messages in a timely fashion, and will make sure your ... (more)"

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3. Sherry Verified Background CheckRover 101

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry is amazing...took care of my buddy Jack while out, again. So much appreciation I booked her to visit weekly to keep them together because I work a lot... (more)"

4. Janel Verified Background Check

Pawsitively just like home!

Jackson Park, Milwaukee, WI, 53219

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

"Our pets love staying home and getting Janel’s loving attention. I love how flexible Janel is when I have last-minute bookings and changes. Highly recommend! (more)"

Confirmed availability
Christmas and New Year
5. Travis Verified Background Check

Animal lover all breeds/sizes

West Allis, WI, 53219

Drop-In Visits, Dog Walking

"I would recommend Travis to anyone! He is very passionate about dogs, kind and respectful. Travis knows how to train our furry friends as well as show them l... (more)"

6. Deanna Verified Background Check

I will provide unconditional love.

Hales Corners, WI, 53130

Drop-In Visits, Dog Walking

"Deanna was great with the dogs! Really appreciated the updates and pictures she sent me. We would definitely request her again. (more)"

7. Janice Verified Background Check

Dog mom who loves all animals!

Greenfield, WI, 53220

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

"Janice is by far my first choice when I've needed a dog sitter. Janice is friendly, trustworthy and the dogs always love her. I've never had to worry a minut... (more)"

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8. Brittney Verified Background Check

A true dog lover!

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

About: Hello, My name is Brittney and I am 29 years old. I am looking to add to my income and thought what an enjoyable job this would be for myself... (more)

Confirmed availability
Christmas and New Year
9. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"We had Kristy come over for drop-in visits while we were on vacation a few weeks ago. She came each day around the same time and played with our kitty Harle... (more)"

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10. Brianna Verified Background Check

Must Love Vets

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Brianna is fantastic. She saved us with a last minute request and took excellent care of our four dogs as usual. That says a lot because they are a handful!... (more)"

Confirmed availability
Christmas and New Year
11. Colleen Verified Enhanced Background Check

Passionate about dogs!

Highwood Estates, Milwaukee, WI, 53219

Dog Boarding, Drop-In Visits, Dog Walking

"Hello, I've know Colleen for over 10 years. I worked with her and spent time outside of work with her. She always is on time and very diligent. When we wor... (more)"

Confirmed availability
This weekend
12. Erika Verified Background Check

Lover of all animals. Big/small

West allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"I have used Erika to look after my pets on many occasions. From 10 day planned trips to emergency visits when I couldn't make it home. She is kind, responsib... (more)"

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13. Michele Verified Background Check

15+ yr pet owner & dog foster

Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

"Michele was FANTASTIC! I had so much confidence in her, she has extensive experience with dogs, cats and small animals that I knew my pets were in great hand... (more)"

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14. Morgan Verified Background Check

Long walks and long runs.

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Morgan was wonderful with my girl, Stella. I was in a pinch and suddenly needed someone to take care of Stella over the holidays. Morgan agreed immediately a... (more)"

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15. Sofia Verified Background Check

Ready to meet new pooches!!

West Allis, WI, 53219

Drop-In Visits, Dog Walking

"Sofia loves dogs more than almost anyone I know, and she showers them with attention and care. She's reliable, punctual, and dedicated to providing dogs the ... (more)"

16. Ashley Verified Background Check

Loving, Patient, and Consitent

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

"Ashley was awesome. Accommodating and Friendly. Her love for animals shows and our cats were happy when we came home. I’ll be booking her again soon. (more)"

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17. Joseph Verified Background Check

Born Dog Lover

West allis, WI, 53219

Drop-In Visits, Dog Walking

"Joe's has always had a passion for animals for as long as I can remember. Very patient when it comes to training and walking. He had helped me with my dog ... (more)"

18. Allison Verified Background Check

Available for lunch walks!

Lyons Park, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Allison is a compassionate and responsible current dog owner. Her love for her own dog Fitz is evident, but that love doesn’t stop there. Allison has always ... (more)"

Confirmed availability
Christmas and New Year
19. Erin Verified Background Check

Your pup won’t be lonely with us!

Wedgewood, Milwaukee, WI, 53220

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

About: My daughter and I love dogs. Sounds generic but it is so true! We have a border collie and are very active. We know what it’s like to worry about y... (more)

20. Erin Verified Background Check

Flexible Loving Dog Walker

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Erin is a very trustworthy and responsible individual. I am always able to count on her for anything needed due to her high degree of exceeding expectations... (more)"

Dog owners in Red Oak Heights, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Red Oak Heights, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Red Oak Heights, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Red Oak Heights, 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: