Pet Setting & 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 Memorial day Availability
1. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

5 repeat clients

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

2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

60 repeat clients

"Lori was amazing. I felt very comfortable that my cat was well taken care of and she was extremely reliable, and sent many pictures! I will definitely use he... (more)"

Available this weekend
3. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

4. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

5. Katherine

Home mostly full-time

Greenfield, WI, 53220

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

"Words cannot express how amazing Katherine is with your beloved family members! She treated my Golden Retreiver and German Shepherd like they were her own. F... (more)"

Confirmed Memorial day Availability
6. Miranda

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

7. 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 Memorial day Availability
8. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

1 repeat client

"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)"

9. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

1 repeat client

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)

10. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

6 repeat clients

"Traci is the best.We instantly felt at ease with her. She and our dig hit it iff right away. He has a new friend! We will use Traci's sevices again. (more)"

11. 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)"

12. Chandler

Obsessed with dogs since '93

West Allis, WI, 53227

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

"Chandler has watched my dogs on many occasions and is very accommodating to my dogs needs. My dog always comes home exhausted so I know she was very active d... (more)"

Available this weekend
13. Emily

Pet lover! Work schedule flexible

Greenfield, WI, 53221

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I have had pets all my life! We rescued a beagle/Shepherd mix pup named Kallie who absolutely adores playing and socializing with other dogs. Many... (more)

14. Sandy

Want a tired, happy dog?

Greenfield, WI, 53220

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

4 repeat clients

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

15. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

11 repeat clients

"We had absolutely the BEST experience with Valeria. She made us feel very comfortable in understanding our fur-babies needs and taking care of them while we ... (more)"

16. Pattie

Love all dogs

West allis, WI, 53214

Drop-In Visits, Dog Walking

"Pattie has watched our cat, Diamond, multiple times while my husband and I have been away on vacations. She is so caring and always makes sure that there's ... (more)"

17. 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)"

18. Jordan

Love making dogs happy!

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

About: I have very good patience with dogs! Flexible with when you need me although college is my priority. I am huge dog lover and I just enjoy the prese... (more)

19. Kory

I will treat as my own.

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: I love taking care of pets. As my full time job I'm a veterinary technician and love doing what I do. I have been a veterinary technician for about... (more)

20. Adam

Can keep up with all dogs

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: I have had many dogs throughout my life and can keep up with all types of dogs. I have experienced everything a dog has to offer and can handle it ... (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: