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 4th of July Availability
1. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

"I was pleased with the entire process, the care giver was great with my pets. Everything that needed to be done was. One pet had very special needs and she a... (more)"

2. 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)"

3. 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)"

Confirmed 4th of July Availability
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)"

5. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"I went out of town and this was the first time using a dogsitter. Kathleen was beyond sweet, professional and I could tell my dog loved her. She did a wonder... (more)"

Confirmed 4th of July Availability
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)"

7. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

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

"Erin has been a dog-lover from a very young age! Growing up, her family had an Old English Sheepdog named Coty, a Lhasa-Bichon named Holly and a Lhasa-Shi Tz... (more)"

Confirmed 4th of July Availability
8. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"I have known Peggy since we were kids and I can't think of another person that is as kind, patient & compassionate as she is. Her dogs are her kids & she lo... (more)"

9. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"When you hire someone to walk you dog you need to know that they are dependable, love dogs and will be safe with my pet. Miranda checks off all those boxes.... (more)"

Confirmed 4th of July Availability
10. 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)"

11. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry is my sister. We grew up with pets our entire lives. Now we can't be without them! In addition to loving and caring for her own pets, Sherry has been ... (more)"

Confirmed 4th of July Availability
12. 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)"

13. Ciara

Full time pet friend!

West Allis, WI, 53214

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

"Ciara has house and dog sat for me several times. She has stayed overnight at my house and has always been a great sitter. She communicates with me, sends p... (more)"

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)

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)"

Available this weekend
16. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

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

"Katherine is an incredible person. She responsible, caring, and hardworking, and it shows with everything she puts her attention towards. She has always been... (more)"

Confirmed 4th of July Availability
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 4th of July Availability
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)"

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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.