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 Easter Weekend Availability
1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

31 repeat clients

"I needed a pet sitter quickly. I just moved to the area and haven't had the time nor needed a sitter but something came up last minute and I was in need of o... (more)"

2. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Our pups love having Svea drop in to let them out! (more)"

3. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

4 repeat clients

"Heather was great with our dog! She is a crazy puppy and took to her very quickly. I loved the Rover Report cards she sent each day. (more)"

4. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

5. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

2 repeat clients

"Sweet! Loves dogs. Will book again in the future... (more)"

6. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

7. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"The instant we met Cassie, I knew it was a great fit. Her review of her drop-in visit was great. I can tell she really paid attention to my goofy shy dog whi... (more)"

8. Laci

A dog lover and animal enthusist

Red Oak Heights, Milwaukee, WI, 53220

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

About: I grew up around dogs. My first dog was a greyhound rescue. As he got older his joint went bad so I have plenty of experience caring for large olde... (more)

9. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jen watched my dog, Bailey, last summer when I went on a two month trip. She was great with Bailey and really flexible about my return date. Bailey is a s... (more)"

10. Jenni

Experienced & Loving Dog Sitter

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenni is AMAZING! It isn't easy to find a good, reliable cat sitter online, so I was thrilled when I stumbled upon Jenni's profile that mentioned she also to... (more)"

11. Karen

U can't buy luv But U can rescue it

MUSKEGO, WI, 53150

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We went on vacation out of the country and had a friend stay at our house. Because she works so far away, we added Karen to the mix. She came mid-day to ta... (more)"

12. Baylie

I am a compassionate animal lover.

Wedgewood, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Baylie is a fantastic dog sitter! She is very patient, attentive and nice. Super professional also. She watched my Maltese and Maltichon for 2 nights this pa... (more)"

13. Nancy

An affectionate animal lover!

Jackson Park, Milwaukee, WI, 53219

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

About: I am a very hands-on pet owner/ pet caretaker with an open communication style who is looking mainly for weekend opportunities as I work and go to ... (more)

14. Sarah

No muss, no fuss pet care

Hales Corners, WI, 53130

Drop-In Visits, Dog Walking

1 repeat client

"Sarah has watched over my precious fur babies for many years and one of the very few people I trust to take care of them She has always given excellent care... (more)"

15. Amy

Furry family members are the best!

West Allis, WI, 53214

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

"I have known Amy for 30 years and she has always been an animal lover. I trust her with my pets 100%. She is very loving and caring and wants the best for ... (more)"

16. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

25 repeat clients

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

17. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

2 repeat clients

"Kaicey is a great dog sitter! She easily handled our elderly dog's many special needs. (more)"

18. Rachel

I love dogs and cats

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Rachel is a very trustworthy person. She has been around animals her whole life and respects/loves them. She gets along great with all dogs and can be depe... (more)"

19. Mia

Friendly, caring, dog whisperer

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

About: I have a great experience with dogs! I have a 4lb Morkie named Coco Chanel and a 80lb Gordon Setter named Buddha. They are the cutest! I have grown... (more)

20. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I have two Cavalier King Charles Spaniels and a cat, all little ladies. I also foster dogs and cats through local rescues. My dogs get along with a... (more)

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Learn About Premier

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: