Pet Setting & Drop Ins in Jackson Park, Milwaukee

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

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1. 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)"

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2. Cheryl

In search of quality dog time!

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi! My name is Cheryl and I am a new resident to the lovely Milwaukee area. I have lots of experiences with animals as I just graduated with a Fish... (more)

Confirmed availability
Memorial day
3. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

1 repeat client

"Five Stars! Anna sat for our two dogs for a week. She took great care of the dogs and it was an added bonus knowing that the house was occupied while we we... (more)"

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4. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

64 repeat clients

"Lori was fantastic and very accommodating even on short notice. She was very patient with our dog and did a great job keeping me updated during her visits. ... (more)"

Confirmed availability
Memorial day
5. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

6 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)"

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6. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

3 repeat clients

"My dog absolutely loved you, I could tell when I got home she barely missed me at all! (more)"

Confirmed availability
Memorial day
7. Michaelangelo

Full time availability

West Allis, WI, 53219

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

1 repeat client

About: Hey there! My name is Michaelangelo, I am a young teen looking to build on my experience in pet care and enter the business full time. I have exper... (more)

Confirmed availability
This weekend
8. 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)"

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9. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

3 repeat clients

"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)"

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10. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

About: I love ALL dogs, but I have a special place in my heart for dogs who are more mature or need a little extra TLC. My cocker spaniel Luna passed away... (more)

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11. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

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

"Erin is reliable, sweet and very loving. You can tell she grew up with both big and small dogs, in that she is never intimidated and always gentle and patien... (more)"

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12. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry truly loves dogs and is the perfect person to take care of your pet. She is so kind,caring, and thoughtful. Along with her genuine caring comes a tota... (more)"

Confirmed availability
Memorial day
13. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

6 repeat clients

"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)"

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14. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

2 repeat clients

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)

Confirmed availability
Memorial day
15. Miranda

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"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 availability
Memorial day
16. 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)

17. Samantha

Run, walk or play, any time of day!

Layton Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Sammi is great! I’ve been a coworker and now manager of her for the past two years. She is reliable and caring. We often fawn over all the cute dogs that wal... (more)"

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18. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: Currently I work partime at a doggy daycare. I work with all sorts of breeds and all sorts of sizes! I am well aware of many behaviors dogs may hav... (more)

Confirmed availability
Memorial day
19. Danielle

Must Love Dogs? - I do!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a great puppy trainer and truly loves to be around dogs all the time. They soon become her friend, following her about, anxious to please her. Sh... (more)"

20. Janel

Loves giving attention to dogs! <3

Jackson Park, Milwaukee, WI, 53219

Drop-In Visits, Dog Walking

"Janel loves dogs! She had one her whole childhood. Plus she had relatives with dogs in their family. I can’t expressive how loving and caring she is with pu... (more)"

Dog owners in Jackson Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Jackson Park.

Rover.com is the simple, savvy way to find and book Jackson Park, 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 Jackson Park, 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 Jackson Park, 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: