Pet Setting & Drop Ins in Sunset 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
President's Day
1. Tasha

Rehabilitative Rescue Volunteer!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"We love having Tasha come for drop-in visits for our new puppy. She is prompt, thorough, and spends quality time with Otis outside to get some of his energy ... (more)"

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2. Kim

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim was easy going and great with our two kitties. Highly recommend her for your pets needs while you are on vacation or away from your home. I will be requ... (more)"

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3. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail was great - Will definitely rebook for future trips! She kept us updated on all her visits - being sure the cats were fed and the litterbox was in g... (more)"

4. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was fantastic. She responded to my very last minute request within minutes, and was so helpful to come twice to visit my puppy in one day. Danielle ... (more)"

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5. Catherine

Experienced Dog Walker, UWM Student

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Owning a dog is such a special life investment with guaranteed unique loving returns. Protecting something in the family that brings such joy is an important... (more)"

Confirmed availability
This weekend
6. Alexandria

Home Full-Time Upbeat & Trustworthy

Cambridge Heights, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

"Alexandria grew up with some of her BFF's being of the four-legged, fur covered sort. She is an animal lover and advocate. Alexandria is a reliable woman w... (more)"

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7. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"We are repeat clients, and we couldn't be happier with hiring Lori. Kind, extremely reliable, and invested in your pets' well-being. You can't ask for bett... (more)"

Confirmed availability
President's Day
8. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna was very quick to respond and accommodate us on a short notice. Very friendly, and great with our dog. We look forward to working with her more soon! (more)"

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9. Maya

Your Babies are My Babies!

Marquette, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Maya C. is a great dog sitter! As soon as she met my dog Jax you could tell she loved animals. Every time she’s with Jax she takes care of him as if he was h... (more)"

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10. Lucinda

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Just seen this Lucinda is a loving and caring person who loves dogs she is very good with dogs as she knows them so well it's like she can communicate with t... (more)"

Confirmed availability
President's Day
11. Jamie

Animal loving social worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie is amazing! I’ve said it before and I’ll say it again. She is so wonderful with my dogs they LOVE her. She is dependable and trustworthy and very accom... (more)"

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12. Rachel

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

"Rachel is an amazing, calm, loving dog handler and I would trust her with my dog any day! Koda loves walks with Rachel, and anytime she is at the door or in ... (more)"

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13. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie did home visits for my cat while I was gone for an extended period of time, and I was really happy with the experience! My cat seemed happy and relaxed... (more)"

Confirmed availability
President's Day
14. Caitlin

College student, loves dogs & cats!

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Caitlin has been watching my puppy, Piper, since I brought her home over 2 months ago. She is always responsive and considerate with scheduling. Piper loves ... (more)"

15. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Tim was amazing. We gave him such short notice and he was still able to help us out with our brand new puppy Bowie. He was patient and gave me a lot of helpf... (more)"

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16. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Did a fantastic job - would highly recommend! (more)"

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17. Tori

Home full time! Dogs are my love!!

Enderis Park, Milwaukee, WI, 53210

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

"Tori is the nicest human alive! She’s very smart, has a bubbly personality, and wouldn’t hurt a fly (literally). To illustrate; she once spent precious time ... (more)"

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18. Alvin

I just wanna love your pets too.

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

About: I just wanna love your pets as much as you would (maybe more) so if that means taking care of them when you momentarily unavailable to do so I wann... (more)

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19. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53222

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

"Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would def... (more)"

Confirmed availability
This weekend
20. Sacia

Flexible dog lover with a big yard!

Old North Milwaukee, milwaukee, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

About: I’m super flexible with high availability. I’ve been caring for dogs my entire life and come from a family of dog breeders. I love all animals and ... (more)

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Sunset Heights, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Sunset Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Sunset Heights, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Sunset Heights pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Sunset 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: