House Sitting in Florist Highlands, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha took great care of our pets! She sent us updates and took our dog to the dog park. The pets were all healthy and happy when we got home and the apartme... (more)"

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2. Josiah

Your pupper will have a great time!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Josiah was a fantastic house sitter, and more importantly, was extremely caring and attentive at caring for my old hound dog Arlo. Arlo has become rather ne... (more)"

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3. Ty

ALWAYS AVAILABLE FOR YOUR NEEDS

Sunset Heights, MILWAUKEE, WI, 53216

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

"she's an amazing caregiver she's help remind me about DPP/BORDETELLA/ Vet appts .. ty can be so helpful i asked her to care for katie 7yr lab and sasha 9... (more)"

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4. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

Dog Boarding, House Sitting

"Nicole did a great job with Sadie! She kept us informed about how things were going, proactively checked with us to see if Sadie had issues with thunderstor... (more)"

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5. Jacey

I'd love to take your dog for a run

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Jacey was great! My cavapoo, who sometimes can be anxious, warmed right up to her! Jacey was responsive with communication before and during the stay. I woul... (more)"

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6. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Isabella was great! She sent pictures and updates regularly and was able to work with our odd schedule for our time away. Plus, she handled our 75lb Lab/Pit ... (more)"

7. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"As a pet owner herself, she is very passionate about animals and love being around them. She is the perfect candidate to be a dog caregiver. Your pet will be... (more)"

Confirmed availability
Labor Day
8. Angela

Walking, playing & boarding, oh my!

Kops Park, Milwaukee, WI, 53222

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

"Angela is a great dog caregiver she lets me know how my dog did through the day with her walks, she also has had her overnight and all went very smooth. Ange... (more)"

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9. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

"Sara took great care of my pets while I was away at work. She sent me pictures and updates throughout the day so I knew they were being loved on. :-) (more)"

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10. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

"Haili was wonderful. My dog is a rescue and so I had Haili come by my house before I left for my trip. Within minutes of meeting Haili, my dog felt comfor... (more)"

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11. Adaysha

Love trips to the dog park? Me too!

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I have been raised around dogs; from puppies to full grown pooches! I love being around them and taking them on walks/runs. Nothing makes a dog hap... (more)

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12. Molly

Animals are my passion & livelihood

Menomonee falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

About: I currently work in a field that revolves around animals and their well being. I'm trained in different aspects of proper care for dogs including g... (more)

13. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

"Kim was a pure godsend for us! She took the time to meet with us beforehand and introduce herself to the 'critters'; putting us all at greater ease. She was ... (more)"

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14. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Highly recommended. They came for a meet and greet prior (more)"

15. Kate

Home full-time. Passion for animals

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

"Kate has watched my dog Wernher countless times and I trust her like family. But more importantly my dog trusts her. Werhner is very leery of most people but... (more)"

Confirmed availability
Labor Day
16. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)"

17. Kevin

Home after 10am, fenced in yard

Long View, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

About: Hi, Im 25 years old and work a very early morning job which allows me most days to spend time with your pets. This opportunity s great for me bec... (more)

18. Ykevin

Home Full Time and Ill play and run

Bradley Estates, Milwaukee, WI, 53223

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

"Ykevin is the best dog sitter ever! I own two dogs, Golden Retriever and American Bull Dog and they absolutely love Ykevin. He’s been dog sitting for me for ... (more)"

19. Daisy

My love for dogs has no limit

McGovern Park, milwaukee, WI, 53218

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

"I have personally seen Daisy take care of 2 dogs with more love and care than anyone I've ever met. She truly loves animals and will take care of anyone's an... (more)"

20. Dani

Will house sit/walk dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

About: I am a full time college student, part time employee with a company that provides ABA (in-home) therapy for kids with Autism. So my schedule is a l... (more)

Dog lovers in Florist Highlands, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover.com is the simple, savvy way to find and book Florist Highlands house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Florist Highlands, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 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. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Florist Highlands house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Florist Highlands, 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: