House Sitting in Florist Highlands, Milwaukee

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

Available this weekend
1. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"I highly recommend Cassidy! My dog Honey Bee is my pride and joy...she is great with people but has high anxiety with other dogs. Because of this, I am cauti... (more)"

2. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

3. Marijana

Live, Love, Bark

Enderis Park, Milwaukee, WI, 53210

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

"Marijana was the BEST sitter we have ever hired. We have searched far and wide for someone we can trust with our pets and we finally found someone. We hired ... (more)"

4. Terra

Dogs are my life!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Terra took superb care of my fur baby and home while my husband and I were away and took him for a lot of walks! She also sent updates which was a great comf... (more)"

5. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

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

"Josh is a guy that I can trust completely with my dog he's very reliable and always willing to make an effort to make my dog happy! He is always super friend... (more)"

6. Melissa

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

5 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

7. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

9 repeat clients

"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)"

8. Hannah

I'll run with your dog!

Wauwautosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Hannah was so amazing ! Milly warmed up to her right away ! She was such a sweet, trusting and wonderful girl . We would recommend her to anyone ! Wonderful ... (more)"

9. Amanda

I will walk your dog any time!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Amanda is one of my dog Bronco's best friends. She's a super excellent snuggle buddy. She provides care that I trust 100%. I can always rest assured that he ... (more)"

Available this weekend
10. Shannon

FT WEEKEND CARE AVAILABLE!

Lincoln Creek, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"I've known Shannon both professionally and personally for a few years. I cannot stress enough about how passionate and devoted she is to her own dogs. She ta... (more)"

11. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

12. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

4 repeat clients

"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)"

13. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We had Rachel house sit/pet sit with our little Ripley this past weekend. We loved our experience with her. She sent updates on our pup as well as a few pi... (more)"

14. Kalee

Passionate dog lover

Grantosa, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"I had to go out of town last minute and I called Kalee and asked if she can petsit my two cats for the weekend while I'm gone. If you don't know Kalee, she's... (more)"

15. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenny did a great job for us while we were out of town for four days. She is responsible and communicated very well, even trying to help us out when we were ... (more)"

16. Tesora

I'll give your dog so much love!!!

Brookfield, WI, 53005

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

2 repeat clients

"Tess has taken care of my dogs for years. She treats them very well and is extremely flexible on when she can care for them. My dogs love her and I couldn't ... (more)"

17. Lisa

What beats the love of a dog?

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: My name is Lisa, and I love dogs! Pretty sure everyone here says that. I would like to watch your dog in your home because the less their world i... (more)

18. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

19. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

20. Carol

Home full-time, paths & dog run.

Servite Woods, MILWAUKEE, WI, 53223

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

"My sister Carol has kept our dog Mishko for us many, many times, for up to 2 weeks. She's wonderful with our big guy (about 75 pounds), and he loves being a... (more)"

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Learn About Premier

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: