House Sitting in Florist Highlands, Milwaukee

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

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House Sitting

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$150
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1. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients
45 reviews

"Tasha is amazing and so organized and professional! We got pics of our doggy the whole time we were gone! She left the house so clean and tidy and we felt ve... (more)"

from
$35
per night
Calendar Recently Updated
2. Leanne

I love all dogs!!

Menomonee falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

2 reviews

"This was the first time we hired a Rover sitter to come to our house instead of taking our pup to their home and we couldn't have been happier with how it wo... (more)"

from
$40
per night
Calendar Recently Updated
3. Jacey

I'd love to take your dog for a run

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients
4 reviews

"Chance and Wahly loved their time with Jacey! Highly recommend!!! (more)"

from
$35
per night
4. Emma

I would love to run with your dog!

Germantown, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients
8 reviews

"Emma was amazing with Thunder! She sent me pictures everyday and was so trustworthy and helpful!!! I hope she enjoyed her stay as much as we enjoyed having her! (more)"

from
$38
per night
Confirmed availability
Thanksgiving
5. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

1 repeat client
4 reviews

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

from
$40
per night
Calendar Recently Updated
6. Amari

Cuddles, Love, & Doggy Hugs

Bradley Estates, Milwaukee, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

3 reviews

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

from
$30
per night
7. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

14 repeat clients
34 reviews

"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)"

from
$25
per night
Confirmed availability
This weekend
8. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

4 repeat clients
8 reviews

"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)"

from
$30
per night
9. Josiah

Your pupper will have a great time!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients
9 reviews

"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)"

from
$35
per night
Confirmed availability
Thanksgiving
10. Lisa

I love dogs.

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 review

"Lisa has stayed at our house and watched our two dogs several times. Short and long periods of time were required. She is knowledgeable and capable of knowin... (more)"

from
$30
per night
Confirmed availability
Thanksgiving
11. Kania

Mans Best Friend Is A Dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

About: None (more)

from
$40
per night
12. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

8 repeat clients
13 reviews

"Kim was perfect for our labs while we were away! Both of my guys are older & have a little anxiety so boarding them is not the best for them. Kim loved them,... (more)"

from
$40
per night
Calendar Recently Updated
13. Angie

I cater to your pet!

Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

About: None (more)

from
$35
per night
14. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients
11 reviews

"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)"

from
$25
per night
15. Michael

I’ll run your dog + Fenced yard

Mount Mary, Milwaukee, WI, 53222

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

No Reviews Yet

About: None (more)

from
$25
per night
16. Daniel

Run/walk with your dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

About: None (more)

from
$25
per night
17. Kevin

Home after 10am, fenced in yard

Long View, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

About: None (more)

from
$35
per night
18. Lauren

New to area - flexible schedule

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

1 review

"Lauren is dependable and trustworthy. She is a lover of animals and they will sense it instantly! Her lovely smile and kind heart make her the perfect caregi... (more)"

from
$25
per night
19. Kate

Home full-time. Passion for animals

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

3 reviews

"She loves pets and she could be the best friend for any pet she meets. I was away from home for a month and I trusted her with my two cats, she took care of ... (more)"

from
$30
per night
20. Dani

Will house sit/walk dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

About: None (more)

from
$30
per night

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:

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