Skip to content

House Sitting in Fair Park, 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.
Calendar Recently Updated
1. Sarah Verified Background CheckRover 101

Dogs are a girl's best friend

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Sarah did absolutely perfect!! From the very beginning text messages were professional. All 4 of our animals loved her. While we were gone she put my mind at e… (more)"

Calendar Recently Updated
2. Alan Verified Background CheckRover 101

Experienced with all breeds/sizes

Wauwatosa, WI, 53226

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

"Alan came over for a meet and greet before the first dogsit. He was very calm and chilled out which suited our dog. Our pup was happy. Thanks Alan! (more)"

Calendar Recently Updated
3. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We have three dogs and two have a ton of energy. Rachel did a fantastic job handling our high maintenance fur babies. We will use her again. (more)"

Calendar Recently Updated
4. Ellisha Verified Enhanced Background Check

Experienced, Loving & Compassionate

Walker's Point, Milwaukee, WI, 53204

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

"Ellisha took great care of our dog Clementine and over the long weekend. She was great with following our instructions and sending us updates. Would highly rec… (more)"

Calendar Recently Updated
5. Laura Verified Background Check

Taking care of your pup like my own

Hales Corners, WI, 53130

House Sitting, Drop-In Visits, Dog Walking

"Laura was a caring and attentive sitter for our puppy Beck! They had a good time together. We will definitely reach out to Laura for future sits! (more)"

Calendar Recently Updated
6. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully u… (more)"

Calendar Recently Updated
7. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was so great! She was very flexible with her schedule and was able to give our dog all the attention and care he needed while we were gone. We were updat… (more)"

8. Travis Verified Background CheckRover 101

Love & Exercise for your dog or cat

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Travis stayed with our two dogs for 3½ days. During that time he was incredibly responsive, reporting about what he and the dogs were doing and how they were d… (more)"

9. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs… (more)"

Calendar Recently Updated
10. Cassidy Verified Background Check

I can’t wait to be fur-iends!

Wauwatosa, WI, 53213

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

"Cassidy is an animal lover and is a proud pug mom. She is very disciplined in her care for her dog and understands the responsibility that comes with being a p… (more)"

11. Abby Verified Background Check

Puppy love is the best love

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Abby is AMAZING. She exceeded all of our expectations. She took such great care of our pets, but also took good care of our home while we were away for the we… (more)"

Calendar Recently Updated
12. Valeria Verified Background CheckRover 101

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits

"Thea is pretty much afraid of everyone but she warmed up to Val quickly. By the end of her visit, Thea was snuggling with her. She took great care of both my g… (more)"

13. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori stayed overnight at our house during the week we were overseas. She sent us pictures every day and worked with my mom and sister to manage the dogs (we ha… (more)"

Calendar Recently Updated
14. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"After we got our communication figured out I enjoyed our communication and pictures of my girl. Nala was happy when I got home and everything seemed to go well… (more)"

Calendar Recently Updated
15. Denise Verified Background Check

Make your next trip worry-free!

Honey Creek Parkway, Milwaukee, WI, 53213

Dog Boarding, House Sitting

"Hi Denise has a strong love and affection for dogs. She showers them with love at the same time training them in making them mind. She was instrumental in f… (more)"

Calendar Recently Updated
16. Erica Verified Background Check

I'll love them like my own

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Erica is easy going and professional. She makes sure to keep you updated with photos of your furry friends which I greatly appreciate! She has watched our dog … (more)"

Calendar Recently Updated
17. Emma Verified Background Check

Animal and plant lover

Cannon Park, Milwaukee, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Emma’s first time with Zeus was a success! She did a great job and gave us updates regularly. We will definitely book Emma in the future! (more)"

Calendar Recently Updated
18. Kristina Verified Background Check

Hikes with your pup!

West Allis, WI, 53219

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

About: I am a professional who loves dogs and wants to enjoy being around dogs more! I have two very social, friendly dogs that always love making more fri… (more)

Calendar Recently Updated
19. Michaelangelo Verified Background Check

Home away from home

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

About: *Please read entire description, thank you!* Hi there! My name is Michael, I am a young adult who lives by a code to help and care for every living … (more)

20. D. Verified Background Check

Enriched Caregiver;Devoted to Pets!

milwaukee, WI, 53214

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

About: Hi! I am available from 10 o'clock until 5 o'clock Tuesday through Sunday and most holidays and weekends. I currently except drop-in visits and spec… (more)

In Fair Park, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Fair Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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