House Sitting in Fair Park, Milwaukee

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

1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

24 repeat clients

"Lori was super! Hit it off with my guy right away at the pre-meet. Sent me lots of photos and updates so I could keep tabs on my dude. Took great care of hi... (more)"

2. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Yen was very friendly and the animals really liked her. She followed all the instructions on how to care for our pets to a tee. She did ask permission to do... (more)"

3. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

"We were happy with Amanda's stay with Meadow for six nights. The only thing I wish would be that she left us notes of some of the fun things they did togethe... (more)"

4. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

3 repeat clients

"Brenna sent us multiple updates throughout her stay with our little Zoe. We were very pleased with how she treated our pup and our home. We will definitely... (more)"

5. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

Drop-In Visits, House Sitting, Dog Walking

"Jennifer is not only a wonderful dog mama of sweet Jax, she has been a sitter for many years. I know she has a big heart and holds a love for all canines and... (more)"

6. Katie

Student and wannabe dog owner

Avenues West, Milwaukee , WI, 53233

Drop-In Visits, House Sitting, Dog Walking

2 repeat clients

"Katie was an excellent dog/house sitter for us! She took the dog to the park and our house was immaculate upon return. We will definitely be using Katie agai... (more)"

7. Hania

Energy to match your dog's

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Hania is a high energy, active and fun individual who exhibits a special bond with our furry friends. She is very respectful of every creature she meets and ... (more)"

8. Nadine

Relax, I've got it covered!

Cannon Park, Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"She did a great job! She came as promised, stayed and kept the dog company quite a while and left me a detailed note about her time with Nala. I will defin... (more)"

9. Tasha

Calm & collected :)

Arlington Gardens, Milwaukee, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

"I was very concerned when I moved into a new area and had to find a new sitter for my buddy. I travel now and then for my job So I really wanted someone flex... (more)"

10. Ara

Extremely qualified!!

West Allis , WI, 53227

Drop-In Visits, House Sitting, Dog Walking

"We have had the pleasure to use Ara on several occasions; long weekends as well as extended vacations. Ara has proven to be not only an excellent caregiver f... (more)"

11. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

2 repeat clients

"We were away for almost a week. Kaicey kept really good communication with us. She sent pictures and was able to quickly respond to our text messages. Kaicey... (more)"

12. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So glad I found Nicole. It was nice to not have to worry about my dog, knowing he that he was in good hands. Nicole kept me up to date without having to ask ... (more)"

13. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Our 9 month old lab, Remy, loved her weekend with Betsy! Betsy was on time and super friendly at our "meet and greet". She diligently helped us keep up with... (more)"

14. Baylie

I am a compassionate animal lover.

Wedgewood, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Baylie was great! She was available on short notice and offered to meet beforehand to get to know my puppy. She provided photo and text updates while sitting... (more)"

15. Raven

Country raised animal lover!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Raven is a dog person, and is a very kind caregiver. She grew up a country girl, and now lives in the city. She understands the importance of animal exercise... (more)"

16. Angela

I've been a dog lover since birth.

Kops Park, Milwaukee, WI, 53222

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

About: This is my ideal job....i love dogs... I have some anxiety issues....and working with dogs help a lot...i enjoy it....I have had a dog since I was ... (more)

17. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

19 repeat clients

About: I have always had pets and can't imagine a life without them. While I was in high school I would stay at friend's/family's houses while they were ... (more)

18. Crystal

Your dogs new friend!

West Allis, WI, 53214

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

3 repeat clients

"Crystal cared for my babbies, and kept them safe. Will definitely use her again. (more)"

19. Sara

Best Animal Auntie Around

Wauwatosa , WI, 53213

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

"Sara is an awesome pet sitter!! She has cared for my dogs many times while we were were on vacation. She snuggled them, took them for walks, and even cleaned... (more)"

20. Octavia

LOVE DOGS!!! Especially fluffy ones

Johnson's Woods, milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

About: I have a dog and have owned dogs since i was about 7 and remember them all. When they pass or any dog close to me pass i take it hard because i lov... (more)

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Learn About Premier

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: