House Sitting in Metcalfe Park, Milwaukee

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

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1. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

20 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

2. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

25 repeat clients

"Sarah was great - came to our rescue after a disappointing experience with another dog sitting service. She’s very responsive and reliable. Both of our dogs ... (more)"

3. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor has been walking my adorable golden retriever, Clancy, for 2 years. I was very hesitant to let someone walk my dog for me, but it became a necessity d... (more)"

4. Heather

Dog handler -vet tech-dog lvr4lyfe!

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

"Heather sends great updates and lots of photos and it’s clear my pup loved her instantly. It’s hard to tell there’s even been anyone in my house as she lives... (more)"

5. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

6. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

2 repeat clients

"Amanda did an awesome job. My dog can be a strange with some people, but absolutely loved Amanda and she took very good care of her. (more)"

7. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

"Megan was responsive and took great care of our pups. They ended up staying at her house and got along great with her dog. We will definitely use her again i... (more)"

8. Isaiah

Walks, Belly Rubs and Treats-Oh my!

Muskego Way, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I will definitely recommend Isaiah for house sitting! I had to find house sitter for my dog last minute and he was able to fit it in his schedule and stopped... (more)"

9. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Emily was awesome! She watched Buster while we went to the Packer game and gave him all the attention he needed. She updated us throughout the game with phot... (more)"

10. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

8 repeat clients

"Our dogs absolutely love Jo! They had a great time with her and when we had a medical delay, she went above and beyond to make sure the boys were taken care ... (more)"

11. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Olivia is my daughter and I can assure you that she is kind, intelligent, and not at all fearful around pets. She grew up on a hobby farm where we had a dog,... (more)"

12. Kristin

Kendall's Friendly Dog Services

Milwaukee, WI, 53213

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

3 repeat clients

"It looks like Riley had a great time with Kristin. All things were followed as we asked and we liked the updates we recieved. (more)"

13. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was aweso... (more)"

14. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

5 repeat clients

"Maureen was the best! She took such great care of our Schatzi!! She updated us with pictures as well which was really nice to see. We would highly recommend ... (more)"

15. Jane

Young dog lover with flexible hours

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jane is a very outgoing and friendly person. She loves to play with and help take care of animals and is very passionate while doing so. My mother fosters do... (more)"

16. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

17. Christin

I'll treat your dogs like my own!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"I have had Christin watch my two Corgis many times. She is a fantastic dog caregiver. I can always count on her to be dependable and trustworthy. I would hig... (more)"

18. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

19. Olivia

Giving your dog amazing care!!

Wauwatosa, WI, 53213

House Sitting, Dog Walking

"Olivia was taking care of my giant schnouzer for about a year, taking him on walks. She was very patient but firm with my dog, and always brought him home ha... (more)"

20. 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)"

Dog owners in Metcalfe Park, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Metcalfe Park.

Rover.com is the simple, savvy way to find and book Metcalfe 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 Metcalfe 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 Metcalfe 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 pet sitter or dog walker. 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 Metcalfe 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: