House Sitting in Milwaukee

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

Available this weekend
1. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

124 repeat clients

"We love these two! We know they love our dogs and they treat them like their own. (Sometimes we wonder if our dogs even want to come back home!!) It's so ... (more)"

2. Jessica

Will Run/Hike for K9 Kisses!

Upper East Side, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Jessica was amazing! We have never used a service like this before and our Olive has never been watched by a stranger but I knew from the meet and greet she ... (more)"

3. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah was so wonderful with brady! She was accommodating of a last minute request and even moved around her schedule to be there for our dog. She was very re... (more)"

4. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

47 repeat clients

"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 ... (more)"

5. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Upon meeting Laurie for the first time, my husband & I felt incredibly comfortable having her care for our pups in our home!!! During our meet & greet Laurie... (more)"

6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

13 repeat clients

"Sandy was terrific with my dog who suffers from separation anxiety. Buff typically stops eating for 2 - 3 days when I am away and then it takes her several d... (more)"

7. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"From our first meeting, I was pleased and impressed with Emily as was my buddy, Coc. We met with Emily at a meet and greet and Coc took an immediate liking ... (more)"

8. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

57 repeat clients

"Amber did a great job watching Bailey for the weekend. She stayed at our apartment to keep Bailey company. She was very responsive via text messaging and s... (more)"

9. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"April was GREAT with our Great Pyrenees, Boomer and took great care of him! She stayed with him over a long weekend and we came back to a happy dog and a cle... (more)"

Available this weekend
10. Dani

Animal lover and walk enthusiast!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Im a full time architecture student at UWM looking to make a little extra cash. I come from a family of dog lovers currently with 20 doggies in jus... (more)

11. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

5 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)"

12. Rebbecca

I love your dog as much as you do!

Muskego Way, milwaukee, WI, 53204

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

1 repeat client

"Rebbecca was fantastic and my dogs took to her immediately. She was in consist contact with me. I may be a crazy dog mom & she delt well with that. ;) (more)"

13. Michaela

I'll run and cuddle with your dog!

Riverwest, Milwaukee, WI, 53212

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

About: I am a very active individual which is why I love dog sitting. I will walk or run with dogs of all shapes and sizes. I grew up with 2 dogs, a Borde... (more)

14. 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)"

15. Madeline

'Man's best friend's' best friend!

Kilbourn Town, Milwaukee, WI, 53203

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

"Madeline was great and sent regular photo updates of my dog. It was the first time I left my dog with a sitter so I was a little anxious about my fur baby bu... (more)"

16. Michaela

Home full-time!

Riverwest, milwaukee, WI, 53212

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

"Michaela was caring and loving with our four legged kid. She genuinely loves dogs. Michaela played with our pup and took him for walks. I'd highly recommend ... (more)"

17. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am employed part-time and am available to provide a number of different services, from walking to house-sitting to drop-in visits while you are a... (more)

18. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Samantha is a dream. She's very personable and great with communication. I'd recommend her to anyone. (more)"

19. Elle

Weekends and holidays!

Lower East Side, Milwaukee, WI, 53202

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

About: I have grown up with dogs my entire life and while I'm not quite ready to take on a dog full time myself, I am a caring and responsible person who ... (more)

20. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meghan is a flat-out dog lover, and I think dogs know it. Whether it's our dog who has known her for years or a random encounter on the street, dogs just see... (more)"

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Rover.com is the simple, savvy way to find and book Cold Spring Park, Milwaukee 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 Cold Spring Park 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 Cold Spring Park, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.