House Sitting in Wilson 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. Paige

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

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

"Paige was great with Rupert! Rupert loved spending his day with her. We will be booking Paige again! (more)"

Calendar Recently Updated
2. Maddy

Your Furry Friend in Great Hands

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Maddy was amazing!! She is so very sweet and professional. And my Addie girl loved her! She even left my house cleaner than what I left it! I would use Maddy... (more)"

Calendar Recently Updated
3. Alexa

Devoted, Fun-Loving, Outdoorsy

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Alexa was great! She's very responsive to texts and also was willing to come "learn the ropes" before booking and meet our cat. We enjoyed meeting Alexa and... (more)"

Calendar Recently Updated
4. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey always takes such good care of our dogs! She checks in with us at least once a day, and sends pictures of our puppies as well! We would be lost witho... (more)"

Calendar Recently Updated
5. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"Sandy was absolutely fantastic! She was very conscious of our care instructions for the girls, kept in great communication with us while we were away and se... (more)"

Calendar Recently Updated
6. Kaitlyn

All Breed-Loving, Optimist Sitter

Historic Mitchell Street, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"She is a very hard worker and she loves animals. More than people it seems sometimes, she is very smart and caring. Loves to learn and is very ambitious. (more)"

Calendar Recently Updated
7. Katrina

Home Full Time- Complimentary Bath!

Town Of Lake, Milwaukee, WI, 53207

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

"Kat is a highly motivated pet care worker—I cannot recommend her enough! I have had dog-sitters who are apathetic and who let both discipline and routine sli... (more)"

Calendar Recently Updated
8. Kayla

Young dog-lover!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Kayla’s communication and flexibility was great. She took great care of our place and our two little terrors. We will be using her again if she’s available. (more)"

Calendar Recently Updated
9. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Valeria is phenomenal person. She made our trip so relxing knowing she was at our home taking care of our furbabies. The big challenge was our babies don't g... (more)"

Calendar Recently Updated
10. Flor

Animal Science & Behavior Student

Cudahy, WI, 53110

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

About: As an avid dog lover, I have raised several dogs from various breeds such as Huskies, Silky Terriers, Chihuahuas, Papillons, Doberman Pinschers, Bo... (more)

Calendar Recently Updated
11. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa was very accommodating of short notice request. She took great care of Lambeau and communicated with me via texts during the stay. She was eager to... (more)"

Confirmed availability
Christmas and New Year
12. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"Amanda was such a gem of a dog sitter. I reached out to a lot of other Rover sitters but Amanda was the one who stood out most. I booked her to watch my dogs... (more)"

Confirmed availability
Christmas and New Year
13. Miranda

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

About: I am very knowledgeable in this field. I have a natural love for dogs and puppies of all breeds and sizes. I help care for puppies regularly as the... (more)

14. Angela

Home Often, Love dogs!

Bay View, Milwaukee, WI, 53207

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

"It is never easy leaving your companion at home while going on a trip. When I was going out of town for the weekend, I was nervous about the time I would be ... (more)"

Confirmed availability
Christmas and New Year
15. Nicole

"Years of dog walking experience"

Jackson Park, Milwauker, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Nicole is a very good dog caregiver. I have been able to depend on Nicole multiple times for dog sitting at my home, and her services are always outstanding.... (more)"

Calendar Recently Updated
16. Emily

run, walk & snuggle your dog

Bay View, Milwaukee, WI, 53207

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

"My name is Ashley and I am a very good friend and former roommate of Emily! I have a lab/Shepard mix named Nellie. Emily has helped take care of Nellie numer... (more)"

Calendar Recently Updated
17. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Jessica did a great job house and dog sitting for 3 nights. My boys have particular foods and medication; these were no problem for her! I'm so happy to have... (more)"

Confirmed availability
Christmas and New Year
18. Morgan

Long walks and long runs.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

About: I’m a doggy mom of two rescues, so I know how much love goes into having dogs. I also foster whenever I need to. All the dogs I’ve taken care of I ... (more)

Calendar Recently Updated
19. Krista

Here to show your dog some love!

Castle Manor, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Krista is so great with our dogs! Whenever we leave our two dogs in Krista's care, we know that she will go above and beyond to make them feel comfortable an... (more)"

Calendar Recently Updated
20. Victoria

All dogs deserve the best!

Morgandale, Milwaukee, WI, 53215

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

"Victoria has done multiple dog/cat sitting for me as well as others I know. She is dependable and loves animals. She has owned several dogs, cats, rodents an... (more)"

When it comes to house sitting, dog owners in Wilson Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Wilson Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Wilson Park house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Wilson Park, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Wilson 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: