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House Sitting in Maitland 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.
1. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Amber was wonderful and Lambeau loved having her stay with her. We planned a “meet and greet” prior to going out of town and Amber showed up very prepared. S... (more)"

Confirmed 4th of July Availability
2. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Kimberly was amazing! She sent me many updates and photos of our 2 pups and 2 cats! Kim is a very reliable and responsible pet sitter, she treated them all... (more)"

3. Melissa

Will spoil your animals rotten!!!!!

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

"Melissa was great with our boys, Rocky & Dillon! She was very responsive and prompt with setting up a meet and greet. She sent us pics and kept us updated. ... (more)"

4. Paige

Dogs really do create happiness :)

Cudahy, WI, 53110

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

"Paige watch our black lab puppy Bow. He is about 7 months old. She was so great with him for the 5 days we were gone. You worry leaving when you have a pupp... (more)"

Confirmed 4th of July Availability
5. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Peggy is the most patient and caring canine lover I’ve ever encountered. Whether it’s caring for her own dogs or helping others care for theirs she is knowl... (more)"

6. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

7. Rose

Bet I'll like your dog More than yo

South Milwaukee, WI, 53172

House Sitting, Drop-In Visits, Dog Walking

"Rose has cared for our 2 dogs for the past 2 yrs. She has had them for anywhere from a few days to a month at a time. They have always been well cared for ... (more)"

8. Stephanie

Love playing and exercising

Honey Creek Manor, Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: Hi, I'm Stephanie! When I was a kid, I had two cats, Bailey and Shorty, and a Yellow Lab named Milo. They were the most important thing in my life ... (more)

9. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was so enthusiastic about taking care of our fur babies!! She sent pictures of our dog eating and playing. She also fed our kitty. He was a bit shy a... (more)"

10. Paige

Experienced & Caring Dog Sitter

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

"Penny and Lily really enjoyed having Paige take care of them. All went smooth. Will definitely use her again. (more)"

11. Molly

Here to make your doggo's day!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Molly is a great pet sitter! I have three dogs, small, medium and large and she has watched them for multiple days on numerous occasions. I never worry when... (more)"

12. Stacey

Your dog will be my family too!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"I've known Stacey to treat any and all animals like she does her children. She's very loving in the care she gives and goes above and beyond. My children... (more)"

13. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits

"She is such a breath of fresh air. She took such great care of our furbabies. We received pictures every day with multiple updates on how they were doing & h... (more)"

14. Harper

Your best friend is my best friend!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Harper was great with my German Shepherd! She has watched her for multiple different weekends over the years. She gave her the pills she was scheduled to hav... (more)"

15. Jacob

Animal lover all around!!

Holler Park, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Jacob was a great sitter with Lacey! Very professional and would recommend him for future stays. (more)"

16. Elizabeth

DOG LOVING teacher and adventurer

Town Of Lake, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is a caring and loving pet parent. She takes time to get to know pets to ensure that they are comfortable with her. Elizabeth will treat your dog... (more)"

17. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Terry was awesome with our cat. She was very dependable and quick to respond to all messages. She made sure to send us picture updates of all the snuggles ... (more)"

Confirmed 4th of July Availability
18. Alle

If your pet loves to run,I do too!

Wilson Park, Greenfield, WI, 53221

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

"Alle is a sweetheart. She knows her dogs and knows how to handle them. As me myself being a dog walker and trainer I'd hire but don't have an open employment... (more)"

Confirmed 4th of July Availability
19. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"I appreciated Jessica being able to drive 40 minutes one way the two times we had her visit our house and our dog before she housesat. I felt like Jessica di... (more)"

Confirmed 4th of July Availability
20. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

"Zhanae is an amazing sitter! She stayed with my cats for a weekend and definitely made them feel loved and made me much less worried about leaving them. (more)"

When it comes to pet care and house sitting, pet owners in Maitland Park, Milwaukee, WI trust their pets 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. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Maitland Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Maitland Park, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Maitland Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Maitland Park, Milwaukee, WI for your dog: people who'll treat him like family.

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 Maitland 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: