House Sitting in Clayton Crest, 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.
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1. 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)"

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2. 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)"

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3. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey is the best! She watches our two dogs when we go on vacation, and I always rest easy knowing they’re in Lindsey’s care. She updates us on a daily bas... (more)"

4. Natalie

Social and Active, Loves Outdoors!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"We have had Natalie stay at our place and care for our dog Ava while we are out of town. She does a great job and Ava loves her! (more)"

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5. Kaitlyn

Dog-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)"

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6. 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)"

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7. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Thea is pretty much afraid of everyone but she warmed up to Val quickly. By the end of her visit, Thea was snuggling with her. She took great care of both my... (more)"

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8. 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)

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9. Elba

Wiggle waggle and roll!

Cudahy, WI, 53110

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

"Elba is amazing, she has cared for my Dachshund and Labrador for a few weeks now. My Dachshund can be a bit stubborn and Elba has shown great patience and h... (more)"

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10. 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)"

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11. 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)"

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12. Melissa

Will spoil your animals rotten!!!!!

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

"Melissa took great care of my dog! She sent me lots photos and videos! Shylo was very happy! ☺️ I would recommend Melissa for watching your pet! She does a g... (more)"

Confirmed availability
Christmas and New Year
13. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"I had never used a dog sitter for my dog before. I was very nervous to find the right sitter, as my dog has severe anxiety issues. After contacting Amanda an... (more)"

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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. 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)

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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)"

Confirmed availability
Christmas and New Year
17. 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)"

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)

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19. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Jessica did a great job watching our 3 year old goldendoodle Annie. This is the second time she's watched Annie (first time was in August). I wouldn't hesita... (more)"

20. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Anytime I'm out of town, I know that Bowser will be in good hands with Steph and Princess. Steph is a dependable and loving dog mom who makes sure to send lo... (more)"

When it comes to pet care and house sitting, pet owners in Clayton Crest, 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.

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 Clayton Crest 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 Clayton Crest, 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 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 Clayton Crest, 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: