House Sitting in Enderis 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.
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1. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was a great dog sitter for our Sarah! It was wonderful to have peace of mind while we were away. (more)"

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2. Tasha

Rehabilitative Dog Rescue Worker!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha is amazing and so organized and professional! We got pics of our doggy the whole time we were gone! She left the house so clean and tidy and we felt ve... (more)"

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3. 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)"

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4. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"Sandy did a great job watching Terry and Bailey. She was professional with all communication, sent updates a couple times a day, and was overall pleasant to... (more)"

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5. Isaiah

Walks, Belly Rubs & Treats - Oh my!

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"Isaiah was fantastic! Plenty of pup-dates, pictures, and great communication overall. We could tell that Isaiah genuinely cared about Platano and looked afte... (more)"

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6. Nicole

Full time student and dog lover

Wauwatosa, WI, 53213

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

"Nicole was very friendly, considerate and respectful. She clearly loves dogs and took great care of our two pups, Ace and Layla. She provided me with updates... (more)"

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7. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

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

"Steve watched my 3 large dogs and 4 cats while I was in India for three weeks. One of my dogs has cancer and requires several meds and supplements 3x daily a... (more)"

Confirmed availability
Christmas and New Year
8. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Tim does an amazing job looking after Violet! This is an amazing feat, as Violet was mistreated earlier in life, and generally takes a while to warm up to m... (more)"

9. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily is the best ! We felt completely confident that our girl would receive the best care, and Emily exceeded our expectations. The updates and photos were ... (more)"

Confirmed availability
Christmas and New Year
10. Kristy

I'm their home away from home ❤

West Allis, WI, 53214

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

"Couple times a week Kristy watches my dog Dasiy. She make sure my dog is feed and taken outside and us given enough love and attention. She knows a ton about... (more)"

Confirmed availability
Christmas and New Year
11. Hannah

Rescue dog whisperer

Valley Forge, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Hannah is amazing! I have used Hannah 2 times now and couldn't feel any more comfortable with having her watch my two babies than my own family. And will c... (more)"

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12. Alexis

Dogs are my passion!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"So wonderful!!! Alexis was able to help me out with a very last minute booking to house sit with my two pups. So grateful to have found her! Excellent commun... (more)"

Confirmed availability
Christmas and New Year
13. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"We needed a sitter with less than 24 hours notice. Lori was quick to reply and she watched our two dogs with no issues. She sent photos and kept me updated. ... (more)"

Confirmed availability
Christmas and New Year
14. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

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

"Chris has sat for our energetic golden doodle, Marlee, several times and he was an excellent dog sitter. Marlee was given the perfect balance of exercise, l... (more)"

15. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina is just wonderful when it comes to dog sitting. She has watched my German Shepard three times now, and I don't have a single complaint. She arrives on... (more)"

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16. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna was great at watching Apollo, my Great Pyrenees, who isn’t always a fan of new people. He took to her right away! Anna also was a lifesaver and helped m... (more)"

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17. Jacey

I'd love to take your dog for a run

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Chance and Wahly loved their time with Jacey! Highly recommend!!! (more)"

18. Kimani

I am active and atthletic

Roosevelt Grove, Milwaukee, WI, 53216

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

About: I can help with training I am active so there will never be a dull moment I have a dog that loves other dogs and my dog is very playful and she gre... (more)

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19. Gwenn

I love all dogs equally.

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Gwenn took very good care of our dog while we were out of town. She sent updates and pictures and asked great questions. We were able to relax knowing our ... (more)"

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20. Rachel

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

About: Dogs deserve to be loved and cared for well when their families are away. Having care in which they are exercised, fed well, engaged with and loved... (more)

Dog owners in Enderis 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 Enderis Park.

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 Enderis Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Enderis 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 Enderis 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 Enderis 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 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 Enderis 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: