House Sitting In Uptown 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. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We had Rachel house sit/pet sit with our little Ripley this past weekend. We loved our experience with her. She sent updates on our pup as well as a few pi... (more)"

2. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 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)"

3. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

4. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Laurie took great loving care of our dog. Thank you, Laurie! We so appreciate everything! (more)"

5. 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)"

6. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh was an absolute joy to work with. He took GREAT care of my 2 English Mastiffs (which is not a small job to take-on). I was very nervous leaving town f... (more)"

7. 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)"

8. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 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)"

9. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

45 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)"

10. Raquel

Your dog is family

Story Hill, Milwaukee, WI, 53208

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

About: I'm Raquel - 22 and living in Milwaukee. I've yet to meet a dog that I didn't like. My seven year old dog Stella is one of my best friends, she's a... (more)

11. Miranda

All dogs welcome & Lots of play

Whitefish Bay, WI, 53217

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

"Miranda was great! Very flexible and patient. She took our dogs for walks and to the dog park too! (more)"

12. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Steven stayed at our house for five days while we went out of state. It was beautiful spring weather when we left. Then it rained for five days and the tempe... (more)"

13. Madeline

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

Kilbourn Town, Milwaukee, WI, 53203

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

About: Hello! I am so excited to help care for your dogs! I have been living with dogs my whole life, and have professionally dog (and cat!) watched throu... (more)

14. Madeline

Madeline's Dog Care

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Madeline was excellent! We booked her at the last minute for a trip we were taking. She stayed at our house with our dog, Penny, and kept us updated on how t... (more)"

15. Annie

Pet First Aid & CPR Certified

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: As an animal lover, I am passionate about your pet's health and happiness. I've grown up owning dogs my whole life but I also have experience board... (more)

16. Heather

Dog handler -vet tech-dog lvr4lyfe!

Brewer's Hill, Milwaukee, WI, 53212

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

"Heather was an excellent dog/cat sitter for me while I was out of town. The litter box was changed consistently and my dog enjoyed going for a walk everyday ... (more)"

17. Tracy

Responsible Dog Lover!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
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About: I grew up walking my neighbors dogs for fun and have always loved being around animals! I have had many pets throughout the years, including chicke... (more)

18. Ellie

Student that wants to meet your BFF

Avenues West, Milwaukee, WI, 53233

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

About: I have always been very passionate about dogs and caring for dogs. I grew up going over to my friends houses just to spend time with their pets be... (more)

19. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

3 repeat clients

"Megan was great before, during and after her stay! My guy seems happy and healthy and barely noticed we were gone. I'd like to get a few photos of him during... (more)"

20. Nadine

Relax, I've got it covered!

Cannon Park, Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits

5 repeat clients

"She did a great job! She came as promised, stayed and kept the dog company quite a while and left me a detailed note about her time with Nala. I will defin... (more)"

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Learn About Premier

When it comes to house sitting, dog owners in Uptown, 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 Uptown 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.

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

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 Uptown, 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: