House Sitting in Fair 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. 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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2. Terri

I miss having my own dog!

New Berlin, WI, 53151

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

"Terri was so great with our puppy! He can be such a handful since he is so young, but she did an amazing job with him! She sent us picture updates which made... (more)"

Confirmed availability
President's Day
3. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Briana was great! Great communication, and lots of pics that updated us on how our pup was doing. She left the place clean and tidy! We will definitely use h... (more)"

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4. 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)"

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5. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

6. Nicole

"Years of dog walking experience"

Jackson Park, Milwauker, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"She loves our pitbull. They cuddle all the time. Last year when we went on vacation she fed and walked our pitbull. On occasion, she has also brushed her t... (more)"

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7. Patricia

Caring dog sitting services

Fair Park, Milwaukee, WI, 53214

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

"Patricia was by far my first choice when I needed a dog sitter. I used her service on several occasions, for long weekends and longer vacations. During that... (more)"

Confirmed availability
President's Day
8. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

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

"Peggy was great with Lana who is a special needs dog. We met with Peggy beforehand to make sure she was happy with Lana and that Lana was happy with Peggy. W... (more)"

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9. Rachel

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

"Rachel is an amazing, calm, loving dog handler and I would trust her with my dog any day! Koda loves walks with Rachel, and anytime she is at the door or in ... (more)"

10. Lucia

Lover of Dogs, will love yours too!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Luci was tremendous with Riley, taking the time before we left to meet with her and gain her trust. She sent us regular pictures and check-ins, and in genera... (more)"

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)"

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12. 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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13. Alexandra

Snow, sun, or rain, I'm there.

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Alex has been an absolute godsend for my Frenchie. Ever since I got a job at Northwestern Mutual, I've been too busy to be able to take Paula Abghoul out as ... (more)"

14. 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)"

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15. 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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16. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"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)"

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17. Erika

fenced in yard, will run your dog

Fairview, milwaukee, WI, 53219

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

About: I love all animals! I have two fur babies at home that love to have other dog friends over to the house to play with. I have a fenced in backyard w... (more)

Confirmed availability
President's Day
18. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, 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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19. Lauren

Love all animals and breeds!

West allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Lauren was absolutely fantastic with our dogs. We were on vacation in Florida and it was imperative that our sitter made it to our beach house on time due t... (more)"

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20. James

Retired Teacher in Tosa

wauwatosa, WI, 53213

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

"Jim has been watching my two dogs for a few years. He does a great job. Bill and Hillary always come back home very happy and I can tell they are well take... (more)"

In Fair Park, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Fair Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Fair Park 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 Fair Park, 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 Fair Park 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 Fair 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: