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. Holly

Home full time-lots of love here

West Allis, WI, 53227

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Holly did a great job. Kept me updated. And sent pictures. She is awesome with animals!! (more)"

Confirmed availability
Thanksgiving
2. 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)"

Confirmed availability
Thanksgiving
3. Kelly

Home full-time. Dog park access

Wauwatosa, WI, 53226

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

"Kelly loves all dogs and cats and any animal for that fact. She is caring and knows that the pet is part of the family ! She has had many family pets and t... (more)"

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4. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was absolutely fantastic! She was very conscious of our care instructions for the girls, kept in great communication with us while we were away and se... (more)"

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5. Kathreen

Loving Home for When You Can't Be H

West View, Milwaukee, WI, 53227

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

"For as long as I have known Kathreen Lauper, she has always been very warm and loving towards dogs. Whether she’s walking the dog, playing with them, or just... (more)"

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6. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda stayed at my home as a house-sitter my little dog who suffers from separation anxiety. Buff, who is normally very hostile to strangers attached herse... (more)"

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7. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily did a great job watching our dogs while we went to the cabin for the weekend. She came across as very warm, genuine, and caring when we first met her.... (more)"

Confirmed availability
Thanksgiving
8. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna is fantastic! Extremely comfortable around our dogs and attentive to them - she was very prompt and reliable. Would definitely book with her again! (more)"

Confirmed availability
Thanksgiving
9. Hannah

Rescue dog whisperer

Valley Forge, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Hannah took absolutely wonderful care of Teagan while we were away! It was our first time traveling without our pup and we were nervous but she sent pictures... (more)"

Confirmed availability
Thanksgiving
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

"Hi I have known Kristy for over 20 years ,and I can surely say she one great animal lover.If i had an animal that needed carrying I wouldnit think twice abou... (more)"

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11. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was aweso... (more)"

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12. 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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13. 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)"

Confirmed availability
Thanksgiving
14. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

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

"Peggy watched three of my four dogs for a few hours while we had a trainer over to help us with our fourth. It was so worth having our dogs cared for so we ... (more)"

Confirmed availability
Thanksgiving
15. 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)"

16. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

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

"Chris is fast to respond, punctual, and extremely passionate about all dogs. He gives my dog great attention and fun, energetic playtime while I am away - he... (more)"

17. Stephen

All Breeds Created Equal

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

About: I have been a certified ER veterinary technician for 8 years. Animals are a part of my everyday life. Working in ER has given me much patience when... (more)

18. Tesia

I love the dogs and the dogs ❤️Me!!

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Tesia is one of the sweetest, most reliable people I have rver met! She is diligent and loves everything she does! She completely take passion into everythin... (more)"

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19. Alexis

Whatever you need for your pets

Milwaukee, WI, 53214

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

"Alexis has been watching my 3 yr old American bulldog for the last six months. She’s very flexible and reliable. She has taken great care of my dog and he’s ... (more)"

Confirmed availability
Thanksgiving
20. James

Retired Teacher in Tosa

wauwatosa, WI, 53213

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

"I have known James for over 20 years. James has had 2 dogs of his own. He enjoys taking his dog Jack on long walks. James is reliable, punctual and show atte... (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: