House Sitting in Haymarket, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was absolutely amazing from start to finish! I am always worried leaving my dogs as they are my baby's! I get the highest of anxieties having to leave th… (more)

from
$45
per night
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Alicia S.
2.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia helped us out last minute when we were on a trip visiting Milwaukee and our dog had separation anxiety and couldn't be left alone. She stayed three nigh… (more)

from
$100
per night
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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is reliable and responsive. She kept me informed during my time away, sending photos and assurances that Lexi was safe and well. She left my house imm… (more)

from
$37
per night
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Marina M.
4.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Dingo and FuzzBob agree that Marina is the most excellent caregiver! They received the best loving care while we were away for the holidays. She had no issues… (more)

from
$65
per night
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa gave us peace of mind knowing our dogs were in good hands. She communicated with us throughout the week, sent lots of pictures and provided updates. Sh… (more)

from
$60
per night
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6.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe took excellent care of our crazy bunch of pups. We have a senior dog that requires additional attention and she managed all the extra instructions. We als… (more)

from
$44
per night
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7.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera was great at communicating and sending pictures of our furry friends without even asking. She exercised them often and gave them the attention they neede… (more)

from
$70
per night
8.
Caring & trustworthy pet sitter 🥰MILWAUKEE, WI, 53211
House Sitting

Elaine was very knowledgeable and experienced with dog care. She gave updates and photos during her stay. Wanda was a calm puppy when we got home, which tells… (more)

from
$30
per night
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9.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was the best, highly recommend. She gave lots of updates and treated my pup like her own. She even did the laundry. Will be using her again for sure. (more)

from
$35
per night
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10.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie was fantastic!! During her stay with Bella my air conditioner went out. She was extremely knowledgeable about the problem and spoke with the repair tech … (more)

from
$65
per night
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11.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor is an amazing human that really cares about the dogs she sits for and the people she is helping out. She rescued us when our previous dog sitter failed to… (more)

from
$85
per night
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12.
Hi! I'm Camille !Lower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Camille was super easy to work with and we would definitely use her again! (more)

from
$90
per night
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13.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I am so thankful for J! They too such great care of my babies while I was gone. I get so nervous leaving my babies but with J I felt totally at ease. I got cons… (more)

from
$38
per night
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14.
Excited about all breeds and sizes!Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Julie is a very friendly, reliable and conscientious person who loves animals, but especially dogs. She has grown up with dogs (Samoyeds and Collies) her entir… (more)

from
$35
per night
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Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and … (more)

from
$45
per night
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Quality pet care you can trust.Murray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alexandra was amazing with our dogs and cat! The updates were great and gave us such piece of mind while we were away. She was patient and kind with our anxious… (more)

from
$45
per night
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17.
Ali 
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Trustworthy, friendly and punctualLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ali is an amazing and caring person who is an avid dog lover. She truly cares for each dog as if it were her own. She is extremely energetic, athletic and activ… (more)

from
$40
per night
Confirmed availability: Memorial Day
18.
Rio 
Verified Background Check
caring & reliable sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Rio was able to care for our dogs on short notice. Everything went smoothly and the dogs snuggled in right away. (more)

from
$30
per night
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19.
Sweet animal loverJuneau Town, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Neeke was amazing, my puppy loved her. She communicated with me throughout the day and sent pictures throughout the day. She was on time and super nice. No issu… (more)

from
$45
per night
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20.
Enamoured with pups of all sortsRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Kristen did a great job watching our dogs Terry and Bailey. She was easy to communicate with and provided consistent updates throughout her stay. We will defi… (more)

from
$125
per night

Dog lovers in Haymarket, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

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