House Sitting in Graceland, 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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Alicia S.
1.
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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Laura R.
3.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my babes for an extended period of time with a dog sitter and I am thoroughly impressed with Laura! She was very nice and patient… (more)

from
$40
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 is great, she's watched our high energy pitbull a few times now and does a great job. She sends good updates and has kept our place and pup in great sha… (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 is amazing!! We had a lovely week in Cancun and didn’t have to worry about our sweet pup. She kept him company and took him on many walks + took care of o… (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 AMAZING. This was our first experience with Rover and leaving our puppers with someone new and Ameera did awesome at keeping us updated throughout th… (more)

from
$70
per night
Confirmed availability: Memorial Day
8.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel is a fantastic sitter- she was prepared (even though I wasn't) and communicated throughout the stay without being prompted. I will certainly book with her… (more)

from
$45
per night
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9.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was attentive and responsive. She was great about communicating and kept our pup happy. I would definitely go with Talor again the next time I'm out of to… (more)

from
$85
per night
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10.
"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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11.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen dog sat for our 2 dogs over this holiday weekend. She did an outstanding job. Our dogs were well cared for. Our rescue pup was nervous due to the fire… (more)

from
$50
per night
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12.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina is the best. All went well and Xena got lots of pets. Will definitely hire Karina again. (more)

from
$32
per night
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13.
Loving to all pups❤️Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Annie has watched over our dog Timmy for years. She also takes care of our 3 cats and our rabbit when we go on vacation. She is extremely responsible with our h… (more)

from
$45
per night
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14.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$95
per night
Confirmed availability: Memorial Day
15.
I've had 7 dogs at once. Trust me.Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Marilia was a fantastic sitter - I recommend her and would definitely trust her with my animals and home again. She did a fantastic job updating us throughout t… (more)

from
$65
per night
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16.
The Pawfect Pal 💚🐾Silver Swan, Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)

from
$25
per night
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17.
❤🐾Reliable Caring Flexibility⛑🐕😸Northridge Lakes, Brown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon was great. She loves animals and warmed up to my skittish Chihuahuas right away. She kept in touch over the 9 days we were gone and sent pictures so I co… (more)

from
$40
per night
Confirmed availability: Memorial Day
18.
Your pets are my first priorityHampton Heights, Milwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

I would and will use Aundre as a dog sitter again. He is good with my dog and understands her personality and her needs - food and cuddles mostly. He is very re… (more)

from
$31
per night
Confirmed availability: Memorial Day
19.
I love dogs!Whitefish Bay, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Maureen has looked after my family’s dogs and I have recommended her to my friends pets as well for many years. It can be worrisome leaving your pet with someon… (more)

from
$80
per night
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20.
Pets Lives Matter!Menomonee River Hills, Milwaukee, WI, 53225
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 years of experience

About: I’ve been around pets for years and would love to work with animals again. I also watch my mom dog And would go out to the farm with my friend some… (more)

from
$28
per night

Dog owners in Graceland, 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 Graceland.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Graceland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Graceland, Milwaukee who can provide the care your dog needs, when they need it.

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 Graceland, 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: