House Sitting in Graceland, Milwaukee, WI

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Top rated Graceland house sitters

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Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
11 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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Nikki C.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

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Jordyn
Sitter Profile Image: Emily M.
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Emily M.
from
$65
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
47 reviews
9 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

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Therease T.
Sitter Profile Image: Ashley W.
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Ashley W.
Star Sitter
from
$45
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

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Graham B.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$50
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

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Paulo A.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$28
per night
5 out of 5.0 stars
64 reviews
12 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$57
per night
5 out of 4.9 stars
84 reviews
24 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

I'm not sure how I can begin to describe how much of a relief it was to have Jamila caring for my two dogs for a week. Not only did she make sure that they were taken care of as if they were her own, she also provided extra peace of mind with daily pictures (which I loved)!

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Aaric G.
Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter
from
$40
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

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Bret K.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
5 out of 4.9 stars
22 reviews
14 repeat clients
8 years of experience
Bayside, WI, 53217

As always, Katelyn works magic with Otis. She recently sat for a night when we had to go away for a wedding, and instead of being his usual skittish self when we aren't around, he relaxed and spent much of the time relaxing and cuddling. Thank you, Katelyn!

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Zack G.
Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter
from
$55
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
5 years of experience
Timmerman West, Milwaukee, WI, 53225

Jasmine watched our 3 month old puppy and was awesome! She provided plenty of updates (lots of pictures!), was able to let her out regularly, and kept her entertained all day while we were gone! Would definitely recommend her to anyone looking for a reliable puppy sitter!

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Madison W.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$50
per night
5 out of 4.8 stars
13 reviews
5 repeat clients
12 years of experience
Milwaukee, WI, 53216

Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.

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Benjamin J.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$50
per night
30 years of experience
Mequon, WI, 53092

About: I provide attentive, compassionate, and reliable care for dogs of all breeds and sizes. I specialize in creating a safe, comfortable environment—whether in your home or mine—ensuring pets receive plenty of exercise, affection, and individualized attention. With strong communication skills and a genuine love for animals, I keep pet parents updated and at ease throughout every stay. Whether it’s daily walks, overnight stays, or special care routines, I’m committed to treating every dog like family. I have a flexible work schedule so I’m able to provide breaks and attention as needed throughout the day. I work from home at least 2 days a week. I have a large back yard that the dogs can play in. I also have the Oak Leaf trail next to my house we can go on frequent walks!

Sitter Profile Image: April C.
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April C.
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Enderis Park, Milwaukee, WI, 53210

April was wonderful! She's very personable and a great communicator. She took excellent care of Lola, followed all the care instructions and kept the house very clean. I would highly recommend her.

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Angie B.
Sitter Profile Image: Jaclyn O.
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Jaclyn O.
from
$50
per night
5 out of 4.9 stars
82 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and cared for as you do. 100% will book her again!

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Therese H.
Sitter Profile Image: Marilia D.
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Marilia D.
Star Sitter
from
$70
per night
5 out of 5.0 stars
65 reviews
20 repeat clients
15 years of experience
Estabrook Park, Milwaukee, WI, 53217

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

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DK
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$95
per night
5 out of 5.0 stars
49 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Wipawee watched my dog and my sister’s dog at my house while we went away on a family vacation. The dogs were well cared for, had plenty of attention and were taken great care of! Couldn’t have asked for better sitters.

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Ajith S.
Sitter Profile Image: Camila S.
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Camila S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53217

Camila is delightful to work with. She took good care of our two small dogs and communicated well. Trustworthy, smart, and easy to work with.

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Elizabeth E.
Sitter Profile Image: Jeff G.
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Jeff G.
from
$72
per night
5 out of 4.9 stars
53 reviews
13 repeat clients
15 years of experience
Glendale, WI, 53209

Jeff was a wonderful sitter!! We will absolutely be asking him to dogsit again soon! He came to meet us a week ahead of time to learn about Winnie’s routine, confirmed the sitting the day before, and maintained great communication throughout her care. She has separation anxiety but she calmed down very quickly with Jeff and snuggled him all night. He ensured that timing was flexible and we felt so confident leaving our disabled pup with Jeff! Definitely recommend!

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Jenna P.
Sitter Profile Image: Genesis A.
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Genesis A.
Star Sitter
from
$65
per night
5 out of 5.0 stars
8 reviews
4 repeat clients
10 years of experience
Old North Milwaukee, Milwaukee, WI, 53209

About: Having a lot of energy, dedicate many years to professional pet care. Providing reliable and responsible care to a variety of pets including, exotic/small animals (hamster, bunny, fish), dogs, cats. Feeding, walking, running, administering medications (any kind), and providing companionship and comfort. All this while following owner instructions and maintaining a safe environment. Open Schedule ➡️ 6:30am - 8:00pm ⬅️ For more details send me a message. ✨🐾 🗣️Bilingual: Español & English Currently working part-time at a Pet service, and being a College student, having plenty of time to play with your love ones. Waking up around 6:00am to start the day fresh and with energy, going to bed around 8:00pm-9:00pm. Don’t hesitate to contact me anytime for questions or suggestions. I’m happy to assist you. • 24h communication, periodic pictures/updates. • Meet-and-greets required (FIRST SERVICE). • Care instructions required even for walks. These way I make sure everything is done correctly and safe. • Paper or text list of needs/routine. (DON’T apply to walks). • Pet safe products & Hazard free. (Home and Car) • Pet parent and Veterinary information on hand, if anything happens (just to be cautious). Example: weird walking to injury. • Follow and respect other instructions, home rules, pet safe place, etc.

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Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

Availability updated 2 days ago
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter

Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
8.1 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
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We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

Availability updated today
Sitter Profile Image: Emily M.
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Sitter Profile Image: Emily M.
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Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
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Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

Availability updated today
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
7.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
47 reviews
9 repeat clients
Profile image

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

Availability updated 8 days ago
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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Ashley W.
Star Sitter

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
Profile image

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Availability updated 13 days ago
Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Availability updated today
Sitter Profile Image: Charles B.
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Sitter Profile Image: Charles B.
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Charles B.
Star Sitter

Pet lover ready 2 watch your bestie
Fox Point, WI, 53217
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
64 reviews
12 repeat clients
Profile image

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

Availability updated 32 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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Jamila M.
Rover 101
Star Sitter

Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
84 reviews
24 repeat clients
Profile image

I'm not sure how I can begin to describe how much of a relief it was to have Jamila caring for my two dogs for a week. Not only did she make sure that they were taken care of as if they were her own, she also provided extra peace of mind with daily pictures (which I loved)!

Availability updated yesterday
Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter

The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
Profile image

Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

Availability updated 5 months ago
Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter

Eat. Play. Love.
Bayside, WI, 53217
4.3 mi. away
House Sitting, Dog Walking
from
$85
per night
5 out of 4.9 stars
22 reviews
14 repeat clients
Profile image

As always, Katelyn works magic with Otis. She recently sat for a night when we had to go away for a wedding, and instead of being his usual skittish self when we aren't around, he relaxed and spent much of the time relaxing and cuddling. Thank you, Katelyn!

Availability updated 21 days ago
Sitter Profile Image: Jasmine T.
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Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter

🐈‍⬛Caring for your furry family🐕
Timmerman West, Milwaukee, WI, 53225
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

Jasmine watched our 3 month old puppy and was awesome! She provided plenty of updates (lots of pictures!), was able to let her out regularly, and kept her entertained all day while we were gone! Would definitely recommend her to anyone looking for a reliable puppy sitter!

Availability updated 6 days ago
Sitter Profile Image: Lenys H.
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Sitter Profile Image: Lenys H.
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Lenys H.

Pets don’t need us, we need them!!
Milwaukee, WI, 53216
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
13 reviews
5 repeat clients
Profile image

Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.

Availability updated yesterday
Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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Whitney H.

Bring on the snuggles 😍
Mequon, WI, 53092
4.5 mi. away
Boarding, House Sitting, Drop-In Visits
from
$50
per night
3 reviews

Whitney is one of the most trustworthy people you'll ever meet. The only issue that you would potentially encounter with her being your dog sitter is that your dog may end up loving her more than you, and I speak from experience. A solid 10/10 candidate.

Availability updated 2 days ago
Sitter Profile Image: April C.
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Sitter Profile Image: April C.
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April C.

Calm, Cozy & Pet-Approved.
Enderis Park, Milwaukee, WI, 53210
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

April was wonderful! She's very personable and a great communicator. She took excellent care of Lola, followed all the care instructions and kept the house very clean. I would highly recommend her.

Availability updated 2 days ago
Sitter Profile Image: Jaclyn O.
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Sitter Profile Image: Jaclyn O.
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Jaclyn O.

The Friendly, Neighborhood Pet Lady
Park Knoll, Milwaukee, WI, 53225
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
82 reviews
36 repeat clients
Profile image

Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and cared for as you do. 100% will book her again!

Availability updated 26 days ago
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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Marilia D.
Star Sitter

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.8 mi. away
House Sitting, Drop-In Visits
from
$70
per night
5 out of 5.0 stars
65 reviews
20 repeat clients
Profile image

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

Availability updated today
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
Dineen Park, Milwaukee, WI, 53216
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
49 reviews
19 repeat clients
Profile image

Stephen and Wipawee watched my dog and my sister’s dog at my house while we went away on a family vacation. The dogs were well cared for, had plenty of attention and were taken great care of! Couldn’t have asked for better sitters.

Availability updated 3 days ago
Sitter Profile Image: Camila S.
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Sitter Profile Image: Camila S.
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Camila S.
Star Sitter

college student!
Milwaukee, WI, 53217
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Camila is delightful to work with. She took good care of our two small dogs and communicated well. Trustworthy, smart, and easy to work with.

Availability updated 7 days ago
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$72
per night
5 out of 4.9 stars
53 reviews
13 repeat clients
Profile image

Jeff was a wonderful sitter!! We will absolutely be asking him to dogsit again soon! He came to meet us a week ahead of time to learn about Winnie’s routine, confirmed the sitting the day before, and maintained great communication throughout her care. She has separation anxiety but she calmed down very quickly with Jeff and snuggled him all night. He ensured that timing was flexible and we felt so confident leaving our disabled pup with Jeff! Definitely recommend!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Genesis A.
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Sitter Profile Image: Genesis A.
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Genesis A.
Star Sitter

Exercise, relax time and hugs! :)
Old North Milwaukee, Milwaukee, WI, 53209
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
8 reviews
4 repeat clients

Génesis es una amante a los animales y es muy apasionada a su trabajo, es muy cariñosa con las mascotas, y está estudiando veterinaria ya que es algo que le apasiona, es atenta y cuidadosa con los animales.

Availability updated today
Confirmed availability for Labor Day Weekend

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