House Sitting in Graceland, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$42
per night

Anna was great. She offered to come for a meet and greet prior to sitting Cosmo. She was very responsive and super flexible with our times which was greatly appreciated.

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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5. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$40
per night

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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7. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
17 repeat clients
from
$65
per night

I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which was awesome. Ali is great - highly recommend!

Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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8. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$50
per night

Katie was amazing! She played fetch with our dogs, snuggled with our new kitten, and took very good care of our home while we were gone. I would highly recommend Katie for your pet care!

Sitter Profile Image: Anna V.
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Sitter Profile Image: Anna V.
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9. Anna V.

Trustworthy & Always Punctual
Thiensville, WI, 53092
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

Anna took the best care of our two pups while we were away for the week! It was wonderful to receive daily updates and pics of our two thriving while we were gone. She took the extra time to take them on walks and to doggy daycare as well. Anna is super responsible and caring -- so thankful to have peace of mind while we were away!

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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10. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night

Excellent! Very calm and professional. Interacted well with Norman who can take time to warm up. Cats came out quickly which is a sign of comfort, they r often slow to come out. All went very well, will definitely rebook

Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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11. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night

Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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12. Riley N.

Star Sitter
Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$60
per night

Riley was great with our little anxious dogs. They immediately loved her and seemed very content when we got home! We’ll definitely book with her again!!

Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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13. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
6.2 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
58 repeat clients
from
$80
per night

Sam was great! Our dog started having medical issues right before we left and she took on the new adjustments no problem. We hope to use her again in the future.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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14. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
5.8 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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15. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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16. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
4.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$65
per night

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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17. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$70
per night

Cindy was absolutely amazing! She gave plenty of updates of on fur baby photos included which made it so much better. She was super flexible on start and end time to make sure that our lucky was taken care of no matter what . Lucky came home so happy I just know he had a blast hanging with Cindy. Any time we need some one to watch lucky we will be asking Cindy first before any one else

Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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18. 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, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$65
per night

Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .

Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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19. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
4.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
84 reviews
29 repeat clients
from
$75
per night

Erica was thorough in her communication, notes, and care of our dog, Sheba. I appreciated all the messages and clarifications on the details. It certainly gave us peace of mind having Erica care for Sheba for the first time! She provided many wonderful pictures and video, as well as clear reports as to how the visit was going. We are very happy and grateful for the service Erica provided. We would hire her again and also recommend her.

Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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20. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night

Jeff was a fantastic pet sitter in my home. My dogs loved him! When I returned home from my trip, I had the opportunity to observe Jeff interact with the dogs. They listened to him, behaved for him and willingly went to him even though their momma was home! They had many tail and full body wags while interacting with him! He stayed in my home, it was neat and tidy upon my return. I will definitely hire Jeff again for “in my home” pet sitting. My endorsement for Jeff’s pet care services is 100%!

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Dog owners in Graceland, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1089 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.

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