House Sitting in Graceland, Milwaukee, WI

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Top rated Graceland house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

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Monique M.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
15 years of experience
Brookfield, WI, 53005

Katie did a great job with our two dogs, one which is a senior and needs a lot of help! She sent us plenty of pics and even brought in our mail while we were away. She did an excellent job!

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Monika R.
Sitter Profile Image: Cynthia E.
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Cynthia E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
40 years of experience
Fox Point, WI, 53217

Felt very safe knowing she was taking care of dogs.

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Carol L.
Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$30
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Glendale, WI, 53209

Steph was communicative and reliable. She clearly loves cats and understands their behavior and needs. We felt relaxed while away knowing she was watching over things!

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Catherine K.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

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Janine P.
Sitter Profile Image: Marilia D.
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Marilia D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
79 reviews
23 repeat clients
15 years of experience
Estabrook Park, Milwaukee, WI, 53217

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

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Mark M.
Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$28
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

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

Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!

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Kaitlyn F.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
93 reviews
17 repeat clients
17 years of experience
Fox Point, WI, 53217

Charley was amazing with our pup Maisy! She was calm and happy when we got home from an 8 day trip. PLUS - our house was spotless! Fantastic job, we will use him again.

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Eliz G.
Sitter Profile Image: Madison F.
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Madison F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Shorewood, WI, 53211

Madison was amazing! Our dogs immediately fell In love with her at the meet and greet and she was great with them. Awesome communication with us and I felt confident our pups were safe and sound and well taken care of the whole time. Would absolutely book with her again!

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

Jax was phenomenal! Our pup can be a handful at times and she handled him so well. She took the time to not only take him out but to play with him and get him tired out. Not to mention our pup absolutely loves her. I will be booking with her again!

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Sami B.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
34 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn did a wonderful job with Camber! He can be a little leery in the beginning and Katelyn did great with him and letting him lead the way. We will definitely be using her again!

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Lyndsey R.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I started off taking care of small animals, but then became trained as a kennel attendant and enrichment specialist in my growing career in animal care. I wanted to offer more to my local community with the current skills I have, along with learn and grow with every pet and parent! I’m aware of how dogs communicate with each other with body language and have been trained to break apart a fight, even before a fight could start.

Sitter Profile Image: Jacquelin C.
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Jacquelin C.
from
$60
per night
9 years of experience
Whitefish Bay, WI, 53217

About: I'd love to hang out with your dog on a walk, while I work from home (or your home!), or play with toys during a drop in check in. I work from home so I can be flexible on potty breaks. I work from home, so happy to give your pup potty breaks, walks, and play time on a flexible schedule. I'm available for morning walks also! I have two friendly small dogs, but can keep them separate if you prefer. I will keep your pup in my office with me while I work, and that will be their dedicated space. They are welcome to lay on a big dog bed or my guest bed with me while I work. They also will have access to the sun room and can watch all the rabbits and squirrels in our back yard. If you are comfortable with them being around my dogs we can also let them have fun of my house while I'm at home. Your dog can be kept in a separate room by themselves with a bed and water bowl if I need to step away for a minute or they are welcome to stay in my office and lounge on the bed. I can also crate small <20 lb dogs if you prefer. For larger dogs, a crate will need to be provided. For small or older dogs, we have a small fenced yard (about 200 sq ft, fence about 3.5 ft high).

Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
94 reviews
28 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: Samantha L.
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Samantha L.
from
$55
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Milwaukee, WI, 53224

Samantha was a great match for us. She took great care of Millie and was an excellent communicator. She was overnight several nights and and I had no concerns. You can tell Samantha is a dog lover and is kind and patient.

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Kemmy S.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$50
per night
4.8 out of 5 stars
19 reviews
8 repeat clients
12 years of experience
Bayside, WI, 53217

Lenys was available on short notice for us and did a wonderful job caring for our two pups. She was communicative and left the house just as she found it. We didn’t have a worry while we were traveling. Thank you!

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Amanda B.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$40
per night
5.0 out of 5 stars
49 reviews
16 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: Jeff G.
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Jeff G.
from
$72
per night
4.9 out of 5 stars
54 reviews
14 repeat clients
15 years of experience
Glendale, WI, 53209

Jeff was very caring and loving towards both our dogs. The house was left, super tidy and clean! Tons of pictures and updates… I highly recommend Jeff as a pet sitter. He was so thorough about getting the house ready for our arrival, he even removed the PostIt notes I left him, off my kitchen cabinets doors LOL. Thank you Jeff!

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Magalie M.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$50
per night
5.0 out of 5 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.
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Graceland pet parents share their Rover experiences

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5.0 out of 5 stars

We had a fantastic experience and would highly recommend Katie to anyone looking for a reliable, caring sitter. She was communicative and professional from the start, sending frequent updates and photos that gave us total peace of mind while we were away. It was clear our pets were happy, comfortable, and well loved the entire time. She truly went above and beyond! Not only providing excellent care for our animals, but also taking great care of our home. We returned to a tidy space, clean litter, and relaxed, happy pets, which made coming home from travel so much easier. We feel incredibly lucky to have found someone we trust with both our pets and home, and we will absolutely be booking with her again.

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Shelby H.
House Sitting
5.0 out of 5 stars

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

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Janet W.
House Sitting
5.0 out of 5 stars

Jeff did a great job taking care of Franzia and Bella. We were lucky he was available at the last minute and on a holiday. He sent pictures and was very good at communicating with us.

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Stephanie B.
House Sitting
5.0 out of 5 stars

Lenys was wonderful!! She took such great care of our pups! She Sent lots of pictures and was easy to communicate with! We would highly recommend her!

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Gwynn B.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Graceland house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Graceland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Graceland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.