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Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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1. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
5.2 mi. away
from
$40
per night
5.0 out of 5 stars
97 reviews
35 repeat clients
Profile image

Yolanda is always flexible, especially with last minute requests! My wife and I were in a pinch to find boarding before our wedding and Yolanda and her family totally stepped up. Our pup loves Yolanda and we couldn’t recommend her any higher.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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2. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
4.5 mi. away
from
$44
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
Profile image

Michelle was the first person my dog stayed with on Rover and she was excellent! We easily coordinated a meet and greet before, then she provided great updates and pictures throughout my dog’s stay. I would definitely trust my dog staying with Michelle again.

Availability updated today
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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3. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
2.0 mi. away
from
$30
per night
5.0 out of 5 stars
100 reviews
47 repeat clients
Profile image

Rhonda is Awesome and we totally recommend her!!! We are very picky as to who watches Raja and we couldn’t have found a better person. Rhonda responds in a quick and fast to any texts we had regarding Raja and boarding. After we did our first meet and greet, we knew Rhonda would be a reliable person. Due to some eating restrictions for our dog Raja, Rhonda went above and beyond to accommodate, even taking him food shopping lol. It’s hard to leave your fur babies with a stranger, but Rhonda made us feel at ease. She sent many updates and pictures for the duration of Raja’s stay with her. We 1000% recommend Rhonda to anyone looking for a reliable dog sitter.

Availability updated 6 days ago
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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4. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53233
4.0 mi. away
from
$33
per night
5.0 out of 5 stars
42 reviews
7 repeat clients
Profile image

Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!

Availability updated today
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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5. Ashlee K.

Star Sitter
Pets are family 💕
Silver City, Milwaukee, WI, 53215
5.5 mi. away
from
$35
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
Profile image

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

Availability updated 2 days ago
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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6. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
1.3 mi. away
from
$48
per night
5.0 out of 5 stars
105 reviews
25 repeat clients
Profile image

Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!

Availability updated 2 days ago
Sitter Profile Image: Tiffani H.
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Sitter Profile Image: Tiffani H.
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7. Tiffani H.

Star Sitter
Calm, Cozy Retreat for Your Dog
Hampton Heights, Milwaukee, WI, 53218
2.7 mi. away
from
$33
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
Profile image

Tiffani is an amazing sitter. This was my first time leaving Queenie with anyone and I was a little nervous. She sent many pictures and even hand fed her when she wouldn’t eat. It usually takes Queenie a while to warm up to people but she instantly loved Tiffani from the beginning. Tiffani took time to introduce her to the other fur babies which she has not been around before. Thank you Tiffani for caring for my baby as your own.

Availability updated 5 days ago
Sitter Profile Image: Dani D.
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Sitter Profile Image: Dani D.
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8. Dani D.

Rover 101
All pets are welcome
Menomonee River Hills, Milwaukee, WI, 53244
5.3 mi. away
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
Profile image

Dani took excellent care of my cat, Kiwi, while I was away. She sent plenty of updates alongside pictures and gave Kiwi tons of love and play. I would definitely be happy to have my Kiwi stay with Dani anytime.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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9. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
1.8 mi. away
from
$50
per night
5.0 out of 5 stars
130 reviews
59 repeat clients
Profile image

Auria is the best dog sitter we have met through Rover. She is so caring and compassionate towards our dog, Moxie. She provides the sweetest photos and is an excellent communicator. We recently left our dog for an extended visit and it was truly a peace of mind knowing she was receiving such good care. And Moxie loves playing with Dallas and Ravyn! We look forward to our next stay!!

Availability updated 6 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Karen D.
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Sitter Profile Image: Karen D.
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10. Karen D.

Star Sitter
Newly retired want to share my time
Lower East Side, Milwaukee, WI, 53202
3.6 mi. away
from
$40
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

The best rover user we’ve had the pleasure of meeting. Plenty of walks, photos, and updates throughout. We will certainly be using Karen again.

Availability updated 13 days ago
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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11. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
7.0 mi. away
from
$36
per night
5.0 out of 5 stars
433 reviews
183 repeat clients
Profile image

We're always nervous to leave Zoey, our little miniature Dachshund, behind when we go away. If you feel the same about your baby look no further than Daniel. Daniel and Holly provide a loving and safe environment and you can tell they really love each of their guests. Picking up Zoey after 5 nights away she was by far the happiest I've seen her when picking her up from "vacation". Happy, healthy and no anxiety. Daniel sent us the cutest pictures from all 5 days of her stay. I can't recommend Daniel enough and would give 10 stars if possible! Zoey can't wait to go back and we're so excited to have a warm family for her when we go away next time!

Availability updated today
Sitter Profile Image: Maria & Nayibe B.
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Sitter Profile Image: Maria & Nayibe B.
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12. Maria & Nayibe B.

Star Sitter
The Best Vacation for your Dogs!
Brookfield, WI, 53005
9.6 mi. away
from
$45
per night
5.0 out of 5 stars
79 reviews
32 repeat clients
Profile image

Maria and Nayibe are exceptional dog sitters! They took care of Onyx with so much attention and love, carefully following all my instructions and asking thoughtful questions when needed. I received regular updates, which gave me complete peace of mind. Their home is spotless, and the fully fenced backyard is a fantastic bonus for safe playtime. Onyx came home happy and relaxed. I’ll definitely be returning, and I highly recommend them to anyone looking for reliable, caring pet sitters!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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13. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
2.4 mi. away
from
$35
per night
5.0 out of 5 stars
155 reviews
94 repeat clients
Profile image

Charlie had a very fun time at MJ's place! There were a few other dogs for Charlie to play with during her little vacation and MJ kept me updated on how she was doing and sent me several pictures as well! I'm very glad I found MJ and would recommend him if you're looking for a loving home for your pup to stay at!

Availability updated 16 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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14. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
5.2 mi. away
from
$50
per night
5.0 out of 5 stars
578 reviews
351 repeat clients
Profile image

Cindy took great care of our pup. She clearly had fun playing with Cindy’s dogs. We were able to meet ahead of time which made us very comfortable. Communication was excellent the whole time. I highly recommend her for your pups needs.

Availability updated 29 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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15. Lizzy B.

Rover 101
Star Sitter
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
4.8 mi. away
from
$45
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
Profile image

Lizzy was an awesome dog sitter for our dog Lucy while we were away! Lucy got way more attention, fun adventures, dog park visits, and fun with doggy friends than she normally does at home and looked so happy and comfortable in the daily updates Lizzy would send to us. We would absolutely have Lizzy watch our dog again in the future and be assured she was well taken care of. Additionally, Lizzy was open to a very early dropoff time when we were leaving for our trip, which was very helpful!

Availability updated today
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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16. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
8.8 mi. away
from
$45
per night
5.0 out of 5 stars
95 reviews
30 repeat clients
Profile image

Becky was wonderful! She sent us photos and took great care of our dog. We are very happy with her services and feel lucky to have found her!

Availability updated today
Sitter Profile Image: Ann & Arman M.
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Sitter Profile Image: Ann & Arman M.
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17. Ann & Arman M.

Star Sitter
Active, loving family
Fox Point, WI, 53217
5.6 mi. away
from
$35
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

Availability updated 8 days ago
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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18. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
4.8 mi. away
from
$45
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
Profile image

Our first time using Rover. Maggie was perfect for our toy poodle. We were so concerned about leaving our dog with a stranger. Rusty bonded with Maggie immediately. He came back to us happy and healthy. Maggie is very quick to respond to any request or concern u may have.

Availability updated 2 days ago
Sitter Profile Image: Janice G.
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Sitter Profile Image: Janice G.
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19. Janice G.

Loving care for your dog
Wauwatosa, WI, 53226
7.2 mi. away
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!

Availability updated 14 days ago
Sitter Profile Image: Mallory L.
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Sitter Profile Image: Mallory L.
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20. Mallory L.

Getting my pet fix!
Brewer's Hill, Milwaukee, WI, 53212
2.8 mi. away
from
$29
per night
3 reviews

To be completely honest, Mallory is probably one of the few people I would trust with my dog. She is responsible, deeply caring, thoughtful, aware and capable of handling any life situation. Highly highly recommend her!

Availability updated yesterday

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