Pet Sitting & Drop Ins in Fair Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
156 reviews
51 repeat clients
from
$18
per visit

Karsyn was a great friend to Simba while we were away for a few hours! She was super responsive when we reached out for the initial visit and was very kind. Simba warmed up to her friendly personality right away, so we felt relieved when leaving him. Will definitely be using Karsyn again!

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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2. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$15
per visit

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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3. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$16
per visit

Kathy is always super reliable and was able to help us out to watch our cats over the holidays. Always recommend her when she’s available. Thank you for all of your help!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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4. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$16
per visit

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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5. Hillery F.

Happy to help!
West Allis, WI, 53214
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$19
per visit

Wow! What an amazing experience with Rover, and more specifically Hillery F.! My wife and I had a family event to attend over a long weekend. This was our first time using Rover, and Hillery was kind enough to meet with us and our older dog Cali, and completely walk us through the whole process, every in and out, making sure this was a good fit for both parties. We were nervous prior to speaking with her, and she alleviated ALL of our concerns after the time we spent discussing everything. When it came time for our trip, we were happy that our quirky dog would be in such good hands! The appointment notifications and updates for each visit were invaluable, as they gave us the solid peace of mind that you normally 'wish' you had while on vacation. The pictures each time were an added perk, and made us happy to see Cali happy! Our dog has some anxiety issues, which are more apparent in our absence, but Hillery handled them with grace and pointed out several tips for us throughout our vacation. She even had some gardening tips too, which we loved! I would highly recommend Hillery F. to others, and she will be our first contact when the time arises again for us! Thank you Hillery, your care and compassion made our experience a great one, and we are so thankful to have worked with you! Best! Ben + Mel

Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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6. Amy D.

Reliable & Conscientious Caretaker
Wauwatosa, WI, 53213
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
14 repeat clients
from
$18
per visit

Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️

Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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7. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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8. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
3 repeat clients
from
$15
per visit

Lindsey is awesome! She gave us detailed updates with pictures of our dog, Kobe. She made our night away very easy and stress-free. Thank you, Lindsey!

Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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9. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$20
per visit

April is a great person to take care of your dog! She has a love and passion for animals. I know that I can trust her with my pets because she is reliable and has experience taking care of them. Any dog would be lucky to have her as their watcher!!

Sitter Profile Image: Jessica E.
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Sitter Profile Image: Jessica E.
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10. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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11. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
117 reviews
39 repeat clients
from
$13
per visit

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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12. Natalie F.

Star Sitter
Lover of all animals big or small!
Wauwatosa, WI, 53226
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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13. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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14. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$18
per visit

Ashley was flexible, thorough and when I came home my critters were just as relaxed and comfy as can be! She is a great pet sitter, anyone would be lucky to have her!

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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15. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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16. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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17. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$26
per visit

First time using Rover and I’ll have to say that Danica did a great job. She sent pictures of the doggies and they seem relax and comfortable with her. She fed them and took them out as requested and did a great job. Would definitely rely on her again in the future! Thank you from all of us!

Sitter Profile Image: Megan C.
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Sitter Profile Image: Megan C.
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18. Megan C.

Tell your dog I said Hey! ❤
west allis, WI, 53214
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$15
per visit

Megan has been nothing but fantastic with our dogs for drop-ins. They can be a little rambunctious and crazy but they always seem to enjoy her company....and trust me that's hard to find with our dogs. We will be using Megan for a very long time! Thanks Megan for always being so wonderful to our crazy loving dogs ❤️ 🐕

Sitter Profile Image: Shanna R.
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Sitter Profile Image: Shanna R.
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19. Shanna R.

dog walking enthusiast, cat lover
West Allis, WI, 53214
0.9 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Shanna is an amazing dog walker/carer! She did such a fantastic job with my fur baby Ace. Ace is a 3 year old beagle/corgi mix so he is full of energy. Shanna could totally keep up and give Ace lots of love and attention. She is an awesome person and Ace loves spending time with her!

Sitter Profile Image: Enedina G.
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Sitter Profile Image: Enedina G.
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20. Enedina G.

Dogs are my best friends too
Wauwatosa, WI, 53213
1.0 mi. away
Drop-In Visits, Dog Walking
1 review
from
$18
per visit

Nina will be the best pet sitter you’ll ever hire. She has a dog, a cat, a bird, and a bunch of fishies herself which she loves, adores and takes such good care of. She is definitely trustworthy, and know that your pet will be in good hands ❤️

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Pet parents in Fair Park, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Fair Park, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Fair Park, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits