Pet Sitting & Drop Ins in Florist Highlands, 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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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nycole T.
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Sitter Profile Image: Nycole T.
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1. Nycole T.

Star Sitter
Happy paws, happy life!
Menomonee Falls, WI, 53051
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
67 reviews
25 repeat clients
from
$20
per visit

Kole did an outstanding job and went above and beyond to get our Nora to warm up to her, trust her, and genuinely have fun with her. I could absolutely tell how honest of a love Kole has for animals and we will definitely be booking with her for any future needs!

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$20
per visit

Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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3. Lindsey F.

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

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

Sitter Profile Image: Dave S.
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Sitter Profile Image: Dave S.
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4. Dave S.

Star Sitter
Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
133 reviews
38 repeat clients
from
$21
per visit

Dave was so great with our two cats and went above and beyond what was asked. He is responsible and very timely, we couldn’t have asked for a better sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Karlee P.
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Sitter Profile Image: Karlee P.
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5. Karlee P.

Work from home dog mom
Germantown, WI, 53022
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$19
per visit

Karlee was such a great sitter for our Frank! We love all the photos and can tell they had a great time together! We would highly recommend Karlee and we will for sure use her again! Thanks so much Karlee!

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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6. Christina J.

Star Sitter
Experienced and attentive!
Wauwatosa, WI, 53226
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$20
per visit

My first time using rover. Christina was great with my high energy/ attention hungry cat. Always sent cute pics and kept me updated. I will be asking for her again the next time I’m out of town!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julia A.
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Sitter Profile Image: Julia A.
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7. Julia A.

Responsible and caring pet lover :)
Milwaukee, WI, 53226
5.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$20
per visit

Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!

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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
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$18
per visit

Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

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Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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9. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
3.0 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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10. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$18
per visit

Tegra was lovely with my babies (dog and cat) while I was out of town. They were safe and well cared for. Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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11. Hannah E.

Star Sitter
Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit

Hired Hannah for my cats. She was always on time and left my house with clean dishes. My cats were also happy :) would love to recommend her.

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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12. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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13. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Without hesitation, I would highly recommend Maddalena to watch your dog or other pet. I had to travel unexpectedly within weeks of adopting my dog Peach, and Maddalena stepped up to the plate. She listened to my concerns and notes regarding the care Peach required. Further, she was quick to reply when I checked in while away. A full-hearted endorsement from me!

Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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14. Jen G.

Star Sitter
Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
1.5 mi. away
Drop-In Visits
5.0 out of 5 stars
64 reviews
25 repeat clients
from
$22
per visit

Our cat loved spending time with Jen! She was wonderful, organized, and on time. I appreciated all of the photos she sent of our happy cat! Highly recommend!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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15. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$22
per visit

Cindy is great with our dog that is very shy and likes to hide and has really bad separation anxiety. I always feel good when Cindy’s there to take care of them.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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16. Cassandra D.

Star Sitter
Dog lover :)
Menomonee Falls, WI, 53051
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$25
per visit

Cassandra loves any and all dogs and spends as much time as she can with her Frenchie! She is caring and loves to dog sit for friends, family, neighbors and basically anyone else who will let her! She makes sure to give them plenty of love, exercise and treats (if allowed)!

Sitter Profile Image: Tracy B.
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Sitter Profile Image: Tracy B.
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17. Tracy B.

Animal loving Dog-Mom
Wauwatosa, WI, 53222
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

Tracy is so great! We had her walk and feed our pup while we were out of town for the day. She was super responsive, communicated very well, and was prompt with her visits and feedback. We can tell our dog loved her because he was waiting by the door when we got home (something he almost never does with us) and we realized he was hoping it was Tracy coming to visit him again 😂 Needless to say, we look forward to hiring her again, and our dog is REALLY looking forward it!

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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18. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$19
per visit

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

Sitter Profile Image: Cadance T.
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Sitter Profile Image: Cadance T.
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19. Cadance T.

A pet-lover with love to give
Milwaukee, WI, 53225
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$17
per visit

My husband and I have known Cadance for 13+ years. I've always known she has a fondness to all animals, specifically dogs. When we've had to be out of town or gone for many hours during any given day, Cadance and her Mom always helped us out with meals and potty breaks. Sometimes they have stayed overnight to keep the pooches and kitty comfortable. They actually live across the street from us and live in our previously owned duplex, so it is very convenient for both. I would highly recommend Cadance for any position involving animals, especially for daily walks and timeliness for meals and just alot of loving care she will provide. If can provide additional information, please contact me.

Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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20. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$14
per visit

Olivia was great! My dog is a sweetheart to most everyone, but doesn't cuddle with anyone really other than me. Some of the photos Olivia shared showed my girl cuddling up to her and that was amazing! We have had many wonderful sitters on Rover, but none that my dog seemed this comfortable with. Olivia took great care of my dog and it was such a relief to have her help while we were away for the weekend. We will definitely be looking to use Olivia again in the future! Aside from the dog care itself, Olivia was just wonderful to work with. She was understanding when I lost our message history and just a very nice person.

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Dog owners in Florist Highlands, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Florist Highlands, 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 Florist Highlands, 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