Pet Sitting & Drop Ins in Whispering Hills, 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: Debbi O.
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Sitter Profile Image: Debbi O.
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1. Debbi O.

Rover 101
Star Sitter
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
110 reviews
39 repeat clients
from
$18
per visit

Debbi is super knowledgeable and communicates exactly what I my dogs are doing so I have peace of mind while I’m out. She had helpful suggestions for my poor girl who has anxiety and cared for her with so much love!

Sitter Profile Image: Nycole T.
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Sitter Profile Image: Nycole T.
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2. Nycole T.

Star Sitter
Happy paws, happy life!
Menomonee Falls, WI, 53051
4.8 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!

Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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3. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
5.7 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.

Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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4. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$22
per visit

I booked a reoccurring daily drop in and have been very happy with the service. My dog Duke is a bit of a jerk to new people but they have been getting along great. Heidy always gives me great notes on their visits and gives plenty of heads up if something with our schedules needs to change. Highly recommend.

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
5.3 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!

Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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6. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
3.9 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!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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7. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.9 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!

Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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8. Hannah E.

Star Sitter
Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
5.8 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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9. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
3.3 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.

Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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10. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
4.5 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: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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11. Elizabeth M.

Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$15
per visit

Elizabeth was absolutely phenomenal with my complicated, demanding cats. I hadn’t left them with a sitter in years and she was incredibly reassuring, communicative, professional, prompt…everything I could’ve hoped for and more! Elizabeth was so patient and creative in getting my skittish kitty to eat and by the end he totally warmed up to her! She also went above and beyond by feeding my fish and shoveling my front walk. I feel so lucky and grateful to have found Elizabeth and will not hesitate to hire her again!

Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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12. Jen G.

Star Sitter
Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
4.9 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!

Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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13. Kate D.

Student who loves pets
Mequon, WI, 53092
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
19 repeat clients
from
$20
per visit

Kate has been wonderful with my three cats and she was even willing to help me out last minute. It's a relief knowing she is reliable and (most importantly) a cat lover!

Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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14. Cassandra D.

Star Sitter
Dog lover :)
Menomonee Falls, WI, 53051
4.2 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: Kristina K.
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Sitter Profile Image: Kristina K.
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15. Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$17
per visit

Kristina

Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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16. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
1.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit

Dawn checked in every day, and sent photos which was so awesome

Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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17. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
4.0 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: Becky R.
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Sitter Profile Image: Becky R.
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18. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
25 repeat clients
from
$23
per visit

Becky was perfect as usual. I never have any concerns leaving my 3 dogs in her care. She provides thorough reports and pictures with each visit. We always enjoy a peak into their day while we are away. I can enjoy being away knowing that the boys are in good and responsible hands.

Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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19. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$20
per visit

Jessica is someone you can trust with your pup. She took care of my Chihuahua for 3 days, received good communication, and everything went smooth. Will be contacting her again in the near future!

Sitter Profile Image: Jaymaycia R.
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Sitter Profile Image: Jaymaycia R.
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20. Jaymaycia R.

No Animal Left Behind
North Meadows, Milwaukee, WI, 53224
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$12
per visit

Jamaycia was just great! Visits were done as requested and all instructions folled perfectly! Thanks Jamaycia... I'll be calling on you again!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

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Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Whispering Hills, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Whispering Hills pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Whispering Hills, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits