Pet Sitting & Drop Ins in Holler 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
151 reviews
50 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!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
32 repeat clients
from
$20
per visit

Jessica was amazing!! She sent photos and updates, I knew my pup was having a great time. Really happy to meet her, I never have to worry about Russell being alone.

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Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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3. Devon W.

Rover 101
Lover of all creatures!
Milwaukee, WI, 53207
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
21 repeat clients
from
$15
per visit

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

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

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

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Sitter Profile Image: Kailey S.
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Sitter Profile Image: Kailey S.
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5. Kailey S.

Committed to making your pet happy
Oak creek, WI, 53154
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
14 repeat clients
from
$17
per visit

Kailey was awesome! She came by for a meet and greet and took great care of our pup when we had to go away at the last minute. Very informative and sent lots of pics, we felt really comfortable knowing he was being taken care of. Thanks Kailey!!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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6. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
50 repeat clients
from
$20
per visit

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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7. Michele M.

15+ yr pet owner & dog foster
Milwaukee, WI, 53221
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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8. Julia R.

I have experience for dogs
Cudahy, WI, 53110
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$20
per visit

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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9. Katie N.

Here kitty kitty (and doggies too!)
Greendale, WI, 53129
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$20
per visit

Katie took great care of my cat! She did everything I asked for and also made sure everything was in order throughout the house for her! Sophie loves when she visits!

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Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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10. Elaine P.

Experienced & loving pet owner!
Milwaukee, WI, 53207
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$17
per visit

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

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Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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11. Amanda D.

Experienced pet owner
South Milwaukee, WI, 53172
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$13
per visit

Communication is great and we get photo’s of the visit! Definitely would recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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12. Hannah K.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
386 reviews
184 repeat clients
from
$25
per visit

I have used Hannah a couple of time now to feed my cat, Milly, when I go out of town. I appreciate Hannah's daily check ins and photos of my girl so I know exactly when she has been to the house. Hannah is very reliable and quick to respond to her messages via Rover. I will definitely keep using Hannah to watch Milly when I go out of town. Thanks for all you do, Hannah!!

Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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13. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$11
per visit

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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14. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$20
per visit

Came on short notice and did a great job!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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15. Markita H.

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
6 repeat clients
from
$17
per visit

Markita was excellent-gave lots of great care and attention to my cats and great communication. I appreciate that she makes sure to know your exact communication and update preferences since many owners may differ on the level of detail and specificity of updates on the visits. I definitely will be a repeat customer!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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16. Rebecca S.

PAWSitively the Best!
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit

Rebecca has great communication. She sent us daily updates and photos/videos. I loved receiving them knowing that my dog was happy and safe. Our pup was excited to stay at her house and he gets along great with her dogs. I will definitely be using her again in the near future.

Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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17. Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

Jennifer was amazing. My dogs were very well taken care of and she was patient with them and their accidents/separation anxiety. I really appreciated her help over the holidays and highly recommend.

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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18. Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
11 repeat clients
from
$20
per visit

Felicity is always so professional and quick to respond! I made an appointment 20 min before the requested time and she made her self available immediately. Lexi always looks forward to her visits!!

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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19. Nicole D.

Your dog will be loved!
Greenfield, WI, 53221
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$20
per visit

Nicole is a fantastic & kind person. Reliable, precise, careful, attentive and professional. She stayed with our precious Rover, while we were travelling & made us feel completely at ease, sending photos & updates. Would definitely use her again and again. Highly recommend! Thank you Nicole :)

Sitter Profile Image: Kirstie K.
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Sitter Profile Image: Kirstie K.
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20. Kirstie K.

Rover 101
Let’s get off on the right paw 🐾
Clayton Crest, Milwaukee, WI, 53221
1.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
64 repeat clients
from
$20
per visit

Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would definitely recommend Kirstie!

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Rover also offers other services in Holler Park:

When it comes to pet care and pet sitting, pet owners in Holler Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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