Pet Sitting & Drop Ins in Tippecanoe, 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
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
132 reviews
48 repeat clients
from
$18
per visit

Karsyn did a great job taking care of my cat! She was diligent with sending pictures and updates, and administered multiple medications. Thank you!

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Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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2. Devon W.

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

Devon was very attentive and caring to my cat while I was out of town for the weekend. Jazz is a bit timid but immediately seemed comfortable with Devon. I got the cutest pictures while I was away which I loved! I would definitely have Devon watch my fur baby again.

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Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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3. Michele M.

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

Michele was awesome and very accommodating! She was able to help out with my kitties at the last minute and even stopped by beforehand for a meet and greet. Thank you!!

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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
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$15
per visit

I was gone for 2 weeks and Leandrea did a great job caring for my cat. She also went above and beyond and took care of my plants too. Definitely recommend and will use her again in the future.

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Sitter Profile Image: Jessica H.
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Sitter Profile Image: Jessica H.
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5. Jessica H.

The best care in Bay View!
Bay View, Milwaukee, WI, 53207
1.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
43 reviews
12 repeat clients
from
$20
per visit

Jessica is always so quick to respond, thoughtful and is great with Catdog! Goes above and beyond, giving him time to sit on the porch (his favorite) and is super communicative with me. Highly recommend

Confirmed availability: Easter Weekend
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
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
122 reviews
47 repeat clients
from
$20
per visit

Elba is great! She spent good, quality time with our pups. She sent lots of pictures and provided updates. Will definitely book with her again!

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Sitter Profile Image: MacKenna K.
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Sitter Profile Image: MacKenna K.
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7. MacKenna K.

Rover 101
Over 7 years experience on Rover!
Cudahy, WI, 53110
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
19 repeat clients
from
$18
per visit

Fantastic as always! Takes great pictures and great notes during visits. Love the detailed updates. I can tell my boys are happy when she drops in. 😊

Confirmed availability: Easter Weekend
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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8. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
51 reviews
18 repeat clients
from
$20
per visit

Great Job !

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Sitter Profile Image: Jillian G.
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Sitter Profile Image: Jillian G.
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9. Jillian G.

your go-to cat girl
Bay View, Milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit

Thank you Jillian for taking care of my little cat family, and going above and beyond for my outside boys. I think Fritz misses you! I was nervous about leaving everyone alone for so long, but your daily reports and pics showed they were all happy. I feel a lot more confident traveling and will definitely be calling on you when we do. Thanks again!!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Linda S.
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Sitter Profile Image: Linda S.
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10. Linda S.

Loving, Patient Pet Care
Milwaukee, WI, 53207
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$14
per visit

Linda was great with Pippin and very responsive!

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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11. Julia R.

I have experience for dogs
Cudahy, WI, 53110
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 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 :)

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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
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
381 reviews
183 repeat clients
from
$25
per visit

Hannah did an amazing job taking care of our fur babies!! She checked in at the beginning and end of every visit. She sent at least 4 pictures with every visit. We really missed our babies while away but getting to see their smiling faces made it better! Hannah connected so well with our dog and cat! We were amazed that the number of pictures of our cat she was able to get! She must be a cat whisperer! He is usually shy but adored Hannah! She also sent pictures of our dog in different outfits! Our dog finds t shirts comforting and loves to play dress up! We felt super confident with Hannah and can’t wait to book her again!!!

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Sitter Profile Image: Adelle W.
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Sitter Profile Image: Adelle W.
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13. Adelle W.

Will play fetch!
Bay View, Milwaukee, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$16
per visit

Adelle was truly amazing! She has incredible communication, and is very thorough. She made every effort to make sure my kitties felt comfortable with her while I was away. Can’t recommend her enough!

Confirmed availability: Easter Weekend
Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
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14. Lisa W.

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
17 repeat clients
from
$13
per visit

Lisa did great with drop ins to check on our pup, take out him potty, and hang out for a bit. She followed instructions & made an effort to get comfortable with our pup beforehand. We will definitely book again for future needs!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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15. Emily R.

Rover 101
Pawsitively excellent pet sitter!
Milwaukee, WI, 53207
1.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
17 repeat clients
from
$25
per visit

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

Confirmed availability: Easter Weekend
Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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16. Markita H.

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 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!

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Sitter Profile Image: Reilly R.
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Sitter Profile Image: Reilly R.
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17. Reilly R.

A dog’s home away from home
Bay View, milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$20
per visit

Reilly did an amazing job watching our cat Marvin while we were out of the country. She was very responsive, and sent frequent updates and photos/videos during her visits. It was really great not having to worry about Marvin while we were gone, knowing he was in good hands with Reilly! I'd highly recommend Reilly to anyone here on Rover!

Confirmed availability: Easter Weekend
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
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
11 repeat clients
from
$20
per visit

Felicity was an excellent fit for our little Lexi. She got lots of ex. I even forgot to tell her where the key was and she waited until I got back to her.

Sitter Profile Image: Alexy G.
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Sitter Profile Image: Alexy G.
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19. Alexy G.

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

Very reliable, I love the pictures that are sent from each visit!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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20. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
61 repeat clients
from
$35
per visit

Blythe is always amazing with our pups, from our hyper husky puppy, our grumpy beagle, to our senior lab with a host of medical issues and mobility challenges. She has been watching them for years with drop in visits and long house sitting stays for vacation. They always love to see her and we love having someone we can trust with our fur babies and home. ❤️

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When it comes to pet sitting, dog owners in Tippecanoe, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Tippecanoe may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 Tippecanoe, 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 Tippecanoe, 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.

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