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
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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1. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
23 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3. Leandrea R.

Rover 101
Star Sitter
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
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.

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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4. Karsyn R.

Rover 101
Star Sitter
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
157 reviews
53 repeat clients
from
$18
per visit

Karsyn was quick to respond to my last minute request and did a perfect job looking after Ozzie while we were away. Looking forward to working with Karsyn again in the future. Thank you!

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Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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5. Michele M.

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

Michele is so kind and so helpful and Samson is always so happy to have had a visitor in the middle of my long days at work! Thanks Michele :)

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Sitter Profile Image: MacKenna K.
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Sitter Profile Image: MacKenna K.
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6. MacKenna K.

Rover 101
Star Sitter
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
31 reviews
19 repeat clients
from
$18
per visit

MacKenna is fabulous! She sent detailed updates, lots of pictures, and really spent time with our two cats to give them love while we were away for a week. Would highly recommend!

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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7. 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
11 reviews
4 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 :)

Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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8. Elba M.

Rover 101
Star Sitter
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
129 reviews
51 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!

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Sitter Profile Image: Jessica H.
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Sitter Profile Image: Jessica H.
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9. Jessica H.

Star Sitter
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 a most excellent and trustworthy cat sitter! She follows all instructions for their care, plays with them, takes the cutest photos and gives daily communication about their wellbeing and doings. I believe that they really enjoy having her here! It is such a comfort to know they are in good hands when I am out of town. Thank you Jessica !

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Linda S.
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Sitter Profile Image: Linda S.
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10. Linda S.

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

Great 1st experience hiring Linda! She was wonderful with an energetic PUPPY as well as our active adult dog. Her communication was perfect and was always on time for multiple visits. Allowed us to get-away without worrying about our furry friends. Thanks much Linda!

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

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$15
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. 💜

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Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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12. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53207
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
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. 😊

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

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

Rebecca is such an amazing caregiver! She has such an amazing attention to detail and a huge heart! I would encourage you to take advantage of her services, you won’t be disappointed!

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Sitter Profile Image: Adelle W.
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Sitter Profile Image: Adelle W.
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14. Adelle W.

Star Sitter
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!

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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15. Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
2.8 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: Edgar O.
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Sitter Profile Image: Edgar O.
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16. Edgar O.

Teacher by day, dog walker by night
Milwaukee, WI, 53207
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$14
per visit

Edgar has looked after my pets many times. Not only does my shy cat love Edgar, she comes out of her shell around him. I would definitely say he’s a cat whisper. Edgar has always taken the absolute best care of my cats and dog! I would recommend him to everyone I know!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
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17. 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
53 reviews
20 repeat clients
from
$13
per visit

Lisa was great! She was very sweet, communicative, and punctual! Also doesn’t hurt that she took the cutest photos of my kitty! Thanks again Lisa!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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18. 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
57 reviews
22 repeat clients
from
$20
per visit

Bernice was always prompt, kept us informed, sent pictures, and met all of our / our pet's needs.

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Sitter Profile Image: Mandi S.
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Sitter Profile Image: Mandi S.
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19. Mandi S.

Dog walker, joy & fresh air seeker
Bay View, MILWAUKEE, WI, 53207
1.5 mi. away
Drop-In Visits, Dog Walking
4.5 out of 5 stars
17 reviews
7 repeat clients
from
$15
per visit

Mandi has been watching my puppies for a week now and I couldn’t be happier. She has a very positive personality that works well with my super hyper puppies! I also love the check ins and pictures. Mandi has put me at ease knowing she gives them the love and attention they need when I’m away from home. Would give her more stars ⭐️ I could!

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

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
1.5 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!

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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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