Pet Sitting & Drop Ins in Harbor View, 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

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
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
66 reviews
30 repeat clients
from
$17
per visit
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Devon did a wonderful job of taking care of our dog Frankie during her drop in visits while we were away. Great & prompt communication including great photos and notes from her visit. Highly recommend.

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
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
111 reviews
36 repeat clients
from
$20
per visit
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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.

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

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
13 repeat clients
from
$15
per visit
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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: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
120 reviews
41 repeat clients
from
$15
per visit
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Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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5. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
182 reviews
57 repeat clients
from
$18
per visit
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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!

Sitter Profile Image: Jessica H.
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Sitter Profile Image: Jessica H.
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6. Jessica H.

Star Sitter
The best care in Bay View!
Bay View, Milwaukee, WI, 53207
1.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
51 reviews
14 repeat clients
from
$20
per visit
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We are so thankful we found Jessica! I always get anxious leaving our guy, but felt confident knowing she was taking care of him. Jessica is a great communicator and very reliable. You can be sure that she will treat your pet as her own.

Sitter Profile Image: Reilly R.
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Sitter Profile Image: Reilly R.
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7. Reilly R.

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

Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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8. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$20
per visit
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Becca did great and she was fun to chat with! Would recommend!

Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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9. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
2.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
3 repeat clients
from
$14
per visit
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Emily is always so great with our two pups! She took time to take them outside to potty and played with them inside! We are so thankful to have someone to come check on them during the day when we are both gone!

Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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10. Liz B.

Rover 101
Star Sitter
Senior pet lover and expert!
Milwaukee, WI, 53233
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$22
per visit
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Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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11. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
66 reviews
30 repeat clients
from
$20
per visit
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Bernice has been wonderful with my two dogs - one is almost 9 and the other is 3 this year. Short notice or an extended stay, I never worry when I book with her!! Highly recommended 🐾 🐾

Sitter Profile Image: Adelle W.
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Sitter Profile Image: Adelle W.
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12. Adelle W.

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

Sitter Profile Image: Lilyia S.
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Sitter Profile Image: Lilyia S.
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13. Lilyia S.

Kind and Respectful Dog Walker
Bay View, Milwaukee, WI, 53207
1.8 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Lilyia is a fantastic pet owner and she truly loves her animals. Lilyia loves taking her dog, Cannoli, out for very long walks, in different parks and neighborhoods to enrich his experience, as he loves new smells, meeting new people, and other dogs. She has a very kind heart, and as such, her dog has a big heart as well. She will take care of your dog as if he or she is her own!

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
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
73 reviews
24 repeat clients
from
$15
per visit
Profile image

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!

Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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15. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit
Profile image

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. 😊

Sitter Profile Image: Max C.
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Sitter Profile Image: Max C.
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16. Max C.

Proud owner of one dog and one pig.
Historic Third Ward, Milwaukee, WI, 53202
0.8 mi. away
Drop-In Visits, Dog Walking
4 reviews
1 repeat client
from
$18
per visit

Max has cared for two of my dogs, both chihuahuas. During one of the times it was my dog’s birthday and max went out of his way to get my dog a pup cup! Max makes sure to be very engaging with the dogs and is very considerate of the dog’s needs.

Sitter Profile Image: Velly M.
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Sitter Profile Image: Velly M.
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17. Velly M.

No Dog Too Big, No Cat Too Feisty
Bay View, Milwaukee, WI, 53207
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$16
per visit

Velly loves and adores all animals and has taken wonderful care of my cats. She's very kind, personable, friendly, and eager to play with dogs.

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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18. Anna L.

Star Sitter
Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$25
per visit
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She helped me with a last minute drop-in. She was really friendly and helpful! I’ll definitely rebook with Anna in the future!

Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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19. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$18
per visit
Profile image

Natalie was fantastic. My cats were very happy when I got home. She has great energy and communication, and is trustworthy. Will definitely book again with her!

Sitter Profile Image: Katarina N.
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Sitter Profile Image: Katarina N.
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20. Katarina N.

The best care for your best friend
Walker's Point, Milwaukee, WI, 53204
0.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$15
per visit
Profile image

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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When it comes to pet sitting, dog owners in Harbor View, 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 Harbor View 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Harbor View pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Harbor View, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Harbor View pet sitters and avoid the kennel.

Drop-In Visits