Pet Sitting & Drop Ins in Triangle, 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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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1. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$20
per visit

Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.

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

She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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3. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
3.7 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

We had Karsyn as our first EVER Rover and she was amazing!! We are stage 5 clingers and hadn’t left our 2 year old puppy overnight before so we were extremely nervous about doing so. Karsyn put all of our concerns at ease with her very first visit. She sent a dozen or more photos/videos and stayed extremely communicative throughout updating us on how our bashful puppy was doing. She continued to do this throughout the next few days, never failing to send tons of photos and videos; we could tell that our pup was having a blast with her! We looked forward to every “Rovercard” she would send on how our puppy was doing. We are so thankful for Karsyn taking extra care of our little puppy and will absolutely be reaching out to her for any future needs. Thank you Karsyn!! Our little furry friend misses you!!

Confirmed availability: Memorial Day Weekend
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
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
108 reviews
37 repeat clients
from
$15
per visit

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!!

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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5. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$14
per visit

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!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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6. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$18
per visit

Liz is this wonderful. She took excellent care of our dog, provided timely updates, and sent us pictures during the visit. We will definitely ask her back next time we need a pet sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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7. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
19 repeat clients
from
$20
per visit

Emily was timely, easy to work with, trustworthy, friendly, and provides great updates.

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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8. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
20 repeat clients
from
$23
per visit

Kim was absolutely amazing with my dog. I needed a few drop in visits while I was out of town. She took the time to ensure he had everything he needed & was comfortable while I was away. She's great at communication and I didn't have to worry about a thing.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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9. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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10. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$20
per visit

Becca was amazing. I accidentally had a mix up with the time and address and she was SO accommodating. 10/10 recommend!!!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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11. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$18
per visit

Olivia is so amazing!! What a way to take the nerves away as this was our first time using rover. She was able to do everything we asked while we were gone. Thank you Olivia!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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12. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 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+++

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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13. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
13 repeat clients
from
$16
per visit

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

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Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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14. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$17
per visit

Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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15. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
20 repeat clients
from
$20
per visit

Hannah was amazing and very flexible! She was very courteous, prompt and caring heart for the fur butts! I plan on using her in the future!!

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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16. Lillith L.

Star Sitter
ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$19
per visit

Lily was the most amazing, caring, and attentive caretaker for my dog. I absolutely love her and her personality, I have never met anyone so sweet. She documented everything and sent me lots of pictures to keep me at ease. All of my instructions were followed amazingly and she went above and beyond for my pup giving her lots of love and keeping me informed about her. She will be my forever pet sitter

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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17. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
189 reviews
77 repeat clients
from
$25
per visit

Travis will treat your fur babies as if they were his own! This was our first experience using Rover & we were very satisfied. I would wholeheartedly recommend Travis to take care of your pets while you are away. We had 100% peace of mind & no worries or concerns. We will use him again!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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18. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$25
per visit

Thank you for the badly needed help on short notice

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hughes D.
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Sitter Profile Image: Hughes D.
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19. Hughes D.

Wildland Fire Fighter serving Dogs
Milwaukee, WI, 53212
1.7 mi. away
Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$28
per visit

Wow! There aren’t enough words to say how amazing Hughes is! He helped us during such a tough time with our big 60 pound Collie, Maggie, with a hurt leg - even carrying her up and down the stairs (from the 2nd floor) with ease and so much care Maggie didn’t even mind at all. He was so gentle and kind with her and a great listener (and good advice) given her current challenging medical situation! I would highly recommend Hughes without a doubt - we already booked him to come back a bunch of times!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marcella C.
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Sitter Profile Image: Marcella C.
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20. Marcella C.

Dog and cat lover seeking to help!
Milwaukee, WI, 53205
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$20
per visit

About: I've taken care of both dogs and cats of all ages and breeds. I am more than happy to watch your pet while you are away. I've cared for smaller dogs and cats and larger dogs. I love to go for walks and runs, and would love a furry friend to tag along with me. I am also happy to stay at your home with your animals. I am excited to help with your pet care needs! I work full-time from home. I am happy to work from your home if needed, or stop over during the day and after work. I am also available weekends. I think that safety is the most important aspect of pet sitting. I strive to create a safe environment for pets. In your home, I will make sure that your pets are well taken care of and stay safe.

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

Rover also offers other services in Triangle:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Triangle, 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.

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