Pet Sitting & Drop Ins In Upper East Side 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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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. 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

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

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

I can’t say it enough! Carole is an absolute dream! Miss Oaklei hurt her leg and she was so sensitive to the issue. She even got so excited when Oaklei was starting to show signs of improvement! She is AMAZING!!

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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3. Emily V.

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

Emily was wonderful during our drop in visit! She took Pickles for a walk and played with Brownie! We look forward to her next drop in visit and appreciate her help taking care of our little ones!

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

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

Emily is the best thing to happen to Ellie since arriving in MKE! Great communication. Great service. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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5. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.0 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.

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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6. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
2.9 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.

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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7. Olivia G.

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

Olivia did a wonderful job taking care of my kitties! She was prompt and very communicative. I loved the pictures she shared daily and the anecdotes about how they were doing. Olivia also came over ahead of time for a meet and greet so I could show her around. She was very personable and warm. I highly recommend her!

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

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
85 reviews
19 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: Alec B.
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Sitter Profile Image: Alec B.
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9. Alec B.

Third generation dog lover
Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$16
per visit

Alec and his family have been our neighbors for many years. He has always been an enthusiastic and sincere person in all that he does. He has watched our dogs on more that one occasion and is always very good and taking care of them. I highly recommend Alec for this position!

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

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.5 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!

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

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.1 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 is the best, we are so grateful he came over to watch our two cats for the week. Not only is he so kind, reliable, and conscientious, but he’s also wonderful with cats! He even managed to get our

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Sitter Profile Image: Cindy X.
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Sitter Profile Image: Cindy X.
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12. Cindy X.

I love all dogs! Large to small!
Cambridge Heights, Milwaukee, WI, 53211
0.5 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$16
per visit

Cindy is one of few that I have trusted to both dog sit and help me with training my two boston terriers. She is very kind, attentive, and responsible with them. One of my dogs, Frank, is very reactive and high energy, so he does not meet new people very often. Very few people are able to be around Frank, but she is patient and loving with him despite how hard he is to manage. I would definitely recommend Cindy to anyone for pet care!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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13. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 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.

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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14. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

Finding caregivers for your pet - especially a new puppy - can be stressful and worrisome but we were very happy with Payton! She was timely and instantly bonded with "Poppie" providing us a carefree evening out! I would (and will) contact her again in the future to care for our loved one. Terri

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alexandra D.
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Sitter Profile Image: Alexandra D.
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15. Alexandra D.

Rover 101
Quality pet care you can trust.
Milwaukee, WI, 53211
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
10 repeat clients
from
$24
per visit

Alexandra returned for 2 drop in visits. She is very prompt with her notifications of arrival, departure and visit summaries. Her responsibleness and TLC for Rory definitely allow me to be worry free when away from home.

Sitter Profile Image: Kasey W.
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Sitter Profile Image: Kasey W.
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16. Kasey W.

Animal Lover, Vet Assistant
Shorewood, WI, 53211
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$18
per visit

Kasey is amazing! She kept in touch with us throughout our trip and was always on time. She has great knowledge and love for dogs. Highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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17. Casey R.

Star Sitter
Let me love your pet!
Murray Hill, Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$15
per visit

Casey did an amazing job watching my dog and cat while I was away on vacation. She was very communicative, sent pictures daily, and really took the time to make sure my pets were well taken care of. I would highly recommend Casey’s services!

Sitter Profile Image: Isabel R.
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Sitter Profile Image: Isabel R.
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18. Isabel R.

Star Sitter
Long walks, cuddles, and playtime!
Milwaukee, WI, 53211
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$15
per visit

Isabel has been so great with my almost 12 week old puppy rocky. I had contacted her in short notice and now she has been helping take him out when I’m stuck at work. She leaves great details on what she did with him when she does the check ins. I know rocky is in great hands, especially with her experience with dogs. I’m very happy that he can get the attention he needs when I’m at work and It puts my mind at ease knowing he is getting wonderful care from her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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19. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$25
per visit

Danielle was wonderful. Very conscientious and communicative during the entire booking. She took excellent care of my elder rabbit, and I will definitely book her again in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angela S.
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Sitter Profile Image: Angela S.
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20. Angela S.

Cat mom and teacher on summer break
Murray Hill, Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$12
per visit

We have hired Angela twice, and would love to have her again. We have 2 very shy cats and they actually come out and play with her. Angela is very thorough and gives us updates with pictures during every visit.

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

Rover also offers other services in Upper East Side:

Dog lovers in Upper East Side Milwaukee, WI love pet sitters on Rover.com. Over 08 pet owners have reviewed pet sitters on Rover in Upper East Side, Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Rover.com is the simple, savvy way to find and book Upper East Side 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 Upper East Side 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