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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

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
107 reviews
36 repeat clients
from
$20
per visit
Profile image

Jessica took wonderful care of our cats while we were on a long trip! She went above and beyond helping us with taking care of the house too. Her communication and response is excellent. I am so grateful for her help and I really hope she’ll come help us again when we need it! :)

Calendar Recently Updated
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check

2. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$22
per visit
Profile image

Marilia is very responsible and I could tell at our meet and greet she takes caring for pets seriously. I felt really comfortable knowing she’d be helping walk and play with our dog while we were out.

Calendar Recently Updated
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Sitter Profile Image: Emily V.
Verified Enhanced Background Check

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
37 reviews
3 repeat clients
from
$14
per visit
Profile image

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!

Calendar Recently Updated
Sitter Profile Image: Carole & Shannon C.
Verified Background Check
Sitter Profile Image: Carole & Shannon C.
Verified Background Check

4. 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
64 reviews
23 repeat clients
from
$25
per visit
Profile image

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!!

Calendar Recently Updated
Sitter Profile Image: Casey R.
Verified Enhanced Background Check
Sitter Profile Image: Casey R.
Verified Enhanced Background Check

5. 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
31 reviews
11 repeat clients
from
$15
per visit
Profile image

As always, Casey is a fabulous caretaker for Buttercup. She is attentive to her needs, super responsive and flexible, and even rolled with the punches when emergency construction happened on the house while I was away. Just the best!

Calendar Recently Updated
Sitter Profile Image: Cassie B.
Verified Enhanced Background Check
Sitter Profile Image: Cassie B.
Verified Enhanced Background Check

6. Cassie B.

Star Sitter
NorthShore Pet Care! 🤎
Shorewood, WI, 53211
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$15
per visit
Profile image

Thank you for taking care of our corgi while we were away. Cassie sent pictures from each walk and responded quickly. It was an enjoyable experience. Recommended!

Calendar Recently Updated
Sitter Profile Image: Isabel R.
Verified Background Check
Sitter Profile Image: Isabel R.
Verified Background Check

7. 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
26 reviews
9 repeat clients
from
$16
per visit
Profile image

Isabel did an amazing job taking care of my cat! She clearly loved caring for her and provided me detailed updates after each visit. She was also super flexible when I added a day onto my vacation.

Sitter Profile Image: Alec B.
Verified Enhanced Background Check
Sitter Profile Image: Alec B.
Verified Enhanced Background Check

8. Alec B.

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

Alec dropped in to check on our cat when we were away. He is very dependable, caring, and has great communication! I would recommend to anyone!

Calendar Recently Updated
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check

9. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
2 repeat clients
from
$15
per visit
Profile image

Jenna did an amazing job taking care of Ace! She responded quick, sent plenty of details on her drop in, and lots of good photos! Will definitely book again!

Calendar Recently Updated
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check

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
23 reviews
12 repeat clients
from
$20
per visit
Profile image

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!

Calendar Recently Updated
Sitter Profile Image: Alexandra D.
Verified Enhanced Background Check
Sitter Profile Image: Alexandra D.
Verified Enhanced Background Check

11. Alexandra D.

Rover 101
Quality pet care you can trust.
Milwaukee, WI, 53202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
104 reviews
10 repeat clients
from
$20
per visit
Profile image

Alexandra is a wonderful pet sitter. She is quick to respond to requests and any questions. She made a point of meeting myself and my lab prior to her first drop in visit. I truly appreciated her walking my dog for the requested 30 minutes and hanging out. She seems very comfortable with my 11 year old lab. I look forward to utilizing her services in the future.

Calendar Recently Updated
Sitter Profile Image: Liz P.
Verified Enhanced Background Check
Sitter Profile Image: Liz P.
Verified Enhanced Background Check

12. 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
73 reviews
24 repeat clients
from
$18
per visit
Profile image

Junior had a great time playing with Liz! Liz was also flexible when I asked to switch the time for a day. The feedback on how Junior was doing was also helpful!

Sitter Profile Image: Sophia Y.
Verified Enhanced Background Check
Sitter Profile Image: Sophia Y.
Verified Enhanced Background Check

13. Sophia Y.

Friendly Pet Lover
Lower East Side, Milwaukee, WI, 53202
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$15
per visit
Profile image

Sophia was such a great sitter for Seymour! She came over prior to her drop ins with Seymour to meet him and and pick up our keys. She was super responsive and continued to send updates on how he was doing. We definitely recommend her!

Calendar Recently Updated
Sitter Profile Image: Haley B.
Verified Enhanced Background Check
Sitter Profile Image: Haley B.
Verified Enhanced Background Check

14. Haley B.

Reliable and Loving Pet Sitter
Riverside Park, Milwaukee, WI, 53211
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$20
per visit

Haley is an excellent pet sitter. She has watched my cat and my dog on multiple occasions. She is great about communication and seems to really enjoy spending time with animals. I never feel like I have to worry about my pets when they are in her care. She also has two pets of her own that she loves to talk about and clearly loves very much. I would recommend her for any pet-sitting needs!

Calendar Recently Updated
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check

15. 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
52 reviews
15 repeat clients
from
$25
per visit
Profile image

Danielle was very quick to respond, both when I was booking my drop in and during the visit. She asked if my cat needed anything special and fit me into her schedule with short notice. She kept me informed during her visit. I will absolutely ask her to watch my cat again.

Sitter Profile Image: Travis H.
Verified Background Check
Sitter Profile Image: Travis H.
Verified Background Check

16. 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
199 reviews
77 repeat clients
from
$25
per visit
Profile image

Travis was wonderful and highly recommend! We kind of booked last minute and he was so accommodating doing a meet and greet before dropping in on our boys. Our boys loved him and we will definitely be using him for future services!

Calendar Recently Updated
Sitter Profile Image: Megan G.
Verified Enhanced Background Check
Sitter Profile Image: Megan G.
Verified Enhanced Background Check

17. Megan G.

Star Sitter
My pets are family and so are yours
Milwaukee, WI, 53211
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$12
per visit
Profile image

Megan is very sweet, communicative and loves dogs! Would definitely recommend her to anyone looking for a dog sitter.

Sitter Profile Image: Tressa F.
Verified Enhanced Background Check
Sitter Profile Image: Tressa F.
Verified Enhanced Background Check

18. Tressa F.

Star Sitter
An avid pet lover and owner💕
Shorewood, WI, 53211
0.9 mi. away
Drop-In Visits
5.0 out of 5 stars
29 reviews
5 repeat clients
from
$13
per visit
Profile image

She was super nice. We had an accident happen, completely out of her control!!! She kept us updated and informed us the whole time. She had great communication and the cats were definitely comfortable with her.

Calendar Recently Updated
Sitter Profile Image: Gabrielle O.
Verified Enhanced Background Check
Sitter Profile Image: Gabrielle O.
Verified Enhanced Background Check

19. Gabrielle O.

🐾🤍🐶🫶🏻
Murray Hill, Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per visit

I am beyond pleased with Gabrielle Ortiz’s dog sitting and walking services. Her professionalism and genuine love for animals shine through in every interaction we have had. My dogs absolutely adores her! I wholeheartedly recommend Gabrielle to anyone seeking reliable and caring pet care services through Rover

Calendar Recently Updated
Sitter Profile Image: Emma G.
Verified Enhanced Background Check
Sitter Profile Image: Emma G.
Verified Enhanced Background Check

20. Emma G.

Respect, care, and love for animals
Milwaukee, WI, 53211
0.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$13
per visit
Profile image

Thanks Emma! Great photos and summary of the visit. Looking forward to working with you again!

Search Map

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