Pet Sitting & Drop Ins In Midtown 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

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1.

Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
124 reviews
46 repeat clients
from
$18
per visit

Karsyn is super easy to coordinate with and always leaves detailed notes & pictures to summarize her visits. Looking forward to booking with her again in the future. Thanks so much Karsyn!

Confirmed availability: Easter Weekend
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$16
per visit

Kathy was able to help us cat sit on short notice and we came back to two very happy kittens. We were able to have a meet and greet prior to the visit and she took notes on our cats routine. It was great to receive daily pictures of our two cats. Thank you again Kathy and we’ll definitely be reaching out the next time our cats need some care.

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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3.

Olivia G.

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

Olivia is a great cat sitter, she takes great pictures and communicates how each check in goes. It’s a relief when out of town knowing your pet is being care of properly! Would recommend and will request her again for our next vacation, thank you Olivia!

Confirmed availability: Easter Weekend
Sitter Profile Image: Abby C.
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Sitter Profile Image: Abby C.
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4.

Abby C.

Obsessed cat mom & foster cat mom
Lower East Side, Milwaukee, WI, 53202
2.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
33 reviews
5 repeat clients
from
$16
per visit

Abby did a great job! Our cat is extremely timid and shy and Abby was able to play with her and allow her to approach her on her own time. We will def

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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5.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$15
per visit

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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6.

Carole & Shannon C.

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

Everything was perfect! The pictures I got were reassuring as this is the very first time I have ever had someone that Oaklei didn’t know go over and take care of her. She loved Carole! And they were so prompt in getting back to me. I booked super late in the evening and was thankful they responded right away with such understanding. We will definitely be rebooking!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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7.

Kim S.

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

Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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8.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 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!

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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9.

Emily Z.

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

Emily was so great with my kittens!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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10.

Liz P.

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

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!

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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11.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
3.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
2 repeat clients
from
$15
per visit

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

Confirmed availability: Easter Weekend
Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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12.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
2.8 mi. away
Drop-In Visits
5.0 out of 5 stars
51 reviews
17 repeat clients
from
$20
per visit

Rachel was fantastic with my cat. She fed him and changed his litter box regularly. I enjoyed receiving so many photos while I was away. My cat looked very happy with her. Highly recommend!

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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13.

Lillith L.

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

Lillith has legit been the best cat sitter I have ever had...and I've had alot over the years. Very thorough, extremely professional and a kind loving human being. I will use her for petsitting needs for as long as she is willing to do it!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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14.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
29 repeat clients
from
$20
per visit

Jessica did a great job looking after our cat. She gave great update everyday and gave us peace of mind that our cat was being taken care of.

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Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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15.

Emma K.

Animals bring joy to my life!
Milwaukee, WI, 53202
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$14
per visit

Emma has been fabulous with my senior dog Princess. Princess requires someone with a very kind, patient heart since she is so old, and Emma is wonderful with her. I would recommend Emma to anyone looking for a great persitter… she is thorough & a great sitter!! ❤️🐶

Confirmed availability: Easter Weekend
Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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16.

Emily V.

Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
1 repeat client
from
$14
per visit

I have trusted Emily to watch my dog many times over the past few years. She loves animals and is very caring and thoughtful! She is responsible, reliable and makes safety a priority. My dog loves when she gets to spend time with her!

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Sitter Profile Image: Kassidy O.
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Sitter Profile Image: Kassidy O.
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17.

Kassidy O.

Animal lover & flexible schedule
Lower East Side, Milwaukee, WI, 53202
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$15
per visit

I had the pleasure of entrusting my beloved pets to Kassidy's care, and I cannot express how grateful I am for the outstanding service she provided. Kassidy is not just a pet caregiver; she is a true animal lover with a genuine passion for their well-being. Her professionalism, reliability, and genuine love for animals make her an ideal choice for anyone seeking a trustworthy and caring pet caregiver. I wholeheartedly recommend Kassidy to anyone looking for a responsible and loving individual to care for their furry family members. With Kassidy, you can be confident that your pets will receive the attention and affection they deserve, making your time away stress-free and enjoyable for both you and your beloved pets.

Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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18.

Allison S.

Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$14
per visit

Allison is a natural and clearly loves dogs of all kinds. She quickly bonded with my two very large dogs (90 lb and 110 lb) and was great at swapping in for 3 days for my usual sitter who wasn't available. I really appreciate your time and effort, and will look out for you on rover in the future!

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Sitter Profile Image: Molly S.
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Sitter Profile Image: Molly S.
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19.

Molly S.

Smiles at every single dog I see
Kilbourn Town, Milwaukee, WI, 53203
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$14
per visit

As Molly's roommate and close friend, I have personally seen her care for the dogs that she watches and she just loves them! (and my dog loves her too) She's always had a natural love for dogs, so I think this is a perfect opportunity for her to show it. She's always grateful for it!

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Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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20.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
187 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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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Midtown:

Dog owners in Midtown, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Midtown.

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

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Midtown, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits