Pet Sitting & Drop Ins in Sunset Heights, 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)?

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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
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
122 reviews
46 repeat clients
from
$18
per visit

Karsyn is great! She put up with our mischievous cats, sent lots of pictures and was super responsive! Definitely have her watch your fur babies :)

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
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
16 repeat clients
from
$16
per visit

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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3.

Carole & Shannon C.

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 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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4.

Kim S.

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
53 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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.3 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 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! :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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6.

Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
5 repeat clients
from
$20
per visit

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Abby C.
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Sitter Profile Image: Abby C.
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7.

Abby C.

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

Abby took amazing care for my cat, Buddy. She went above and beyond, treating him like she would treat her own pets. So grateful to have had a very caring, thoughtful and trustworthy person watching my boy. I would highly recommend her to anyone needing a solid pet sitter. Thanks again, Abby!

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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8.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
2.1 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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9.

Rachel F.

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

Rachel was awesome!!! Spent a few hours playing and helping take care of my cat while I was on vacation. She gave my cat plenty of play time and some nice tlc :) She also made sure she was fed, had plenty of water, and that her litter box was cleaned. Would definitely use Rachel’s services again and I would be comfortable recommending her to any friends or family that needed help with their pet. 5 stars!!!

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Sitter Profile Image: Kevin F.
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Sitter Profile Image: Kevin F.
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10.

Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
11 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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11.

Lillith L.

ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
6 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: Easter Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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12.

Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

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Sitter Profile Image: Aly L.
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Sitter Profile Image: Aly L.
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13.

Aly L.

Warning! Pets are spoiled here!
Washington Heights, Milwaukee, WI, 53208
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
10 repeat clients
from
$20
per visit

Ally was super friendly & easy to work with, very thorough communication and made us feel at ease. We will use her for ALL of our needs. Highly recommend.

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Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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14.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
2.3 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 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!

Confirmed availability: Easter Weekend
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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15.

Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$19
per visit

I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person

Confirmed availability: Easter Weekend
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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16.

Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$19
per visit

Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.

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Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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17.

Alexis S.

Rover 101
I prefer animals to humans
Wauwatosa, WI, 53213
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$19
per visit

I would recommend Alexis for anyone!! She dropped in twice in one day to check in on my dog, 3 guinea pigs, and chinchilla. Prior to the event Alexis asked many relevant questions & you could tell she care about her work. Day of my booking she sent me pictures and updates the whole time so I never had to wonder how it was going. She is very kind and easy to work with. I also appreciated the timely replies. I will book Alexis again!!! Thank you ?

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Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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18.

Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
15 repeat clients
from
$20
per visit

We use Rachel whenever we can because she is so reliable and always goes above and beyond with our cats. She sends pictures every day and she genuinely seems to enjoy seeing our pets, which I appreciate!

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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19.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$25
per visit

Many years ago, Cindy taught me how to train my dog with compassionate firmness. Her patience with my pup, and good humor with me, emboldened me to get a second dog. I have known Cindy to rescued and train several dogs over the years. Over two decades of pet ownership and knowing Cindy, there are few people I would trust more to walk and sit my dogs. But don't take just my word for it, watch your dog fall in love with her - whatever she's whispering, dogs respond.

Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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20.

Melainie T.

Care for all Animals
Enderis Park, Milwaukee, WI, 53210
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
14 repeat clients
from
$20
per visit

Phoenix usually hides but he seemed to come out with Melanie to get belly rubs. Great communication. Highly recommend!

Search Map

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

Rover also offers other services in Sunset Heights:

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

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 Sunset Heights 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 Sunset Heights, 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 Sunset Heights pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Sunset Heights, 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