Pet Sitting & Drop Ins in Washington 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)?

Search Results

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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.

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

Jessica did has looked after our cat a few times and always has done a great job. She always provides great updates and lots of photos and does a great job engaging with our shy kitty

Confirmed availability: Memorial Day 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
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$16
per visit

Kathy is great to work with. She regularly walks my puppy and also supported while I was out of town. She is reliable and great with my pups!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 reviews
37 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: Lexi K.
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Sitter Profile Image: Lexi K.
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4. Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
11 repeat clients
from
$16
per visit

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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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.

Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
3.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
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: Lindsey F.
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Sitter Profile Image: Lindsey F.
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6. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
3 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.

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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7. Natalie F.

Lover of all animals big or small!
Wauwatosa, WI, 53226
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

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Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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8. Lillith L.

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

I recently adopted my dog so I was nervous to introduce more humans so soon. But I didn’t have to worry with Lillith. She’s knowledgable and you can tell how much she loves dogs. Maverick can’t wait to see you again!

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Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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9. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

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Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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10. Kristine K.

Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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11. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

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

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
188 reviews
77 repeat clients
from
$25
per visit

Travis stopped by for a short meetup and walkthrough before my trip. He became fast buddies with my kitty, and also put me at ease knowing my kitty would be in great hands while I was away!

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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
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
11 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: Sylvia G.
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Sitter Profile Image: Sylvia G.
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14. Sylvia G.

Here to help with your pet needs!
Washington Heights, Milwaukee, WI, 53208
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
from
$11
per visit

About: Animals are my passion while my full time position is in healthcare. I’ve been around animals my entire life and truly try to create a deep bond with every animal I work with. I’m here to give your animal all the scratches and cuddles they want! I have two dogs of my own, 5 and 6 years old. They both are very friendly with other animals and love to play. I have a fenced in yard for your dog to run freely and get all the sniffing they want in! I work 12 hour shifts Friday through Sunday. I am completely available Monday through Thursday at any time of the day. I am here to love your animal! I have a fenced in yard and two friendly pups to keep them entertained. I keep my dogs on a schedule with food, potty breaks, and walks; I can do the same for your dogs given the information!

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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
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
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: Memorial Day Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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16. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
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: Kevin F.
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Sitter Profile Image: Kevin F.
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17. Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
1.1 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!

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Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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18. Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
3 repeat clients
from
$14
per visit

Lou was prompt and great to work with! She stopped by before the day she was needed and got to know the dogs and was reliable! Will book again!

Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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19. Alexis S.

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

Alexis was great with our kitties! She communicated quickly, reached out to ask questions if she had any, and sent photos & a detailed description of her check in. We really appreciated her time and willingness to check in while we were gone!

Sitter Profile Image: Samantha A.
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Sitter Profile Image: Samantha A.
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20. Samantha A.

falls in love with any & all dogs
Washington Heights, Milwaukee, WI, 53208
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$25
per visit

Sam is absolutely amazing!!! Goose loves when she comes to visit !

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Dog owners in Washington Heights, 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 Washington Heights.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Washington Heights, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Washington Heights, Milwaukee who can provide the care your pet needs, when they need it.

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