Pet Sitting & Drop Ins in Lenox 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
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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
5.0 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 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

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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2. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
4.2 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!

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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3. Kathy S.

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

Kathy is always super reliable and was able to help us out to watch our cats over the holidays. Always recommend her when she’s available. Thank you for all of your help!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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4. Lexi K.

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

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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5. Lindsey F.

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

Lindsey is awesome! She gave us detailed updates with pictures of our dog, Kobe. She made our night away very easy and stress-free. Thank you, Lindsey!

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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6. Natalie F.

Star Sitter
Lover of all animals big or small!
Wauwatosa, WI, 53226
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 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: Kathy B.
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Sitter Profile Image: Kathy B.
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7. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
2.4 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

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

Star Sitter
ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 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: Memorial Day Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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9. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.0 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: Heidi N.
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Sitter Profile Image: Heidi N.
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10. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
1.5 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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11. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
0.5 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: Lance C.
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Sitter Profile Image: Lance C.
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12. Lance C.

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

I had an amazing experience with Lance as my dog sitter! He was incredibly attentive to my furry friend's needs and went above and beyond to ensure their comfort and happiness while I was away. Lance provided regular updates and even sent adorable photos of my pup enjoying their time together. I felt completely at ease knowing that my dog was in such capable and caring hands. I highly recommend Lance to anyone in need of a reliable and compassionate dog sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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13. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
21 repeat clients
from
$20
per visit

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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14. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$18
per visit

Kristin has been a great dog sitter for our older dog. She spends plenty of time with our dog when our family is away. Harper is always happy to see us but it’s clear she’s received attention when we’re away!

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Sitter Profile Image: Bella P.
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Sitter Profile Image: Bella P.
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15. Bella P.

I 💜 pets & Id love to meet yours!
Enderis Park, Milwaukee, WI, 53214
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$14
per visit

About: I’ve been around all sorts of animals since a young age. I’ve had 2 dogs and 2 cats who I would watch majority of the time while my parents were working. I learned at a young age how to care for them and I’ve never met an animal I didn’t love! Im not working at all right now, just on break from college! I am pretty much available anytime of any day! I always make pet care a priority! I respect their boundaries and that I am just there to care for their pets! It is a lot to trust someone into your house to take care of someone you love and I am someone you can trust extremely. I will respect your home and privacy.

Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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16. Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$18
per visit

Crystal is a very hard working woman and a wonderful dog mom to Zoey, a beautiful black lab that I've had the pleasure to care for for a few years! Zoey is so lucky to have crystal as her mom! Crystal puts her first and treats her like her child, as it should be! As hard as crystal works, she still gives Zoey all of her attention and makes sure Zoey is living her best life!

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Sitter Profile Image: Brooke L.
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Sitter Profile Image: Brooke L.
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17. Brooke L.

Cat mom
Milwaukee, WI, 53222
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Brooke watched my cat Douglas while we were out of town and she did an excellent job!! She provided detailed reports of he was doing and took lots of pictures. She cuddled and played with him every visit and followed the feeding instructions we gave her perfectly. It was such a relief knowing Douglas was in great hands 😊 definitely will be utilizing her services again!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alex S.
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Sitter Profile Image: Alex S.
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18. Alex S.

New Walker on the scene!
Uptown, Milwaukee, WI, 53210
0.8 mi. away
Drop-In Visits, Dog Walking
10 years of experience
from
$20
per visit

About: Hello! My name is Alex! I have two older chihuahua mixes who are rescues. I also have experience dropping in to friends’ houses to feed and walk their animals when they are out of town. I thought I’d parlay my love of animals and experience with helping friends out into a fun side gig! I work from home Mondays-Wednesdays and Fridays 7am-4pm and have availability for walks early morning, mid day, and after work. I love pets and am very calm and collected. I am very open to following any and all desired steps you want in order to care for your furry children. I respect and love animals and and very calm and respectful of animals’ cues.

Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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19. Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
1.0 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!

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
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
14 repeat clients
from
$20
per visit

Knowledgeable about dog behavior, my dog took to her right away.

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

Rover also offers other services in Lenox Heights:

Pet parents in Lenox Heights, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Lenox Heights pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Lenox Heights, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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