Pet Sitting & Drop Ins in Roosevelt Grove, 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: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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1. Carole & Shannon C.

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

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!!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

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

Jessica did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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3. Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
5.1 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: 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
3.2 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

Emily is your best choice as a dog walker. She is very reliable, timely and most importantly a dog lover! She'd walk your dog all day if you'd let her. You dog will be in great hands.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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6. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
11 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!

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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7. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
2.9 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: Kim S.
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Sitter Profile Image: Kim S.
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8. Kim S.

Never lived a day without a pet
Glendale, WI, 53217
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
20 repeat clients
from
$23
per visit

This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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9. Hannah R.

Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
78 reviews
19 repeat clients
from
$20
per visit

Hannah was amazing and very flexible! She was very courteous, prompt and caring heart for the fur butts! I plan on using her in the future!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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10. Marilia D.

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

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.

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
1.9 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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12. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
2.5 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!

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Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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13. Kristine K.

Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 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!

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Sitter Profile Image: Liza T.
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Sitter Profile Image: Liza T.
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14. Liza T.

Animals are my LIFE!
Riverwest, Milwaukee, WI, 53212
3.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit

Whenever I go out of town, Liza always watches my pets. I can't think of someone I'd trust more with caring for my pets outside of my immediate family. She has a huge heart and literally every animal I've ever seen her interact with loves her. On top of being a great caregiver to animals, she's also a wonderful person and super easy to work with. If you're looking for someone special to take care of your pets, look no further.

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

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

We have never used a service like this before and were apprehensive but Travis was excellent with our pups!! He sent us photos and was a pleasure to work with. Will def be asking for his services again!!

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

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
2.0 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.

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Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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17. Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
2.4 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: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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18. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
2.1 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

Sitter Profile Image: Treyce S.
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Sitter Profile Image: Treyce S.
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19. Treyce S.

Happy Tails Awaits
Sunset Heights, Milwaukee, WI, 53216
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit

Trey takes care of my dog often. He is so trustworthy and loving with my dog. There isn’t anyone else I would want watching her. Highly recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Savannah D.
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Sitter Profile Image: Savannah D.
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20. Savannah D.

Lover of all pups!
Grasslyn Manor, Milwaukee, WI, 53216
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$15
per visit

Savannah has dog-sat for my pug and frenchie on several occasions. She has always been on time and very flexible. Our girls both love her.

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When it comes to pet care and pet sitting, pet owners in Roosevelt Grove, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Roosevelt Grove, 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 Roosevelt Grove, Milwaukee who can provide the care your pet needs, when they need it.

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