Pet Sitting & Drop Ins in Hampton 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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What size are your dogs (lbs)?

Search Results

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
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
118 reviews
37 repeat clients
Profile image

Jessica was amazing!! She sent photos and updates, I knew my pup was having a great time. Really happy to meet her, I never have to worry about Russell being alone.

Availability updated today
Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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2. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
3.3 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
42 reviews
9 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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3. Rachel W.

Experienced dog walker & lover!
Martin Drive, Milwaukee, WI, 53208
4.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
21 reviews
10 repeat clients
Profile image

Timely, cared for my two large dogs well, and sent great photos! Even dried them off after playing in the rain with them, will be booking again!

Availability updated 23 days ago
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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4. Marilia D.

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

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.

Availability updated today
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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5. Michelle Y.

#1 Dog Mom ❤️🐾
Cooper Park, Milwaukee, WI, 53222
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5.0 out of 5 stars
4 reviews

Michelle one of the most caring and attentive dog lovers I know! She has loved (and spoiled) her own dogs since the day she rescued them 13 years ago. I would trust her with my dogs and provide her access to my home for any length of time. She has that kind of personality that even the most timid dogs fall in love with and warm up to immediately. Whether you need someone to walk your dog periodically or keep an eye on the pup while you are gone on vacation, Michelle is an excellent choice! I can't recommend her enough.

Availability updated today
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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6. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.9 mi. away
Boarding, Drop-In Visits
from
$22
per visit
5.0 out of 5 stars
569 reviews
346 repeat clients
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Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & greet right away that night and I felt instantly at ease with this being my first Rover.com experience. My dogs liked her without a problem and she communicated great when dropping in to take them out and feed them. Thank you again!!!

Availability updated 65 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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7. Jamila M.

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

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!!!

Availability updated 2 days ago
Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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8. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$12
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
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Our pups loved having Sean drop in and care for them!

Availability updated yesterday
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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9. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
40 reviews
15 repeat clients
Profile image

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!

Availability updated 4 days ago
Sitter Profile Image: Dani D.
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Sitter Profile Image: Dani D.
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10. Dani D.

Rover 101
All pets are welcome
Menomonee River Hills, Milwaukee, WI, 53244
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$20
per visit
5.0 out of 5 stars
4 reviews
4 repeat clients

About: Hello and welcome! My name is Dani and I’ve taken care of multiple different kinds of pets for extended periods of time while their owners were out on various adventures. I have my own two dogs, as well as four cats. I have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (I have had up to 6 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can’t wait to meet you! (Or if you prefer the whole crew won’t meet you :)). I’m currently working part time as a CNA, The longest your pet will be left alone in my home is a maximum of 2 hours. At this time I am home for the day by 2:30 pm at the latest. There is one other person is the home, being my fiancé. His name is Aidan and he does help out with the animals (taking out the dogs, walks, feeding, play time, etc.) You can request my schedule for any amount of time to confirm your loved one will be cared for properly and on time. I have cats, dogs, and fish. I had a childhood cat and have had dogs around my entire life. I keep my fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is also fenced in.

Availability updated today
Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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11. Anna L.

Star Sitter
Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
3.1 mi. away
Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
61 reviews
18 repeat clients
Profile image

Anna was absolutely amazing! She took great care of my cat maisel always sending pictures and a little blurb about how she was doing. It made me feel so much better being away to know she was being well taken care of. Anna was also super flexible and helped me figure out how to use Rover, I was using the browser at first which was causing all sorts of problems but Anna knew what I was trying to do and got it all sorted out. I cannot recommend Anna enough!

Availability updated 3 months ago
Sitter Profile Image: Fiona G.
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Sitter Profile Image: Fiona G.
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12. Fiona G.

Patient & trustworthy animal lover
Uptown, Milwaukee, WI, 53210
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
17 reviews
5 repeat clients

Fiona has always been an avid dog lover for as long as I have known her.(15years) She is patient and understands that each dog has its own set of needs and personality but I know and have seen her gets along with them all, she even has her own rescue pit bull that takes a lot of work and patients, I’ve never seen anyone be more fit for taking care of and giving love to dogs of any kind.

Availability updated 7 days ago
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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13. Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
2.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
36 reviews
6 repeat clients

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.

Availability updated yesterday
Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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14. Lizzy B.

Rover 101
Star Sitter
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
Profile image

Lizzy did a great job taking care of all three of our pups while we were out of town. Her communication was top notch and she went above and beyond during her visits. We loved seeing how happy the dogs looked in her updates and will definitely reach out to her the next time we need someone to care for our dogs!

Availability updated 20 days ago
Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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15. Melainie T.

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

Melainie is great with Trixie! She comes to let her out while I'm at work and I love getting the updates and photos during their visits 🥰 Trixie can be shy with new people and she's taken to Melainie so, so well!

Availability updated today
Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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16. Payton R.

Star Sitter
making tails wag one walk at a time
Milwaukee, WI, 53206
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients

Finding caregivers for your pet - especially a new puppy - can be stressful and worrisome but we were very happy with Payton! She was timely and instantly bonded with "Poppie" providing us a carefree evening out! I would (and will) contact her again in the future to care for our loved one. Terri

Availability updated today
Sitter Profile Image: Mollie G.
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Sitter Profile Image: Mollie G.
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17. Mollie G.

Dog lover
Milwaukee, WI, 53209
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
1 review

Mollie is a true dog lover and dogs LOVE her back. Her interest in and care for a dogs well being is immediately evident and our dog immediately felt that and was comfortable with her when she can be skittish with new people. She taught our dog so many incredible skills such as how to close the door! Mollie is reliable, dependable, responsible and professional. Our dog is difficult to walk with strong hearding instincts and some reactivity towards other dogs and Mollie remains calm and doesn't get rattled walking her which in turn helps our high energy Australian Shepard stay more relaxed. She is comfortable giving our dog medication for her anxiety and she's very good at suggesting resources. Mollie keeps up with dog training techniques and offers helpful suggestions to keep our dog's busy mind engaged. She's a wealth of information about dog behavior and psychology and your fur baby will be in excellent hands under her care. I highly recommend Mollie!

Availability updated 2 days ago
Sitter Profile Image: Erika B.
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Sitter Profile Image: Erika B.
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18. Erika B.

Small Dog Lover
Milwaukee, WI, 53209
2.3 mi. away
House Sitting, Drop-In Visits
from
$14
per visit
1 review

Erika did such a wonderful job watching my dog while I was out of town! I would absolutely recommend Erika for any pet owners out there looking for someone to take care of their pets!!

Availability updated 21 days ago
Sitter Profile Image: Giovanni M.
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Sitter Profile Image: Giovanni M.
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19. Giovanni M.

Rover 101
Bringing the Love to Your Pet
Milwaukee, WI, 53222
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
8 reviews

Giovanni provided outstanding care for our cat. Their attention to detail, including keeping the litter box clean and engaging in playtime, made a significant difference in our cat's happiness. We were consistently impressed with Gio's commitment to our pet's well-being. We wholeheartedly recommend Giovanni as a dedicated and loving cat caregiver.

Availability updated 12 days ago
Sitter Profile Image: Sydney N.
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Sitter Profile Image: Sydney N.
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20. Sydney N.

Your fur baby will be spoiled!
Arlington Gardens, Milwaukee, WI, 53222
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

We love Sydney!! She was so wonderful in caring for our babies!! Will definitely rebook 🥰

Availability updated yesterday

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