Pet Sitting & Drop Ins in Downer Woods, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Downer Woods pet sitters

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Sitter Profile Image: Bria B.
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Bria B.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
19 reviews
9 repeat clients
7 years of experience
Shorewood, WI, 53211

Bria was great- communicative and very thorough. She sent pictures of everything and made sure to leave everything the way she found it. My cat, Freddie, also enjoyed her company!! Would 100% recommend.

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Natalie D.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
66 reviews
18 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!

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Lily D.
Sitter Profile Image: Jensen M.
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Jensen M.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
25 years of experience
Lower East Side, Milwaukee, WI, 53202

Jensen was great! From reading the drop in updates, it sounds like my dog was much more behaved for him than us😂! Super attentive to care details if your pup has some extra needs!

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Amanda W.
Sitter Profile Image: Carole & Shannon C.
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Carole & Shannon C.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
133 reviews
35 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

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Lauren C.
Sitter Profile Image: Jamie C.
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Jamie C.
from
$20
per visit
5 out of 5.0 stars
102 reviews
16 repeat clients
25 years of experience
Milwaukee, WI, 53211

Jamie is the best! She asked detailed questions about my pet’s needs and he was very comfortable with her during our meet and greet. She had perfect communication and was a wonderful dog sitter/walker.

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Irene W.
Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5 out of 5.0 stars
10 reviews
5 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!

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Annamarie H.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
37 reviews
10 repeat clients
40 years of experience
Milwaukee, WI, 53211

Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.

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Lisa O.
Sitter Profile Image: Hanna C.
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Hanna C.
from
$15
per visit
5 out of 5.0 stars
28 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!

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Aisling N.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$15
per visit
1 repeat client
7 years of experience
Murray Hill, Milwaukee, WI, 53211

About: My experience caring for dogs and cats will allow me to provide the best care for your pet while you can stay worry free at work, out of town, etc. I’m active and love to be out and about, and would love to help provide your pet with more activity time. I make communication with pet owners a priority so that you’re sure of the care being provided. Thanks for considering me and please contact me with any questions! I’m a virtual school psychologist, fully remote, which allows me to have great flexibility throughout the week to be able to care for your pets! I ensure pets are safe and comfortable in my care. I’m attentive to their needs and careful to follow owners’ instructions and guidelines. I’ve been described as reliable, trustworthy, helpful, and tidy.

Sitter Profile Image: Quinesha F.
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Quinesha F.
from
$19
per visit
5 out of 5.0 stars
28 reviews
4 repeat clients
20 years of experience
Riverwest, Milwaukee, WI, 53212

Quinn was great! She was thorough, thoughtful and communicative.

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annie c.
Sitter Profile Image: Travis H.
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Travis H.
from
$25
per visit
5 out of 5.0 stars
268 reviews
97 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was great as usual looking after my cats and I know I have nothing to worry about while I’m gone. He was very accommodating of dropping in an extra day when my flights were delayed.

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Kyle R.
Sitter Profile Image: Emily Z.
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Emily Z.
from
$25
per visit
5 out of 5.0 stars
62 reviews
24 repeat clients
20 years of experience
Milwaukee, WI, 53211

Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!

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Erin C.
Sitter Profile Image: Lucas Y.
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Lucas Y.
Star Sitter
from
$14
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I grew up with pets and have had my own dogs that I fully trained and cared for since I was 14 years old. Across the past 20 years, I’ve had 4 dogs ranging from golden labs to German shepherds to Golden Doodles. I am skilled in caring for dogs from puppy to senior age. Play in my fenced in back yard, long walks to the lake, and pup cups from Stone Creek Coffee are a few things your pet can expect if staying with me. I send frequent updates and pictures. I provide loving, reliable, tailored care for your pets. Hello! My name is Luke and I provide experienced, dependable, and tailored pet care. I am a university professor, so am completely free Monday-Sunday throughout the summer. I frequently go on at least 2 long walks during the day. I also have a fenced in yard for addition play and outside time. Because my schedule is so flexible, your pet will receive all my time and attention!! I have a fenced in back yard. I also have a 5 year old goldendoodle in the house who will quickly become your pets BEST friend. She is sweet, trained, well behaved, and so loving with other animals. Your pet will be in the house with me, allowed to roam, go on furniture, and enter the yard via a dog door at their leisure. If your dog is crate trained, please bring a crate with you for the visit. I am experienced with crate training so can easily manage it.

Sitter Profile Image: Carly P.
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Carly P.
from
$15
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Downer Woods, Milwaukee, WI, 53211

Carly is very personable and friendly and made a good first impression with us and our dog Carlito. She was puntual and sent photos of her visits which my wife appreciated..

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gary@sjjanis.com
Sitter Profile Image: Keelyn M.
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Keelyn M.
from
$15
per visit
5 out of 5.0 stars
31 reviews
5 repeat clients
15 years of experience
Shorewood, WI, 53211

Keelyn - thank you for taking such good care of Chip during our vacation (and for bringing in our mail and packages!). Always grateful to have you checking in while we’re away.

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Dennis H.
Sitter Profile Image: Catherine R.
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Catherine R.
from
$14
per visit
5 out of 5.0 stars
2 reviews
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine was willing to help on short notice and was great with our dog!!

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Nikki M.
Sitter Profile Image: Kathryn D.
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Kathryn D.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
72 reviews
18 repeat clients
14 years of experience
Milwaukee, WI, 53211

Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.

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Rebecca R.
Sitter Profile Image: Grace B.
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Grace B.
from
$18
per visit
1 repeat client
8 years of experience
Shorewood, WI, 53211

About: I've been taking care of my friends, family and neighbors dogs for as long as I can remember. Anything from daily to week long periods I have fed, walked, and cared for those animals, as well as overnight stays at either my home or theirs. Pet care fits extremely well into my routine, I am an online college student with a majority of free time and flexibility. I am typically up early and readily available most of the time. I remain especially cleanly in my own home and clients, making sure to clean/ tidy up after the pet as well as stay attentive to their needs. Another way I care for pets is by enjoying their company, talking, playing and interacting with them on walks and at home to make sure they are safe, happy and attended to.

Sitter Profile Image: Elena C.
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Elena C.
from
$13
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
10 years of experience
Downer Woods, Milwaukee, WI, 53211

About: Hello, my name is Elena! I’m a student at UWM currently living in the Downer Woods neighborhood. I always had dogs and cats growing up and have given love and care not only to my pets, but my friend’s pets, including several pet sitting occasions. Being a young adult, I can easily provide as long of a walk as your dog requires and desires, and can also provides lots of snuggles and pets. I currently work as a barista, but am looking to supplement that doing something I love; spending my time with dogs and cats! I enjoy pets of all sizes and ages, and will do my absolute best to provide the best possible care for your furry best friend. I have classes every day of the week around midday but can see your pet before in the morning or later in the afternoon and evening. I’m available weekends! I will respect your space and any wishes you have regarding safety precautions for your animal. I have experience using no pull leashes and muzzles, and understand the importance of taking caution with reactive dogs.

Sitter Profile Image: Casey G.
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Casey G.
from
$15
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
8 years of experience
Cambridge Heights, Milwaukee, WI, 53201

Casey was amazing with our puppy. She is a handful and he took such great care of her while we were gone for 3 days. We will definitely be using him again and highly recommend him to anyone else. No question the best rover in town! He is also pre vet so you know he is in it for the right reasons.

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Ty F.
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Sitter Profile Image: Bria B.
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Sitter Profile Image: Bria B.
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Bria B.
Star Sitter

Less worry, more happy paws/purrs!
Shorewood, WI, 53211
1.0 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
19 reviews
9 repeat clients
Profile image

Bria was great- communicative and very thorough. She sent pictures of everything and made sure to leave everything the way she found it. My cat, Freddie, also enjoyed her company!! Would 100% recommend.

Availability updated yesterday
Sitter Profile Image: Carrianne L.
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Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter

Caring for Critters of all Kinds!
Shorewood, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
66 reviews
18 repeat clients
Profile image

Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jensen M.
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Sitter Profile Image: Jensen M.
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Jensen M.
Star Sitter

Life Is Better With Pets
Lower East Side, Milwaukee, WI, 53202
2.3 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Jensen was great! From reading the drop in updates, it sounds like my dog was much more behaved for him than us😂! Super attentive to care details if your pup has some extra needs!

Availability updated 2 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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Carole & Shannon C.
Star Sitter

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
133 reviews
35 repeat clients
Profile image

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jamie C.
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Sitter Profile Image: Jamie C.
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Jamie C.
Rover 101

Animal Loving Social Worker
Milwaukee, WI, 53211
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
102 reviews
16 repeat clients
Profile image

Jamie is the best! She asked detailed questions about my pet’s needs and he was very comfortable with her during our meet and greet. She had perfect communication and was a wonderful dog sitter/walker.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ilene G.
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Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter

Let’s go outside!
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
10 reviews
5 repeat clients
Profile image

Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!

Availability updated 16 days ago
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter

Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
37 reviews
10 repeat clients
Profile image

Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.

Availability updated 3 days ago
Sitter Profile Image: Hanna C.
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Sitter Profile Image: Hanna C.
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Hanna C.

Love walks, open to short notice!
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
28 reviews
5 repeat clients
Profile image

Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Morgan S.
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Sitter Profile Image: Morgan S.
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Morgan S.

Active, fun, responsive care
Murray Hill, Milwaukee, WI, 53211
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
2 reviews
1 repeat client

I have two large, active huskies that require a lot of attention. They are fun loving and Morgan was able to provide them with all the love in the world! I can tell Morgan is a very genuine person who truly loves hanging out with pets. She is responsible and will treat your dogs like they are her own. I highly recommend her!

Availability updated 2 days ago
Sitter Profile Image: Quinesha F.
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Sitter Profile Image: Quinesha F.
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Quinesha F.

safety first! then we pawty 🐾🥳
Riverwest, Milwaukee, WI, 53212
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per visit
5 out of 5.0 stars
28 reviews
4 repeat clients
Profile image

Quinn was great! She was thorough, thoughtful and communicative.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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Travis H.
Rover 101

Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
268 reviews
97 repeat clients
Profile image

Travis was great as usual looking after my cats and I know I have nothing to worry about while I’m gone. He was very accommodating of dropping in an extra day when my flights were delayed.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check

Emily Z.

Help me help you help your pet
Milwaukee, WI, 53211
1.1 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
62 reviews
24 repeat clients
Profile image

Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!

Availability updated 14 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lucas Y.
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Sitter Profile Image: Lucas Y.
Verified Enhanced Background Check

Lucas Y.
Star Sitter

Experienced and Reliable Pet Care
Murray Hill, Milwaukee, WI, 53211
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients

I’ve known Luke for over fifteen years, and honestly, any pet would be lucky to hang out with him. He’s an incredibly loving, responsible, and attentive person. As a dog dad, he understands how important it is to provide both structure and affection. What really stands out is how playful he is with his dog Harley! Whether it’s playing with her favorite toys at home, going on long walks, or just giving her so much love and cuddles. I would trust him with my pets in a heartbeat. He treats every animal like his own, with patience, warmth, and whole lot of love.

Availability updated 5 days ago
Sitter Profile Image: Carly P.
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Sitter Profile Image: Carly P.
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Carly P.

Pet owner and lover forever!
Downer Woods, Milwaukee, WI, 53211
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Carly is very personable and friendly and made a good first impression with us and our dog Carlito. She was puntual and sent photos of her visits which my wife appreciated..

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Keelyn M.
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Sitter Profile Image: Keelyn M.
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Keelyn M.

All dogs are my friends!
Shorewood, WI, 53211
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
31 reviews
5 repeat clients
Profile image

Keelyn - thank you for taking such good care of Chip during our vacation (and for bringing in our mail and packages!). Always grateful to have you checking in while we’re away.

Availability updated 40 days ago
Sitter Profile Image: Catherine R.
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Sitter Profile Image: Catherine R.
Verified Enhanced Background Check

Catherine R.

Graduate student providing pet care
Murray Hill, Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
2 reviews
Profile image

Catherine was willing to help on short notice and was great with our dog!!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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Kathryn D.
Star Sitter

Excited to meet your furry friend!
Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
72 reviews
18 repeat clients
Profile image

Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.

Availability updated 2 days ago
Sitter Profile Image: Grace B.
Verified Enhanced Background Check
Sitter Profile Image: Grace B.
Verified Enhanced Background Check

Grace B.

I love all dogs and dogs love me!
Shorewood, WI, 53211
0.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
3 reviews
1 repeat client

Grace is a thoughtful, reliable, and loving pet caregiver. She treats our dog like her own and always goes above and beyond to ensure they feel safe and happy.

Availability updated 21 days ago
Sitter Profile Image: Elena C.
Verified Enhanced Background Check
Sitter Profile Image: Elena C.
Verified Enhanced Background Check

Elena C.

I’ve been a dog lover all my life!
Downer Woods, Milwaukee, WI, 53211
0.3 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients

Elena is a person who deeply cares about and appreciates pets and animals. As a dog owner she is responsible and loving, always making sure her dog Benji is taken care of. She would be ecstatic to be able to walk, pet and love any dog she is able to.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Casey G.
Verified Enhanced Background Check
Sitter Profile Image: Casey G.
Verified Enhanced Background Check

Casey G.
Rover 101

Dog lover with rescue experience!
Cambridge Heights, Milwaukee, WI, 53201
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
Profile image

Casey was amazing with our puppy. She is a handful and he took such great care of her while we were gone for 3 days. We will definitely be using him again and highly recommend him to anyone else. No question the best rover in town! He is also pre vet so you know he is in it for the right reasons.

Availability updated 72 days ago

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