Personalized care for your dog or cat - Havenwoods

Highly-rated overnight sitters - Havenwoods

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
202 reviews
86 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is amazing! She accepted my last minute request when my sitter cancelled the day of. This is my second time Marvin stayed with Yolanda and I can tell he has a great time! We will definitely be booking with Yolanda again. Thank you so much!

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Jaihee C.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
14 repeat clients
26 years of experience
Fox Point, WI, 53217

Our situation was dire when we requested help and Ann and Arman responded immediately and with much warmth. I would recommend them wholeheartedly..I feel like they went above and beyond our expectations. Thank you for the great care you provided for our boy! Carol and Elaine

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Carol V.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
43 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Amazing. Communicated daily and sent lots of pictures. She made adjustments to help my dog eat while being in a new environment. Will definitely be rebooking.

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Raniyah D.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
156 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.

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Lynn J.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sandy M.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
251 reviews
72 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was great! Communicated everyday to let me know how Roscoe was doing and sent him home with a great report card that let me know overall how things went. Roscoe had a great time there!!

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Ashley S.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Milwaukee, WI, 53211

Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!

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Kaitlyn K.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$42
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.

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Kyla T.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

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Tia O.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
149 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Winston loves his time with Angela and her family! Angela is very flexible with scheduling and sends pictures/updates throughout the stay. We always know our dog is well loved and cared for while we’re away. Highly recommend!

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Emily K.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.

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Scott S.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
156 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Millie loved her time with Doreen! She sent lots of pictures and kept us up to date the whole time we were gone! Would definitely come back to Doreen! Highly Recommend

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Dave L.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
89 reviews
17 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

Daniel did a great job watching Buddy for us!! He gave Buddy great exercise and all the snuggles. Will absolutely go to Daniel whenever we need a caregiver for Buddy 😁 🐕

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Cassidy H.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
202 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.

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Jonathan C.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
399 reviews
125 repeat clients
20 years of experience
Brookfield, WI, 53005

All the pups really enjoyed there time there running out in the yard, and was at ease during my whole trip they were in great care thank you!

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Brian S.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
23 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
112 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
608 reviews
361 repeat clients
30 years of experience
Wauwatosa, WI, 53222

This was my first time using a dog sitter (unbeknownst to Cindy) and the experience was amazing! Cindy was extremely accommodating, she sent pictures everyday and I'd recommend her to everyone!

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Nathan C.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Havenwoods

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
43 reviews
12 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

They were so helpful and understanding of situations that came up. I'm also so thankful for them understanding how shy most of my cats are and allowed them to chill out of sight together.

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Sarah C.
Sitter Profile Image: Genesis A.
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Genesis A.
from
$23
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

An excellent sitter!

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Andrea L.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
18 years of experience
Glendale, WI, 53209

About: I have taken care of cats of every age nearly my entire life. I currently have 3 long-haired cats with all very different personalities! I am knowledgeable in cat body language and how to respond to certain cues a cat is showing me. I am a big fan of using Fear Free tactics to gain the trust of any cat I interact with!

Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
111 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Took great care of my 2 older cats while I was away for a week. He was very easy to communicate with. If he wasn’t sure about something, he asked.

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Kathleen Q.
Sitter Profile Image: Cathy M.
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Cathy M.
from
$22
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53218

Cathy is OUTSTANDING! She always sent photos of our cats and gave us detailed updates about our pets and our home while we were away. We are extremely happy with her service and I'm sure we'll hire her again in the future.

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Isaac H.
Sitter Profile Image: Camila S.
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Camila S.
from
$23
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53209

Camila is very reliable and has great communication. Our cat Bella loved having Camila’s company while we’re away on our trip.

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James P.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$22
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Great as always!

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Nolan K.
Sitter Profile Image: Anya P.
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Anya P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
56 reviews
15 repeat clients
5 years of experience
Brown Deer, WI, 53209

Once again Anya saved me with a couple last minute drop ins. She was also super helpful with some unexpected errands and tasks around the house.

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Chris C.
Sitter Profile Image: Angela M.
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Angela M.
from
$17
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Sitter Profile Image: Audrey F.
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Audrey F.
from
$36
per visit
5.0 out of 5 stars
1 review
2 years of experience
River Hills, WI, 53217

About: I adore cats and appreciate forming respectful and gentle relationships with them! I know that cats appreciate ease and sensitivity and I always ensure to be watching a cat’s behavior to confirm they’re comfortable. I lived with a cat for 12 months who I cared for almost daily and frequently slept in my room. I take care of my grandma’s and friends cats often!

Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$18
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: Hi! I’m Montse - mom of kitties Chamoy and Luka. I’ve had these cats for five years and was always a dog person until I had my own feline friends. My orange cat is exactly as you’d expect… rambunctious and incredibly cuddly. Luka the black cat however, is very stand-offish and loves her space. All that to say, I know that cats come with different personalities and I’d love to care for yours however is needed!

Sitter Profile Image: Ruby M.
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Ruby M.
from
$26
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Milwaukee, WI, 53209

Ruby was great taking care of our dog Georgia!

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Marissa W.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$18
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
40 years of experience
Fox Point, WI, 53217

Great!

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Alexander P.
Sitter Profile Image: Alex R.
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Alex R.
from
$18
per visit
4.4 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

Alex took such great care of our cat bella, and with very short notice. i've already booked a second boarding for bella with Alex. highly recommend :)

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Tracy A.
Sitter Profile Image: Adrianna H.
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Adrianna H.
from
$14
per visit
4.9 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53209

So caring... Thanks Adri!

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Luana S.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$36
per visit
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!

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Heather B.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$14
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Glendale, WI, 53217

Alyssa was responsive and took excellent care of my cat with attention to detail and his unique needs.

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Jenelle D.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$16
per visit
5.0 out of 5 stars
107 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!

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Sophie C.
Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$13
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

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Janet W.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
417 reviews
115 repeat clients
8 years of experience
Riverwest, Milwaukee, WI, 53212

This is my 3rd time booking with Abigail, and she is always on top of my pets cares. She is flexible and able to accommodate their unique medical needs, and provides thorough and detailed updates that give me peace of mind when I’m away. I would happily trust her again with my pets in the future!

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Gene K.
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Perfect for high energy dogs - Havenwoods

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$24
per day
4.9 out of 5 stars
43 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan was amazing with our last second booking and went so far above and beyond! Will definitely send our dog here again next time we’re in the area!

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Tyler R.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
156 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!

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Michaela B.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
202 reviews
86 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family have been so great to work with so far! Yolanda is very responsive, flexible, & respectful of your pet’s needs/requests/concerns. I will be utilizing her services again 🙂

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Kathy Mn' L.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$37
per day
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

My dog is not easy!!! She was awesome. Really appreciated her. Thank you great job Winston came home sleepy

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Trey S.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

About: I’m a true animal lover. If it has paws, scales, fins, or whiskers, I’m already invested. I’ve cared for and fostered all kinds of pets over the years—dogs, cats, aquatic babies, reptiles, and the tiniest furry friends like bunnies and hamsters—so I’m comfortable across the board. To me, pets aren’t “just pets”…they’re family. My approach is calm, patient, and gentle. I pay close attention to each animal’s personality and respect their boundaries so they always feel safe, understood, and comfortable. At home, I’ve got my own little zoo—2 sweet cats, a bearded dragon, 2 geckos, 4 snakes, and an adorable mouse—so trust me, I’m no stranger to unique personalities and specialized care. I would love to care for your pet when you need a break, go on vacation or when you make other plans. You can be assured that your pet is in good hands. To offer the best care, my max capacity is currently 2 pets per day. 📍 Located in Milwaukee – Capitol Heights area 🌻 I work from home so I’ll always have time to play, feed and love on your pet babies. I’m always flexible with their needs (bathroom breaks, medication, shyness) to make sure they are always comfortable. If my schedule or availability changes, I always send out updates to my calendar right away. ❤️ To offer the best care, my max capacity is currently 2 pets per day. I have a fenced in back yard with plenty of space for pets to roam, play and toilet if needed. Pets are always welcome to bring their own items. My 2 lovely cats are usually shy and more of the watching type, so they won’t bother your pets but will surely admire them from their cat trees. All activities and toileting are supervised. There is no smoking of any kind in my home or pet areas. There are some pictures of our living space in the photo collection on my Rover profile.

Sitter Profile Image: Auria R.
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Auria R.
from
$50
per day
5.0 out of 5 stars
162 reviews
70 repeat clients
40 years of experience
Glendale, WI, 53209

Auria and her husband were so nice and accommodating. Lulu went into heat that morning and she was still able to take her while we went out of town for the day.

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Jessica F.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per day
5.0 out of 5 stars
78 reviews
23 repeat clients
10 years of experience
Milwaukee, WI, 53223

Perseus and Dereck were great hosts to Spider. They took him in last minute. They provided photos during his short stay. I will definitely have them watch our dogs again. They deserve 10 stars!!

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Lynn C.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$27
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.

Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5 stars
202 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

I could not recommend Mike and his wife Heather more! My dog has been consistently going going there for a year and as a young doctor working up to 28 hours in a row, I would not be able to have managed without them! They are very flexible and truly do love working with dogs. Recently, my dog got very mambas colitis and needed to go to the vet twice. Initially I wasn’t able to take too much time off but thankfully Mike was there. He offered to even cook Whiskey boiled chicken and rice and even offered to come to the vet with us the second time because he was genuinely concerned as well. I have a very anxious dog, but have been able to leave him while on vacation and not worry because I was getting constant updates- both good and bad about how he was doing, how much he was barking, how he was pooping, etc. it helped me enjoy my vacation more. I would highly recommend them for anyone who has a dog that is anxious and needs more one on one attention or with a chaotic schedule like myself.

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Bianca M.
Sitter Profile Image: Evita E.
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Evita E.
from
$40
per day
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Devashi G.
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Devashi G.
from
$30
per day
2 years of experience
Glendale, WI, 53217

About: I helped raise my own two family dogs and ensured that they were always walked, bathed, fed, and happy. It's also a habit of mine to go take the extra step like wiping my dogs and make sure they are clean after they've been outside. I've also taken care of my neighbor's dogs alongside our own family dogs, so I have experience handling multiple pets at once. I work full-time, Monday through Friday, while working from home 2-3 days a week. I also go to workout classes in the evening. Normally, if working from home, I take the dogs out for a walk in the morning. On other days, I take them for a walk in the evening. I normally take pets out 3 times a day, once in the morning, afternoon, and night. I make sure the dogs have a dedicated spot for food and bed. I have both a park and a dog park, 5-10 minutes away from my apartment, which I can take the pets to for a walk or some dog play time. There are also multiple yard-like grass areas where the dogs are meant to do their business. If pets stay with me for longer than two weeks, I bathe them every other week.

Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$25
per day
5.0 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

Steph is very accommodating and professional. My pup enjoyed himself. She is a keeper!

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Chimere D.
Sitter Profile Image: Dane R.
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Dane R.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Whitefish Bay, WI, 53217

Dane is fantastic; couldn’t recommend him more. Our pup loves getting to hang out with him and his goldens. We’re pretty sure our dog would prefer to live with Dane and his dogs if he could! We know that our dog has a great time because whenever we turn down the street that Dane lives on, our dog loses it with excitement regardless if we’re dropping him off or on our way somewhere else. Great backyard, the sweetest goldens and super nice humans. Definitely a winning trio.

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Isabelle P.
Sitter Profile Image: Tiffani H.
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Tiffani H.
from
$35
per day
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Hampton Heights, Milwaukee, WI, 53218

Tiffany took excellent care of Marley! She sent many pictures, fed him, walked him even have him a bone . Thanks for the special care!

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Erika B.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$44
per day
4.9 out of 5 stars
277 reviews
124 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan provides excellent care of Hercules. I get photo updates throughout his stay and messages as necessary. Herc is always exhausted and ready for a nap after a full day of play.

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Matthew T.
Sitter Profile Image: Chad T.
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Chad T.
from
$25
per day
5.0 out of 5 stars
6 reviews
3 years of experience
Glendale, WI, 53217

About: Hey there! I’m a new Rover sitter who truly enjoys being around dogs. I’m dependable, easygoing, and always focused on keeping dogs safe and comfortable. I’m happy to stick to your dog’s usual routine and I’ll keep you posted with updates and pictures. Your pup will get lots of attention, care, and love while you’re away! Currently, I am working in office on Tuesdays and Thursdays until about 230/3pm and work at home on Monday, Wednesday and Friday. Weekends are very open and only tend to leave for short periods of time to run errands I have a fenced in yard with plenty of room for them to run around and enjoy the outdoors, as well as one Corgi at home. I do live in a two story house with the primary bedroom upstairs. Depending on the preference, dogs are usually allowed to roam free whether I am home or not but I do have gates to keep them from going upstairs if necessary.

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
65 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

My partner and I wanted to spend a couple of hours on my birthday at some places that don't allow pups - after quick and easy communication with Michelle, we booked daycare with her. Our pup is very social with dogs and people but is always super cautious at first. When we dropped Navi off, she was a bit skittish and didn't really want to go in the house. This left us feeling a bit worried. However, Michelle immediately sent us an update with pictures after we drove away showing Navi explore the house and the backyard. Throughout the day I received so many pictures and videos of Navi playing in the pool and with other pups. It genuinely was the best birthday present I could have asked for. It made us so happy to receive so many updates showing Navi living her best life with her new friends. It was clear Michelle loves doing what she does and cares for every pup like they are her own. If we are ever in the Milwaukee area again, we would love to have you watch after our girl again! Thank you again, Michelle!

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Veni V.
Sitter Profile Image: Bella T.
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Bella T.
from
$50
per day
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Enderis Park, Milwaukee, WI, 53210

About: Hi! I’m Bella, a professional dog trainer with over 7 years of hands-on experience working in advanced obedience, behavior modification, service dog foundations, and sport dog training. I’ve helped dogs and their families work through leash reactivity, anxiety, aggression, impulse control, and high-drive challenges—and I bring that same knowledge into every boarding, daycare, or drop-in service I offer. 🐾 What makes my care different? I provide structure, clear communication, enrichment, and individualized attention—not just cuddles and playtime. Whether your dog is working on manners or needs a calm, consistent place to stay, I’ve got you covered. 📍 Based in New Berlin 🏡 Calm home with safe setup (crate-trained dogs welcome!) ✅ Experience with large breeds, working dogs, and nervous pups 🦴 Optional training add-ons available during daycare or boarding Let me know your dog’s needs—I’m happy to customize care to give you peace of mind and your dog the routine they thrive in. (Website with training info available upon request.) Pet care is a central part of my daily life. I’m home during the day and structure my routine around walks, training sessions, feeding, and enrichment. Whether it’s daycare or boarding, dogs are integrated into a calm and structured environment throughout the day. I provide a peaceful, secure home environment with crate space available (if needed), structured downtime, and consistent routines. Dogs are supervised, enriched, and treated with the same respect and care I’d want for my own. I’ve worked with everything from young puppies to high-drive working dogs to those needing a little extra patience or support.

Sitter Profile Image: Andrew R.
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Andrew R.
from
$60
per day
12 years of experience
Shorewood, WI, 53211

About: Hi! I'm Andrew, and I absolutely love spending time with dogs! I've cared for my family's dogs for years and currently work for a privately owned dog walking company in Shorewood, where I've gained hands-on experience caring for dogs of all ages, sizes, and personalities. I'm passionate about making sure every furry friend feels happy, safe, and loved while they're in my care. Whether it's a fun walk, plenty of playtime, enrichment, or lots of belly rubs, I always treat every pet like they're part of my own family. I also enjoy working on basic training and reinforcing good manners through positive reinforcement, making walks both fun and rewarding. My goal is to provide dependable, personalized care and the best experience possible for both you and your pup. I can't wait to meet your four-legged family member and become their new favorite walking buddy! I am currently available to book most days of the week as dog care is my passion. Please feel free to reach out to set up a meet and greet. I am currently available to take care of pets in client’s home. I am flexible with needs, dates, and times. Let me know how I can help 🙂

Sitter Profile Image: Erin K.
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Erin K.
from
$56
per day
4.9 out of 5 stars
55 reviews
21 repeat clients
5 years of experience
Cooper Park, Milwaukee, WI, 53222

Erin is the best! So is her furry kid Woodson! She took my doggie in at the last minute on a snowy morning and he was so happy when we picked him up! She sent lots of updates the whole day, too! We will be asking her to watch King again??? THANK YOU ERIN!! We hit the jackpot finding you!

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Tricia P.
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Adventure-ready dog walkers - Havenwoods

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Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

Genesis is always reliable and takes excellent care of my pup! She truly loves and cares for everyone’s pet that she takes care of. She’s so communicative and kind to both me and my dog Heidi! :)

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Paige T.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$15
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I started off taking care of small animals, but then became trained as a kennel attendant and enrichment specialist in my growing career in animal care. I wanted to offer more to my local community with the current skills I have, along with learn and grow with every pet and parent! I’m aware of how dogs communicate with each other with body language and have been trained to break apart a fight, even before a fight could start.

Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Glendale, WI, 53209

Alyssa is very fast to respond to messages, and she took good care of our new puppy Cricket.

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Matthew H.
Sitter Profile Image: Elijah P.
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Elijah P.
from
$16
per walk
4 years of experience
Valhalla, Milwaukee, WI, 53218

About: I have grown up around dogs my entire life and have years of hands on experience caring for my grandparents’ Shih Tzus. I am attentive, patient, and always prioritize each pet’s comfort and safety. I carefully follow all instructions provided by pet parents and make sure their routines are maintained exactly as requested. I am reliable, punctual, and committed to showing up when expected. Most importantly, I treat every pet as if they were my own and strive to create a calm, loving, and trustworthy environment for them. I maintain a structured and dependable schedule, ensuring consistent arrival times and adherence to each pet’s routine without exception. Safety is my highest priority, and I remain attentive at all times to prevent risks during walks, feeding, or home care. I build trust through clear communication, reliability, and strict follow-through on owner instructions. I also focus on creating a calm, stable, and comfortable environment where pets feel secure, relaxed, and well cared for throughout my time with them.

Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$18
per walk
4.9 out of 5 stars
43 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 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 :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

Sitter Profile Image: Haani Shay M.
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Haani Shay M.
from
$17
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Golden Valley, Milwaukee, WI, 53222

We have been working with Haani for a month so far. She's so great with Gus! Since she started working with Gus, he's gotten better at understanding and listening to commands and not pulling when he's on his leash. He's always so happy to see her! Haani communicates well and is really reliable. We're excited to keep working with her.

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Amy L.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
111 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Always a pleasure. Pooh loves seeing Charles and we are thankful to have his help. Charles is easy to work with and great with our special needs senior dog.

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Mary L.
Sitter Profile Image: Dani P.
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Dani P.
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
9 years of experience
Glendale, WI, 53209

About: Hello! I come from a family of dog lovers currently with 20 doggies in just my imitated family plus close aunts/uncles and cousins. We have quite the hectic family holidays. I've had lots of dog sitting experience between all those pups as well as being on Rover for 9 years now. My favorite pup is my border collie/aussie mix, Piper. She’s a rescue, almost 8 years old and all energy all the time. She’s keeps me active and taught me how to keep dogs physically and mentally exercised. I’m super easy going, just let me know how I can help you and your furry friends! I work mostly from home but still make time to get some extra dog time in my day. I can do morning, some lunch, and evening check-ins/walks on weekends and Mondays, Wednesdays and Fridays. Dogs will always be kept on leash unless in a secure, fenced in area with me. Every animals needs are different, I am happy to hear every details about your pet to know how to best care for them.

Sitter Profile Image: Adrianna H.
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Adrianna H.
from
$15
per walk
4.9 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53209

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
107 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

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J F.
Sitter Profile Image: Alex R.
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Alex R.
from
$15
per walk
4.4 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

About: I have owned and watch dogs but also cats. I have a love for animals and I get very excited meeting new ones. It’s the best experience to me. I’m available anytime. I would be able to do last minute set ups. I’m sometimes away from home around 2-4 pm but that’s not often Everyone in the house loves animals, especially dogs. The most love is given like their our own. We get very excited and take them out for long walks. My dog has been around puppies before and he loves to be around other dogs.

Sitter Profile Image: Audrey F.
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Audrey F.
from
$25
per walk
5.0 out of 5 stars
1 review
12 years of experience
River Hills, WI, 53217

About: As a lifelong dog owner and lover, I'm well attuned to reading and handling the signals dogs give off regarding their comfort, fear and territorial/aggressive behaviors. I'm physically strong and I trust dogs, but I know that triggers can come up anytime and I'm always equipped to take control and safely defuse anxiety inducing situations with grace and care. I pride myself on my ability to form loving and trusting relationships with dogs of all personality types. I've had endless experience walking dogs, had a beloved family dog (Cinco!) for 12 years, lived with and cared for a roommates dog for 7 months, and as a personal assistant, cared for a dog (Gracie!) daily/weekly for 12 months. I take being in charge of another person's beloved animal with the utmost seriousness and look forward to getting to know your amazing dog! I’m home in Milwaukee until August 31st and have enormously flexible availability up until then! Would love to establish and weekly schedule with you and your pet, or come on a need basis. Apart from just bathroom breaks, meals, and walks, I also find it personally important to keep your pet stimulated and calm! Love to play games, have a nice scratch sesh, or go for long walks. I also know where your pet is in my accommodation or yours.

Sitter Profile Image: Monae H.
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Monae H.
from
$18
per walk
6 years of experience
Thurston Woods, Milwaukee, WI, 53209

About: I stand out as a dog sitter through a lifelong connection with dogs, developed since a young age, combined with six years of hands-on experience training dogs of all breeds and temperaments. I’ve also taken the initiative to study dog nutrition in depth, allowing me to confidently understand what dogs should and should not eat. Additionally, I have experience safely administering medications, ensuring every dog in my care stays healthy, comfortable, and well-supported. I have an open schedule as far as now, so i am available to fit into what schedule is needed from me. Pet care fits into my daily schedule!! I provide attentive, personalized care tailored to each dog’s needs, including easy crating when required. I’m happy to stay full-time if needed. Whether your dog loves playtime, outdoor adventures, learning new skills, or simply relaxing and cuddling while watching shows, I adapt to their mood to ensure they feel safe, happy, and comfortable.

Sitter Profile Image: Angela M.
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Angela M.
from
$18
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

About: As someone who grew up on a small farm, I have been around a variety of animals since birth. I have experience caring for a variety of species and am comfortable handling any animal. I have volunteered with local animal shelters for over a decade, so I also have extensive experience caring for pets with behavioral issues and medical needs. I am a part-time sitter who is providing pet care services in addition to my full-time work. However, as a professor at a local university, I have a very flexible daily schedule and can easily provide pet care during typical business hours. Additionally, I do not work in the summer, which increases my availability from mid-May to September. I am very intentional about the number of clients I take at a time to ensure that I can provide comprehensive care to booked clients. I believe open communication is most important to be able to provide safe and reliable care for your pets. During our meet and greet, I will ask many questions to ensure that I have a full picture of what caring for your pet requires and how to meet your expectations. As someone who uses a Rover sitter to care for my pets when I am away, I personally understand the trust that is needed to leave your pets in someone else's care. I strive to build trust with clients by showing up when I say I do and following all instructions provided to me. And, it is not just about building trust with you but also your pet! If your pet has any behavioral issues or quirks, it's important for me to know this so that I can ensure safety for your pet and myself. This will help me adjust my interactions with them so I can build trust with your pet and respect their boundaries. The more information I have, the better!

Sitter Profile Image: Devashi G.
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Devashi G.
from
$20
per walk
2 years of experience
Glendale, WI, 53217

About: I helped raise my own two family dogs and ensured that they were always walked, bathed, fed, and happy. It's also a habit of mine to go take the extra step like wiping my dogs and make sure they are clean after they've been outside. I've also taken care of my neighbor's dogs alongside our own family dogs, so I have experience handling multiple pets at once. I work full-time, Monday through Friday, while working from home 2-3 days a week. I also go to workout classes in the evening. Normally, if working from home, I take the dogs out for a walk in the morning. On other days, I take them for a walk in the evening. I normally take pets out 3 times a day, once in the morning, afternoon, and night. I make sure the dogs have a dedicated spot for food and bed. I have both a park and a dog park, 5-10 minutes away from my apartment, which I can take the pets to for a walk or some dog play time. There are also multiple yard-like grass areas where the dogs are meant to do their business. If pets stay with me for longer than two weeks, I bathe them every other week.

Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Arlington Gardens, Milwaukee, WI, 53222

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
39 reviews
8 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

About: Hi! We’re Maddie & Joseph — a pet-loving couple with a lifestyle built around dogs. We offer a calm, loving, and active environment where your dog is part of the family. I (Maddie) have grown up with dogs and cats my entire life and have always been hands-on with training. My grandpa has been breeding huskies since before I was born so dogs have always been a large part of my life. . I’m confident working with high-energy and large breeds, and I’m especially passionate about giving puppies the structure, love, and attention they need. I previously worked at a doggy daycare which has given me plenty of knowledge on caretaking and maintaining a happy and healthy home with multiple dogs. I (Joseph) have always had a deep love for animals—I raised a kitten growing up and worked at a reptile store where I cared for reptiles, fish, and insects before traveling for a year. Together, we’re all about giving pets thoughtful, experienced, personalized care every step of the way. 🐾 We are both currently working from home so normally one of us is always home. If we do leave your pup will never be left alone for more than an hour. Our space includes a fully fenced backyard, a dedicated doggy room with a queen-sized mattress, cozy dog beds, and an XL crate if needed. Ring cameras and security system so we know our house is always watched. Maddie has trained her super well-mannered and playful 6-year-old Siberian Husky since birth who loves making new friends. We only take in 2-3 dogs at a time which is plenty of space for our house. Our neighborhood is quiet and safe with a playground, large field and lots of kids around. We follow your dog’s routine closely and send regular updates so you always feel connected—your pup will be treated like part of the family. 🐾

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?

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Amy G.
Sitter Profile Image: Camila S.
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Camila S.
from
$22
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53209

About: I have been taking care of animals since I can remember. Whether it was taking care of my own dog, or pet sitting for family friends, I have always loved working and caring for animals. I adore going on long walks with my own dog, and being able to help out others when they need their pets to be taken care of! I am confident in taking care of animals of any size, and will not hesitate to do my best to assure the pets the care they need. Currently, I am an incoming college student looking to save up for college. Right now I am living at home and am on summer break, so my schedule is always open! I’m available to take care of pets at any time of the day. I believe its important to build trust with the pet, and give them a place where they can feel safe. I try to listen and observe the behaviors of the pets, but also make sure that I am following the directions given to me by the owners. When meeting a new pet, I always approach them in a way that won’t scare them off, and furthermore when getting to know them, I try to comfort them and make sure that they feel confident around me. Its very important to me that the pet will not be afraid to go on walks with me, eat around me, or approach me during the time that I come to take care of them.

Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
277 reviews
124 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan has been great, and Gizmo loves her! She will take him for walks, be sure he goes potty, and play with him in the yard for a bit. Jan is also flexible should a scheduling conflict arise. She truly loves dogs and looks forward to seeing Gizmo a few times a week!

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Ryan F.
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Large dog specialists near you - Havenwoods

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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
202 reviews
86 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is amazing! She accepted my last minute request when my sitter cancelled the day of. This is my second time Marvin stayed with Yolanda and I can tell he has a great time! We will definitely be booking with Yolanda again. Thank you so much!

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Jaihee C.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
14 repeat clients
26 years of experience
Fox Point, WI, 53217

Our situation was dire when we requested help and Ann and Arman responded immediately and with much warmth. I would recommend them wholeheartedly..I feel like they went above and beyond our expectations. Thank you for the great care you provided for our boy! Carol and Elaine

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Carol V.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
43 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Amazing. Communicated daily and sent lots of pictures. She made adjustments to help my dog eat while being in a new environment. Will definitely be rebooking.

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Raniyah D.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
156 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.

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Lynn J.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sandy M.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
251 reviews
72 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was great! Communicated everyday to let me know how Roscoe was doing and sent him home with a great report card that let me know overall how things went. Roscoe had a great time there!!

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Ashley S.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

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Tia O.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Andrew J.
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Andrew J.
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$38
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.

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Scott S.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
89 reviews
17 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

Daniel did a great job watching Buddy for us!! He gave Buddy great exercise and all the snuggles. Will absolutely go to Daniel whenever we need a caregiver for Buddy 😁 🐕

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Cassidy H.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
202 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.

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Jonathan C.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
23 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
112 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
608 reviews
361 repeat clients
30 years of experience
Wauwatosa, WI, 53222

This was my first time using a dog sitter (unbeknownst to Cindy) and the experience was amazing! Cindy was extremely accommodating, she sent pictures everyday and I'd recommend her to everyone!

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Nathan C.
Sitter Profile Image: Auria R.
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Auria R.
from
$60
per night
5.0 out of 5 stars
162 reviews
70 repeat clients
40 years of experience
Glendale, WI, 53209

My fur baby came home happy and eager to see Auria again soon! He was obviously loved on and well pampered. Thank you Auria - we’ll be calling you again soon!

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Julie H.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.

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Heather B.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber

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Theresa W.
Sitter Profile Image: Jessica s.
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Jessica s.
Star Sitter
from
$35
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

Where to start??? Jessica is awesome!!! She made my first time using Rover a very comfortable experience. I have a Min Pin named Cairo that happens to be energetic and super clingy; naturally I was worried about him being a hyper menace but I was relieved to hear from Jessica a day in that he was settled in and already having fun. The updates I were provided were timely and appreciated - always good to know your baby is safe, happy, and well taken care of. I provided Jessica with everything she might’ve needed to ensure a good stay for Cairo and she followed everything to the T! I can’t continue raving about how great Jessica is with the pups. I am extremely pleased. Cairo will be back to hang out with his new friend!!

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Avery B.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
96 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott was great with my 3 year old shepherd and sent lots of pictures during her stay. I felt very comfortable leaving her with him and knew she was in the best hands while I was gone. She had so much fun and is going to miss the pets from Scott, Owen and Logan. Mila is looking forward to staying with them again in the future.

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Natalie J.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Germantown, WI, 53022

Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!

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Morgan C.
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