Personalized care for your dog or cat - Chenequa

Highly-rated overnight sitters - Chenequa

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: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
120 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Katie and DJ take excellent care of Hattie and Lulu. I can tell they care a great deal for the pets they look after. We’re greeted every day with photos of our pets - a bonus happy! We’ll definitely request them for future sitters!

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Katie H.
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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
373 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was fantastic. Onyx seemed like he had a good time and I knew he was well taken care of. She sent pictures and let me know how he was doing throughout the Stay. Would highly recommend.

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Phil 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: 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: Marie S.
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Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

Marie took wonderful care of our dog for over 7 days. We really appreciated the daily updates and pictures; it was apparent that our dog got a lot of special attention and love! It allowed us to enjoy our vacation and not worry about how he was doing. Thanks so much, Marie! We would love to book with you again in the future!

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Megan F.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
137 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Mary and Brian were amazing with our Coco! Great communication both with setting everything up for her visit as well as providing us frequent updates on how she was doing. We will definitely re-book with them!

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Sherri L.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
18 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl did a great job watching our dog over the weekend. She was communicative and sent lots of pictures and updates. Bailey was happy and rested when we picked her up. Cheryl opens her whole home to the doggies she cares for.

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Patti S.
Sitter Profile Image: Heather B.
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Heather B.
from
$40
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was great with our dogs and very flexible. They needed to stay an extra night and she was willing to keep them. Oliver and Luna came home happy!

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Sue M.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$35
per night
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Germantown, WI, 53022

My dog was well cared for and seemed very happy with Gianina. My dog went for walks and ran in the yard. Gianina sent photos and updates and was easy to communicate with.

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Michele R.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Nashotah, WI, 53058

Super nice person and her kids and dogs are nice Super happy I found her

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Tim H.
Sitter Profile Image: Brittany O.
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Brittany O.
from
$45
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53186

Brittany was great! My pup came home happy and actually seemed like she didn’t want to leave ? Brittany was great about communication and sent me plenty of photos of my pup during her stay. I would highly recommend her.

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Amanda L.
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: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was absolutely wonderful with our dog, she was very responsive to our request, accommodating to our time windows, and kept in communication with us the entire time we were gone. She was so loving and welcoming to our dog that he didn’t even want to come home! Highly recommended!

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Megan B.
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.
Sitter Profile Image: Dana H.
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Dana H.
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊

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Genni N.
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: 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: Jessica P.
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Jessica P.
from
$38
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Sussex, WI, 53089

About: Animals have always been a huge part of my life, and in our home, pets are truly family. I’m a mom to one little boy and also a proud dog mom to my fur babies. My family and I are all animal lovers, and we understand how important it is to know your pet is safe, loved, and cared for while you’re away. We have rescued two of our family pets, one who has since passed and our current dog, Ollie. Because of Ollie, we know firsthand how important a safe and secure yard is. We live on an acre in Sussex with a fully fenced-in yard, which gives dogs plenty of space to safely run, play, sniff, and enjoy being outside. My husband and mom both work from home, so there is almost always someone here. This allows pets to have frequent potty breaks, outdoor time, attention, and company throughout the day. We love making dogs feel like part of our family while they are with us. I care for every pet the way I would want someone to care for my own, with patience, love, attention, and lots of updates. Whether your dog loves to play, relax, cuddle, or explore the yard, I’ll make sure they feel comfortable, safe, and loved during their stay. I currently work full time but have a flexible schedule. I am available for pet sitting at a clients home. I am also available for early morning walks or after work, and even drop in visits during the day. I care for other’s pets as I would want anyone to treat my own pets. I believe our pets are part of the family and I would want anyone to treat my pet to the best of their abilities.

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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 - Chenequa

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: Kim M.
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Kim M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
74 reviews
26 repeat clients
35 years of experience
Nashotah, WI, 53058

Kim is wonderful. She is so great with our sweet kitty. Kim is reliable, kind, feeds, brushes, scoops the box and plays with Missy. We are so grateful...

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Ann P.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
74 reviews
13 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Kami is awesome! She took exceptional care of our kitty. She provided excellent & entertaining feedback each visit and we will definitely request Kami again!

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Janine S.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
53 reviews
12 repeat clients
7 years of experience
Delafield, WI, 53018

Julie was so kind and took great care of our cat while we were away. Truly such a sweet person who loves animals! Our cat was so happy when we came back and Julie went the extra mile to send us photos while we were away to give us peace of mind. She even offered to check in on her when our flight was delayed. Definitely would recommend her to all and we look forward to booking her in the future!

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Meg B.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
373 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer took wonderful care of our 17 year old cat. She even got our senior, sassy girl to sit with her and purr. We also appreciated Jenifer's communication. She was quick to respond to questions/issues we had while we were traveling. Thank you!!

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Sarah M.
Sitter Profile Image: Ava B.
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Ava B.
from
$18
per visit
5.0 out of 5 stars
18 reviews
10 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava was amazing! Very responsive, attentive to detail, and extra sweet to our kitties while we were away! We loved the photos and videos she would send. We would absolutely recommend her to anyone.

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Madison H.
Sitter Profile Image: Brianna B.
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Brianna B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
26 repeat clients
28 years of experience
Oconomowoc, WI, 53066

Brianna watched and cared for our old cats and now our new ones as well. She is so thorough in her updates and really does demonstrate her love of animals. We appreciate her so much!

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Callie B.
Sitter Profile Image: Shay H.
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Shay H.
from
$18
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

She is literally amazing! 10 out of 10

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james h.
Sitter Profile Image: Riley K.
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Riley K.
from
$23
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Hartland, WI, 53029

About: Being a devoted cat parent for six wonderful years has been my greatest education in feline care. I've learned firsthand the subtle dynamics of cat personalities—from the aloof to the affectionate—and I use those lessons to ensure your kitty feels safe and happy. Medical Confidence: My own beloved cat, Remi, has been my best teacher! He has special diet needs and sometimes requires oral medication, so I'm totally comfortable and steady-handed when it comes to giving pills or liquids. No worries there! Feline Focus: I love giving affection, but I also respect a cat's need for space. Whether your cat is highly social or super independent, I focus on their comfort. I'll make sure their visits are low-stress and fun (or calm, if they prefer!). The Details: I'm meticulous about the basics: fresh food and water, a clean litter box, and following their exact schedule for feeding and playtime. I promise to treat your kitty (and your home) like my own.

Sitter Profile Image: Mary D.
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Mary D.
from
$14
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Delafield, WI, 53018

Mary did a wonderful job with our dog. She communicated well, reliable, and gave lots of love to our dog. We will definitely use her again.

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Sandy R.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey is very communicative and makes me feel comfortable leaving on vacation knowing my cat is in good hands. My cat adores her 😻. Will only use her for pet sitting.

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Chelsea A.
Sitter Profile Image: Madeline P.
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Madeline P.
from
$16
per visit
5.0 out of 5 stars
21 reviews
1 repeat client
15 years of experience
Pewaukee, WI, 53072

Maddie and her sweet mom kindly accepted a last minute booking for drop ins for my cat. They followed my instructions very well, took very good care of my cat and sent timely updates and news. Any questions or concerns were handled promptly. I am a nervous cat mom and they were kind and understanding about that. Thank you for the love and care you provided for Daisy.

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Melissa W.
Sitter Profile Image: Faith B.
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Faith B.
from
$14
per visit
4.8 out of 5 stars
9 reviews
2 repeat clients
11 years of experience
Hartland, WI, 53029

Faith took great care of our cat while we were away! She is good at communicating, reliable, and easy to work with. Thanks again!

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Michael C.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

This was the first time that Mikaela watched our elderly cat (Milo) and could not be happier with her services. She went above and beyond in order to take care of Milo, first navigating a different route to our home when the fire department had the main road blocked. On another day she trudged up our driveway in snowdrifts up to her knees to get in our house. We will definitely be using her again and we are looking into boarding our dog at her home in the future.

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Jim S.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$23
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

Taylor was great. She stayed with our cats over the holiday weekend. She was communicative and reliable!

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Jill S.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$18
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Nashotah, WI, 53058

Audrey was very responsive, supportive, and helpful while we were away for work, taking care of our cats. She would send daily pictures and a give us a report of how the kittens were doing! She was great!

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Rebekah G.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
27 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke was wonderful and sent us update during the stay. Would highly recommend her.

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Lisa R.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$18
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
19 years of experience
Pewaukee, WI, 53072

About: Cats have always held a special place in my heart—I genuinely believe they’re the perfect animal. I’ve cared for cats my whole life, and I currently have three fur babies of my own (though we don’t live together at the moment, they’re still everything to me). I treat cats like family—each one with their own personality, needs, and quirks. I understand how sensitive and particular they can be, and I truly enjoy earning their trust and affection. To me, caring for cats isn’t just a task—it’s personal.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
51 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was absolutely amazing! She took great care of my boys while we were away for a week. She went above and beyond in the services she provided. It put my mind at ease knowing she was here while we were on vacation. We received updates and pictures during her drop ins and I feel Cindy took care of my cats as though they were her own. Thank you for doing a wonderful job!!!

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Diana S.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$14
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

About: I have had pets my entire life. At this time, I am petless, so I would love to love on your pets. Family and friends have relied on me to watch, walk, and play with their furry friends. I and my husband are retired so we have a lot of time to spend with your dog and will walk them a few times a day and play with them. They will always have someone with them. I take younger dogs for a morning, afternoon and night walk. I adjust the number of walks and distance if they are older dogs. I also play with them. They can sleep on the bed and furniture.

Sitter Profile Image: Sydney Q.
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Sydney Q.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Oconomowoc, WI, 53066

Sydney was amazing looking after out cat while we were out of town!

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Bonnie S.
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Perfect for high energy dogs - Chenequa

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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per day
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Had a great report from Shane & Mikaela! Lots of pictures taken during his daycare day! :)

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Carrie D.
Sitter Profile Image: John C.
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John C.
from
$25
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Oconomowoc, WI, WI, 53066

John did an excellent job of taking care of my Sylvester. And Sylvester was excited to go back!

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Jennifer P.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$32
per day
5.0 out of 5 stars
373 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Just like everyone else, Teddy and I love her! Great home away from home for your fur baby. ? We’ll be coming back over and over again. I’m pretty sure he would’ve been happy to move right in with her permanently ❤️

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Stefanie B.
Sitter Profile Image: Anne W.
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Anne W.
from
$45
per day
5.0 out of 5 stars
19 reviews
7 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Anne took great care of our dog Sam. We plan on having her take care of him in the future.

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Wendy D.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$40
per day
5.0 out of 5 stars
27 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

We had a last minute booking that they were able to accommodate. Great communication before and during stay. We loved getting pics and video, too! Boone well loved and comfortable during his stay. Came home a very happy guy.

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Heather L.
Sitter Profile Image: Sommer M.
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Sommer M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
33 reviews
12 repeat clients
15 years of experience
Hartland, WI, 53029

About: Hello! My family and I love animals. We've been on Rover since January 2024! We currently have 2 indor cats and have backyard chickens (in coop) that are pets and lay eggs for us. We live in a quiet Hartland neighborhood in a cul-de-sac that is very low traffic. Part of our yard is fenced for play and potty breaks, and I love taking walks around our neighborhood. The majority of the week, my husband is working from home or I am home. The longest your pet may be left is 6 hours if staying with us during the work week. So usually someone is there to spend time with your pet! We are available any day of the week for boarding. I live in a quiet cul-de-sac. I always practice sit-stay when opening the door to prevent bolting out. Part of our yard is fenced and outside the fence your pet will always be leashed. If I am away for a short period and it's needed for safety or per your preference, we do have a large crate and an enclosed pet gate.

Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$27
per day
5.0 out of 5 stars
53 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

About: I’ve had dogs all my life. I love to walk and play with them and also have snuggle time if they like that. My schedule is flexible to accommodate their needs! I have not done injections but am willing to do if trained I’m retired so I have plenty of time to care for your pet in my home or come to your home for check-ins and walks. I have a fenced yard and am close to a local state park for long walks. I also live in a very walkable subdivision. I don’t mind a well behaved pet on furniture.

Sitter Profile Image: Madeline P.
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Madeline P.
from
$50
per day
5.0 out of 5 stars
21 reviews
1 repeat client
15 years of experience
Pewaukee, WI, 53072

Madeline is so wonderful, she took such good care of my Luna!!

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McKenna D.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$30
per day
5.0 out of 5 stars
9 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

About: I love animals and would love to give you the peace of mind while you are gone. My husband and I understand the importance of finding the right Rover sitter. We both grew up with large breed dogs but I have also had toy breeds. I currently am a stay at home mom and will rarely need to be gone from home for very long. Your pet is my priority while they are in my care and I look forward to spending time with them. The way that I would care for your pets is how I would my pets. They could possibly get better treatment than mine at home… but don’t tell my dog that!

Sitter Profile Image: Cindy S.
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Cindy S.
from
$45
per day
5.0 out of 5 stars
51 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

We had a great experience with Cindy! She was very responsive to me and attentive to Chica. Chica was in no rush to leave. That’s a good sign.

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Sandy L.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$30
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Sussex, WI, 53089

Oliver had the best time! Thank you:)

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Julie B.
Sitter Profile Image: Heather B.
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Heather B.
from
$40
per day
5.0 out of 5 stars
30 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was absolutely wonderful with our little sweet pup. He had a walk, breaks, fun with his ball. Heather was extremely accommodating and flexible. Once you meet her, she outs you at immediate ease. Will happily use her again!

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L W.
Sitter Profile Image: Molly M.
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Molly M.
from
$45
per day
5.0 out of 5 stars
16 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

Molly takes the best care of my pup! She provides updates and gives him so much attention, he always comes home exhausted! She is excellent and I highly recommend for anyone needing boarding or daycare!

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Josh B.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
137 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Rosie hadn't been here for a few months and they took such amazing care of her, as always. We are so grateful for this family who loves our dog as much as we do. Highly recommend!

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Megan R.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$25
per day
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Oconomowoc, WI, 53066

About: I have always had a dog growing up, so I learned from a very young age how to care for a pet. Friends and family have trusted me to take care of their dogs since I was around 12 years old. This includes stopping in the house to take them to the bathroom and feeding them, as well as giving medication if needed. Lots of snuggles and playtime too of course! I have taken care of dogs in the client's home for up to a week and cared for them at my home as well. No need to worry about any complex feeding schedules. I can manage it all. I am very comfortable with any age, breed, and sized dog! I have a one-year-old pup, so I am very familiar with training and puppy classes. I have volunteered at the humane society and when I was in high school, I job shadowed at a veterinary clinic. I currently work as a substitute teacher so my schedule is extremely flexible! During the summer months I am completely open. Weekdays and weekends any time of day. I make my own schedule so there will be no conflicts. I have a fenced in backyard with plenty of space for some off leash playtime! My dog loves to run around playing fetch with a ball or stick. I have a walking path across the street from my home and am walking distance to nature hill for some extra exercise. I always have water, waste bags and small treats with me when going on walks. (My dogs personal favorites are cheerios). I am comfortable walking with any leash, collar or harness. I have two kennels in my living room if your dog needs to be crated. At least one crate is big enough to fit a large or XL dog. I have a baby gate in front of my stairs, and the basement door is always shut. I personally love going to the pet store or drive thru to get my pet a pup cup! I would be more than happy to take your dog for an adventure and for some extra love and enrichment!

Sitter Profile Image: Himaja J.
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Himaja J.
from
$50
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
9 years of experience
Hartland, WI, 53029

We left our GSP (Willow) with Himaja and her family for the day. Wow! What an awesome experience Willow had. She was pampered and spoiled by the whole family, especially their daughter Myra. Willow thoroughly enjoyed her stay and we are so thankful to have found such an amazing dog sitter. We will definitely be using Himaja in the future!

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Jim S.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
399 reviews
125 repeat clients
20 years of experience
Brookfield, WI, 53005

My puppy is 2 months and Maria was so sweet to my doggy! I had a last minute appointment and Maria was so understanding ! She catered to my dog and made sure she played her heart out . She made sure to send lots of videos and updates . Very wonderful. Thank you Maria , will be sending Tour over soon ! :-)

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Miyla G.
Sitter Profile Image: Cassidy B.
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Cassidy B.
from
$30
per day
10 years of experience
Waukesha, WI, 53186

About: Hi! I’m a reliable, attentive animal lover with years of experience caring for cats and dogs of all ages and personalities. As a detail-oriented professional, I take pride in following routines closely, providing plenty of love and attention, and keeping pet owners updated with photos and messages while they’re away. I treat every pet like they’re my own, making sure they feel safe, comfortable, and cared for. Whether your pet loves playtime, cuddles, or just a consistent routine, I’m committed to providing dependable, personalized care you can trust. Pet care fits naturally into my daily routine, especially during the summer while I’m off from my full-time job. I have a flexible schedule, which allows me to provide visits throughout the day, stick to your pet’s normal routine, and give them plenty of attention and care. I enjoy spending time with animals, so caring for pets is something I genuinely look forward to each day. I always care for pets as if they were my own. In a client’s home, I follow their pet’s routine closely, including feeding schedules, walks, playtime, medication (if needed), and plenty of love and attention. I also keep owners updated with messages and photos for peace of mind. In my own home, your pet would be welcomed into a calm, safe environment with my two friendly cats. I make sure every pet feels comfortable, secure, and well cared for while they’re with me.

Sitter Profile Image: Gianina B.
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Gianina B.
from
$30
per day
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Germantown, WI, 53022

Gianina watched my 7 month old puppy for 4 consecutive days. She was awesome to work with and each day my puppy came home happy, healthy, and tired. I truly appreciate her caring for him so well and I would absolutely book with her again in the future.

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Lisa N.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
131 reviews
46 repeat clients
15 years of experience
New Berlin, WI, 53146

Angie, and her daughter Bella, were great! They took good care of my dogs Max and Lulu! Angie even gave me some fresh eggs from her own ducks and chickens! =)

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Jinsung W.
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Adventure-ready dog walkers - Chenequa

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Sitter Profile Image: Riley K.
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Riley K.
from
$19
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Hartland, WI, 53029

Logan has a great time on his walks w Riley I love the pictures she uploads and the little report on how Logan did on his walk. She responds quickly as well! 🦮🙂

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Andrea S.
Sitter Profile Image: Shay H.
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Shay H.
from
$20
per walk
5.0 out of 5 stars
22 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

Shay is absolutely amazing! My only request is don’t book her because we need her… j/k not kidding… seriously 200% puppy approved satisfaction!

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Sy S.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
74 reviews
13 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!

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Jennifer L.
Sitter Profile Image: Mary D.
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Mary D.
from
$16
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53018

Mary was great! She helped me last minute which I really appreciated. She was very friendly and the dog loved her. I would HIGHLY recommend her!!

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Wendy W.
Sitter Profile Image: Emma R.
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Emma R.
from
$20
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: Audrey M.
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Audrey M.
from
$15
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Nashotah, WI, 53058

Audrey was awesome

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Heather L.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$18
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

About: I've been taking care of all types of animals for several years. Including snakes, lizards, cats dogs, and even a tarantula. I've provided exercise, care and the same love I have for my animals at home. I care daily for my own two cats, and work part time as a pet/ house sitter. Please check with me for my upcoming availability. I can rearrange my schedule to suit your needs. I will take care of your animal's needs with attention and care. Whether that means following a special meal plan, going on ten walks a day, or anything else they require. I’m happy to provide references from past clients. If you ever have any questions or concerns, feel free to call or text me anytime. My phone is always open to you.

Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
53 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Julie was absolutely amazing! She is extremely responsive and took great care of our pup. Thanks for helping us out and walking our fuzzy kid! I would use again in a second!

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Jeff H.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per walk
5.0 out of 5 stars
28 reviews
12 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn is great with our dog. I appreciate her fitting us into her schedule and coming to walk him while we’re away at work.

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Marissa P.
Sitter Profile Image: Sara V.
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Sara V.
from
$13
per walk
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Looks like a fun visit! Thank you Sara.

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Steve R.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per walk
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

About: As of recent, I no longer have any pets of my own full-time and will enjoy getting to spend time with yours! I have had pets almost all of my life, and always more than one at a time. I have experience caring for cats, dogs, small indoor pets, and birds. I also provide care for chickens, and feeding care for horses, goats, and sheep. For the past 8 years I have done overnight, extended stay pet sitting, drop in care, and boarding in my home for dogs or small animals who come with their home (for example guinea pigs). I can also provide transportation and care for animals attending special occasions or wanted as a part of photos (for example at a wedding). I have experience giving both oral and injected medications to dogs and cats. I work full time 8:30 - 4:30 but do work from home on Tuesdays and Thursdays. I can provide care before and after work as well as during the days when I work from home. I am also free most weekends. Because all animals are different, my first priority is to provide the type of care and services specific to their individual needs. I do have a large yard, but it is not fenced in. I love to go on walks / hikes with dogs.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I recently accepted a new nail technician position in Richfield, and my current work hours will be Monday 11 to 6, Friday 11 to 6 and Saturday 9 to 4 starting July 6th over time I will be adding in more days. Any questions please ask! For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Shanna R.
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Shanna R.
from
$20
per walk
17 years of experience
Hartland, WI, 53029

About: I've grown up with rescue dogs my whole life. For the past 17 years, I've been living and teaching overseas, and no matter where I've been in the world, animals have been part of my family's life. There's something about pets that goes beyond companionship; they're a witness to our lives with no strings attached love- It's our responsibility to be their advocates. Right now I'm home with my little one (11 month old), so I have the time and presence to give your dog or dogs the care, love, and reassurance they need while you're away. Whether it's a neighborhood walk or a longer hike, I'm up for it! Puppies, seniors, anxious pups- I'm happy to help! Being at home with my baby means I have a flexible routine, so pet care fits in easily throughout the day. I can work around what your dog needs, whether it's a morning walk, a midday drop in, or afternoon hike. I know dogs do best with a consistent rhythm, routine, and presence. I can come to you so your dog feels comfortable in their own environment, with their own routine. I'm happy to be a familiar, safe person for them so they can thrive and feel comfortable. I'll follow your lead on feeding routines and anything special that helps support your dog. You know your dog best, I'm there to keep things as consistent as possible while you're away.

Sitter Profile Image: Ava B.
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Ava B.
from
$25
per walk
5.0 out of 5 stars
18 reviews
10 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava continues to be amazing with our dog! He’s had some health issues, and she’s been super patient and gentile with him as well as patient with us through quite a few schedule changes due to vet visits.

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Marissa P.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$14
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Oconomowoc, WI, 53066

About: I have always had a dog growing up, so I learned from a very young age how to care for a pet. Friends and family have trusted me to take care of their dogs since I was around 12 years old. This includes stopping in the house to take them to the bathroom and feeding them, as well as giving medication if needed. Lots of snuggles and playtime too of course! I have taken care of dogs in the client's home for up to a week and cared for them at my home as well. No need to worry about any complex feeding schedules. I can manage it all. I am very comfortable with any age, breed, and sized dog! I have a one-year-old pup, so I am very familiar with training and puppy classes. I have volunteered at the humane society and when I was in high school, I job shadowed at a veterinary clinic. I currently work as a substitute teacher so my schedule is extremely flexible! During the summer months I am completely open. Weekdays and weekends any time of day. I make my own schedule so there will be no conflicts. I have a fenced in backyard with plenty of space for some off leash playtime! My dog loves to run around playing fetch with a ball or stick. I have a walking path across the street from my home and am walking distance to nature hill for some extra exercise. I always have water, waste bags and small treats with me when going on walks. (My dogs personal favorites are cheerios). I am comfortable walking with any leash, collar or harness. I have two kennels in my living room if your dog needs to be crated. At least one crate is big enough to fit a large or XL dog. I have a baby gate in front of my stairs, and the basement door is always shut. I personally love going to the pet store or drive thru to get my pet a pup cup! I would be more than happy to take your dog for an adventure and for some extra love and enrichment!

Sitter Profile Image: Brendan B.
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Brendan B.
from
$10
per walk
2 repeat clients
1 year of experience
Hartland, WI, 53029

About: I'm comfortable with feeding, administering medications, and walks for dogs and cats. I understand how important it is to follow each pet's routine and making them feel safe and comfortable while your away. I'm flexible and available for any time of the week, including weekends. I'm happy to work with your schedule for drop-ins, walks, and extended care. When caring for pets in homes, I treat your space with respect and follow your instructions carefully. I stick to your pet's regular routine for feeding, walking, potty breaks, and playtime to keep things consistent and stress free.

Sitter Profile Image: Madeline P.
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Madeline P.
from
$10
per walk
5.0 out of 5 stars
21 reviews
1 repeat client
15 years of experience
Pewaukee, WI, 53072

Maddy was delightful.

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Rose Z.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
373 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Excellent, so helpful. Very friendly, constant communication and photos! She took care of our baby and even offered to bring her treats & brought up our garbage cans! 10/10 would recommend!

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alyssa m.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
53 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey is fantastic! She was able to watch our 2 month old puppy on short notice and gave us updates every day. Will definitely be booking with her again!

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Lyndsay L.
Sitter Profile Image: Piper P.
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Piper P.
from
$20
per walk
11 years of experience
South Scottsdale, Nashotah, WI, 53058

About: I am a Registered Nurse with 3 dogs so taking care of people and pets is part of my DNA. I adore being outside and would love to take your dogs on walks, play, do drop-ins and house sit! Your baby is my baby and I believe every dog is a blessing that deserves TLC, respect, and fulfillment. They make our lives special and it's my joy to return the favor. I would love the opportunity to meet yours! I am prioritizing Rover as my main job so I have ample availability for walks and drop-ins, as well as overnight stays and house sitting. I will let your dogs get to know me on their own terms, I believe they have great discernment and would love to build trust with them. I am comfortable crating them and doing any special things that are apart of their routine to make them as happy and relaxed as possible, even if that means giving them a special treat and tucking them into bed :)

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dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Chenequa

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: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
120 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Katie and DJ take excellent care of Hattie and Lulu. I can tell they care a great deal for the pets they look after. We’re greeted every day with photos of our pets - a bonus happy! We’ll definitely request them for future sitters!

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Katie H.
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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
373 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was fantastic. Onyx seemed like he had a good time and I knew he was well taken care of. She sent pictures and let me know how he was doing throughout the Stay. Would highly recommend.

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Phil S.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

Marie took wonderful care of our dog for over 7 days. We really appreciated the daily updates and pictures; it was apparent that our dog got a lot of special attention and love! It allowed us to enjoy our vacation and not worry about how he was doing. Thanks so much, Marie! We would love to book with you again in the future!

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Megan F.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
18 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl did a great job watching our dog over the weekend. She was communicative and sent lots of pictures and updates. Bailey was happy and rested when we picked her up. Cheryl opens her whole home to the doggies she cares for.

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Patti S.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Nashotah, WI, 53058

Super nice person and her kids and dogs are nice Super happy I found her

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Tim H.
Sitter Profile Image: Brittany O.
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Brittany O.
from
$45
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53186

Brittany was great! My pup came home happy and actually seemed like she didn’t want to leave ? Brittany was great about communication and sent me plenty of photos of my pup during her stay. I would highly recommend her.

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Amanda L.
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: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was absolutely wonderful with our dog, she was very responsive to our request, accommodating to our time windows, and kept in communication with us the entire time we were gone. She was so loving and welcoming to our dog that he didn’t even want to come home! Highly recommended!

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Megan B.
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.
Sitter Profile Image: Dana H.
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Dana H.
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊

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Genni N.
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: Jessica P.
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Jessica P.
from
$38
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Sussex, WI, 53089

About: Animals have always been a huge part of my life, and in our home, pets are truly family. I’m a mom to one little boy and also a proud dog mom to my fur babies. My family and I are all animal lovers, and we understand how important it is to know your pet is safe, loved, and cared for while you’re away. We have rescued two of our family pets, one who has since passed and our current dog, Ollie. Because of Ollie, we know firsthand how important a safe and secure yard is. We live on an acre in Sussex with a fully fenced-in yard, which gives dogs plenty of space to safely run, play, sniff, and enjoy being outside. My husband and mom both work from home, so there is almost always someone here. This allows pets to have frequent potty breaks, outdoor time, attention, and company throughout the day. We love making dogs feel like part of our family while they are with us. I care for every pet the way I would want someone to care for my own, with patience, love, attention, and lots of updates. Whether your dog loves to play, relax, cuddle, or explore the yard, I’ll make sure they feel comfortable, safe, and loved during their stay. I currently work full time but have a flexible schedule. I am available for pet sitting at a clients home. I am also available for early morning walks or after work, and even drop in visits during the day. I care for other’s pets as I would want anyone to treat my own pets. I believe our pets are part of the family and I would want anyone to treat my pet to the best of their abilities.

Sitter Profile Image: Wendy W.
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Wendy W.
from
$50
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

Beau had a great stay. He got lots of pets, walks, and care. She was also quick to respond for updates! Would recommend :)

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Marcela B.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
131 reviews
46 repeat clients
15 years of experience
New Berlin, WI, 53146

Angie did such a great job with my furbabies! I appreciate the fact she does this full time and works with such a variety of dogs and personalities. She was so kind, accommodating and loves what she does. Thanks Angie!

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Wendy P.
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: Anna P.
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Anna P.
from
$44
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
20 years of experience
Sullivan, WI, 53178

Anna took such great care of our pup! She updated us with pictures throughout our vacation. It was so nice to know he was in such great hands while we were gone!

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Angela D.
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: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke and Robbie are AMAZING!! They are both so kind, friendly, and clearly very big animal lovers. I was a little nervous to leave Brodie with someone new, but my worries went away immediately after meeting them, as well as their super sweet dog Moxie. Brooke was very responsive to messages, sent me really sweet pics and updates while I was away, and was more than flexible with my schedule as far as drop off/pick up went. I could tell Brodie had a great stay and was sad to leave his new friends! 5 star experience all around, and so excited that I’ve found our new go-to dog sitters :)

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