Personalized care for your dog or cat - Oconomowoc

Highly-rated overnight sitters - Oconomowoc

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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
114 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ did a great job taking care of our dog while we were out of town. They sent pics and we could tell our girl was really happy with them!

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Chloe L.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
90 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family was very attentive to our girls. They came home relaxed and ready for a nap. Thank you for all the walks and extra attention to our old lady.

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Amy M.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

Jamie and her family took such good care of Rusty! It was our first time leaving him with someone other than family and they updated us with pictures and messages throughout our vacation. I would HIGHLY recommend them to anyone!

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Angela D.
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
368 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.

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

Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!

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Carolyn S.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$30
per night
5.0 out of 5 stars
4 reviews
2 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: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!

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John W.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$50
per night
5.0 out of 5 stars
23 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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Sara B.
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
30 reviews
16 repeat clients
20 years of experience
Slinger, WI, 53086

Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!

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

We are so very grateful for Marie. She welcomed our doggy into her house with all the love and attention we could hope for. We were blessed with photos while we were traveling which gave us comfort and made us smile. Our dog came back to us, happy, healthy, clean, and comfortable, which was perfect. Thank you again, Marie.

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Daniel H.
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
384 reviews
120 repeat clients
20 years of experience
Brookfield, WI, 53005

Teddy had the best time with Nayibe and Maria this past weekend! They sent several picture and video updates while we were away and it was clear that Teddy was having a blast and was well cared for. Thank you!

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Angie F.
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 and her family are so amazing! Laidback and took care of my pups like they were their own. They have a huge property for the pups to play and run. She sent me updates and pictures every day so I knew what they were up to while was gone. 10/10 recommend!

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Ashley B.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$48
per night
5.0 out of 5 stars
50 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!

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Sheila H.
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
135 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

This was the absolute BEST experience we could have hoped for! If I could have given more than 5 stars, I would have! Mary and her family took such GREAT care of Penny Bean while we were away! They walked her, bathed her, and sent photos all week long (because they knew how worried I was about leaving Penny Bean with strangers for a whole week). They were so reassuring, communicative and great, I just can't say enough! Penny and their dog Teddy seemed to get along well. I could not be happier with my choice of boarding providers. Will DEFINITELY use them again! If you are at all concerned about leaving your pup somewhere while you travel, I'd HIGHLY recommend Mary and her family - they ARE FANTASTIC!

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Holly J.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$35
per night
5.0 out of 5 stars
10 reviews
20 years of experience
Germantown, WI, 53022

Gianina was a great host to Kona! She sent pictures and updates throughout the weekend! She had a great yard for him to explore, and she took him on nice walks. We will definitely book with her again if we travel!

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Jodi W.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
10 reviews
1 repeat client
30 years of experience
FORT ATKINSON, WI, 53538

5 stars!! ⭐️ 🌟 🌟 💫 ⭐️ Jessica is amazing! She graciously dealt with our uncertain and hetic schedules. She went over and above, driving to my home to pick my dog up. Even when he was initially bashful/scared, she waited and took extra time. Gave him extra love and care, car rides, treats, and nap time together. I felt he was safe, content, and at ease while in Jessica’s home. We will definitely be hiring her again!!

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Cindy P.
Sitter Profile Image: Alex M.
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Alex M.
from
$50
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Alex took such great care of Banksy. She was able to accommodate a bit of a last minute booking after our other arrangements fell through. If we lived near Oconomowoc, Alex would be a repeat sitter for Banksy! He had a blast, and we received photos and updates throughout his stay!

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Jarred & Tala M.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
242 reviews
67 repeat clients
20 years of experience
Mequon, WI, 53097

Monique took great care of my Rottweiler, Riley during her stay. Riley had so much fun that when it was time for her to leave she didn't want to go home! I appreciated the pictures and updates Monique provided me, to ensure all was well. I was also impressed with the dog report card I received with an overall report of Riley's behavior and activity while in Monique's care. Riley and I would absolutely love to have Monique care for her in the future.

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Ivana M.
Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Oconomowoc, WI, 53066

Jack and Jenny were awesome! My dog Hops is an Australian shepherd and they took fabulous care of him. They were patient with some of his behaviors and respected his boundaries and space. He seemed extremely comfortable with them by the end of the week. They sent photos, set up meet and greets beforehand, and asked questions so we knew they cared!

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Madeline C.
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Cat caregivers near you - Oconomowoc

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Sitter Profile Image: Brianna B.
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Brianna B.
from
$18
per visit
5.0 out of 5 stars
64 reviews
25 repeat clients
28 years of experience
Oconomowoc, WI, 53066

Brianna did a great job taking care of my two cats while we were out of town. She diligently looked for them when they were both hiding and checked in with me when she couldn’t find one of the cats. You can tell she is a very caring person. Will definitely use her again for future trips.

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Tara F.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
73 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: Brooke G.
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Brooke G.
from
$18
per visit
5.0 out of 5 stars
23 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: Jamie K.
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Jamie K.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
25 years of experience
Oconomowoc, WI, 53066

Jamie provided dependable, timely visits. Great communication and photos throughout.

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Donna W.
Sitter Profile Image: Shay H.
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Shay H.
from
$18
per visit
5.0 out of 5 stars
21 reviews
9 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: Ramsey S.
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Ramsey S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
52 reviews
12 repeat clients
17 years of experience
Oconomowoc, WI, 53066

Ramsey was AMAZING!! Truly amazing!! From the moment I met Ramsey, I knew she was the one! Unfortunately, her schedule did not align with my initial needs, thus I begrudgingly selected another sitter for this trip. When that sitter refused to show up at my home without additional money (as I was already flying to my international destination), and was caught being dishonest on multiple issues, I was left with no sitter for my 7 day trip. I immediately reached out to Ramsey and she didn’t hesitate to come to my rescue!! When I explained my predicament, Ramsey jumped right in and we worked out the details, accommodating both our needs. Ramsey was very communicative, send photos and videos, and raised an issue of some congestion to watch. She fed and watered Mina, cleaned her litter box, administered transdermal medication, and played with her. She kept her engaged, introducing her to a bird channel on YouTube as well. Ramsey also cleaned up some vomit from the carpet and dealt with an unfortunate toilet situation from another fill-in caregiver. But, the pièce de résistance was that she made her way to the house during the blizzard to be sure Mina had enough food and received her medication even though I told her that her personal safety was more important. Really, I can’t say enough about Ramsey. She truly goes above and beyond!

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Daphne R.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
50 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: Julie E.
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Julie E.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
50 reviews
10 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: Katelyn W.
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Katelyn W.
from
$14
per visit
5.0 out of 5 stars
27 reviews
12 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn did a wonderful job of taking care of our 2 fur babies and our home. She sent pics and videos to us on a daily basis and asked questions when she needed to. I would highly recommend her

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Ellen W.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$18
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

About: I have a special place in my heart for cats of all personalities, whether they’re playful and curious, independent and observant, or a little shy and need time to warm up. I understand that cats thrive on routine and a familiar environment, so my goal during every visit is to keep things as stress-free and comfortable as possible. I move at your cat’s pace, respect their space, and make sure they feel safe while you’re away. During each drop-in visit, I provide: • Feeding and fresh water • Litter box cleaning and tidying • Playtime or quiet companionship (depending on your cat’s mood) • Medication if needed • Plenty of updates and photos so you can relax knowing they’re doing well Whether your cat loves attention or prefers a calm, quiet presence nearby, I adjust each visit to match their personality. I’m patient, gentle, and attentive to the little details that make a big difference. Things to let me know about your 🐱: • Litter box routine and location • Favorite hiding spots or hangout areas • Comfort level with new people You can travel or focus on your day knowing your cat is in caring, capable hands. I’d love to meet you and your cat 🐱 let’s set up a meet & greet! 🐾

Sitter Profile Image: Lisa B.
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Lisa B.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Oconomowoc, WI, 53066

Lisa is an amazing pet sitter. She communicates regularly and details, which i needed. She sends really good photos and videos that I enjoyed!! My 2 cats loved her, I could see it in the videos. She is reliable and keeps everything tidy. And she is willing to do extra things if needed. She is the perfect pet sitter for me and my cats!! Julie Keck

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Julie K.
Sitter Profile Image: Ava B.
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Ava B.
from
$18
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava took great care of Koda while we were in the Dells for the day! She stopped in our home and took her for 2 nice long walks. Thanks again Ava!

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Renee S.
Sitter Profile Image: Bill S.
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Bill S.
from
$15
per visit
5.0 out of 5 stars
3 reviews
6 years of experience
Oconomowoc, WI, 53066

Bill took good care of our cat. It was great that he was avaliable when we need him.

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Joseph T.
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.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$14
per visit
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 3 dogs of my own which mean the world to us!

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$14
per visit
5.0 out of 5 stars
3 reviews
40 years of experience
Oconomowoc, WI, 53066

About: Cats have always been a big part of my life, and I have the most experience caring for them. I have owned and cared for cats for as long as I can remember and truly understand their unique personalities and needs. In addition to caring for my own cats, I have fostered cats and helped raise kittens, giving me experience with young cats that require extra attention and care. I am also comfortable caring for senior cats and understand the patience and gentleness they may need as they age. I am experienced with administering medications and even giving veterinary-required shots at home when needed. Whether your cat needs playtime, quiet companionship, medication, or specialized care, I am attentive, patient, and committed to making sure they feel safe and comfortable while you are away.

Sitter Profile Image: Audrey M.
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Audrey M.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 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: Taylor S.
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Taylor S.
from
$23
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

About: Iv taken care of cats since I was 5 and absolutely love them I own my own cat named chewy! But I have owned 5 cats at a time and also helped my previous cat deliver her kittens!

Sitter Profile Image: Molly S.
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Molly S.
from
$23
per visit
5 years of experience
Oconomowoc, WI, 53066

About: I grew up with three cats and have always been very comfortable caring for them and understanding their different personalities and needs. I have experience feeding, cleaning litter boxes, playing with cats, and making sure they feel comfortable and cared for while their owners are away. I also regularly stay at three different families’ houses when they go out of town to care for their pets, and I help my grandma with her Rover pets as well. In addition to my experience with cats, I have two dogs of my own and helped train my puppy, so I am very patient, responsible, and experienced around animals of all kinds.

Sitter Profile Image: Haydn H.
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Haydn H.
from
$23
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Ixonia, WI, 53036

About: I'm very dependable and energetic. I have lots of experience and am very responsible. I take good care of things not just the pets. I'm a good communicator. I treat all pets as if they were my own. I recently graduated from Lake Country Lutheran HS and finished my first year of College in AZ.  Currently taking a year off so I have plenty to take care of your pets. Available Monday-Wednesday during the week and weekends. I will come play, exercise, feed, walk, keep your furry pet company and any other things your pet requires. I have a car to easily get there and take care of your pet.

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Perfect for high energy dogs - Oconomowoc

1 / 1
Sitter Profile Image: Brooke G.
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Brooke G.
from
$40
per day
5.0 out of 5 stars
23 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: 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: Jamie K.
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Jamie K.
from
$30
per day
5.0 out of 5 stars
7 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
50 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: 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: Heather B.
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Heather B.
from
$55
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: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$20
per day
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Oconomowoc, WI, 53066

I dropped off Moose (5 yr border collie mix) for the first time for daycare and to my surprise, he had separation anxiety issues (sitting by the door, whining). Madison was so kind and patient. I received texts updating me how he was doing. Eventually...success! I got a picture of Moose laying next to Madison on the couch looking calm and content. This was a good experience all around. Thank you!

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Katie M.
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: Natalie K.
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Natalie K.
from
$25
per day
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: 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: 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: Julie E.
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Julie E.
Star Sitter
from
$27
per day
5.0 out of 5 stars
50 reviews
10 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: Elizabeth C.
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Elizabeth C.
from
$40
per day
5.0 out of 5 stars
3 reviews
40 years of experience
Oconomowoc, WI, 53066

About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.

Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$32
per day
5.0 out of 5 stars
368 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: Sommer M.
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Sommer M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
32 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: 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

Himaja and her family are sweethearts. While Princess was a nervous (she is generally very skittish) they gave her the patience and grace to help her feel at ease. They were very attentive to her needs.

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Sandra L.
Sitter Profile Image: Anna R.
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Anna R.
from
$27
per day
5.0 out of 5 stars
2 reviews
17 years of experience
Rubicon, WI, 53078

About: Hello! I'm Susu and I would love to care for your pet. I've been caring for animals since a very young age. My family and I would always bring in and care for fosters and strays, along with our own. Learning to train pups at such a young age has made it one of my biggest passions. I understand that every dog is different and it's all about learning who they are. I adapt and adjust to any dogs needs until they are happy and comfortable. Of course playtime is great but I will also inforce balance by having them do tricks and giving rewards. I believe in positive reinforcement and encouraging them to be their best furry selves. I will truly love your pet like my own. I do have a dog of my own named lexus. She is a rescue so she can be a little wary of strangers but is never shy around another furry friend! She has been socialized all of her life and loves to run and play. She understands social cues very well so if the other dog is uninterested in playing she will leave them alone. If Lexus and your dog meet I'm sure they will be best of friends! Whether it's just a walk or they stay a few nights I cant wait to meet your pup! My schedule is very flexible. I am a stay at home mom, photographer, mua and an artist. I am open to last minute scheduling if needed or scheduling something further in advance. Something consistent and on going would be preferred but if it’s just a one time thing that is okay with me as well! For walks we will go on a walk around the block. If needed we will work on not pulling the leash. For a boarding visit I will get them all set up and comfortable in my house. If it’s nice out we will go for a walk and play outside. Playing indoors as well and working on tricks they know or maybe learning a new one. Potty breaks will be provided whenever needed and food will be given as directed.

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
135 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Wonderful, wonderful family!! We couldn’t be happier with our first doggie daycare experience! Our Rosie girl was so well taken care of and had a great time!! We’ve already rebooked!! Thank you so much for the best care!! Oh and all the fun pics and videos!!

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Megan R.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$30
per day
5.0 out of 5 stars
9 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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
384 reviews
121 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria takes fantastic care of my dog and is always willing to work with my schedule. I know I can go to work and not have to worry when my dog is at her house,

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Jennifer C.
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Adventure-ready dog walkers - Oconomowoc

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Sitter Profile Image: Ella W.
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Ella W.
from
$12
per walk
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

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

Shay is excellent. Her knowledge of dog personalities and behaviors is incredible!

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Michelle M.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
52 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: Kami S.
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Kami S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
73 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: Katelyn W.
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Katelyn W.
from
$15
per walk
5.0 out of 5 stars
27 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: Brooke G.
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Brooke G.
from
$30
per walk
5.0 out of 5 stars
23 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Natalie K.
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Natalie K.
from
$14
per walk
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: Audrey M.
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Audrey M.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: I have volunteered for 3 different organizations as a dog walker, trainer and foster. I love working with dogs and to exercise their body and minds. I work from home full-time. I enjoy taking several short walks during the day to break up my work day and get fresh air. I know dogs love routine so I set a feeding and potty schedule that we stick to. I have a large, private backyard and a very friendly resident dog. We are a family that trains and cares for dogs with compassion and patience.

Sitter Profile Image: Brenna C.
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Brenna C.
from
$15
per walk
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 3 dogs of my own which mean the world to us!

Sitter Profile Image: Haydn H.
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Haydn H.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Ixonia, WI, 53036

About: I'm very dependable and energetic. I have lots of experience and am very responsible. I take good care of things not just the pets. I'm a good communicator. I treat all pets as if they were my own. I recently graduated from Lake Country Lutheran HS and finished my first year of College in AZ.  Currently taking a year off so I have plenty to take care of your pets. Available Monday-Wednesday during the week and weekends. I will come play, exercise, feed, walk, keep your furry pet company and any other things your pet requires. I have a car to easily get there and take care of your pet.

Sitter Profile Image: Bill S.
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Bill S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
55 years of experience
Oconomowoc, WI, 53066

About: **Dog Walking Services Available!** Are you looking for a dedicated dog lover to take care of your friend? Look no further! 🌟 **About Me:** I've grown up with dogs and had owned one for years, so I understand their needs and personalities. I'm passionate about dogs and enjoy spending time outdoors, which makes me the perfect companion for your pet. 🚶‍♂️ **Services Offered:** - Daily dog walks - Companion visits - Long walks for active pups 🐾 **What I Bring:** - Experience with dogs of all sizes - A love for exercise and outdoor adventures - A commitment to providing a safe and enjoyable experience for your dog If you want your dog to have a fun and enriching time while you're busy, please reach out! Let’s discuss a meet and greet to get started. I currently have an open schedule, so it would e easy to work out routine walks. I love to take long walks and would be mindful of the surroundings. I will respect your home and take the responsibility in earnest. I am good at playing with dogs and cats. We’ve had 2 cats since I have been married. I taught them tricks like playing dead and never forgot to say hi when I got home.

Sitter Profile Image: Kendra M.
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Kendra M.
from
$25
per walk
3 years of experience
ixonia, WI, 53036

About: I have taken care of my own animals and have helped out others as well! My love for animals is so high and I find a lot of joy in it! My work schedule is pretty flexible and I have lots of free time! I am usually free anytime after 11 tuesday-thursday, and every other day at anytime! I work well with any needs a family gives me! I love having a set list that the owner has and wants me to do just so the pup feels comfortable and not off schedule!

Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
50 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy is reliable and great with our dogs!

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Gina R.
Sitter Profile Image: John C.
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John C.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Oconomowoc, WI, WI, 53066

My 2 large dogs came back from a walk so pooped out and happy! Auggie (John) was very professional, had a huge smile on his face each time he greeted me and seemed to genuinely care for my mutts. I will definitely be using his services again!

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Michelle B.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$16
per walk
5.0 out of 5 stars
3 reviews
40 years of experience
Oconomowoc, WI, 53066

About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.

Sitter Profile Image: adam f.
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adam f.
from
$16
per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Great communication and wore our pup out!

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Ashley B.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
50 reviews
10 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: Emily S.
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Emily S.
from
$25
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

Really communicative and went on a long walk

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dakota R.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per walk
5.0 out of 5 stars
8 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 currently a work at Wctc and my hours are 4pm to 9pm Monday thru Thursday, off Fridays and 730 am to 430pm Saturdays, off Sundays I am available before and after my shifts. 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: Ava B.
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Ava B.
from
$25
per walk
5.0 out of 5 stars
17 reviews
9 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.
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Large dog specialists near you - Oconomowoc

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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
114 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ did a great job taking care of our dog while we were out of town. They sent pics and we could tell our girl was really happy with them!

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Chloe L.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
90 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family was very attentive to our girls. They came home relaxed and ready for a nap. Thank you for all the walks and extra attention to our old lady.

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Amy M.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

Jamie and her family took such good care of Rusty! It was our first time leaving him with someone other than family and they updated us with pictures and messages throughout our vacation. I would HIGHLY recommend them to anyone!

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Angela D.
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
368 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.

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

Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!

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Carolyn S.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$30
per night
5.0 out of 5 stars
4 reviews
2 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: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!

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John W.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$50
per night
5.0 out of 5 stars
23 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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Sara B.
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
30 reviews
16 repeat clients
20 years of experience
Slinger, WI, 53086

Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!

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

We are so very grateful for Marie. She welcomed our doggy into her house with all the love and attention we could hope for. We were blessed with photos while we were traveling which gave us comfort and made us smile. Our dog came back to us, happy, healthy, clean, and comfortable, which was perfect. Thank you again, Marie.

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Daniel H.
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 and her family are so amazing! Laidback and took care of my pups like they were their own. They have a huge property for the pups to play and run. She sent me updates and pictures every day so I knew what they were up to while was gone. 10/10 recommend!

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Ashley B.
Sitter Profile Image: Alex M.
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Alex M.
from
$50
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Alex took such great care of Banksy. She was able to accommodate a bit of a last minute booking after our other arrangements fell through. If we lived near Oconomowoc, Alex would be a repeat sitter for Banksy! He had a blast, and we received photos and updates throughout his stay!

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Jarred & Tala M.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
242 reviews
67 repeat clients
20 years of experience
Mequon, WI, 53097

Monique took great care of my Rottweiler, Riley during her stay. Riley had so much fun that when it was time for her to leave she didn't want to go home! I appreciated the pictures and updates Monique provided me, to ensure all was well. I was also impressed with the dog report card I received with an overall report of Riley's behavior and activity while in Monique's care. Riley and I would absolutely love to have Monique care for her in the future.

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Ivana M.
Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Oconomowoc, WI, 53066

Jack and Jenny were awesome! My dog Hops is an Australian shepherd and they took fabulous care of him. They were patient with some of his behaviors and respected his boundaries and space. He seemed extremely comfortable with them by the end of the week. They sent photos, set up meet and greets beforehand, and asked questions so we knew they cared!

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Madeline C.
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

Gracie had an amazing stay with Joanne (& her family!) I enjoyed the communications and pictures during Gracie’s time in their home. Gracie enjoyed playtime with the kids and with the resident dog, Olivia. She had her kennel available, but enjoyed cuddles with their teenage son and quickly made herself a part of the family. I will certainly consider booking for future stays, and recommend Joanne to others!

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Kim S.
Sitter Profile Image: Sommer M.
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Sommer M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
15 years of experience
Hartland, WI, 53029

Sommer and her family were fantastic. We felt comfortable the entire time we were gone and thoroughly appreciated the updates given. Will certainly book with her again.

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Missy N.
Sitter Profile Image: ruby A.
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ruby A.
Star Sitter
from
$43
per night
5.0 out of 5 stars
542 reviews
245 repeat clients
10 years of experience
Waterloo, WI, 53594

Ruby is fabulous!! Otis was given excellent care and he had a blast at Ruby’s. I’d give her 100 stars if possible, but five big stars will have to do. Thanks again Ruby, we’ll see you again!! ❤️❤️❤️

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Susan S.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 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: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
10 years of experience
Marshall, WI, 53559

Ellen did a wonderful job caring for our dog. She provided updates and pictures throughout the stay, and was extremely prompt and responsive. Our dog had a blast playing with her dogs, and enjoyed her large fenced in yard—I think it was hard to leave his new friends to come home!

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Lindsey M.
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