Personalized care for your dog or cat - Oconomowoc

Highly-rated overnight sitters - Oconomowoc

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

1 / 1
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
114 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

So thankful I can rely on such a caring family to look after Clem when I'm away. Never a doubt he is in great hands. Clem loves his vacation home!

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Joe P.
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 were amazing! I was able to relax and enjoy my vacation knowing Dixie was in good hands. Scott sent pictures frequently and I loved getting them. Dixie looked so happy and content. In fact when I picked her up to go home she cried half the way home! LOL I think she was missing them I am blessed to have found this family to care for my furbaby when I am gone.

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Peggy B.
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

Jenifer is amazing! I’d never used Rover before, or had my pup stay with anyone other than my close friend. Since we were getting married, we needed to find a sitter for a couple nights and after seeing the very many good reviews about Jenifer, I thought I’d give it a shot and I’m so glad we did! She obviously loves dogs- dropping our pup off was easy since she had 2 huge baskets of toys for her to get excited over! She sent us pictures of our pup every day and was altogether reassuring and great. I’d do it again in a heartbeat- it’s so nice to know we have someone nearby we can trust with our baby!

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Megan R.
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: 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

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
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: 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

We are SO HAPPY with the care and TLC our mini golden doodle has received while we’re away!! Thank you again, Maria for the wonderful daily updates and pictures. We will definitely book again! ❤️

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Christine S.
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 Rob were incredible! Our pup had a blast with them and their dog, Moxie. They sent regular updates, which gave us peace of mind. It was obvious they understood our dog's needs, making us feel comfortable leaving her. We highly recommend them as trustworthy and caring sitters. Thank you, Brooke and Rob!

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William G.
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 was excellent to work with. She was very responsive, sent pictures of our pup, and took very good care of him. I would definitely recommend Anna.

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Nikki R.
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

Mary was awesome and Findley had a great time. Mary kept us informed with text messages and pictures. She had plenty of toys and kept him well entertained both inside and outside. Thank you!

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Tammian M.
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: Heather B.
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Heather B.
from
$55
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather is a fabulous dog sitter! We boarded our pup, Ivy, at her home. We had to extend Ivy’s stay by one night and Heather was extremely accommodating. Ivy even went on a few outings with her! When we dropped our pup her home, I could tell upon meeting her that Heather’s demeanor is gentle and calming.

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Brenda M.
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: 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: 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

This was Willow’s first stay with Jack and Jenny and she had a blast. She went on regular walks during her six day stay. We got regular updates and pictures so we felt at ease. They were even able to get Willow to take her medication (we were unsuccessful but Jenny knew just what to do). We will definitely be using Jack and Jenny in the future.

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Jim S.
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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 - Oconomowoc

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: 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

We highly recommend Brianna! We have booked her twice now to help with our cat while we’ve been on vacation and she has been timely and a great communicator.

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Micaela M.
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: 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 amazing and gave us such peace of mind while we were away. One of our cats was a stray and hides whenever someone new is at the house. She took the time (and effort) to find him under one of the beds and just talk to him! The pictures and updates were so great to receive. Will not hesitate to use her again!

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Julie D.
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: 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: 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: Julie E.
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Julie E.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
49 reviews
10 repeat clients
7 years of experience
Delafield, WI, 53018

Julie took care of our 4 cats and she was reliable, kind and trustworthy and we felt comfortable leaving them in her care. We will definitely use her again. :)

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Cheryl & Steve K.
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 did an excellent job caring for my two cats. I’d trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!

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Tara F.
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: 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.

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.

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Perfect for high energy dogs - Oconomowoc

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

1 / 1
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.
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: 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: 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: 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: 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
49 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

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: 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: Ashley G.
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Ashley G.
from
$27
per day
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Hartland, WI, 53029

About: As an Airbnb super host I take pride in my customer experience. Over the past 5 years I've had over 300+ five star reviews. I'd like to carry my experience and care to your animals and provide the best service possible. I grew up providing care for pitbulls and Rottweilers, but love all size and breeds of dogs. I'm a huge advocate of pet therapy, and understand the benefit for both the dog and the handler. While caring for your pet I intend to have a different experience with every encounter. Weather it's going for a long walk, playing catch, catching some rays, or going for a swim. I'm also continuing my education in pet message and alternative medicine for those pets of special needs.

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

This was my 1st time leaving my dogs with a sitter I didn't personally know. I was nervous, but they LOVED it! Mary & her family treated them like their own. They were exhausted everyday from playing with the other dogs and seemed excited to go back. I received daily updates & photos when they were there. It allowed me to have fun on my vacation because I knew they were happy! Thank you Mary ❤

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Connie M.
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.

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Adventure-ready dog walkers - Oconomowoc

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

1 / 1
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: 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: 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

We are super thankful to Ramsey for stepping up to our request of walking our pup, pretty last minute. She was very communicative, punctual, and sent pictures & details of her walks with our Jetta. We would definitely use Ramsey again!! THANK YOU!!

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Carmen J.
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: 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: 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: 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: 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: 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: 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: 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: 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: 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: Julie E.
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Julie E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
49 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: 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.
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.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Oconomowoc

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

1 / 1
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
114 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

So thankful I can rely on such a caring family to look after Clem when I'm away. Never a doubt he is in great hands. Clem loves his vacation home!

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Joe P.
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 were amazing! I was able to relax and enjoy my vacation knowing Dixie was in good hands. Scott sent pictures frequently and I loved getting them. Dixie looked so happy and content. In fact when I picked her up to go home she cried half the way home! LOL I think she was missing them I am blessed to have found this family to care for my furbaby when I am gone.

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Peggy B.
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

Jenifer is amazing! I’d never used Rover before, or had my pup stay with anyone other than my close friend. Since we were getting married, we needed to find a sitter for a couple nights and after seeing the very many good reviews about Jenifer, I thought I’d give it a shot and I’m so glad we did! She obviously loves dogs- dropping our pup off was easy since she had 2 huge baskets of toys for her to get excited over! She sent us pictures of our pup every day and was altogether reassuring and great. I’d do it again in a heartbeat- it’s so nice to know we have someone nearby we can trust with our baby!

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Megan R.
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: 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

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
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: 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 Rob were incredible! Our pup had a blast with them and their dog, Moxie. They sent regular updates, which gave us peace of mind. It was obvious they understood our dog's needs, making us feel comfortable leaving her. We highly recommend them as trustworthy and caring sitters. Thank you, Brooke and Rob!

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William G.
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 was excellent to work with. She was very responsive, sent pictures of our pup, and took very good care of him. I would definitely recommend Anna.

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Nikki R.
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: 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: 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

This was Willow’s first stay with Jack and Jenny and she had a blast. She went on regular walks during her six day stay. We got regular updates and pictures so we felt at ease. They were even able to get Willow to take her medication (we were unsuccessful but Jenny knew just what to do). We will definitely be using Jack and Jenny in the future.

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Jim S.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
242 reviews
65 repeat clients
20 years of experience
Mequon, WI, 53097

Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶

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Cecilia D.
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: 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 provided wonderful care for Diamond while we traveled! She sent regular messages keeping us updated and demonstrated patience as Diamond adjusted to her new environment. We were very grateful to have Sommer and her family watching our pet and would highly recommend her as a pet sitter!

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Matt H.
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: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
56 reviews
16 repeat clients
10 years of experience
Marshall, WI, 53559

Ellen did a great job taking care of my dog. Her house is the perfect doggy environment with a large fenced in yard. I will gladly continue to use her for boarding

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Jeremy O.
Sitter Profile Image: Christina W.
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Christina W.
from
$40
per night
5.0 out of 5 stars
19 reviews
12 repeat clients
15 years of experience
Muskego, WI, 53150

Christina was great with communication as and took very good care of my dog. Super generous with photos and dog came back home happy. Thank you Christina .. sorry for the delayed review. 😊

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Vidhi S.
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