Personalized care for your dog or cat - Oconomowoc Lake

Highly-rated overnight sitters - Oconomowoc Lake

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

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

“Katy and DJ are wonderful! They send lots of pictures. We know Emme is in good hands. Love that they work from home and someone is always there. And they let Emme sleep on couch :)”

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Mary A.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Heather was the best ! Boarding Zoe with Heather & her family at their wonderful home was a perfect match for me (& Zoe!) Heather is very organized & prepared to deal with hosting a dog's individual behavior and adapting to their routine for the best results. Heather - having her own dog and another daycare dog to keep company & play with Zoe - was a perfect situation. She was very flexible with my drop-off & pick-up schedule which made all my travel arrangements "a breeze" with no worries. I couldn't be more pleased & recommend Heather without any hesitation. I hope my future travel plans will allow a repeat overnight for Zoe with Heather again !”

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Peter N.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 111 reviews
36 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 384 reviews
165 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jenifer did a great job watching our Cockapoo. He can be anxious at times but he felt right at home with her. Loved spending time with Jenifer on her deck over looking the lake.”

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Jay G.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 37 reviews
3 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 42 reviews
19 repeat clients
20 years of experience
Hartland, WI, 53029

“Mikaela and Shane are AMAZING!!!! They took such great care of our Maisy while we were away for 5 nights!! Communication was great and prompt, our meet and greet went great and they knew we were a little nervous leaving our girl with a new family so they sent pictures and updates daily that really helped ease my worried mama mind. Maisy warmed up fast and we had no issues at all! Will definitely be using them again for our future dog sitting needs! Thanks so much Mikaela and Shane!!!”

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Stephanie B.
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
• 430 reviews
137 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Maria and Nayibe are exceptional dog sitters! They took care of Onyx with so much attention and love, carefully following all my instructions and asking thoughtful questions when needed. I received regular updates, which gave me complete peace of mind. Their home is spotless, and the fully fenced backyard is a fantastic bonus for safe playtime. Onyx came home happy and relaxed. I’ll definitely be returning, and I highly recommend them to anyone looking for reliable, caring pet sitters!”

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

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

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Dave L.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$37
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Germantown, WI, 53022

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

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Michele R.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

“Amanda was wonderful. She took such good care of my dog and sent me lots of updates throughout his stay. She was super flexible and easy to get ahold of the entire time!”

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Alexandra M.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 67 reviews
19 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Thanks Julie for taking such great care of Redd! I appreciate the updates and pictures you were sending and was so happy to see how much fun he was having.”

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Maddie M.
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
• 46 reviews
24 repeat clients
20 years of experience
Slinger, WI, 53086

“It was just an overnight visit but the puppies are still exhausted! They’re must’ve had a great time 🥰. Cheryl kept in touch with verifying meds and letting me know they we’re doing great🥰🥰🥰thank you again!”

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Amy S.
Sitter Profile Image: Anne W.
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Anne W.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
5 years of experience
Oconomowoc, WI, 53066

“Anne took wonderful care of our Harvey. Plenty of love and one on one attention! Her daily updates were so appreciated, and we could see he was content.”

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Julie Z.
Sitter Profile Image: adam f.
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adam f.
from
$52
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“This is the 2nd time we have taken Ruby to Adam. She is always happy & excited to see him when we drop her off & happy when we pick her up! The first time Adam sent quite a few pics of her and she was having a great time!! He also does not have a ton of other animals, so this ia nice as well. We will be using Adam as our primary sitter going forward!”

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Shunnett M.
Sitter Profile Image: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 296 reviews
83 repeat clients
20 years of experience
Mequon, WI, 53097

“Monique took excellent care of Juno. I was impressed with her updates and pictures. Juno can be a bit shy but she settled in great and made lots of dog friends during her stay. Monique was very responsive and wonderful to work with.”

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Leah M.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
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.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“This was our first time using Rover and we didn't know quite what to expect. We set up a meet and greet to make sure it would be a good fit. As soon as my dog got out of the car, I could tell she was going to like it there. Alex was very communicative during the whole stay and sent daily pictures of how my dog was doing. This made us very happy to know she was in good hands while we were gone. We will definitely work with Alex again!”

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

“Angela was the perfect dog mom for our Skye. She adjusted to Skye's schedule and Skye learned how to make her needs known. Angela sent us daily photos and a few videos, so we could be assured that Skye was doing well. Skye will definitely be returning in the future.”

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

“Yolanda was great Milo had a good time to the point he’s been sleeping at home since we got him back lol! She sent pictures and updates , i felt really good and comfortable dropping Milo off for the week and going on vacation without worrying . I will most definitely be returning when needing a rover !”

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Brandy C.
Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
35 years of experience
Pewaukee, WI, 53072

About: I haven't been without a dog since age nine, when my parents gave us our first opportunity to develop a bond with a pet, Abby, our beloved English setter. She died the year I graduated from college, and since then I have had two of my own dogs: Gretta, a chocolate lab whom I owned from age 6 weeks until her death at age 13, and Lillie, a springer spaniel who was basically a life-long puppy exploding with energy and a fervor for running, jumping, and all things adventure-related. Sadly, Lillie died in June (at age 13), and we miss her so much. My husband and I like to travel, so I am not quite ready to adopt another dog yet, but in the meantime, I would love to pet-sit for other dogs so as to be around furry friends who bring so much joy to my life. I'm a teacher, so I'm mainly interested in walking and caring for pets on the weekends and during the summer months, but I can be available other times as well depending on my schedule. My job is to provide love, attention, and a safe and enriching learning environment to any pet in my care. I accommodate as needed depending on the needs of the individual animal.

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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 Lake

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: Katelyn W.
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Katelyn W.
Star Sitter
from
$18
per visit
4.8 out of 5 stars
• 36 reviews
16 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
• 67 reviews
19 repeat clients
7 years of experience
Delafield, WI, 53018

“Julie was outstanding in caring for our senior cat. We are especially appreciate of her care and follow up when Emmy seemed off. Julie even offered to stop by a second time to check in on her. Julie’s care and compassion will be forever remembered.”

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Sarah M.
Sitter Profile Image: Brianna B.
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Brianna B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 68 reviews
27 repeat clients
28 years of experience
Oconomowoc, WI, 53066

“Brianna is our favorite cat sitter! She is wonderful with the kitties and leaves detailed notes after each visit (and pictures!) which we so appreciate when we're away.”

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Emily F.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 79 reviews
17 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 384 reviews
165 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Thanks so much Jenifer for your wonderful care of Tegan and Merlin. Communication was excellent and enjoyed the pictures. I will definitely be calling you again for your service. Happy New Year! Cathy W”

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Cathy W.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 54 reviews
13 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: adam f.
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adam f.
from
$15
per visit
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Adam was wonderful with our cat and took extra care to make sure she was taken care of while we were away.”

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Bonnie S.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 37 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Brooke and Robbie took great care of my sweet prince, Cheddar! I last minute asked if they would be willing to have him all day vs just a drop in and they were so accommodating. They provided updates and lots of pictures. I know Cheddar had a blast and would give them a 5 start review :) 10/10 would book again!”

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Katelyn C.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$13
per visit
20 years of experience
Oconomowoc, WI, 53066

About: I’ve had cats in my life for over 20 years and truly believe they are family, not just pets. I understand that every cat has their own personality, routine, and comfort level. Some are playful and affectionate, while others may be shy and need a little extra patience and time to feel comfortable. I have experience caring for senior cats, shy and nervous cats, cats with special dietary needs, and administering medications when needed. I’m comfortable following specific feeding instructions, medication schedules, and routines to make sure your cat receives the individualized care they’re accustomed to. I currently have a cat of my own, Cleo, who is full of energy and has a BIG personality! I’m also experienced with feeding, fresh water, litter box care, playtime, enrichment, and providing plenty of companionship and attention. When you’re away, my goal is to make your cat feel safe, comfortable, loved, and cared for. I’ll treat your fur baby like one of my own and make sure you receive updates so you can relax knowing they’re in good hands. 🐱❤️

Sitter Profile Image: Shay H.
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Shay H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 23 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

“It was wonderful meeting Shay and she did a great job watching Dewey and Stella for the first time! She was reliable and communicative, which I really appreciated. Our Dewey is a rescue and is shy to people she doesn’t know. Shay understood and handled it well. Will definitely be asking her to watch our dogs again!”

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Abbie S.
Sitter Profile Image: David K.
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David K.
from
$18
per visit
4.9 out of 5 stars
• 23 reviews
8 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“David did an excellent job and was right on time each day. Very easy to work with”

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Holly D.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.”

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Larry B.
Sitter Profile Image: Mary D.
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Mary D.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Delafield, WI, 53018

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

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

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

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Madison H.
Sitter Profile Image: Jade B.
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Jade B.
from
$23
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Faith B.
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Faith B.
from
$14
per visit
4.9 out of 5 stars
• 11 reviews
4 repeat clients
11 years of experience
Hartland, WI, 53029

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

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Michael C.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 85 reviews
20 repeat clients
20 years of experience
Delafield, WI, 53018

“Tara was prompt, attentive, came out to meet us and our dogs prior to sitting with them while we were at work, and carefully completed all requested tasks. Our dogs absolutely loved her. She sent a LOT of photos, which was great. Would be comfortable working with Tara again.”

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Natalie B.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$23
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
25 years of experience
Delafield, WI, 53018

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

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Jill S.
Sitter Profile Image: Delaney H.
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Delaney H.
from
$18
per visit
18 years of experience
Oconomowoc, WI, 53066

About: I’ve owned cats my entire life, so caring for them comes naturally for me. I currently own a cat of my own, finnigan, and he means the absolute world to me. Because I know how much pets are part of the family, I treat every cat with the same patience, attention, and care that I give my own. I’m comfortable with feeding, refreshing water, cleaning litter boxes, playing and respecting each cats unique personality. My goal is to make sure your cat feels safe, comfortable, and well cared for while you’re away, and keep you updated with photos and messages so that you can have peace of mind.

Sitter Profile Image: Tia R.
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Tia R.
from
$18
per visit
20 years of experience
Delafield, WI, 53018

About: I have had cats my entire life and currently own 3 of my own. I understand how important it is to have clean bathroom areas for them, respecting their space when they need it, and giving treats to them. Each cat has their own unique personality you grow to love.

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Perfect for high energy dogs - Oconomowoc Lake

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: 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: Brooke G.
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Brooke G.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 37 reviews
3 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: Cindy S.
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Cindy S.
from
$45
per day
5.0 out of 5 stars
• 52 reviews
15 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: 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: Julie E.
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Julie E.
Star Sitter
from
$27
per day
5.0 out of 5 stars
• 67 reviews
19 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 42 reviews
19 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$32
per day
5.0 out of 5 stars
• 384 reviews
165 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: adam f.
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adam f.
from
$27
per day
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: Pets are family. With years of experience growing up on a farm and having my own dog for the last 8 years, I am providing loving, reliable, and professional care to ensure your furry friends get the attention they deserve. Whether it’s a walk in the park, a cozy overnight stay, or daily check-ins, I am passionate about making sure your pets feel safe, loved, and happy. Experience peace of mind knowing your pets are in my expert hands. I work very close with limited hours during the week which gives me great flexibility and open weekends. I do not have any children or pets myself right now. I have a fenced in dog park literally 10' from my front door. Im right next to amazing trails as well as lakes and ponds a short distance away. Our community is very dog friendly.

Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$60
per day
5.0 out of 5 stars
• 35 reviews
10 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: Kristina M.
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Kristina M.
from
$35
per day
5.0 out of 5 stars
• 13 reviews
21 years of experience
Hartland, WI, 53029

About: A Certified Dog Obedience Trainer through Animal Behavior College with canine CPR training, Kristina's passion is to not only promote balance for all breeds & needs, but also support positive canine-human relationships. Kristina is well-versed in Dog Psychology; caring deeply for the balance of ALL DOGS by offering unmatched flexibility in personalized care. You can trust that any and all special requests will be professionally executed and the safety of your furbaby is her #1 priority. Kristina began training and raising puppies at age 12, has fostered over 70 rescue dogs and even teaches Doga (Dog Yoga)!! Kristina has extensive experience managing common neausance behaviors as well as dog selectivity. ALL are welcomed and loved unconditionally as her own. She can’t wait to invite you into her home where you will feel confident in the outstanding care and attention your fur-family will thank you for!!

Sitter Profile Image: Sommer M.
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Sommer M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 37 reviews
14 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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 430 reviews
137 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Couldn't have asked for a more pleasant experience! Maria & Nayibe were so friendly and took amazing care of my puppy. Additionally they accommodated my daycare request on short notice. I highly recommend them and will definitely utilize their services again in the future :)”

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INFJ W.
Sitter Profile Image: Tiffany W.
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Tiffany W.
from
$27
per day
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Pewaukee, WI, 53072

About: I’ve been raised around dogs since birth. I have free time a few times a week. I’m looking forward to help you care for your pups. Looking to take up some of my spare time and help you with your pets. I have availability during the day several days a week. I have experience taking care of pets my entire life. I can easily meet your pets needs. I look forward to meeting different breeds and making you less stressed.

Sitter Profile Image: Gianina B.
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Gianina B.
from
$35
per day
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Germantown, WI, 53022

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

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

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

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Jinsung W.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$35
per day
4.8 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53188

About: I am an animal lover and will take great care of your pet. I have experience owning dogs and currently own a 5 year old Doberman Pinscher named Moon. I am extremely active and love to take dogs on walks, to the park to play and outside to get fresh air. Having experience volunteering at the humane society, I am aware of different pet personalities and cautious of their well-being and comfort. I will honor the owner's rules and routines in order to make the experience positive for all parties involved. I live in an area great for walking dogs and running them with toys. If the pet needs extra attention or additional exercise, I will be able to accommodate with my flexible work schedule. Thanks!

Sitter Profile Image: Cassie K.
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Cassie K.
from
$50
per day
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Lauren F.
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Lauren F.
from
$58
per day
5.0 out of 5 stars
• 16 reviews
6 repeat clients
16 years of experience
Brookfield, WI, 53045

“Lauren was great with the pups! They loved spending the day with her and playing with her dog all day. They were happy and tired when we picked them up!”

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Katie I.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$29
per day
5.0 out of 5 stars
• 59 reviews
21 repeat clients
35 years of experience
Eagle, WI, 53119

“Kylie did a great job watching our dog! He was well cared for and came home happy.”

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Rebecca S.
Sitter Profile Image: Sayali H.
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Sayali H.
from
$30
per day
11 years of experience
Waukesha, WI, 53188

About: I, being a full time dog mom and a home maker can take care of your dog dedicatedly. I firmly believe that our pet is our baby. I can provide utmost care and affection to your dog and cat. Since I know the importance of leash walking, I can walk your dog twice a day and can provide consistent pee breaks. Your dog will feel at home while he is with me. They are allowed on couch and bed. The treats will be offered periodically for your fur baby. I am looking for some furry friends. I recently lost my fur baby Buddy in May 2026 but his memories made us get a new fur baby Kisna who is a 4.5lbs Pomchon and very social. Kisna is great with people including children of all ages and small sized puppies and dogs. If your pup is ok with small sized pup, please consider me for your boarding and petsitting needs. I am currently in between the jobs, hence have a lot of time to cuddle the fur babies and make them feel special. Please check my calendar for availability. I only offer petsitting and petboarding through my home. Not available for petsitting at owners' home. I would prefer a meet and greet before accepting to provide care for your pet because they can sense people's energy better than humans. I have been taking care of my furbaby since 11 years. Love everything about dogs but comfortable to handle small and medium sized dogs.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Oconomowoc Lake

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: Katelyn W.
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Katelyn W.
Star Sitter
from
$20
per walk
4.8 out of 5 stars
• 36 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)”

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Autumn T.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 54 reviews
13 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
• 79 reviews
17 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: adam f.
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adam f.
from
$16
per walk
5.0 out of 5 stars
• 12 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: Mary D.
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Mary D.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53018

“We had some cancellations and needed a last minute booking. Mary jumped in and was much needed coverage for our pups!”

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Justin R.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 67 reviews
19 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: Shay H.
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Shay H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 23 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

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

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Sy S.
Sitter Profile Image: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

“My baby absolutely adores Anna and she’s been so good about sending pictures while on their walks and been 10/10 with communication. Absolute gem of a find we love her!!!”

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Julia M.
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: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 384 reviews
165 repeat clients
22 years of experience
Pewaukee, WI, 53072

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

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alyssa m.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 37 reviews
3 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: David K.
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David K.
from
$20
per walk
4.9 out of 5 stars
• 23 reviews
8 repeat clients
10 years of experience
Oconomowoc, WI, 53066

About: My family has had dogs and cats my entire life. I've grown up around animals and love them to death. They put a special spark in people's lives that nothing else can, and I do not take that for granted. I have experience living with small dogs as well as medium sized dogs. I have walked them and made sure they have food. I really enjoy playing and wrestling with them. I am an actor. I am very expressive and animated, so I can keep your dog happy and entertained. When my profile says I am available, that is me telling the clients that 100% of my energy and time will be for their dog to make sure they are safe and happy. I am a full time real estate agent. My daily schedule varies, but I will be available to give you the best service possible whenever you need it. I love animals and always want them to be safe and happy. Whenever an animal is happy, that always brightens my day, so I will do everything I can to make them happy.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
• 52 reviews
15 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
5.0 out of 5 stars
• 13 reviews
2 repeat clients
3 years of experience
Oconomowoc, WI, 53066

About: I have always had a deep love for animals and truly believe every pet deserves patience, care, and lots of love. I’m comfortable caring for all kinds of animals and will take the time to understand each pet’s individual needs, personality, and routine. Whether your pet is young, old, energetic, shy, or needs extra attention, I’m dedicated to providing them with the same love and care I would give my own!🐾😊 I love caring for animals and have for years! I don’t have a job currently so my schedule is completely free and flexible with any day and time:) I always make safety and trust my top priorities when caring for pets. I follow each pet’s routine and their owner’s instructions closely, while making sure they feel comfortable, loved, and secure. I provide a calm, clean, and safe environment and give every pet the individual attention and care they need!!

Sitter Profile Image: Jade B.
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Jade B.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

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

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

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

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

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Andrea S.
Sitter Profile Image: Emily S.
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Emily S.
from
$25
per walk
5.0 out of 5 stars
• 7 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: Brendan B.
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Brendan B.
from
$10
per walk
5.0 out of 5 stars
• 4 reviews
3 repeat clients
1 year of experience
Hartland, WI, 53029

“Brendon and Eli had a wonderful walk”

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

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

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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 Lake

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
$40
per night
5.0 out of 5 stars
• 127 reviews
44 repeat clients
35 years of experience
Wales, WI, 53183

“Katy and DJ are wonderful! They send lots of pictures. We know Emme is in good hands. Love that they work from home and someone is always there. And they let Emme sleep on couch :)”

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Mary A.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Heather was the best ! Boarding Zoe with Heather & her family at their wonderful home was a perfect match for me (& Zoe!) Heather is very organized & prepared to deal with hosting a dog's individual behavior and adapting to their routine for the best results. Heather - having her own dog and another daycare dog to keep company & play with Zoe - was a perfect situation. She was very flexible with my drop-off & pick-up schedule which made all my travel arrangements "a breeze" with no worries. I couldn't be more pleased & recommend Heather without any hesitation. I hope my future travel plans will allow a repeat overnight for Zoe with Heather again !”

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Peter N.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 111 reviews
36 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 384 reviews
165 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jenifer did a great job watching our Cockapoo. He can be anxious at times but he felt right at home with her. Loved spending time with Jenifer on her deck over looking the lake.”

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Jay G.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 37 reviews
3 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 42 reviews
19 repeat clients
20 years of experience
Hartland, WI, 53029

“Mikaela and Shane are AMAZING!!!! They took such great care of our Maisy while we were away for 5 nights!! Communication was great and prompt, our meet and greet went great and they knew we were a little nervous leaving our girl with a new family so they sent pictures and updates daily that really helped ease my worried mama mind. Maisy warmed up fast and we had no issues at all! Will definitely be using them again for our future dog sitting needs! Thanks so much Mikaela and Shane!!!”

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Stephanie B.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

“Amanda was wonderful. She took such good care of my dog and sent me lots of updates throughout his stay. She was super flexible and easy to get ahold of the entire time!”

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Alexandra M.
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
• 46 reviews
24 repeat clients
20 years of experience
Slinger, WI, 53086

“It was just an overnight visit but the puppies are still exhausted! They’re must’ve had a great time 🥰. Cheryl kept in touch with verifying meds and letting me know they we’re doing great🥰🥰🥰thank you again!”

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Amy S.
Sitter Profile Image: adam f.
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adam f.
from
$52
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“This is the 2nd time we have taken Ruby to Adam. She is always happy & excited to see him when we drop her off & happy when we pick her up! The first time Adam sent quite a few pics of her and she was having a great time!! He also does not have a ton of other animals, so this ia nice as well. We will be using Adam as our primary sitter going forward!”

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Shunnett M.
Sitter Profile Image: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 296 reviews
83 repeat clients
20 years of experience
Mequon, WI, 53097

“Monique took excellent care of Juno. I was impressed with her updates and pictures. Juno can be a bit shy but she settled in great and made lots of dog friends during her stay. Monique was very responsive and wonderful to work with.”

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

“This was our first time using Rover and we didn't know quite what to expect. We set up a meet and greet to make sure it would be a good fit. As soon as my dog got out of the car, I could tell she was going to like it there. Alex was very communicative during the whole stay and sent daily pictures of how my dog was doing. This made us very happy to know she was in good hands while we were gone. We will definitely work with Alex again!”

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

“Yolanda was great Milo had a good time to the point he’s been sleeping at home since we got him back lol! She sent pictures and updates , i felt really good and comfortable dropping Milo off for the week and going on vacation without worrying . I will most definitely be returning when needing a rover !”

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Brandy C.
Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
35 years of experience
Pewaukee, WI, 53072

About: I haven't been without a dog since age nine, when my parents gave us our first opportunity to develop a bond with a pet, Abby, our beloved English setter. She died the year I graduated from college, and since then I have had two of my own dogs: Gretta, a chocolate lab whom I owned from age 6 weeks until her death at age 13, and Lillie, a springer spaniel who was basically a life-long puppy exploding with energy and a fervor for running, jumping, and all things adventure-related. Sadly, Lillie died in June (at age 13), and we miss her so much. My husband and I like to travel, so I am not quite ready to adopt another dog yet, but in the meantime, I would love to pet-sit for other dogs so as to be around furry friends who bring so much joy to my life. I'm a teacher, so I'm mainly interested in walking and caring for pets on the weekends and during the summer months, but I can be available other times as well depending on my schedule. My job is to provide love, attention, and a safe and enriching learning environment to any pet in my care. I accommodate as needed depending on the needs of the individual animal.

Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Waukesha, WI, 53189

“Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !”

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Stephanie A.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

“My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!”

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Brianna C.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
25 years of experience
Mukwonago, WI, 53149

“Nina has stayed with her twice now, and both experiences have been absolutely wonderful. She treats Nina with so much love, patience, and care that I always have complete peace of mind while I’m away. I always receive updates and photos, and it is clear that Nina is happy, safe, and loved. Seeing how comfortable and relaxed Nina is with her means everything to me. She has earned my complete trust, and she will always be my first choice whenever I need someone to care for Nina. I recommend her with all my heart. Thank you for taking such amazing care of my little girl!”

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J D.
Sitter Profile Image: Angie F.
Verified Background Check
Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 147 reviews
53 repeat clients
20 years of experience
New Berlin, WI, 53146

“Great experience with Angie, she did a great job with our spirited Doberman and we were able to go away for a few days without worry! Great communication and was flexible.”

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Dave C.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 59 reviews
21 repeat clients
35 years of experience
Eagle, WI, 53119

“No words! As per usual, I procrastinated and needed a pet sitter for two large dogs over Christmas. Kylie was able to accommodate them and upon introduction she bonded with them immediately. I would not hesitate a second to board with her again. A++++++ rating!”

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Stuart M.
Sitter Profile Image: Anna P.
Verified Background Check
Anna P.
from
$44
per night
5.0 out of 5 stars
• 75 reviews
23 repeat clients
20 years of experience
Sullivan, WI, 53178

“Great communication from initial contact until pick up. Appreciated the daily updates and pictures. Biscuit had a great "staycation" over the weekend. We will use Anna for our dog sitting needs again.”

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Aaron R.
Sitter Profile Image: Andrew J.
Verified Enhanced Background Check
Andrew J.
from
$38
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!”

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Nikki M.
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1Global data from Rover (November 2025)