Personalized care for your dog or cat - Watertown

Highly-rated overnight sitters - Watertown

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: ruby A.
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ruby A.
from
$43
per night
5.0 out of 5 stars
• 551 reviews
247 repeat clients
10 years of experience
Waterloo, WI, 53594

“The best dog sitter I have ever had. Ruby is completely accommodating to you and your pups needs. She is completely open to any suggestions and treats your dog as her own. It is a relief knowing that my dog will get plenty of exercise and interaction with other dogs.”

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Tim C.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 36 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

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

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Sara B.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
10 years of experience
Marshall, WI, 53559

“Ellen was wonderful. Not only did she take Winnie on short notice, she made us feel so comfortable leaving Winnie behind. She was a master at easing Winnie in and making her feel at home. She sent us regular updates with photos and video so we could share her experience. Thank you Ellen! Winnie will definitely be back!”

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Kim H.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 383 reviews
164 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jenifer was an excellent dog sitter! Our dog was well taken care of while we were on vacation. We had a great experience and will definitely book with her again.”

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Katie Q.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 186 reviews
86 repeat clients
15 years of experience
Columbus, WI, 53925

“We had a great experience and couldn’t be more pleased. David took the time to set up a meet and greet beforehand, which immediately made us feel comfortable leaving our dog in his care. During the week, he kept us updated with regular messages and photos, which we really appreciated - it gave us peace of mind knowing our dog was doing well. It’s clear he genuinely cares, and we would absolutely book with him again. Highly recommend!”

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Maria & Bertram C.
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: 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

“Our puppy Luca had such a great time with Heather and her family! We could have not asked for better care for our boy! Heather was so attentive to Lucas needs and how to keep him active, engaged, and happy. We received lots of pictures and videos while we were gone giving us peace of mind. Luca loved playing with the family dog and even had extra pup company while enjoying a beautiful evening outside by the fire. We will absolutely have Heather and her family sit for us again!”

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Crystal H.
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
43 repeat clients
35 years of experience
Wales, WI, 53183

“Katy & Dennis did an excellent job of taking care of our troop of 3 poodles! They are friendly and very accommodating with our pets. We received pictures throughout their stay which was fun to see...especially all 3 sitting at the same time! Thanks for watching our pups while we were away!”

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Valerie K.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”

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Brian P.
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

“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: Erin E.
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Erin E.
from
$40
per night
5.0 out of 5 stars
• 30 reviews
13 repeat clients
30 years of experience
Beaver Dam, WI, 53916

“My puppy loves going to Erin’s house! Her home is so comfortable and cozy. Erin is also very accommodating and is a fast responder to messages and bookings.”

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Andrea V.
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
35 repeat clients
20 years of experience
Waukesha, WI, 53186

“Prompt communication, frequent photos/updates, a lot of transparency. I have no complaints and no doubts that my dog was well cared for while I was away.”

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Megan N.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 195 reviews
64 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“Rosie really enjoyed her stay at Amanda’s home. She came home exhausted which is always a great sign for our energetic girl. We highly recommend Amanda and her family for the care of your fur baby. We will use them again in the future. ❤️”

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

“Anna and her family are always super accommodating. I don’t think I’ll use anyone else unless she is unavailable. They treated my dog like their own. I was a little worried he wouldn’t come home because they loved him so much. She even sent him home with treats. Anna is truly the best!”

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Jamie K.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 280 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Val and his wife were able to take our dog, Ollie, on very short notice. They were kind, knowledgeable, and took excellent care of our family member while we were gone. They provided frequent updates on how our dog was doing through near-daily texts and photos. If we ever have to leave our dog with a sitter in the future, they will be our first choice.”

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Catherine G.
Sitter Profile Image: Sarah P.
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Sarah P.
from
$40
per night
20 years of experience
Marshall, WI, 53559

About: Weekday Dropoff Timeframe: after 5:00 p.m. Weekday Pickup Timeframe: after 5:00 p.m. Weekend pickup/dropoff Timeframe: Pretty Flexible I would love to have a meet and greet with your dog(s) prior to booking! I offer personalized, in-home boarding for dogs who do best in a calm, low-stress environment. I have no resident pets and board only one household at a time, so your dog gets plenty of individual attention without having to share their space with unfamiliar dogs. I have more than 20 years of experience owning and caring for dogs and have also fostered dogs for rescue. I especially love caring for small breeds, senior dogs, shy or sensitive dogs, and dogs who may feel overwhelmed in a traditional kennel or busy multi-dog boarding environment. My home has a securely fenced yard for potty breaks and outdoor time, and dogs are welcome to make themselves comfortable here—including on the furniture and in bed if that’s what they’re accustomed to at home. I try to follow each dog’s normal routine as closely as possible, including meals, walks, sleeping arrangements, and all those little things that help them feel secure. Your dog won’t be placed into a group of unfamiliar boarding dogs. This is a quiet home environment rather than a kennel or doggy daycare. Small, senior & sensitive dogs welcome I have a special place in my heart for little dogs and seniors, but I’m happy to consider dogs of all sizes who are a good fit for my home. Safety First Dogs don’t need to enjoy playing or socializing with other dogs. However, they do need to be safely manageable if we unexpectedly encounter another dog during walks, drop-offs, or normal daily activities. For safety and insurance reasons, I cannot accept dogs with a known history of aggression, biting, or attacks toward people or other animals. Let’s make sure we’re a good match I would love to do a meet-and-greet with your dog. It’s a chance for me to get to know your dog, learn about their personality and routine, and make sure everyone feels comfortable before their stay. My goal is simple: while you’re away, I want your dog to feel like they’re staying at a friend’s house—not like they’re being sent to a boarding facility. ❤️ I currently work a full-time job Monday -Friday, 8:00 - 4:30. I’m a homebody type who would love just hanging out with your dog(s). I have a securely fenced yard and plenty of room in my house for your dog to be comfortable. Pets are family to me, so there’s no area of my house that’s off limits, including my furniture and bed.

Sitter Profile Image: Micah N.
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Micah N.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Neosho, WI, 53059

“No one will give your doggy more attention than Micah! We received photos and videos and other updates of our pup having a great time in a wonderful, roomy setting with opportunities for nature strolls. Highly recommend!”

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Grace H.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
15 years of experience
Madison, WI, 53718

“Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.”

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Cole O.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

“Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.”

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Kristine B.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
• 63 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

“Our now 5-month-old puppy was so excited to be back at Sarah's. He immediately started playing with Rip and Mayla, and he was still playing with them when I came to pick him up three days later. It makes me happy knowing how much he loves being there. And I appreciate knowing that Sarah gives him the same love, care, and attention as she does her own two dogs. (It was also great that he was exhausted for the next day and a half after we got home haha.)”

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Jennifer B.
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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 - Watertown

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: Sadie S.
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Sadie S.
from
$17
per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
6 years of experience
Watertown, WI, 53094

“Sadie did a great job! It was our first pet sitting venture, and my first time with Rover, which is always a bit nerve-wracking with our fur babies. But I was very pleased, and she tolerated, understood and followed my detailed instructions well. Thanks, Sadie and Rover! I'll definitely have you back!”

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Mare E.
Sitter Profile Image: Bella B.
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Bella B.
from
$20
per visit
5.0 out of 5 stars
• 38 reviews
18 repeat clients
15 years of experience
Watertown, WI, 53094

“Bella did a terrific job caring for our 4 cats. She took time to play with them, and gave us extra details about how they were doing. She was reliable and left everything neat and tidy. I had to change my schedule at the last minute due to illness, and she was flexible and understanding. We would highly recommend Bella to care for your fur babies when you're away!”

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Sue & Matt S.
Sitter Profile Image: Nikki B.
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Nikki B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 237 reviews
74 repeat clients
35 years of experience
Lake Mills, WI, 53551

“Nikki watched my 3 cats for 5 days while I was out of town. She provided daily updates along with pictures of the cats and I was extremely pleased to come home to find healthy and happy animals. I definitely plan on using Nikki's services whenever I have to leave town and I heartly recommend her to anyone else needing a pet sitter.”

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Robynn T.
Sitter Profile Image: Megan B.
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Megan B.
from
$23
per visit
5.0 out of 5 stars
• 19 reviews
1 repeat client
20 years of experience
Watertown, WI, 53094

“We had a great first experience with Megan! She was wonderful at our meet & greet, asked questions, and made communication really easy. She seemed genuinely excited to meet our dog, quirks and all, and was very thorough during her drop-in. She even sent us a photo! We’re looking forward to having her back.”

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Sarah W.
Sitter Profile Image: Deedee D.
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Deedee D.
from
$26
per visit
5.0 out of 5 stars
• 30 reviews
14 repeat clients
20 years of experience
Watertown, WI, 53094

“DeeDee is great! Our cats loved her! She was very timely with her communication and her care. We will definitely schedule with her for our next trip. You get a message when the care check in starts and when it is done. She also adds a couple pictures of the animal(s) so you can see that they are happy and doing well. Great all around experience!”

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Kay R.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
21 years of experience
Reeseville, WI, 53579

“Ashley took great care of my cats with lots of pics.”

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Effie
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: Yasmin U.
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Yasmin U.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Ning W.
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Ning W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 14 reviews
9 repeat clients
3 years of experience
Waterloo, WI, 53594

“Stellar pet sitting. Ning went above and beyond to make sure I knew my cat was take such good care of. She was attentive to details and followed all care instructions. My cat loved her and behaved just like I was home. So reassuring. I will be booking with her again! Such peace of mind.”

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Cassandra Q.
Sitter Profile Image: Tori A.
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Tori A.
from
$15
per visit
5.0 out of 5 stars
• 24 reviews
12 repeat clients
20 years of experience
Jefferson, WI, 53549

“Tori provided drop-in care for our two cats over a period of three days while we traveled. The cats were well taken care of and she provided photo updates. Tori is reliable and friendly and the cats have a new bestie in their circle of friends!”

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Laura T.
Sitter Profile Image: Jenn S.
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Jenn S.
from
$15
per visit
5.0 out of 5 stars
• 23 reviews
6 repeat clients
20 years of experience
Lake Mills, WI, 53551

“Jenn is very reliable. She has done drop in visits and overnight. She is my go to pet sitter.”

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Lisa C.
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

“Once again Cindy has taken wonderful care of our little dog, this time at her house! We see how much fun our dog is having through the photos Cindy sends! Thanks, Cindy!!”

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Trish W.
Sitter Profile Image: Mia B.
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Mia B.
from
$18
per visit
2 years of experience
Lake mills, WI, 53551

About: I love helping and playing with my friends cats and even though I don’t have my own yet I hope to get one one day.

Sitter Profile Image: Katie H.
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Katie H.
from
$20
per visit
4.8 out of 5 stars
• 8 reviews
2 repeat clients
3 years of experience
Juneau, WI, 53039

“Katie was amazing with our 2 cats! They came out to greet her each time she stopped by and she was extremely attentive, respectful, and responsive. Katie was there when she said she would be and provided top-notch feedback/updates. It was our first time using a sitter that wasn’t a friend or family and we were so happy we went with her! Absolutely will be contacting Katie again for future needs!”

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Natalie B.
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: Jamie G.
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Jamie G.
from
$14
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
10 years of experience
Beaver Dam, WI, 53916

“On time communicates very well.My dogs love her”

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Pat S.
Sitter Profile Image: Brooke P.
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Brooke P.
from
$23
per visit
2 years of experience
Johnson Creek, WI, 53038

About: While I haven't owned any cats myself, I've grown up around them. My family and friends have always owned cats, and I absolutely love being able to take care of them. Whether they're playful, cuddly, or chill, I will give them the best care possible.

Sitter Profile Image: Ashlyn J.
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Ashlyn J.
from
$12
per visit
3 years of experience
Johnson Creek, WI, 53094

About: I volunteered at the Jefferson Humane Society for 3 years cleaning cat rooms, feeding, and cleaning cat litter boxes. I love working with cats just as much as dogs so I am able to take care of both!

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: Brandon M.
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Brandon M.
from
$15
per visit
5.0 out of 5 stars
• 1 review
12 years of experience
Lake Mills, WI, 53551

“Brandon gave us great updates and treated our pup very well.”

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Ashley C.
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Why choose a sitter on Rover

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Perfect for high energy dogs - Watertown

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

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Sitter Profile Image: ruby A.
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ruby A.
from
$25
per day
5.0 out of 5 stars
• 551 reviews
247 repeat clients
10 years of experience
Waterloo, WI, 53594

“If you want someone that will love your dog as much as you, Ruby is the one. Regular high volume daycares can't begin to provide the love and attention Ruby does. Ultra flexible as well and very reasonably priced. Can't recommend her enough.”

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Matt R.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 36 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: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 186 reviews
86 repeat clients
15 years of experience
Columbus, WI, 53925

“David was easy to make arrangements with, and our dogs came home very ready for bed. A sign that they had an active and stimulating day. :) Grateful he was able to help us out without much notice as well!”

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Stacy S.
Sitter Profile Image: Julia T.
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Julia T.
from
$50
per day
5.0 out of 5 stars
• 2 reviews
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Maura P.
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Maura P.
from
$40
per day
5.0 out of 5 stars
• 74 reviews
14 repeat clients
50 years of experience
Fort Atkinson, WI, 53538

“We felt so comfortable leaving our puppy with Maura, she was in great hands and was showered with so much love the entire time she was there. We are so thankful we found her!”

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Elizabeth C.
Sitter Profile Image: Cindy S.
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Cindy S.
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$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: Jenifer D.
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Jenifer D.
Star Sitter
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$32
per day
5.0 out of 5 stars
• 383 reviews
164 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: John C.
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John C.
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$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: Molly M.
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Molly M.
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$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.
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$27
per day
5.0 out of 5 stars
• 67 reviews
18 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: 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: Christiana S.
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Christiana S.
from
$25
per day
5.0 out of 5 stars
• 43 reviews
14 repeat clients
10 years of experience
Hartford, WI, 53027

“Christy and her family have been absolutely fantastic. Goose loves swimming so I cannot thank them enough!!”

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Yoshiaki A.
Sitter Profile Image: Julie G.
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Julie G.
from
$40
per day
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Fort Atkinson, WI, 53538

About: My family and I truly enjoy watching other family’s animals. It allows us to help families not worry about their pets when they are not able to take care of them. I’m a full time teacher, so I have quite a bit of flexibilities during the summer time. I am available to board during the school year as well. I am available after 3:30 to tend to animals during the school year. I have a fenced in back yard and take our own dog for a walk daily. We have one dog, 2 cats, and one hamster. They are all very friendly.

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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 42 reviews
18 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: Brandi K.
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Brandi K.
from
$24
per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

About: I have grown up around dogs my whole life and I've had my first (adult life) dog for three and a half year. Wila Rose is an Australian Cattle Dog mix. About a year and a half ago we added another rescue, Buckley Quinn. He is a smart but goofy boy. They both go backpacking with us and we do a lot of hiking on our local public land areas. We enjoy playing around in our yard with our limited dog agility set and learning new tricks. We occasionally go swimming but love jumping and exploring new water areas and hiking trails. Wila and Buckley are a huge part of my life. We enjoy hiking, being outdoor, and traveling as much as possible. We do quite a but of training included but not limited to: agility, scent training, shed training, and just some fun party tricks. I am new to Rover so please feel free to reach out with any questions. I have an acre of land (not fenced in). We love to go on walks and sniffaris at our local parks. Buckley loved to play with other dogs and Wila is more of a people dog. They even loves to go backpacking and hiking which often include 10+ miles a day.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$35
per day
5.0 out of 5 stars
• 63 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

“Sarah and her pack did awesome!!! Can't thank her enough for taking in Winnie on such short notice. When I picked up Winnie I was taken back at how much Winnie had bonded with Sarah in such a short period of time. Sarah was aware of Winnie's IBD issues and updated me on how she did. I really appreciated her for that!!!! This family definitely loves dogs!!!”

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Marshall H.
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: Sarah B.
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Sarah B.
from
$36
per day
5.0 out of 5 stars
• 20 reviews
7 repeat clients
26 years of experience
Fort Atkinson, WI, 53538

“Sarah took my dog, Ida, at the least minute for daycare this week. I received regular updates and photos, and my mind was at ease the entire time. Ida had a great time with Sarah, her husband, and her dog! They made sure she got outside every few hours and kept track of how much she ate and used the potty the whole time. They were very conscious of her allergies as well. I will definitely book again!”

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

Adventure-ready dog walkers - Watertown

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

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Sitter Profile Image: Sadie S.
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Sadie S.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
16 years of experience
Watertown, WI, 53094

“Sadie is so sweet and kind! She's great with my highly energetic dog, Scout. She walks him all around my neighborhood and is kind to all of our neighbors she meets on our walk. She's very dependable and has great communication skills. I am so glad I found her to help me with Scout!”

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Sandy G.
Sitter Profile Image: Nikki B.
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Nikki B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 237 reviews
74 repeat clients
35 years of experience
Lake Mills, WI, 53551

“Nikki was a life saver when I needed to go out of town to see my daughter before Christmas! 🎄 She treated Asher like her own and gave him just what he needed to be a happy puppy while was gone! She went over and beyond to train him during walks, too! Thank you, wonderful woman!”

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Virginia B.
Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$45
per walk
5.0 out of 5 stars
• 2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Megan B.
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Megan B.
from
$25
per walk
5.0 out of 5 stars
• 19 reviews
1 repeat client
20 years of experience
Ixonia, WI, 53036

About: I’m a lifelong dog owner and have often been called a “Deaf Dog Whisperer” throughout my life — a title I happily agree with. I currently have three dogs, including two Deaf dogs and a Deaf Dogo Argentino. I have experience with a wide range of dogs, from Chihuahuas to Great Danes and Mastiffs, including high-energy, Deaf, and special-needs dogs. Being Deaf has strengthened my bond with dogs because we’ve learned to communicate without relying on spoken words. I naturally pay close attention to their behavior, body language, and the little ways they communicate with me. I’ve always had an easy time connecting with dogs and understanding what they need to feel comfortable, safe, and understood. I work from home, allowing me to provide plenty of companionship and attention throughout the day, especially during house sitting. I’m comfortable with different routines, dogs in diapers, baths, basic nail trims, and keeping dogs mentally engaged with puzzles, chews, sniffing, and play. I’m also happy to offer treats with your approval or take your dog for a car ride if they find it relaxing. I follow care instructions closely and often go the extra mile — something my customers and reviews have complimented me on. I treat every home with the same respect I’d want for my own, making sure it’s left the way I found it, or even a little cleaner. Your dog’s routine, preferences, and care instructions are important to me.

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

“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: Jaymie S.
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Jaymie S.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
5 years of experience
Watertown, WI, 53098

“Jaymie is the best! Cosmo is very shy and he warmed right up to her! I really appreciate her gentle approach to him, and you can tell how excited he is to see her!”

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Toni M.
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: Ning W.
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Ning W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
9 repeat clients
5 years of experience
Waterloo, WI, 53594

“Ning is amazing! She has shown such wonderful care for my boy, Cosmo!”

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Toni M.
Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“On time and super nice!! Highly recommend Alex she definitely tired Yeli out☺️”

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Elizabeth W.
Sitter Profile Image: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5 stars
• 2 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: Julia T.
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Julia T.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Jenn S.
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Jenn S.
from
$40
per walk
5.0 out of 5 stars
• 23 reviews
6 repeat clients
20 years of experience
Lake Mills, WI, 53551

About: I grew up on a horse farm and always had a variety of animals around me. A cat and dog were our constant companions, so caring for animals has always felt natural to me. As an adult, I realize that growing up that way taught me responsibility from an early age. I understand how important it is to have someone you can rely on and trust when you’re away from home, and I want you to feel completely at ease knowing your pets are in my care. When I care for your pets, I’ll follow their normal routines as closely as possible so they feel comfortable and secure while you’re away. I’ll give them the attention, affection, exercise, food, and care they need—and of course, I’ll clean up after them and leave your home just as I found it, if not better.

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: Bayli M.
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Bayli M.
from
$16
per walk
5.0 out of 5 stars
• 1 review
1 year of experience
Oconomowoc, WI, 53066

About: Hi! 🐾 I’m a teacher and a lifelong animal lover. As a dog mom myself, I know how important it is to have someone you trust caring for your pets. Whether your pet needs walks, playtime, cuddles, or dropin visits, I’ll make sure they feel safe, loved, and well cared for while you’re away. I can’t wait to meet your furry family members! 🐶🐱💕 During July, I teach summer school, so I’m available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, I’ll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet like my own! I maintain routines, provide loving care, and create a safe, comfortable environment where pets feel happy and cared for while their families are away.

Sitter Profile Image: Cassie K.
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Cassie K.
from
$16
per walk
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: 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: Ashley S.
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Ashley S.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
21 years of experience
Reeseville, WI, 53579

About: I have helped my family take care of our pets almost my whole life! Since moving out I’ve had my own pets (cats and dogs). I understand the importance of giving your pet attention while you’re gone, since they could be stressed with the change in routine! I’m a farm girl at heart! I’ve taken care of dogs, cats, horses, donkeys, sheep, ducks, chickens, cows, pigs, rats, hamsters….you name it! I work from home so I’m available to spend time with your pets throughout the day! As long as I have access to Wi-Fi I can work from anywhere! I am comfortable with crate training if your pet needs it. I follow direction very well so just leave me with a detailed note on how things run and I’ll keep it as consistent as possible for your pet!

Sitter Profile Image: Ashlyn J.
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Ashlyn J.
from
$15
per walk
4 years of experience
Johnson Creek, WI, 53094

About: I have always had a dog in my house growing up, so i understand the basics of dog care. Currently I work at a dog daycare. I've been working there for 2 years and it has helped me understand more about dog behaviors, and care for them efficiently and effectively. Before that I volunteered at the Jefferson Humane Society for 3 years helping clean out animal cages/rooms and providing affection to all the rescued animals. I'm looking for extra work during the summer in between my internship and job. Internship is 3 days a week, job is 2. So I don't have a bunch of time but I do have some open hours where I can do dog walks and some daycare shifts. I have a lot of experience with a variety of dogs and their behaviors. I can create dogs when needed and can walk dogs without any issues.

Sitter Profile Image: Cara H.
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Cara H.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
1 year of experience
Jefferson, WI, 53549

About: I have a rescue dog so I have a lot of patients! I’ve always loved animals and I’m working towards volunteering for a foster company! I am working part time so I have a lot of time on my hands to help take care of others pets! I will be able to spend a lot of quality time with your pup! I have a crate if needed for your dog. I do have a fenced in backyard that has multiple toys for dogs. If I come to your house I will follow any rule you have for animals and people in your home.

Sitter Profile Image: Kaitlyn R.
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Kaitlyn R.
from
$15
per walk
4 years of experience
Fort Atkinson, WI, 53538

About: I’ve worked with animals professionally for 3+ years, I started out working at an animal shelter and I am now working as a veterinary assistant. I’m currently in school to become a veterinary technician! Friends and family have relied on me for many years to walk, feed, play and just hangout with their pets! I love all animals big and small! I am currently in college and working part time but I have extra time to take care of your fur babies! I have lots of spare time within my weekly schedule! I can easily make accommodation's for any of my clients homes and pets and any of their needs! Whether it’s just stopping in for a potty break, a meal time or a walk!

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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 - Watertown

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: ruby A.
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ruby A.
from
$43
per night
5.0 out of 5 stars
• 551 reviews
247 repeat clients
10 years of experience
Waterloo, WI, 53594

“The best dog sitter I have ever had. Ruby is completely accommodating to you and your pups needs. She is completely open to any suggestions and treats your dog as her own. It is a relief knowing that my dog will get plenty of exercise and interaction with other dogs.”

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Tim C.
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: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 36 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

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

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Sara B.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
10 years of experience
Marshall, WI, 53559

“Ellen was wonderful. Not only did she take Winnie on short notice, she made us feel so comfortable leaving Winnie behind. She was a master at easing Winnie in and making her feel at home. She sent us regular updates with photos and video so we could share her experience. Thank you Ellen! Winnie will definitely be back!”

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Kim H.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 383 reviews
164 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jenifer was an excellent dog sitter! Our dog was well taken care of while we were on vacation. We had a great experience and will definitely book with her again.”

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Katie Q.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 186 reviews
86 repeat clients
15 years of experience
Columbus, WI, 53925

“We had a great experience and couldn’t be more pleased. David took the time to set up a meet and greet beforehand, which immediately made us feel comfortable leaving our dog in his care. During the week, he kept us updated with regular messages and photos, which we really appreciated - it gave us peace of mind knowing our dog was doing well. It’s clear he genuinely cares, and we would absolutely book with him again. Highly recommend!”

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Maria & Bertram C.
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

“Our puppy Luca had such a great time with Heather and her family! We could have not asked for better care for our boy! Heather was so attentive to Lucas needs and how to keep him active, engaged, and happy. We received lots of pictures and videos while we were gone giving us peace of mind. Luca loved playing with the family dog and even had extra pup company while enjoying a beautiful evening outside by the fire. We will absolutely have Heather and her family sit for us again!”

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Crystal H.
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
43 repeat clients
35 years of experience
Wales, WI, 53183

“Katy & Dennis did an excellent job of taking care of our troop of 3 poodles! They are friendly and very accommodating with our pets. We received pictures throughout their stay which was fun to see...especially all 3 sitting at the same time! Thanks for watching our pups while we were away!”

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Valerie K.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”

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Brian P.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
• 147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

“Erika did a great job with Finchley! She sent us lots of pictures which we loved and finch came back so exhausted and happy! We were very happy with her.”

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Christy K.
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

“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: Erin E.
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Erin E.
from
$40
per night
5.0 out of 5 stars
• 30 reviews
13 repeat clients
30 years of experience
Beaver Dam, WI, 53916

“My puppy loves going to Erin’s house! Her home is so comfortable and cozy. Erin is also very accommodating and is a fast responder to messages and bookings.”

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Andrea V.
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
35 repeat clients
20 years of experience
Waukesha, WI, 53186

“Prompt communication, frequent photos/updates, a lot of transparency. I have no complaints and no doubts that my dog was well cared for while I was away.”

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Megan N.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 195 reviews
64 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“Rosie really enjoyed her stay at Amanda’s home. She came home exhausted which is always a great sign for our energetic girl. We highly recommend Amanda and her family for the care of your fur baby. We will use them again in the future. ❤️”

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

“Anna and her family are always super accommodating. I don’t think I’ll use anyone else unless she is unavailable. They treated my dog like their own. I was a little worried he wouldn’t come home because they loved him so much. She even sent him home with treats. Anna is truly the best!”

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Jamie K.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 280 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Val and his wife were able to take our dog, Ollie, on very short notice. They were kind, knowledgeable, and took excellent care of our family member while we were gone. They provided frequent updates on how our dog was doing through near-daily texts and photos. If we ever have to leave our dog with a sitter in the future, they will be our first choice.”

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Catherine G.
Sitter Profile Image: Micah N.
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Micah N.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Neosho, WI, 53059

“No one will give your doggy more attention than Micah! We received photos and videos and other updates of our pup having a great time in a wonderful, roomy setting with opportunities for nature strolls. Highly recommend!”

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Grace H.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 38 reviews
6 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

“Kaycee and Robert took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.”

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Patrick W.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

“Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.”

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Kristine B.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
• 63 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

“Our now 5-month-old puppy was so excited to be back at Sarah's. He immediately started playing with Rip and Mayla, and he was still playing with them when I came to pick him up three days later. It makes me happy knowing how much he loves being there. And I appreciate knowing that Sarah gives him the same love, care, and attention as she does her own two dogs. (It was also great that he was exhausted for the next day and a half after we got home haha.)”

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Jennifer B.
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