Personalized care for your dog or cat - Sugar Island

Highly-rated overnight sitters - Sugar Island

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

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

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Cat C.
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
99 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

I can not say enough about the outstanding care our dog received from Scott and Ashley. We received frequent updates and messages to keep us up to date. We are so very grateful that they invited our dog into their home.

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

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

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Sue M.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
36 reviews
19 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl and Josh were wonderful sitters for my dog Molly. They treated her as if she was their own dog. Cheryl was respectful of all the requests that I had made for Molly's stay. I appreciated the daily updates and pictures that Cheryl shared. It was a great comfort for me knowing that I did not have to worry about Molly while I was away on vacation. We will be booking with Cheryl and Josh again!!

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

Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future

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jamie r.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
59 reviews
17 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
20 years of experience
Hartland, WI, 53029

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

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Ashlyn S.
Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
45 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: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
177 reviews
83 repeat clients
15 years of experience
Columbus, WI, 53925

David was/is amazing! Why? He was responsive and accommodating. His extensive knowledge of dogs was clear when we met him - we knew our pups were in good hands. We received daily updates and in each photo the dogs looked like they were having the time of their lives and/or taking a nap on David’s lap 😂. We live downtown Madison and I could tell our pups enjoyed the beautiful country property as they came back tired and content! As a former Rover, I would highly recommend David to anyone looking for a sitter. 10/10!!

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

Marie took wonderful care of our dog, Ace, while we were out of town for a week. She sent daily updates with photos. He got lots of walks and playtime in her big yard outside. He also enjoyed playing with the other dogs and was able to sleep on the couch just like he does at home. It was so nice not to have to have him in a kennel. I would not hesitate to rebook with Marie!

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

We have a very challenging dog who was a rescue, she has a lot of quirks and Jenifer has been very kind and patient in caring for Poppy. Poppy would not do well in a kennel setting and having a loving home for her to stay is a real blessing!

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Cheryl & Steve K.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
12 reviews
1 repeat client
30 years of experience
FORT ATKINSON, WI, 53538

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

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Cindy P.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!

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

Doreen was an excellent pet sitter and took great care of our dog. She kept us updated with regular pictures and information on how our dog was doing.

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

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

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

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

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

Walker's stay was even more amazing than the last one. He played with lots of new buddies and charmed "grandma". They were so kind to keep in an extra day and take him with them to their 4th of July celebration. We received tons of pics that made our our time away from him relaxing. It was comforting to see him get a vacation too. We are forever grateful!

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Amy S.
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
402 reviews
127 repeat clients
20 years of experience
Brookfield, WI, 53005

This is a repeat of a fantastic experience, my pup loves coming over! Always great videos and pictures, and this time a splash pad experience which was amazing and hilarious. Thank you so much!!

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Christiana K.
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

We are return customers and we are so thrilled with the care Homer gets at Anna's. He is treated like one of the family and absolutely loves it there. Our family has no hesitation leaving Homer with Ana because we know he will be getting the best possible care while we are away.

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

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

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Tim H.
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Cat caregivers near you - Sugar Island

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

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: Katie H.
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Katie H.
from
$20
per visit
4.7 out of 5 stars
7 reviews
1 repeat client
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: Shannon B.
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Shannon B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
11 repeat clients
25 years of experience
Watertown, WI, 53094

Shannon was a great pet sitter for our 2 cats. She always replied with photos of each visit and even went above and beyond by cleaning out the litter box. I would highly recommend using her services for your pets needs.

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Brandon M.
Sitter Profile Image: Bella B.
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Bella B.
from
$20
per visit
5.0 out of 5 stars
34 reviews
16 repeat clients
15 years of experience
Watertown, WI, 53094

It was so nice to have Bella cat/house sit for us on our recent trip. So comforting to know our cats had a person to spend time with in the evenings and give them lots of attention. She also left our place super clean! Would definitely ask back. Thanks Bella!

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Kelly S.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$12
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Watertown, WI, 53094

Amazing as always!!

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Aly M.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$14
per visit
5.0 out of 5 stars
29 reviews
12 repeat clients
8 years of experience
Oconomowoc, WI, 53066

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

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Ellen W.
Sitter Profile Image: 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 wonderful! Our cat is usually very shy and hides but she came out and got her meds and treats. I had no worries with Deedee taking care of our girl and highly recommend her services!!!!

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Desier G.
Sitter Profile Image: Meghan A.
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Meghan A.
from
$23
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Rubicon, WI, 53078

Meghan did a fabulous job taking care of my two cats! She was able to give my little female a daily med like a pro, and she spoiled both of them with attention and love!! Since I was out of town for about a week, it gave me such peace of mind to know both kitties were given such wonderful TLC!!??

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Sarah K.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$45
per visit
5.0 out of 5 stars
38 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Kristen was very good at updating us and taking care of everything. She even did the extra thing by bringing our garbage cans. Up to the garage.

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Chrisry W.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
53 reviews
12 repeat clients
17 years of experience
Oconomowoc, WI, 53066

Ramsey stepped in last minute to care for our kitties and was wonderful! She took such great care of them and kept us updated with plenty of photos and video! We are so thankful to find someone we trust when we are away who love our kitties like we do!

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Madison H.
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: 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: Bayli M.
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Bayli M.
from
$13
per visit
1 year of experience
Oconomowoc, WI, 53066

About: What sets me apart is my patience, reliability, and ability to adapt to each pet’s unique needs. As a special education teacher, I spend my days building trust, creating routines, and providing individualized support—skills that translate naturally to pet care. I have experience with both dogs and cats, from energetic young pets to seniors who need a gentler approach. My goal is to make every pet feel safe, loved, and comfortable while providing owners with peace of mind through dependable care and updates. 🐾💕

Sitter Profile Image: Katie W.
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Katie W.
from
$17
per visit
5.0 out of 5 stars
1 review
5 years of experience
Watertown, WI, 53094

Katie was just awesome with Bailey. Would definitely recommend her. She was also great to work with.

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Michael W.
Sitter Profile Image: Anna H.
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Anna H.
from
$23
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Oconomowoc, WI, 53066

We are delighted to have had Anna housesit for our 3 cats. It was obvious how relaxed they were from her updates & pictures of our happy, playful cats! Our 3 girls want Anna to return!!

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Trish W.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$20
per visit
4.8 out of 5 stars
25 reviews
11 repeat clients
24 years of experience
Hartford, WI, 53027

Rachel did a wonderful job house and cat sitting for us. She was active in making sure to find the favorite toys to play with and gave lots of extra snuggles to our kitty!

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Patrice F.
Sitter Profile Image: Charles W.
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Charles W.
from
$27
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
18 years of experience
Watertown, WI, 53098

Charles was great! Very professional and responsive to any questions and any instructions we left. Sent lots of pictures and updates and our cat seemed very happy and well taken care of when we returned. We will definitely use him in the future and would recommend him to anyone!

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Dylan R.
Sitter Profile Image: Angela J.
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Angela J.
from
$17
per visit
5.0 out of 5 stars
3 reviews
30 years of experience
Ixonia, WI, 53036

Angela dropped in on our cat while we were away. We came home to a happy kitty!

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Loni M.
Sitter Profile Image: Megan M.
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Megan M.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Oconomowoc, WI, 53066

About: I grew up fostering cats and kittens for HAWS, was a volunteer dog walker for three years (where I did basic leash etiquette and training), and more recently fostered a Mastiff. I have experience doing overnights, with up to four dogs. I love training animals and even taught my family cat to come when called, sit, and shake hands. I've also owned almost every type of small pet (hamsters, gerbils, guinea pigs, hedgehog, and bunnies) so I'm very comfortable with a variety of animals. I work full time, but live very close to work for check ins and potty breaks and I am free all day on Thursdays and the weekends. With my experience with foster pets, I'm used to gaining the trust of animals and I know what it takes to keep them safe. I also understand the body language and variety of responses to look for to know if your pet is feeling anxious or uncomfortable and I'll always get to the bottom of what's bothering them.

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Perfect for high energy dogs - Sugar Island

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Sitter Profile Image: Kristen D.
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Kristen D.
from
$30
per day
5.0 out of 5 stars
14 reviews
2 repeat clients
40 years of experience
Delafield, WI, 53018

Kristin took great care of Ace the 2 days he stayed there. She tries to make him comfortable even though he was suffering from separation anxiety. She sent photos both days. Thank you.

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Derek N.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per day
5.0 out of 5 stars
31 reviews
12 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: Roger W.
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Roger W.
from
$35
per day
5.0 out of 5 stars
41 reviews
14 repeat clients
30 years of experience
Hartland, WI, 53029

Roger is a great sitter and I would highly recommend him for any dog care. He watched our dog, Kam, who is an anxious boy. Roger was very patient and understanding to his personality. Fast forward to 3 days later, Kam was pulling on the leash to get to Roger's house. We received plenty of pictures and updates as well.

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Patrick S.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$32
per day
5.0 out of 5 stars
120 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

My dogs had a blast! Wonderful family I will definitely use them again. Great communication

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

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

Sitter Profile Image: Julia T.
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Julia T.
from
$50
per day
5.0 out of 5 stars
1 review
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: Denise G.
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Denise G.
from
$40
per day
5.0 out of 5 stars
37 reviews
17 repeat clients
25 years of experience
Hartford, WI, 53027

About: I have taken care of my own pets, as well as many others in my home. Friends, family, and neighbors trust me with their loved pets! I am currently working part time and mostly from home. I am in school part time from home as well, so I can be with your pet the entire time. I have a fenced in yard and only 1 dog myself. I can walk dogs. I can crate them if needed. I can offer baths as well!

Sitter Profile Image: Charles & Jessica W.
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Charles & Jessica W.
from
$35
per day
10 years of experience
Hartford, WI, 53027

About: Dogs are a big part of our daily life. We have two of our own—a friendly Golden Retriever, Oakley, and a playful Bernedoodle, Teddy—so I’m very familiar with different energy levels, personalities, and routines. I have hands-on experience with: • Daily walks, playtime, and exercise • Feeding schedules and portion control • Crate routines and basic training consistency • Managing multiple dogs at once • Recognizing behavior changes and keeping dogs comfortable Because I work from home, your dog won’t be left alone for long periods. They’ll get consistent attention, outdoor time, and a structured but relaxed environment. We also have a fenced-in yard, which allows for safe play and movement throughout the day. Our home is set up to be dog-friendly, and I treat every dog like part of the family—while still respecting their routine so they feel secure. Flexible availability for mornings, afternoons, evenings, and weekends depending on scheduling. I work from home and can provide all your pets needs in our home. Calm, dependable, and attentive care Safe family environment with clear expectations Must be good with both children and other dogs Fenced yard for safe outdoor play Experience managing multiple dogs Regular communication and photo updates Focus on routine, safety, and comfort

Sitter Profile Image: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
177 reviews
83 repeat clients
15 years of experience
Columbus, WI, 53925

David was beyond amazing with my two dogs. He is such a genuine and friendly person! I am a person that is super anxious when i’m not around my dogs. I did however felt such a sense of relief when David watched my two pups. He did send updated pictures threwout the day and my pups looked so happy! I will for sure be a returning client. I can’t say enough, he is wonderful!

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Kiana W.
Sitter Profile Image: Kiah A.
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Kiah A.
from
$30
per day
5.0 out of 5 stars
9 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

super easy to setup with Kiah, highly recommend.

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

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

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

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

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Adventure-ready dog walkers - Sugar Island

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Sitter Profile Image: Kendra M.
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Kendra M.
from
$25
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
3 years of experience
ixonia, WI, 53036

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!🐾😊 My work schedule is pretty flexible and I have lots of free time! I am usually free anytime after 11 tuesday-thursday, and every other day at anytime! I 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: Ella W.
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Ella W.
from
$12
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

My pup absolutely adored Ella! She was so excited to see her and just wanted to play and play. Ella gave me lots of picture and video updates and I could tell she treated my pup just like she would her own. Super easy to get along with a took great care of my baby!

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

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

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

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

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

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

Sitter Profile Image: Bayli M.
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Bayli M.
from
$16
per walk
1 year of experience
Oconomowoc, WI, 53066

About: Hi there! 🐾 I’m a special education teacher who has summers off, and I’m looking for a fun way to spend my time out in the community doing something I love—caring for animals! As a lifelong animal lover and dog mom myself, I know how important it is to find someone you trust with your furry family members. Whether your pup needs a walk, playtime, cuddles, or just some extra attention while you’re away, I’m happy to help. I also love cats and am comfortable caring for pets of all ages and personalities. My goal is to make sure your pet feels safe, loved, and well cared for while you’re gone. I’d love the opportunity to meet you and your furry friend this summer! Feel free to reach out with any questions—I can’t wait to meet your pets! 🐶🐱💕 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 as if they were my own! In a client’s home, I do my best to maintain their pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medication (if needed), and plenty of love and attention. I know consistency is important for pets, so I make sure they feel comfortable and cared for while their family is away. In my home, pets receive a safe, clean, and loving environment. I have experience with both dogs and cats and understand that every animal has different needs and personalities. Whether your pet loves long walks, playing fetch, cuddling on the couch, or simply having a calm companion nearby, I’m happy to provide the care that makes them feel most comfortable

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

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: Raegan S.
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Raegan S.
from
$25
per walk
9 years of experience
Oconomowoc, WI, 53066

About: I’ve take care of dogs my whole life. I’ve taken care of puppy’s to senior dogs. I groom, clean up, and shower them in love I work part time but have a bunch of free time to take care of dogs. I am commuting to college so when school starts but I still have plenty of time to take care of dogs I always show dogs love and give them space when needed. I have two dogs and many more before that, so I have experience with dog behavior

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

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

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

Cindy is reliable and great with our dogs!

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Gina R.
Sitter Profile Image: Charles W.
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Charles W.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
18 years of experience
Watertown, WI, 53098

About: I have always had dogs in the household ever since I was born. More specifically my family had my sister and I grow up around Black Labs the entirety of my life. Neighbors as well as my immediate family have relied on me to take care of their animals. Whether it be a short walk or staying with them for an extended period of time, I was their guy! I have an extremely open/flexible schedule. I am self employed so I pretty much choose when I want to work my other job. Taking care of animals via Rover will take top priority unless my job situation changes. If that occurs I will make sure to update my profile accordingly! I have no other animals/roommates in my apartment. So your dog/cat will get all the undivided love and attention they deserve while you're away. Same rules apply if I am asked to dog/cat sit at a clients home!

Sitter Profile Image: Katy Z.
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Katy Z.
from
$25
per walk
1 repeat client
20 years of experience
Neosho, WI, 53059

About: I have one or two dogs since I was a little girl. I currently have 2 rescues who I love very much! I have helped watch neighbors dog a few times, and now Would like to make some money doing what I love. Dogs are absolutely man’s best friend. I could never live without a dog in my life. I currently work full time, I work until 4 M-F. I am available on the weekends to do drop in care, dog walking or overnights I would care for dogs in your home, and make sure their every need is taken care. I will treat them like my own. I am willing to walk, bath, snuggle ,and give them my full attention

Sitter Profile Image: Anna H.
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Anna H.
from
$25
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
Oconomowoc, WI, 53066

Anna took the best care of Winston! Our puppy can be shy and nervous, but she treats him like one of her own regardless and we are so thankful to have her spend time with him while we are at work. Thank you again Anna!

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Kristen M.
Sitter Profile Image: Katie W.
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Katie W.
from
$18
per walk
5.0 out of 5 stars
1 review
5 years of experience
Watertown, WI, 53094

About: I have had dogs ever since I was a baby. I have had a total of four dogs in my life along with 2 cats and 2 horses. I love animals and playing with my pups is my favorite thing. I would love to handle your pups with the same care and love I give my own. I am looking to help any owners who need help! I could do any availability at this time as I do not have a full time job. I will make sure to give all your fur babies the same amount of love I give my very own. I will follow anyone directions that are given and make sure to give the fur baby a great and loving time!

Sitter Profile Image: Malia K.
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Malia K.
from
$20
per walk
10 years of experience
Oconomowoc, WI, 53066

About: Hi there! My name is Malia, and I’m a dedicated dog lover ready to care for your furry friends as if they were my own. With a reliable, caring, and energetic approach, I ensure your pup gets the attention, exercise, and love they deserve while you’re away. Whether it’s long walks, playtime, or cozy companionship, I customize my care to match your dog’s unique needs and personality. I’m experienced with dogs of all sizes and energy levels, from playful puppies to senior companions. Why choose me? • Flexible availability to fit your schedule • Passionate about creating a safe and happy environment for pets • Plenty of outdoor activity and cuddles guaranteed Let’s chat to discuss how I can help you and your pup! I am a stay at home mom who is raising a beautiful baby boy ! Easy to make my own schedule! Always can be home! I am always watching the dogs, when outside must be on a leash and being watched as well! When inside always entertained and monitored throughout the day

Sitter Profile Image: Deann S.
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Deann S.
from
$25
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Watertown, WI, 53094

About: I've had dogs my whole life! Most have been middle size dogs - lab mixes, etc. I have experience with taking care of all size of pets though.I also walked dogs at a local humane society until I adopted my own bundle of joy! I have dog sat for all different sizes and types of dogs and genuinely enjoy being around them. Like I said above - I sometimes prefer dogs over people haha! I would love to get back into walking and socializing dogs looking for good homes! I love being able to help them find new homes! I just have a connection with dogs and love being around them! I currently work during the day but am free nights and weekends and would love to meet your member(s) of the family! :)

Sitter Profile Image: Lindsey L.
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Lindsey L.
from
$35
per walk
5.0 out of 5 stars
1 review
1 repeat client
18 years of experience
Watertown, WI, 53094

About: I have been a CVT for 18 years, actively working at an emergency/specialty clinic. I can care for all ages and sizes of dogs and cats. I have a part time job that is flexible, my main focus is pet care and services. I am available most days and hours. I am pet sitting or caring for pets on a daily basis. I will utilize your house to care for your pets so they are more comfortable and less stressed. I will follow your daily routines to keep them feeling secure.

Sitter Profile Image: Amber P.
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Amber P.
from
$40
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
28 years of experience
Oconomowoc, WI, 53066

About: I have grown up with all kinds of animals, dogs being the main one. Love carin for dogs and always making them feel loved, even when owners may have to be away. What better way to spoil your pet then to make sure they have a great day too! I am the kind of person that would go to a party and hang out with the dog. I have excoerience in caring for both people and animals and hope that I may be able to help care for more. I will always be focused on what you are looking for for your dog and making sure that they get the time and love they deserve each day. Hope to talk to you soon. ? ❤️ We are a working household but have staggered start and end times so very little time is left alone. During that time dogs can remain out if possible or can be crated. Our dogs are crate trained for this time as well, though not always done. We have two friendly, though large dogs to keep yours company. We also have 2 cats, but can be placed in a different area of the house as needed. Have 2 meal times per day and can adjust to fit needs. Always have water available and frequent outside time.

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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 - Sugar Island

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

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

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Cat C.
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
99 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

I can not say enough about the outstanding care our dog received from Scott and Ashley. We received frequent updates and messages to keep us up to date. We are so very grateful that they invited our dog into their home.

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Roxanne W.
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
36 reviews
19 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl and Josh were wonderful sitters for my dog Molly. They treated her as if she was their own dog. Cheryl was respectful of all the requests that I had made for Molly's stay. I appreciated the daily updates and pictures that Cheryl shared. It was a great comfort for me knowing that I did not have to worry about Molly while I was away on vacation. We will be booking with Cheryl and Josh again!!

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

Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future

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jamie r.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
59 reviews
17 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
20 years of experience
Hartland, WI, 53029

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

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Ashlyn S.
Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
45 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: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
177 reviews
83 repeat clients
15 years of experience
Columbus, WI, 53925

David was/is amazing! Why? He was responsive and accommodating. His extensive knowledge of dogs was clear when we met him - we knew our pups were in good hands. We received daily updates and in each photo the dogs looked like they were having the time of their lives and/or taking a nap on David’s lap 😂. We live downtown Madison and I could tell our pups enjoyed the beautiful country property as they came back tired and content! As a former Rover, I would highly recommend David to anyone looking for a sitter. 10/10!!

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

Marie took wonderful care of our dog, Ace, while we were out of town for a week. She sent daily updates with photos. He got lots of walks and playtime in her big yard outside. He also enjoyed playing with the other dogs and was able to sleep on the couch just like he does at home. It was so nice not to have to have him in a kennel. I would not hesitate to rebook with Marie!

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

We have a very challenging dog who was a rescue, she has a lot of quirks and Jenifer has been very kind and patient in caring for Poppy. Poppy would not do well in a kennel setting and having a loving home for her to stay is a real blessing!

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Cheryl & Steve K.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!

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Jennifer P.
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

We are return customers and we are so thrilled with the care Homer gets at Anna's. He is treated like one of the family and absolutely loves it there. Our family has no hesitation leaving Homer with Ana because we know he will be getting the best possible care while we are away.

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

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

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Tim H.
Sitter Profile Image: Kenzie V.
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Kenzie V.
from
$34
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hartford, WI, 53027

My dog had a wonderful time at this house and I received many pictures of her having fun. The family was also accommodating to our needs when we had some trouble getting back at the time we predicted.

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Erin H.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

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

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Sara B.
Sitter Profile Image: Rebecca & Matthew C.
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Rebecca & Matthew C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
19 reviews
10 repeat clients
16 years of experience
West Bend, WI, 53095

Rebecca and Matthew and their boys took wonderful care of Hazel during her week-long stay. They were very detailed in caring for her and sent plenty of pictures and updates.

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Brian H.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$28
per night
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Oconomowoc, WI, 53066

We had a good experience with Natalie during our dog's stay. She has a very large fenced yard that allowed our high energy pup to get her zoomies out regularly. She seemed very detail oriented, and took notes when we discussed various things about our dog's care prior to her drop off. We would certainly book again with Natalie!

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Andrea K.
Sitter Profile Image: Courtney T.
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Courtney T.
from
$40
per night
5.0 out of 5 stars
51 reviews
16 repeat clients
25 years of experience
Beaver Dam, WI, 53916

Courtney was wonderful. Dasher just chilled and while we were enjoying time at a wedding intown we were sure he was completely safe and taken care if while we had a great time with friends and family.

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Tina K.
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

Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!

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

Brittany did a great job with our dog! He is young with a lot of energy all day long. We appreciated that she sent pictures everyday capturing our dog and hers interacting. He seemed very happy. Very professional and easy to work with and coordinate our dog’s stay. Our dog even seemed exhausted the day we got him back :) Thank you Brittany!

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Catherine G.
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