Personalized care for your dog or cat - Oconomowoc
Highly-rated overnight sitters - Oconomowoc
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Heather is a fabulous dog sitter! We boarded our pup, Ivy, at her home. We had to extend Ivy’s stay by one night and Heather was extremely accommodating. Ivy even went on a few outings with her! When we dropped our pup her home, I could tell upon meeting her that Heather’s demeanor is gentle and calming.”
“Katy and DJ do a great job! They give great care towards our dog and do a really good job communicating and providing updates. Denali loves going to their house and starts crying (in excitement) when we turn the corner! Thank you for loving our dog and taking such good care of her!”
“Scott & Ashley were amazing with communication & updates putting this worried heart at ease. Fred was very well loved and we would definitely have him stay there again.”
“Mikaela & Shane cared for my Colby Jack for a week and were wonderful. I received daily updates and everything was very positive. Colby was very well cared for and was very happy. I had to extend the visit because I was delayed returning from my trip and they kept him for 2 additional days. I highly recommend them and would definitely use them in the future.”
“Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!”
“I wish I had the chance to give Jenifer more than 5 stars! She was VERY accommodating of our schedule and provided a wonderful home away from home for our anxious terrier, Sadie :) I was amazed and appreciative that she welcomed Sadie to roam freely in her home. Many thanks!!!”
“Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.”
“Gracie had an amazing stay with Joanne (& her family!) I enjoyed the communications and pictures during Gracie’s time in their home. Gracie enjoyed playtime with the kids and with the resident dog, Olivia. She had her kennel available, but enjoyed cuddles with their teenage son and quickly made herself a part of the family. I will certainly consider booking for future stays, and recommend Joanne to others!”
“Angela provides a safe, friendly stay for Skye when we are traveling. We are so appreciative to have someone who loves her animal friends so much. She gives us the reassurance that Skye will have a wonderful experience vacationing with her own canine and feline friends.”
“Went great! This was a last minute booking when we needed to get away for the weekend. I never met Brooke, but her husband got down low when he greeted my dog, and my dog Blue immediately "kissed" him. That was unusually fast! Must have felt super comfortable with him because he went right into the house and never looked back at me. I was given pics and videos each day and felt comfortable with him being there.”
“Mary was so great and my dog really enjoyed the 4 days they dogsat her! I got tons of updates and pictures of her playing with Mary’s dogs and enjoying some treats. We’ll definitely book Mary again for our next trip!”
“Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend”
“Marie and Nayibe took terrific care of Stella for a few days/nights while our family went on a mini vacation. They provided many pictures and a video. Always keeping me up to date on what she was doing and how she was doing. I truly felt like they cared for her as if she was their own pup. Would highly recommend.”
“This is the 2nd time we have taken Ruby to Adam. She is always happy & excited to see him when we drop her off & happy when we pick her up! The first time Adam sent quite a few pics of her and she was having a great time!! He also does not have a ton of other animals, so this ia nice as well. We will be using Adam as our primary sitter going forward!”
“It was just an overnight visit but the puppies are still exhausted! They’re must’ve had a great time 🥰. Cheryl kept in touch with verifying meds and letting me know they we’re doing great🥰🥰🥰thank you again!”
“Tracy was great with Hana and gave frequent updates and pictures. Tracy clearly has great experience taking care of dogs with all types of temperaments and I felt Hana was in great hands!”
“Molly was awesome! She did such a great job taking care of our two big dogs for 5 days. Molly was a quick, responsive communicator and shared photo updates of our pups through their stay with her. You can tell she loves animals, and both of our dogs got tons of love and attention from Molly. Highly recommend!!”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Oconomowoc
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Brianna was amazing!! My cat was not being a good cat and Brianna stuck through it, modified how she interacted with him, and kept me involved the entire time. She is professional and positive in interactions.”
“David was so caring and responsible. He showed up every day, did what he promised, and sent pictures of my cats. I came home to find them fed, watered, and happy. He locked up and left my keys where I instructed him to. I would recommend and use David again with no hesitation. It's important to have someone you can trust with your pets and it allowed me to enjoy my vacation without worry.”
“We were looking to a pet sitter who is great with cats, and are SO glad we found Kami!! She came over and spent quality time with each of them - lots of playing, pets and snuggles. She sent us detailed reports and lots of pics so we could see how our fur babies were doing. Kami took great care of them!!”
“Julie took care of our 4 cats and she was reliable, kind and trustworthy and we felt comfortable leaving them in her care. We will definitely use her again. :)”
“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!”
“This is our second time using Cindy...she is amazing! After a 13 hour travel day, it was great coming home to clean litter boxes and our cats that have been very well cared for! You can't put a price on peace of mind, and we won't hesitate to use her again!”
“Lisa is an amazing pet sitter. She communicates regularly and details, which i needed. She sends really good photos and videos that I enjoyed!! My 2 cats loved her, I could see it in the videos. She is reliable and keeps everything tidy. And she is willing to do extra things if needed. She is the perfect pet sitter for me and my cats!! Julie Keck”
“Tara is a wonderful, engaged, and considerate sitter. I have never seen my nervous dog relax with anyone the way he did with Tara. She kept me updated with notes and photos while I was gone and I came home to a happy puppy. I would definitely recommend Tara to anyone with a skittish dog!”
“Brooke and Robbie took great care of my sweet prince, Cheddar! I last minute asked if they would be willing to have him all day vs just a drop in and they were so accommodating. They provided updates and lots of pictures. I know Cheddar had a blast and would give them a 5 start review :) 10/10 would book again!”
“On days when schedules are challenging I appreciate having Sierra stop in to give Maisel some time outside during the day. Visits have been flawless and worry free which is greatly appreciated.”
“This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!”
“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”
“Allison is an incredible pet sitter. I was very nervous to leave my babies for a few days, and they helped me feel at ease. Very communicative, and I really appreciated all the photos. Thank you!”
About: I’ve had cats since a very young age and have cared for elderly cats multiple times throughout my life so far, and even kittens. i worked at a cat specific vet in the past so i am experienced in administering some medications and trimming nails and minor grooming, i have my own little guy Henry at home who is my whole world and i know how finicky he can be so i would treat any other cat the same way i would treat my baby boy, like i said right now my schedule is very open so i can stop in as many times as needed a day to feed the cats, make sure they are all okay, whatever is needed
“We trust Travis with our cats and house, he is always our first choice whenever we go out of town. Above and beyond- great updates and when we come home it is clear our pets and house were well cared for. Thank you!”
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Perfect for high energy dogs - Oconomowoc
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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.
“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.”
“My favorite pet sitters! Maria & Nayibe are so kind and truly foster a comfortable environment for the animals. My dog always has a great time and I trust them wholeheartedly with his care.”
“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!”
“I was anxious to find a new daycare for my pup Dexter when I moved to the area. I’m so thankful that we found Mrs Monique, who welcomed Dexter into her home and eased all of my worries. I received updates which reassured me that Dexter was being well taken care of while I was away at work. By the second day, Dexter was so excited to be back at Mrs Monique’s house he walked right inside without a second glance. Could not recommend Monique’s doggy daycare enough.”
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!
“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 ❤️”
“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!”
“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.”
“Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!”
“Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!”
“Mary and Hanna are AWESOME! We were so worried about leaving our baby alone so we looked into other alternatives. Leaving him with them was the best choice we could have made. Loads of cute pics and the opportunity for him to socialize with other pups. Would completely recommend Mary and Hanna to anyone looking for the best pup care!??”
“This was first experience with a sitter as well as our puppy's first time with a sitter, and we couldn't have asked for a better experience. We appreciated the love, attention, and updates. He was well cared for, and we could tell he was happy and comfortable. Thank you for taking good care of him Max.”
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.
About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.
“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!”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Oconomowoc
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!”
“I had to change the date last minute and Tara was extremely understanding and responded to the new date within minutes. She’s arrived early to meet Jax and stayed later to play with him. I appreciated the extra time she spent with him and he didn’t want her to leave”
“Julie was absolutely amazing! She is extremely responsive and took great care of our pup. Thanks for helping us out and walking our fuzzy kid! I would use again in a second!”
About: My family has had dogs and cats my entire life. I've grown up around animals and love them to death. They put a special spark in people's lives that nothing else can, and I do not take that for granted. I have experience living with small dogs as well as medium sized dogs. I have walked them and made sure they have food. I really enjoy playing and wrestling with them. I am an actor. I am very expressive and animated, so I can keep your dog happy and entertained. When my profile says I am available, that is me telling the clients that 100% of my energy and time will be for their dog to make sure they are safe and happy. I am a full time real estate agent. My daily schedule varies, but I will be available to give you the best service possible whenever you need it. I love animals and always want them to be safe and happy. Whenever an animal is happy, that always brightens my day, so I will do everything I can to make them happy.
“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!!”
About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.
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.
“We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!”
“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!”
About: I’ve had dogs and cats since I was young. I’ve walked, fed, bathed, helped train, and overall cared for animals. I have had experience with kittens/puppies and senior animals! I have watched family and friends dogs! I work part-time and my schedule is often different, but I am always free after 7 pm weekdays and 6 pm weekends. I am open to other times as well as long as I don’t work! I do not offer animals in my home due to having my own cats. Only dog and cat sitting at the clients house! Thank you
“My 2 large dogs came back from a walk so pooped out and happy! Auggie (John) was very professional, had a huge smile on his face each time he greeted me and seemed to genuinely care for my mutts. I will definitely be using his services again!”
“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!”
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.
“Does a great job with my dog. Will be calling again for future needs. But my pup is ready to be on his own for the work day. Thank you very much for all your help and expertise!”
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Oconomowoc
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Katy and DJ do a great job! They give great care towards our dog and do a really good job communicating and providing updates. Denali loves going to their house and starts crying (in excitement) when we turn the corner! Thank you for loving our dog and taking such good care of her!”
“Scott & Ashley were amazing with communication & updates putting this worried heart at ease. Fred was very well loved and we would definitely have him stay there again.”
“Mikaela & Shane cared for my Colby Jack for a week and were wonderful. I received daily updates and everything was very positive. Colby was very well cared for and was very happy. I had to extend the visit because I was delayed returning from my trip and they kept him for 2 additional days. I highly recommend them and would definitely use them in the future.”
“Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!”
“I wish I had the chance to give Jenifer more than 5 stars! She was VERY accommodating of our schedule and provided a wonderful home away from home for our anxious terrier, Sadie :) I was amazed and appreciative that she welcomed Sadie to roam freely in her home. Many thanks!!!”
“Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.”
“Gracie had an amazing stay with Joanne (& her family!) I enjoyed the communications and pictures during Gracie’s time in their home. Gracie enjoyed playtime with the kids and with the resident dog, Olivia. She had her kennel available, but enjoyed cuddles with their teenage son and quickly made herself a part of the family. I will certainly consider booking for future stays, and recommend Joanne to others!”
“Went great! This was a last minute booking when we needed to get away for the weekend. I never met Brooke, but her husband got down low when he greeted my dog, and my dog Blue immediately "kissed" him. That was unusually fast! Must have felt super comfortable with him because he went right into the house and never looked back at me. I was given pics and videos each day and felt comfortable with him being there.”
“This is the 2nd time we have taken Ruby to Adam. She is always happy & excited to see him when we drop her off & happy when we pick her up! The first time Adam sent quite a few pics of her and she was having a great time!! He also does not have a ton of other animals, so this ia nice as well. We will be using Adam as our primary sitter going forward!”
“It was just an overnight visit but the puppies are still exhausted! They’re must’ve had a great time 🥰. Cheryl kept in touch with verifying meds and letting me know they we’re doing great🥰🥰🥰thank you again!”
“Tracy was great with Hana and gave frequent updates and pictures. Tracy clearly has great experience taking care of dogs with all types of temperaments and I felt Hana was in great hands!”
“Molly was awesome! She did such a great job taking care of our two big dogs for 5 days. Molly was a quick, responsive communicator and shared photo updates of our pups through their stay with her. You can tell she loves animals, and both of our dogs got tons of love and attention from Molly. Highly recommend!!”
“Remi did very well staying with Marie and her family. She was wonderful with him! She took him for walks and he also got lots of play time. She updated us often while we were gone as to how he was doing and also sent lots of pics. We will definitely use her as a sitter again!”
“Alex was great. Sent me pics and updates. She was easy to work with and it sounded like my Chewy had a grand time on her property. I'm very appreciative that she was flexible with drop off and pick up times. I will try her again when I have the need. Thank you Alex, (and Chuck)”
“Kim did such a wonderful job caring for my pup, even when he was a bit hard to handle right away. She was communicative and transparent and worked hard to make sure that he was active, comfortable, and well-loved. I wouldn’t hesitate to recommend her services.”
“Karen is simply wonderful. She took our 8 week old Boxer over a long weekend. Despite our pup being so little, she was very willing to meet the dog beforehand to ensure all would work out. Her communication and pictures were wonderful as well. Our pup might sleep for a week after all the fun she had with Karen’s dogs! We are so thankful Karen loved our dog like her own!”
“Ellen was wonderful! She sent pictures and videos of Twyla having a spectacular time. It was so nice to know someone was looking after her and treated her as one of her own. We will definitely be booking with Ellen again in the future!”
“We could NOT have asked for a better pet sitter for our kitty than Carly! She was easy to coordinate with and very friendly. My favorite part was when she sent me photo and video updates of what our baby was up to. ?”
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1Global data from Rover (November 2025)