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.
“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.”
“Heather was an excellent puppy-sitter! She really took good care of our Corgi while we were out of town. I was very thankful for her great communication and picture updates.”
“Scott was great with my 3 year old shepherd and sent lots of pictures during her stay. I felt very comfortable leaving her with him and knew she was in the best hands while I was gone. She had so much fun and is going to miss the pets from Scott, Owen and Logan. Mila is looking forward to staying with them again in the future.”
“This is the second time Jenifer has kept my dog, Skeeter, and she has been amazing. She is communicative, responsible, and very loving and kind to my boy. I am so grateful for Jenifer’s help!”
“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.”
“We first did the "meet & greet" to make sure our dog gets along with hers but it seems it went well, Ellie really enjoyed herself at Marie's house. Marie was very responsive and also very accommodating when we had to change our schedule. We also really liked Marie's daily text updates with pictures of Ellie'daily activities.”
“Brooke was amazing! Super loving and kind to our pups. We booked her last minute and she was able to accommodate with open arms. She sent photos of her and her boyfriend playing with them and cuddling them. I highly recommend Brooke! She’s a gem ❤️”
“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!”
“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!!”
“Our older dog had more fun staying with Maria and Nayibe than he has in a long time! They were wonderful about making sure he got his medication and lots of love. We will definitely bring him back.”
“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)”
“Cheryl was great with our dog Ellie and our cats! You could tell she really cared about our animals and took the stress of leaving them alone off of our plates. We will book with her again!”
“Millie loves to spend time at Mary’s. We love all the photos they send daily so we can see how she’s doing while we are away. She’s in great hands when she’s there.”
“Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !”
“This is the 2nd time Bella has been at Monique’s and she is always well looked after. Monique is great at communicating whether it is while setting up the drop off/pick up or sending us pictures during her stay.”
“Kylie was super accommodating to helping my girls adjust and feel comfortable. She sent pictures and videos throughout their stay. I felt very comfortable with the dogs in her care and would definitely use her again💕”
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 has watched our cat twice now and she is great! Always willing to do medications and sends us detailed updates. We know our baby is in good hands with her!”
“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”
“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 was so kind and took great care of our cat while we were away. Truly such a sweet person who loves animals! Our cat was so happy when we came back and Julie went the extra mile to send us photos while we were away to give us peace of mind. She even offered to check in on her when our flight was delayed. Definitely would recommend her to all and we look forward to booking her in the future!”
“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”
“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!”
“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.”
“Brenna was amazing. My shy and cautious cat accepted her right away. She went above and beyond my expectations, and I highly recommend her. She was communicative and punctual. She provided pictures and updates and even took care of my plants!”
“Ava was amazing! Very responsive, attentive to detail, and extra sweet to our kitties while we were away! We loved the photos and videos she would send. We would absolutely recommend her to anyone.”
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.
“Audrey was very responsive, supportive, and helpful while we were away for work, taking care of our cats. She would send daily pictures and a give us a report of how the kittens were doing! She was great!”
About: Growing up my family always had a k9 family member. I would love to take care of your fur friend(s) so I can spend time with a dog and also get some exercise! I love all breeds of dogs, big and small. In my free time you can find me exploring the outdoors - walking, hiking, going to dog parks, and even taking them swimming (if they like). I have experience with several Waukesha county dog parks and hiking trails, and would love to provide a fun, happy, secure, and safe time for your fur baby! I have over 20 years of experience taking care of pets, including gerbils, guinea pigs, ferrets, cats, dogs, and birds! I will love your pet as my own and will take several photos and videos to keep you updated. Peace of mind and security are my goal for you while your fur friend is under my care. I wake up early and have a fully remote job that allows me to be flexible. I can take a midday break and schedule in walks. I will make sure your pet gets a lot of love and attention. I will play with them and make sure they can relieve themselves. I also enjoy being outdoors so I can also bring them on hikes.
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. 🐾💕
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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.
“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.”
“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!”
“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!”
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.
“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 ❤️”
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.
About: Pets are family. With years of experience growing up on a farm and having my own dog for the last 8 years, I am providing loving, reliable, and professional care to ensure your furry friends get the attention they deserve. Whether it’s a walk in the park, a cozy overnight stay, or daily check-ins, I am passionate about making sure your pets feel safe, loved, and happy. Experience peace of mind knowing your pets are in my expert hands. I work very close with limited hours during the week which gives me great flexibility and open weekends. I do not have any children or pets myself right now. I have a fenced in dog park literally 10' from my front door. Im right next to amazing trails as well as lakes and ponds a short distance away. Our community is very dog friendly.
About: I have had pets all my life. I have 5 of my own dogs of various shape and size and foster for a couple different rescues! I am very flexible, I'm available most of the time and love to meet new pets. I try to fit the needs of pet owners where I can. I don’t plan on doing any home care. I have 5 dogs of my own and also foster. This just isn’t possible at this time.
“This was my 1st time leaving my dogs with a sitter I didn't personally know. I was nervous, but they LOVED it! Mary & her family treated them like their own. They were exhausted everyday from playing with the other dogs and seemed excited to go back. I received daily updates & photos when they were there. It allowed me to have fun on my vacation because I knew they were happy! Thank you Mary ❤”
“Maria and Nayibe are wonderful pet sitters! We are so glad we found them! Thank you for your excellent care and all the photos you send! See you soon!!”
“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.”
About: I, being a full time dog mom and a home maker can take care of your dog dedicatedly. I firmly believe that our pet is our baby. I can provide utmost care and affection to your dog and cat. Since I know the importance of leash walking, I can walk your dog twice a day and can provide consistent pee breaks. Your dog will feel at home while he is with me. They are allowed on couch and bed. The treats will be offered periodically for your fur baby. I am looking for some furry friends. I recently lost my fur baby Buddy in May 2026 but his memories made us get a new fur baby Kisna who is a 4.5lbs Pomchon and very social. Kisna is great with people including children of all ages and small sized puppies and dogs. If your pup is ok with small sized pup, please consider me for your boarding and petsitting needs. I am currently in between the jobs, hence have a lot of time to cuddle the fur babies and make them feel special. Please check my calendar for availability. I only offer petsitting and petboarding through my home. Not available for petsitting at owners' home. I would prefer a meet and greet before accepting to provide care for your pet because they can sense people's energy better than humans. I have been taking care of my furbaby since 11 years. Love everything about dogs but comfortable to handle small and medium sized dogs.
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.
“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!”
“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: 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!!
“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!”
“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!”
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
“Ava continues to be amazing with our dog! He’s had some health issues, and she’s been super patient and gentile with him as well as patient with us through quite a few schedule changes due to vet visits.”
“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: **Dog Walking Services Available!** Are you looking for a dedicated dog lover to take care of your friend? Look no further! 🌟 **About Me:** I've grown up with dogs and had owned one for years, so I understand their needs and personalities. I'm passionate about dogs and enjoy spending time outdoors, which makes me the perfect companion for your pet. 🚶♂️ **Services Offered:** - Daily dog walks - Companion visits - Long walks for active pups 🐾 **What I Bring:** - Experience with dogs of all sizes - A love for exercise and outdoor adventures - A commitment to providing a safe and enjoyable experience for your dog If you want your dog to have a fun and enriching time while you're busy, please reach out! Let’s discuss a meet and greet to get started. I currently have an open schedule, so it would e easy to work out routine walks. I love to take long walks and would be mindful of the surroundings. I will respect your home and take the responsibility in earnest. I am good at playing with dogs and cats. We’ve had 2 cats since I have been married. I taught them tricks like playing dead and never forgot to say hi when I got home.
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: 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.
About: Hi! I’m currently in graduate school for social work and am looking to get back into pet sitting and dog walking during my freetime which is something that I have enjoyed in the past. I have experience caring for dogs of different sizes, personalities, and energy levels and understand that each pet has their own routine and needs. Whether it’s going for walks, feeding, playing, or simply keeping your pet company, I’m happy to provide reliable and attentive care. I’d love the opportunity to meet you and your pet!! I work second shift as a clinical coach at a rehabilitation center which gives me availability during the morning, early afternoons, and on many weekends. Your pet’s safety and comfort are my top priorities. I always follow your pet’s normal routine, carefully follow any instructions you provide, and make sure they have plenty of attention, exercise, and affection. I treat every home with respect, keep pets secure at all times, and provide regular updates and photos so you can feel confident they’re happy and well cared for while you’re away
About: About Me: Hello! I’m Jenna. After taking some time off to focus on early motherhood, I am thrilled to be back on Rover offering house sitting, drop-in visits, and dog walking! I hold a BA in Corporate Communications and Human Resource Management from UW-Whitewater and work remotely for my corporate job. Because my office goes wherever my laptop goes, I can provide flexibility, frequent check-ins, and daytime companionship for your pets right in the comfort of their own home. My Experience & Specialties: Animals have been a part of my life since day one. I grew up on a farm surrounded by dogs, cats, cows, and pigs, and spent years fostering puppies. Over my 15+ years of pet care experience (including 6 wonderful years on Rover). I have also cared for a few farm animals such as horses, donkeys, goats, and chickens! Whether you have a household pup, kitty, or a small hobby farm, I have the hands-on experience to keep everyone happy and fed. Home Care & House Sitting: When house sitting, I treat your home with the utmost respect. I am highly organized, clean, and detail-oriented. I’ve done this plenty of times and am always happy to handle extra tasks like watering your plants, bringing in the mail, and keeping your space tidy while you are away. Note: Back at my own home, I'm a proud mom to an 8 year old cat named Bear and a toddler. For drop-in visits and walks, my toddler might occasionally tag along in a stroller, so I love working with pets who are comfortable and friendly around kids! I can't wait to give your pets the best care possible. You can travel with total peace of mind knowing your home and your fur babies are in excellent hands! I work remotely, which gives me the opportunity to be there whenever for your pet. I can be present caring for your dog all day while working from my laptop from home! I have a cat at home. She is very spoiled. She enjoys her cat tree watching birds outside and her many naps. I’m home all day every day usually so she gets plenty of attention. While Dogsitting working from home will allow me to provide the best attention and care for your pets!
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.
“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.”
“Scott was great with my 3 year old shepherd and sent lots of pictures during her stay. I felt very comfortable leaving her with him and knew she was in the best hands while I was gone. She had so much fun and is going to miss the pets from Scott, Owen and Logan. Mila is looking forward to staying with them again in the future.”
“This is the second time Jenifer has kept my dog, Skeeter, and she has been amazing. She is communicative, responsible, and very loving and kind to my boy. I am so grateful for Jenifer’s help!”
“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.”
“We first did the "meet & greet" to make sure our dog gets along with hers but it seems it went well, Ellie really enjoyed herself at Marie's house. Marie was very responsive and also very accommodating when we had to change our schedule. We also really liked Marie's daily text updates with pictures of Ellie'daily activities.”
“Brooke was amazing! Super loving and kind to our pups. We booked her last minute and she was able to accommodate with open arms. She sent photos of her and her boyfriend playing with them and cuddling them. I highly recommend Brooke! She’s a gem ❤️”
“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!”
“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)”
“Cheryl was great with our dog Ellie and our cats! You could tell she really cared about our animals and took the stress of leaving them alone off of our plates. We will book with her again!”
“Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !”
“This is the 2nd time Bella has been at Monique’s and she is always well looked after. Monique is great at communicating whether it is while setting up the drop off/pick up or sending us pictures during her stay.”
“Kylie was super accommodating to helping my girls adjust and feel comfortable. She sent pictures and videos throughout their stay. I felt very comfortable with the dogs in her care and would definitely use her again💕”
“Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!”
“Jessica took great care of my senior dog even when he was naughty in her house. She gave me regular updates on how he was doing and she was open to suggestions for correcting his behavior. I would highly recommend Jessica.”
“Nina has stayed with her twice now, and both experiences have been absolutely wonderful. She treats Nina with so much love, patience, and care that I always have complete peace of mind while I’m away. I always receive updates and photos, and it is clear that Nina is happy, safe, and loved. Seeing how comfortable and relaxed Nina is with her means everything to me. She has earned my complete trust, and she will always be my first choice whenever I need someone to care for Nina. I recommend her with all my heart. Thank you for taking such amazing care of my little girl!”
“Baba had a great time with Ellen! He was sad to be home and not have a big yard to run around, but he will return on our next trip. Ellen was great about sending photos of baba and letting us know how his day/night was.”
“This was Willow’s first stay with Jack and Jenny and she had a blast. She went on regular walks during her six day stay. We got regular updates and pictures so we felt at ease. They were even able to get Willow to take her medication (we were unsuccessful but Jenny knew just what to do). We will definitely be using Jack and Jenny in the future.”
“My dog had the BEST weekend away from me!! Dropping my dog at Dana's was like dropping him at the Ritz! Dana was so gracious, welcoming and accommodating- making sure she knew my dog's preferences and comforts. Her two pugs were adorable and Sammy seemed to enjoy having them as playmates! I loved all the pictures and updates. My sporting dog can be a handful but Dana seemed to manage his care with ease and kindness. Her backyard & deck is beautiful. She is a gem of a dog lover! I reside in Illinois. I needed her services while traveling...I may need to pay her to "relocate" ha-ha. Thank you, Dana. My dog transitioned home beautifully. You're the Best!”
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1Global data from Rover (November 2025)