Personalized care for your dog or cat - Oakwood Village

Highly-rated overnight sitters - Oakwood Village
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)”

“We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!”

“Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.”

“Fabulous! Mack gave her 4 paws up and he would have given her more but he only has 4 paws. He has been online trying one to buy me more airline trips so he can go back to Steph and live the good life. Can’t praise her enough. Deb Spencley”

“Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.”

“Robert was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.”

“Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.”

“Cleda was great! My dog looked so happy in every photo, and Cleda made everything super seamless and stress-free. Definitely going to use her again in the future!”

“My two golden retrievers had such a great time! They came back home happy and tired after a fun weekend. Lee did a great job sending photo and video updates and making my babies feel right at home!”

“Edith is the sweetest dog lover out there. My dog was so happy when I picked him up and could tell he was well loved and cared for. I will be booking with Edith anytime I need in the future!”

“Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!”


“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

“Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again”

About: I have owned pets a good portion of my life. Dogs, cats, fish, birds. I currently own a beautiful and sweet Siberian husky. I hired a pet boarder for her and loved rover for pet care options. I work from home m-f. Weekends off. My weekly schedule is flexible. I also have a teenage son who is around to help if need be I have a flexible schedule and can be accommodating to most schedules. I’m most interested in boarding and day care. I crate my dog at night and get her outside multiple times a day. We usually get to a dog park 4-5 times a week
“Neko came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!”


“Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.”

“My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.”

Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Oakwood Village
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Natalie was an amazing sitter! She followed our directions and sent lots of wonderful pictures and updates. She went above and beyond in bringing in our mail and cleaning up after one of our cats. Our three kitties were well cared for and loved while we were gone. Will definitely hire again!”


“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

“Jennifer took great care of my cat Strudel. I was on my first vacation away from my cat and Jennifer’s consistent updates and photos helped reassure me she was in good care. Despite being a very shy and cautious cat, Strudel actually warmed up to Jennifer fairly quickly, which was very nice to see too! Overall, I’m very happy with the care Jennifer provided for my cat!”

“Anaya was a wonderful cat sitter! She took excellent care of phoebe, was very responsive and flexible, and sent some amazing pictures of phoebe as well! Highly recommend her”


“Emily was fantastic with our kitty - she was also extremely responsive and easy to coordinate with even though our booking request was pretty last minute. Would absolutely book again!”


“Janay is kind, responsive, and great with cats! She has taken care of my two boys twice now, and the experience has been wonderful each time. She takes the time to understand your pets' needs and gives detailed updates on how they're doing. I had to book the most recent visits very last minute, and she was super understanding, which I greatly appreciated. I'd trust her to take care of my cats any time :)”


“My kitty cat adores Krista! He greets Krista at the door (which he doesn’t do for just anyone) and loves to play with her. Also, Krista writes really cute & fun reports on their visits. We highly recommend her to care for your pets!”


“Yvonne did such an amazing job caring for my kitten, Fazzie. She has such a warm, calming personality that made everything so much easier for him, and he absolutely adored her. She truly went above and beyond. When we ran into issues with my key fob, she even took time out of her day to work with the leasing office to get it fixed. Throughout the entire time I was away, she made sure every one of his needs was met and that he received plenty of love, attention, and comfort. I felt completely at ease knowing he was in such capable hands. I would 100% book with her again.”

“Meeka provided excellent care for our two cats Kola and Nugget (our new kitten). She kept us updated on the mischief the kitten had gotten into and her photos made us miss them even more.”


“It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.”

“Austin was great to work with! He sent daily updates along with photos, which gave me a lot of peace of mind while I was away. He consistently checked in and kept me informed on how everything was going. I also really appreciated his flexibility and willingness to help out on short notice. Would definitely book with him again!”


“Alana took such great care of our two kitties while we were away! Left great notes and paid special care to their needs. Alana was super reliable and communicated everything we needed to know!”


“This was my second time booking with Alissa and she was just as great the this time around. One of my kitties had an accident, and Alissa helped clean up and kept me updated throughout her drop-in on how my cat was doing. She’s very reliable and definitely my new go-to for watching my cats!”


“Natalie did a great job of taking care of my cat. It made my vacation more pleasant knowing that Lily was in good hands and receiving her care and meds as needed. Natalie was responsive, conscientious and professional. I will definitely hire her again.”


Why choose a sitter on Rover
Background-checked house sitters
Every sitter profile has been reviewed and approved by Rover before joining our community.
A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
Connection before booking
Schedule a free in-person meeting to ensure a perfect fit before you ever book.
Perfect for high energy dogs - Oakwood Village
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Julie has taken great care of Arnie! He loves to play with Zilla and hang out in the yard. We will definitely bring him to Julie for more daycare in the future!”

“Christine was awesome. She took a late booking and looked after Ollie for the day. She sent updates, photos and made sure she was a good fit before her stay. Will book again”

“Jenny and Darin were great! They provided updates throughout the day and took great care of our slightly anxious puppy :) Will definitely book with them again!”

“Last minute, but with wonderful communication and top care. I got lots of photos and updates on my old girl. She has separation anxiety so probably not the easiest. But Taylor and her husband are lovely people and took good care of her for the evening! Many thanks❤️”

“Hanna watched my Kira today. She sent me pictures and assured me that Kira was having a great time. She has a nice fenced yard and her dog Sadie is so sweet! Sadie also has the same amount of energy as my dog, they played well together. Kira is wiped out from today’s play day and can’t wait to see Hanna and Sadie again next week!”

“My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!”

“Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.”
“Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.”


About: I am a previous dog owner and current cat mom. I grew up watching dog and cat training shows on TV and going to in person purebred dog and cat show events. I enjoy spending my time with furry friends. I'm a in-home caregiver to my mom so I have lots of time to take care of your pet. I have weekly events on Sundays and Wednesdays, but can easily work around those times. I have a long line for when your pet is outside and lots of patio seating to supervise and play with your pet the whole time. I also have a crate for indoor use.
“Goose had so much fun! Helen and her mom were the best at making goose feel comfortable and sending lots of updates! I will definitely be rebooking.”

“Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.”

“Jiayi has been super helpful watching my 13 week old golden retriever puppy! I was nervous to leave him with anyone since he’s still so young, but Jiayi sent pictures, videos, and updates multiple times throughout the day. She has everything needed for a puppy and goes above and beyond. I never worry when I take him to her house as I know he’s in great friends and gets to play with her dog Luca. Would recommend her to anyone looking for a daycare:)”

“Edith is your dream sitter. She posts daily photos and updates of your pet. She obviously loves what she does. She is a lovely soul and my Mimi, who can be shy, had her tail up in the photos which made me feel reassured that she was in a safe, loving environment.”

About: Former full-time human medical provider of 18 years; now available for pup sitting. Takes frequent walks with the neighborhood dog pack. Owner of one special dog named Tennessee. I’m free to organize my schedule between pet sitting and working on my business. Currently available most days until July 20th! Will update calendar when I know more. I like routine. I think pets appreciate kibble and potty breaks on a familiar schedule. I will honor your wishes for care, play, walks, and socializing.

More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Oakwood Village
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jennifer is great with my big, goofy Mastiff-Pitty mix! He loves his walks with her and loves when she comes to pup sit at the house. It’s all goofy smiles from the pup!”

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️
“Anaya was wonderful with our two dogs. She was always on time and provided timely responses to questions and updates on our fur babies. We would love to have her take care of our dogs again!”

About: I’ve worked with dogs through volunteering at animal shelters for over 12 years. I have experience fostering dogs of all ages, and I am Fear Free certified. I don’t have a dog myself yet, so I’ll love and care for your pup as though they are my own! I work full-time, so I am outside of the home 8+ hours on weekdays. I can provide care in the morning before work and in the evening after work, and on weekends. I am available most holidays as well. I make sure to earn the trust of every animal I work with, which includes respecting their boundaries as we are getting to know each other. That being said, I’ll make sure your pet gets the food, exercise, and attention they need to feel safe and happy while you are away.

“Ashley does a great job with my anxious 70lb pittie and really pushes him to walk far (which is something we normally do). She’s punctual and reliable. I’m so lucky to have found her!!”

“I will definitely be booking Robert again, and highly recommend him to anyone! I was luckily enough to book him fairly last minute, and he was kind and willing to help. He walked my dog Daisy twice a day for a two day period. He always took daisy on her full 30 minute walk, and was very communicative, which I really appreciated. Additionally though, my lovely neighbor was telling me a few days later how she had loved talking to Robert. Unbeknownst to me, they had struck up a really nice conversation. It means something when you like your dog walker, but when your neighbor is raving about them, it means even more!”

“Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!”

About: I’ve taken care of dogs since I was 10. I’ve always loved animals, and love sitting for them. I’ve walked and taken care of dogs from puppy to senior age. I love getting to know dogs and giving them the best care! I work at a coffee shop in Madison, but I am able to walk dogs before 7 am and after 3 pm. I’m very active, so I’ll make sure your pup gets good exercise! I am good at bribing hesitant dogs to go into a kennel if needed. I’m very detail oriented, so before I leave, I’ll make sure every door is locked, every food and water is filled up, and everyone is safe
“Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.”

About: I worked in a dog grooming/doggy daycare facility for 5 years before becoming a hairstylist. I have worked with dogs across a wide range of breeds, ages, and medical conditions. I have been a cat owner for 10 years, and am certified in pet CPR. I work about 35 hours a week at ANiU Salon, so my availability is mostly evenings, weekends, and Mondays. I am willing to be flexible and work with others schedules! I only provide care in the client’s home (drop-ins, walks, and/or house sitting). I never board pets in my own home. When I’m in your home I will follow your instructions exactly. That includes: • Feeding on the schedule and with the portions you specify • Fresh water at every visit • Potty breaks, walks, and playtime based on what your pet needs and enjoys • Medication if required • Litter box or yard cleanup • Basic home care (locking doors/windows, bringing in mail, watering plants, etc. if you ask) I will treat your home with respect-I will leave it as clean and secure as I found it (or cleaner). I will stick to your pet’s normal routine as closely as possible so they stay comfortable in their own space. You’ll get photo and text updates during every visit so you know exactly how they’re doing. Before the first booking we can do a Meet & Greet so I can learn their personality, any quirks, and your house rules. That way everything feels smooth from day one.
About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 9 and 5. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.
About: I have owned many dogs since I was born and love to meet new pets! I currently have a husky, blue heeler, and miniature golden doodle. I am familiar with how to take care of all sizes of dogs, and I will treat all with a calm demeanor. I’m in the Madison area for the rest of the Summer! Open availability in the middle of day during the work week so I have a lot of flexibility. I can take dogs on walks, play with them, and feed them. I will do anything my future clients require to the best of my ability.
About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!
About: I have always had pets in my home, dogs, cats, goats, chickens, horses, fish, and even guinea pigs are welcome to be booked! I like training puppies, but I have lots of experience with older furry friends as well. I am currently only working occasional soccer games, and am more than happy to drive anywhere in both the Madison and Whitewater communities! Feel free to reach out with what your needs are and I will be able to confirm with you! I do 10-minute to 1hr long walks depending on your needs, as well as I am willing to take your dog to any play areas, or parks!
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Oakwood Village
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Fabulous! Mack gave her 4 paws up and he would have given her more but he only has 4 paws. He has been online trying one to buy me more airline trips so he can go back to Steph and live the good life. Can’t praise her enough. Deb Spencley”

“Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.”

“Robert was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.”

“Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.”

“My two golden retrievers had such a great time! They came back home happy and tired after a fun weekend. Lee did a great job sending photo and video updates and making my babies feel right at home!”


“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

“Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again”

About: I have owned pets a good portion of my life. Dogs, cats, fish, birds. I currently own a beautiful and sweet Siberian husky. I hired a pet boarder for her and loved rover for pet care options. I work from home m-f. Weekends off. My weekly schedule is flexible. I also have a teenage son who is around to help if need be I have a flexible schedule and can be accommodating to most schedules. I’m most interested in boarding and day care. I crate my dog at night and get her outside multiple times a day. We usually get to a dog park 4-5 times a week
“Neko came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!”


“Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.”

“My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.”


“Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again”

“Da Yeon was wonderful!! Jada had a great time and we felt very comfortable leaving her. We were sent pictures, which was also great. Additionally, Jada had been groomed when we picked her up which was an added bonus! We will definitely use Da Yeon in the future!”

“Amy and her family were delightful! I felt comfortable with her from our first meet up. She provided regular updates including photos and videos. My dogs seemed to genuinely enjoy their stay. They got plenty of play, walks, and snuggles. I highly recommend Amy!”

“Once again Ryan and Jocelyn were amazing with Remy! We were completely relaxed on our trip knowing she was in their care. We got daily photos and lots of updates. So thankful for them!”

“This was our first time using Rover, and we were very pleased. ***** We had a meet & greet before booking and I could tell right away that Lucy Liu would be taken care of and left in good hands. 🩷 Hanna was amazing with our 8 month old Shih Tzu. She also would keep us updated and sent pictures to let us know how our sweet girl was doing. We will definitely be booking with Hanna and Sadie (her sweet 3 yr old Boxer) again!!! 🩷🐾🩷 PS.. She also taught Lucy Liu to finally conquer going up stairs, YaY! Thank you again!! Kelli & Tony and Lucy Liu”


“Ann was amazing! We have a pup that has some tricky behavior issues and she handled them like a professional. She was easy to work with and super accommodating. Highly recommend!”

“Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!”

“Margaret was great with our dog, Comet! She sent photos and updates and Comet seemed very happy both in the photos and when we got back. I would highly recommend booking Margaret and we will try and book her again in the future!”

Not ready to book?
Get started building your pet's profile and discover trusted pet care in your neighborhood.


























