House Sitting Oakwood Village
Find a loving house sitter to watch over your pets and your home.

Over 40 pet parents in Oakwood Village have booked house sitting
Oakwood Village, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Louisa and Sammy were absolutely wonderful with my puppy and cat. I received frequent updates and photos. Louisa was especially attendant to my puppy who wasn’t feeling well. I would recommend them to anyone looking for pet care and I will be thinking of Louisa first when I next need them to be cared for.”


“Allegra is a blessing to all dogs everywhere. If you and your dog have the opportunity to meet Allegra...do it. We left Arya overnight for the first time ever and couldn't have had a more pleasant experience. I hope that next time we go out of town Allegra is available.”


“Jacki is amazing!!!! I cannot say enough good words about her! She provides constant updates with great information about the my pets and lots of very cute photos! She made me feel super confident that my pets are well taken care of so I don’t have to worry about them. There’s always an update coming my way right when I wanted to check. She also has great attention to details and noticed that I had a perishable package delivered. She checked in with me to get my permission for next steps and I really appreciate how she approached that situation. It is an amazing experience having Jacki as a sitter. I would highly recommend her to anyone considering.”

“We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!”

“It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!”

“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!”

“Justine was so great with my pups! One of my dogs has special needs and the other is anxious and shy around new people, and Justine won them both over and made sure they were well cared for while I was away. I plan on being a repeat customer!”

“Ann is always great about communicating and asking questions if she needs to find something to improve her stay for Gabby. I also really enjoyed the photo she shares with me while I’m gone.”

About: I’ve had dogs in my family since I was born and my grandparents volunteered for a dog rescue shelter in Eagle River, WI. I am also studying to become a mental health therapist and work with elderly, children, and those with intellectual disabilities. I believe have lots of soft skills from this experience that the animals like! During the semester I will be busy from roughly 9am-3pm, but outside of that I am very flexible for hours! My main job requires at most 3 hour sessions. I care for pets as if they were royalty! They are one of the biggest sources of joy in my life and I just couldn’t imagine not pampering them.
“Grace was very responsible and responsive from the meet and greet to wrapping up the stay. Grace stayed with our two pups and cat for a weekend and everything went smoothly. Our one dog was recovering from an IVDD flareup with some special care needs and Grace handled everything perfectly.”

“Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!”

“Great sitter - of house and dog. Friendly and kind; Chico was happy and healthy when we returned and my house was exactly as I left it. I would recommend Megan to anyone and hope to reunite Megan and Chico again!”


About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.
“We just got back from a trip and Brenda was our house and animal sitter. She always takes such great care of our pets (1 dog and 2 cats) and our home. I cannot say enough good things about her. We have already reserved her for our next trip. Thanks so much, Brenda!”


“Annalesse did a great job with our two dogs! She had good communication and she stayed to our dog’s schedule with their medicine they have to take twice daily. We got a picture everyday and an update with how they were doing.”
“Katie is amazing!! We have 2 very energetic dogs and she made sure to take them on a good walk and play in the backyard multiple times to get their energy out! Our one dog even had some tummy issues and she made him chicken and rice 🥹 we trust Katie with our pups and will definitely utilize her again!”

The median cost per night for house sitting in Oakwood Village is $50
Pet parents share their Rover experiences - Oakwood Village
Annalesse did a great job taking care of my dog while I was out of town at a wedding. It was my first time leaving my dog with stranger and I was nervous but annalesse did a great job of ensuring Bandit was well cared for! I received plenty of pictures and my girl had a great time!

Helen stayed at our home and took wonderful care of our pets. She was a great communicator before, during and after her stay. We received regular updates and photos of our pets, which was really comforting. Helen was conscientious and careful about following the instructions we provided. She left our house and animals in great condition! We'd love to have her back to sit again!
We are so glad to have met Sophie! In addition to being a strong communicator, Sophie has a genuine desire to ensure your fur baby is well taken care of. She asks great questions, is detail-oriented, and is great about sending updates while you're away. I highly recommend Sophie and would definitely book her again!

Louisa did a wonderful job taking care of our two Labrador pups. She let them play in the yard, took them for a walk, gave them their evening treats, and shared some great photos for us to enjoy. It was another excellent experience, and we appreciated the care and attention she gave our dogs. We would be happy to book with Louisa again!

Aislinn was absolutely wonderful!!! She is great with communication and took the time going above and beyond to care for my pup! I’d highly recommend and hope she can help out in the future! Even my neighbor commented on how much time she spent throughout the weekend playing with Henry in the yard and making sure he was tired out before leaving :-) Thank you!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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