House Sitting Oakwood
Find a loving house sitter to watch over your pets and your home.
Over 151 pet parents in Oakwood have booked house sitting
Oakwood, 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.
“We cannot say enough wonderful things about Laurie! She stayed in our home for 10 nights while we were away, taking care of our beloved Millie, and we could not have asked for better care, Every single day, Laurie sent us a detailed email with pictures and updates about Millie's day. It was so clear from her messages and photos that Millie wasn't simply being looked after-she was truly being loved and cared for. Seeing how happy and comfortable Millie was gave us such incredible peace of mind. Knowing that our girl was in such loving, capable hands allowed us to completely relax and enjoy our trip without worrying about her. Laurie was wonderful in every way, and we would not hesitate to have her care for Millie again. We highly recommend Laurie to anyone looking for someone they can trust completely with their beloved pet and their home.”
“Virginia is super thoughtful. She always treats Ollie like one of her own. This trip, she knew we were flying in late so she made sure our sheets were washed so they were ready when we returned. Always appreciate her!”
“Incredible service and excellent communicator! Very prompt and took care of our doggos wonderfully! I’ve already rebooked her for multiple occasions! I highly recommend her to everyone!!”
“Jenna was so fabulous. This was my first time using rover and she really helped ease my anxiety with leaving my fur babies in her hands. She sent so many pictures and took through notes of my pets routine and daily needs, which was very much appreciated.”
“Kaycee was great with our pup, Opal! Opal immediately took to her and I could tell it would be a great fit. She came to our house to keep Opal and left our space in great shape. We’ll definitely be asking her to watch Opal again in the future!”
“Emily was amazing with our two dogs. Sadie and Bruno were so well cared for and Emily sent updates and pictures throughout her time with them. Bruno is a bit scared of new people and Emily was patient and did so great with him! I highly recommend Emily!”
“Erika is a dog whisperer! She navigated my youthful pup and senior dog with such care and attention. I felt so confident being able to hike and explore while my two dogs were well cared for. Erika provided great communication on arrival and departure, and I loved the pup picture updates. Very responsible and trustworthy too. Overall I highly recommend Erika for overnight dog visits. A+ experience.”
“Madelynn was AMAZING! She kept the house tidy and provided excellent care for Reuben who is a recent rescue. Her communication was wonderful and I will definitely use her services again.”
“Lauren is amazing! She communicated regularly and sent pictures to us throughout our vacation. Our dog was well cared for and happy when we got home. We will absolutely book with Lauren again and recommend her to our friends!”
“Rebecca was great! She was very attentive during our quick meeting to show the animals and their specific needs and genuinely cared for all their special needs. Throughout our trip she sent pictures of the pets and kept us updated on matters regarding the house/pets. Overall, she took great care of the house in our absence and was so nice to take all my wife’s Amazon packages inside.”
“I cannot speak highly enough of Jennifer! She house sat for my 5 mo old puppy and two senior cats, and my garden for six days, coordinating with veterinarian to deliver medical care to my sick cat and spending most of her time with my animals. She worked on training my pup and got him back into a good routine! She is super communicative and gives you the kinds of updates you want to hear about and sends lots of photos. She follows directions to a tee, so I never had to worry! She kept the house clean. I will definitely be asking for her again! 6 stars”
About: In the course of over 10 years I've cared for multiple breeds and sizes of dogs, from mini Aussies, rottweilers, Pitbull mix, small dogs breeds etc., I'm currently very flexible with my schedule and can fit in morning, afternoon, evenings and weekends with advanced notice. This free time allows for me to house sit, check in on your pet/s and take them on long walks! I do have a fenced yard and safe surroundings, however for consideration of others who live in the same residence, I'd much prefer care for your pet elsewhere.
About: I’ve had dogs all my life and it seemed the family dogs always gravitated toward me. I can’t imagine life without them! I’ve been caring for other’s dogs ever since I got my drivers license. The first dog I watched for a family (a beautiful Alaskan husky) had diabetes and required diabetic shots twice a day. Even though it hurt to have to give him shots, I loved having the opportunity to care for dogs other than my own. Since then I’ve had the opportunity of being the go-to dog watcher for several families with several different dog (and cat) breeds. I will make every effort to give your dog the same care that I was able to give Skyler and the rest of the dogs I’ve had the great fortune of watching and taking care of. There’s not many things that give me more joy than spending time with dogs. Now that I have more time on my hands in my 30’s I have recently gotten connected with volunteering with KC Pet Project. Dogs deserve all the love in the world. I currently work from home Monday and Friday so in addition to the weekend, it opens up availability to be present for the doggie. I’m in the office Tuesday - Thursday but available for morning/evening and quick bathroom breaks over lunch. I have a fenced in backyard and ample space inside the house to make your dog comfortable. I can crate if needed, but also have rooms that can function as “dog” rooms for the periods when I need to leave the house. I have my own Belgian Malinois, who mostly does her own thing. :)
“Alyssa did a great job with our anxious doggies! They seemed very content when we came back from our trip which is a testament to how well she did with them and how comfortable they were with her. We will definitely look to her in the future!”
“Lily was amazing with our 4 fur children. She spent so much time with each and everyone of them and my animals are very happy after she stayed with them for a couple days. She was respectful of our home and would love to have her back!”
“We have had multiple dog sitters stay at our house since moving to KC a few years ago, Rhonda is our absolute favorite! Our dogs are so happy everytime we get back and the house is always exactly how we left it.”
“Karrie did a great job and caring for Chase and the house! When we got home Chase was his happy self and really seemed like he enjoyed Karrie’s company. The house was well taken care of as well!! Would definitely book with Karrie again!”
About: Hi, my name is Philip and I love dogs. Through my life so far I have always been jealous of my friends whose parents allowed them to have a dog. But I take every opportunity that I can to play and care for dogs That being said, I have helped care for a couple of neighbors dogs and take them on many walks. One of them was German Shepherd puppy that I even was able to train and I grew quite attached. Whenever I am able to move out I plan to get a German shepherd for myself because of how much I loved my neighbor's puppy. I am currently working part time so I have a good bit free time on most days. I can walk or dog/cat sit weekdays and weekends most of the time until I get a full time job! I can care for a pet in your own environment however you would like me too, I'm very open and flexible as long as I have clear instructions and resources. I'm up to almost any task!
The median cost per night for house sitting in Oakwood is $50
Pet parents share their Rover experiences - Oakwood
We have used Jenna before as a dog walker for our Frenchie, Fender, and have always had a great experience with her. This time, my wife and I were leaving for a two-week trip, so it was the first time we had Jenna stay at our condo and take care of Fender for an extended period. We couldn’t be happier with how everything went! Jenna took wonderful care of Fender and made us feel completely comfortable being away from him for that long. She sent us the cutest updates and took so many fun, playful pictures of him while they were hanging out and playing together. It was obvious from the photos that Fender was happy, comfortable, and getting plenty of attention—which means a lot to us because he is definitely our fur-baby! She also took great care of our condo while we were gone and left everything in great shape when we returned home. Being away for two weeks is a long time, and knowing that Fender and our home were both in good hands made our trip that much more enjoyable. We’re very happy with Jenna and would absolutely trust her to stay with Fender again. It’s a great feeling to have someone you know you can count on when you have to leave your four-legged family member behind. Thank you, Jenna, for taking such great care of our little guy!
During our dog’s final weeks, Kamila had become a constant in his life. Our dog required quite a bit of attention and care in his final days and Kamila was almost always available to hang out with him during the days while my husband and I were at work. She paid incredible attention to detail and sent me plenty of updates on how his days were that she spent with him. On our dog’s final full day before we had to put him to sleep, we needed a sitter that he knew well to hang out with him for a few hours while my husband and I were at work. I informed Kamila that it would be Finley’s last day so she could say her goodbyes. Kamila didn’t make us pay for that last house sit and even used her own money ti buy Finley a pup cup on her way over to stay with him. I think that instance in itself is why you should trust Kamila with your pet’s care. It truly proves that she does this because she loves it. I will forever be grateful for her during those times of need. Thank you for everything, Kamila 🤍
Jennifer did an excellent job taking care of our fur babies! Her communication was outstanding, and we loved all of the pictures and updates she sent while we were away. What we appreciated most were her detailed notes and thoughtful assessment of their behavior and interactions. This was especially helpful and reassuring because we have an Anatolian Shepherd, who can be a little tricky to read. Jennifer was very observant and took the time to understand his personality, body language, and comfort level, which gave us tremendous peace of mind. It was clear that she genuinely cared about our pups and paid attention to the little details. We felt completely confident knowing they were in such capable and caring hands. We would absolutely recommend Jennifer and will definitely use her again!
Brooklyn came right in and took charge, and Tufa took to her very quickly. She didn't get a ton of acclimation time or instruction due to short notice for care, and my crazy busy day. I was impressed with how at ease she was with the situation and that made it so much easier for me. Brooklyn definitely cares about providing top notch care for your pets, I highly recommend her and hope to have her care for Tufa again.
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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for house sitting - Oakwood
Select a filter and find qualifying sitters offering house sitting.Sitters in Oakwood average 4 repeat house sitting clients
FAQs for House Sitting - Oakwood
Frequently asked questions about Rover
The average cost of House Sitting in Oakwood on Rover is $56 per night as of October 2026. Most bookings cost between $33 and $81 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,478 sitters on Rover offering House Sitting across Oakwood. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oakwood walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Oakwood maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Oakwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Oakwood. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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