House Sitting Oakwood Hills
Find a loving house sitter to watch over your pets and your home.
Over 6 pet parents in Oakwood Hills have booked house sitting
Oakwood Hills, 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.
“Chrystal was amazing! If I could give her more than five stars, I would. I could tell by the daily adorable pictures she sent that my dogs were happy, safe and well cared for. When I got home, my boys were happy to see me, but there was absolutely no signs of stress from me being gone. They loved her!!!!”
“Mark was awesome. Miss Molly got lots of walks & apparently behaved herself. My house was spotless when I got home. Mark sent lots of pictures. I am confident Mark is trustworthy and loves animals. Sure hope he is available when I need to travel!”
“I have a rescue dog, Sadie, that has taken time to heal and trust. Katrina was able to quickly gain Sadie's trust and through out the week give her the love she deserves. Katrina shared photos of Sadie, which allowed me to focus on my work trip, knowing Sadie was being cared for and loved. If you are looking for a sitter to care for your 4 legged family member, give Katrina a chance.”
“Grace was great! She was responsive, sent videos and pictures, and made me feel comfortable. My dog got sick before we left town and she was sensitive and kind and gave extra attention. We will have her again the next time we go out of town.”
About: I am 34 years old and I own two dogs. A golden retriever and a Texas heeler. I have owned dogs my whole life and have been a dog sitter since my early teens. I dog sit frequently including overnight in your home or my home and extended care or just daily walks! I am a stay at home mom with open availability! I’m also a super early riser and am available for early morning walks as well! I have a fenced in yard and two friendly dogs. I am an active person and enjoy getting outside and exercising. Your pet will enjoy their time outside with me!
“Indre was again a pleasure to work with. In short notice, she took care of Sadie. Indre sent many pictures, and kept in contract through the entire time. I would highly recommend Indre to watch anyone’s pets.”
“Jana is professional, trustworthy and generous with her time, most importantly very loving to my dog. I feel calm and secure knowing she's watching her. I highly recommend Jana.”
“Allegra was great, George and Charlie really enjoyed spending time with her. Great communication, sent me lots of pictures if them making our trip much more enjoyable. Would highly recommend her.”
“Ashlee was wonderful with my senior pup who needed a LOT of extra care. She ensured that I, the worried mom, got tons of photos and updates throughout my time away. She really put me at ease and handled the many needs of my older sick pup with great care, kindness, and professionalism. She stayed at my home with my pup and left the house in great shape. We will certainly be asking her to watch our dog again in the future.”
“We were very pleased Jessica's service, she was great with our 2 miniature schnauzers. They felt comfortable around her right away and enjoyed her presence. We will definitely be reaching out to her whenever we will need a dog sitter again.”
“Becca was wonderful and took care of everything. She knew exactly how to put my nervous little chihuahua at ease. By the end of the week she was his best friend. She sent me pictures and updates which I really appreciated. I highly recommend her.”
“Kylee is very knowledgeable and experienced with animals. She was flexible and accommodating with my pets' various needs (2 dogs and 2 cats, 2 of whom are senior with health conditions and special dietary and supplement needs). Everything was kept clean and she was communicative throughout. All of our pets were happy and relaxed upon our return. I highly recommend Kylee and her team!”
“Samantha was nothing short of amazing! We received daily photos and videos of our baby. She followed all of our instructions. We are so happy with her! We would definitely recommend Samantha and we will be using her again the next time we go out of town!”
“Caroline is incredible. I have one fur baby that is easy, and one that is a bit difficult due to medical issues. Our male can be a bit difficult and reactive. We met with Caroline and she listened and heard everything we told er about our babies. She asked a lot of question, which was fantastic. She just spent the past 2 days with our babies. She not only earned their trust, but their love. Caroline spent time with them getting to know them, took them on walks, and was fantastic in our home. We know that are dogs are in good hands with Caroline. We will definitely be having her back.”
“Chris was great! I highly recommend her to watch your pets. She came over twice before we actually left, first for a meet & greet, and then as the date got closer she came by again to go over routines/directions. I really appreciated that second visit, closer to our vacation, to put my mind at ease. Chris was great with my dogs, and one of them has a lot of energy and some interesting quirks, but all went very well. I received daily communication and pictures. She followed the routines very well and reached out with any questions. She left the house was tidy, as well. I will be using Chris again and HIGHLY recommend her services.”
“Toby is super punctual, dependable, kind, and caring. Toby watched my 9 week old puppy twice, and he was very loving and patient. During the time he stayed at my house, he not only watched my puppy for several hours, but also played with him and fed him per my instructions. I highly recommend Toby to take care of any pets. Toby is a spectacular pet sitter and an amazing human being.”
About: I’ve cared for pets from all walks of life, including small and large dog breeds, cats, and even specialty pets such as bearded dragons and fish. No matter what kind of companion you have, your family member will be in caring and capable hands with me. I also have several years of experience caring for high-maintenance, special-needs, and senior pets, so I understand the extra attention, patience, and individualized care they may require. Having worked in healthcare for several years as well, I recognize the trust involved in entrusting a loved one to someone new and take that responsibility seriously. Thank you for taking the time to learn a little about me! Please feel free to message me if you’re interested in booking or have any questions—I’d love to see if I’d be a good fit for you and your pet. I work full time during the week, but I am available most days after 4/5pm. I am usually open most weekends without time constraints I regularly rotate walks and runs with my own large, high-energy pups to help keep them active and happy. They eat twice a day and enjoy a mixed diet. My cats require a little less hands-on attention, but they can be higher maintenance due to their asthma and picky eating habits. While this is how I care for my own furry family, I understand that every pet is unique, and I’m always happy to adjust to your pet’s individual needs, routine, and preferences
About: Bella’s Journey Pet care was born from my 16 years of hands-on experience caring for my own dog from puppyhood to her senior years. This lifelong journey taught me the joys and challenges of nurturing a pet through every stage of life—from playful puppy antics to managing the unique needs of an aging pet, including mobility support, medication, and gentle care. My deep understanding of pet behavior and health means I provide patient, compassionate, and personalized care for your beloved dog. I’m dedicated to treating your pets like family, supporting their happiness and well-being. Bella has crossed the rainbow bridge, but her Mom has plenty of love to share! We were also very blessed to own and care for three horses over a period of 15 years. Much larger scale than your beloved family remember. But an added layer of comfort knowing we are equipped for small and larger responsibilities! My background in holistic approaches to pet care will also offer you and your pet ease of mind. My schedule is flexible to match that or my clients needs. In your home. Or mine if I do not have an in home overnight on the schedule. Reliable, caring in-home pet sitter providing attentive, stress-free care, feeding, walks, medication, and companionship, ensuring your pets stay comfortable, safe, and happy while you’re away.
The median cost per night for house sitting in Oakwood Hills is $55
Pet parents share their Rover experiences - Oakwood Hills
Kylee was phenomenal!! During the meet and greet our dogs were instantly relaxed and at ease--continued to play with each other so I knew immediately they approved and trusted her. Kylee's communication throughout the process was spot on and I will definitely hire her 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 Hills
Select a filter and find qualifying sitters offering house sitting.Sitters in Oakwood Hills average 4 repeat house sitting clients
FAQs for House Sitting - Oakwood Hills
Frequently asked questions about Rover
The average cost for House Sitting in Oakwood Hills on Rover is $41.73 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 2,087 sitters on Rover offering House Sitting across Oakwood Hills. 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 Hills 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 Hills 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.
Tip: 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 Hills 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Oakwood Hills. On Rover:
- 96% 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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