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.
“Mark is a great sitter that my family has used twice now! The animals love Mark and I'm always getting updates with pictures of them for peace of mind. Absolutely recommend for your pet sitting needs!”
“Grace was excellent! She provided updates when needed and was very helpful and attentive to our requests and instructions. We came home to a happy, healthy puppy and a clean house. All we could ask for in a sitter! We will definitely be booking Grace again! Thanks, Grace!”
“This is the second time we’ve used Jordyn to stay with our two dogs. She communicates well and sent us several pictures throughout the visit. Our home was very tidy when we got home to two happy dogs! We would definitely use her again.”
“Jessica was absolutely amazing! She was so kind, caring, and clearly loves dogs. She took my dog on a nice walk and even brought enrichment toys and activities to keep him entertained, which was such a thoughtful touch. It gave me such a peace of mind knowing he was in such great hands. We don't live in the area, but we'll definitely be booking Jessica again whenever we're back. I highly recommend her to anyone looking for a reliable and caring pet sitter!”
“Great experience with Allegra. She took excellent care of my pups and kept the house spotless. The dogs were in such a good mood when I returned, which tells me everything I need to know. Will definitely book again!”
“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!”
About: Animals have been a huge part of my life since I was young! I’ve had 5 dogs growing up and one of my very own into adulthood. I’ve also had 11 snakes, a guinea pig, and fish. I also currently have two of the best black cats in the world named Jasmine and Ozzy. I’ve pet sat since I was a young teen for family and friends. I have experience as well giving medications including insulin shots. I also have two of my own children and have a ton of experience with care and I’m so excited to meet your fur babies! I’m currently going to school for Respiratory Therapist! I am in person Monday and Wednesday from 8-5 but besides that I am free! I customize your pets experience to their owners requests and pets needs! Your fur babies will always get the most love and care. If your dog loves outdoors then I will spend time with them outside. If they love to just be cuddled with and a good belly scratch then I can provide that! I want to make your animals feel safe and loved!
“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.”
“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.”
About: I am 31 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 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!
About: Hello! I’m an animal lover from Chicago with a 5-year-old pup of my own, and I’d love to help care for your animals! I am extremely responsible and the most loving toward all furry family members. I make fast friends with all the ones I meet 😊 I believe exercise is essential for dogs and cats to thrive, so I’ll take your pup out on extra long walks and run around with the feather toy with your cats for as long as they want! I also have several years of experience with senior dogs, high-energy and reactive dogs, and those with special health needs. I’m also experienced with cats of all personalities as well as those with special health needs. And if you’re a bird lover like I am, I’m experienced with bird care as well! I’m so excited to meet you and your animal family members! I have a flexible work schedule, so with notice, I can assist with walks during weekdays. On weekends, I can be available for walking or visiting day or night! I am extremely respectful of others’ homes and leave it better than how I found it. I’ll take care to clean up after myself and your animals to take the stress off your plate.
About: I am experienced in administering medicinal injections, nail trimming and teeth brushing of larger breeds, lifting 60+ lbs, pad and potty training, and assisting senior and special needs dogs. I currently work remote and spend most of the day with my own pup by my side. We go to the nearby dog park at least weekly, go on two 20-25 minute walks (1mi+) daily, and play regularly throughout the day. He is very friendly and happy to tag along for any walks or play times, if the company is welcomed. I have a large crate available, if needed, and an in ground stake in the front and back yard with 30ft leads attached, allowing for plenty of time outside in shaded and unshaded areas. Food bowls are cleaned after every meal and pet waste is cleaned up after every trip outside.
“Becca was great! She took very good care of our dog and cat while we were away on vacation. She sent us photos and kept us updated about our fur babies! She even kept the house clean! I highly recommend Becca, and we will definitely have her take care of our dog and cat again!”
About: A lifelong animal lover with experience from puppies to parrots, I provide devoted, joyful care. Treating every pet like family and spoiling them with love and attention. I am a mother with grown children; therefore I am flexible with my schedule. I can even do last minute check ins in the event you cannot be home on time to potty your pup. As a life long pet owner of various breeds, species and personalities, I can guarantee safe and trustworthy care to your pet tailored to your needs .
“Haley and Alex came through for me in a very last-minute and stressful situation due to a family emergency. They stayed with my Boys and kept them happy and cared for in my home while I was out of town. They were great about keeping me updated, especially knowing how stressed I was since this was the first time anyone besides my immediate family took care of my pups. I would definitely book them again and will recommend them to all of my pet parent friends! 🐶🐾”
“Shiloh was absolutely great! She took such good care of our fur babies and kept our house just as we had left it. She even stayed an extra night when our flight home got canceled without any hesitation. We are so grateful and I would highly recommend her services!”
“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.”
About: hihi I'm Ariel! I have owned, fostered, and rehabilitated animals my whole life. I have grown up in a home full of dogs and cats at all times and fostering even more! My family currently has 3 dogs, 2 small dogs and 1 big boy cane corso! I have experience with dogs big, small, old, young, disabled etc. I have fostered and pet sitted for plenty of cats, kittens, adults, seniors! I have experience caring for small animals such as guinea pigs and rabbits as well! I am experienced as well in administering medication for pets either orally or a shot. My schedule is very open for overnight stays, drop ins, and dog walking! I have always loved and carried a deep understanding and respect for all animals. I love caring and providing the best care for them 🧡 Im currently a part time artist with a very open and flexible schedule so I have plenty of time to fit your pets into my schedule providing the best care! I always triple check things are locked (doors, fences, etc). And things cleaned and put away neatly! I will always prioritize safety for your pets!
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.
I have unfortunately had inconsistent experiences using Rover in the past and was hesitant in trying to find a dog sitter for a week long trip through Rover. Jacob however was great to work with and incredibly diligent and timely with my older (particular) dog. I cannot recommend him enough! His calm demeanor immediately put my pup at ease and he made sure to accomidate some specific needs (visits before I left, specific food needs and timely bathroom breaks) to keep my dog comfortable and happy. He communicated effectively before, during and after the trip, which is always greatly appreciated. I'll most definitely be requesting Jacob for any and all future trips.
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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