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Top rated Olive house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: 𝐀𝐛𝐨𝐮𝐭 𝐌𝐞 𝐚𝐧𝐝 𝐌𝐲 𝐄𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞 Hi, I'm Kiley! I am a former communications officer with the Fredericksburg Police Department who turned a lifelong passion into opening my own home bakery, The Giving Treat. My entire pet care focus is dedicated to providing premium, attentive care exactly where your pets are most comfortable: right in their own home. Whether it's an energetic neighborhood walk, a midday drop-in, or overnight house sitting, I bring a high level of professionalism, reliability, and detail-oriented care to your pet's familiar routine. 𝐖𝐡𝐲 𝐂𝐡𝐨𝐨𝐬𝐞 𝐌𝐞? I believe pet care should be a stress-free, premium experience for both you and your furry family members. When you book with me, you aren’t just getting someone to check a box, you’re getting a dedicated caretaker who treats your home and pets with the utmost respect. 𝐄𝐯𝐞𝐫𝐲 𝐛𝐨𝐨𝐤𝐢𝐧𝐠 𝐜𝐨𝐦𝐞𝐬 𝐰𝐢𝐭𝐡 *𝐓𝐡𝐞 𝐆𝐢𝐯𝐢𝐧𝐠 𝐓𝐫𝐞𝐚𝐭 𝐄𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞*: 𝑻𝒉𝒆 𝑺𝒘𝒆𝒆𝒕𝒆𝒔𝒕 𝑼𝒑𝒅𝒂𝒕𝒆𝒔: You will receive frequent, bright, high-quality photo updates during our time together so you never have to wonder how your pet is doing. 𝑨 𝑭𝒓𝒊𝒅𝒈𝒆 𝑲𝒆𝒆𝒑𝒔𝒂𝒌𝒆: At the end of my time with your pet, I print out one of our best photos, turn it into a custom magnet, and leave it on your fridge as a permanent keepsake. 𝑨 𝑻𝒉𝒂𝒏𝒌-𝒀𝒐𝒖 𝑻𝒓𝒆𝒂𝒕: Along with a handwritten wrap-up note, I always leave a complimentary fresh-baked treat from my bakery for you to enjoy when you get home! 𝐌𝐲 𝐂𝐚𝐫𝐞 𝐄𝐱𝐩𝐞𝐫𝐭𝐢𝐬𝐞 𝑺𝒑𝒆𝒄𝒊𝒂𝒍𝒊𝒛𝒆𝒅 𝑴𝒆𝒅𝒊𝒄𝒂𝒍 & 𝑺𝒆𝒏𝒊𝒐𝒓 𝑪𝒂𝒓𝒆: Leaving a senior or medically fragile pet can be incredibly stressful, but your furry family member is in safe, experienced hands with me. I am highly comfortable administering medications, managing strict veterinary schedules, and navigating specialized care. My personal and professional experience includes managing **feline diabetes**, tracking **strict prescription urinary diets**, and caring for sweet cats with **Cerebellar Hypoplasia (CH)**. 𝑪𝒂𝒕𝒔 𝑾𝒆𝒍𝒄𝒐𝒎𝒆 𝑯𝒆𝒓𝒆: As a dedicated cat parent to four rescues of my own, I speak "fluent feline." I understand how to read cat body language, handle complex weight-management schedules, and give them the exact space, pacing, or affection they need on their own terms. 𝑬𝒙𝒑𝒆𝒓𝒊𝒆𝒏𝒄𝒆𝒅 𝑫𝒐𝒈 𝑾𝒂𝒍𝒌𝒊𝒏𝒈: I have years of experience walking dogs of various sizes and energy levels, keeping them safe, engaged, and thoroughly exercised. 𝑺𝒆𝒄𝒖𝒓𝒊𝒕𝒚 & 𝑻𝒓𝒖𝒔𝒕: My background in local law enforcement communications means I take home security, clear communication, and emergency preparedness incredibly seriously. Your keys, codes, and home are entirely safe in my hands. I can't wait to meet you and your pets! Please feel free to reach out with any questions or to schedule a Meet & Greet. I operate a small cottage bakery full-time, which gives me excellent flexibility throughout the week! My primary baking days are Thursdays and Fridays. Outside of those specific baking windows, my schedule is completely open and flexible for midday walks, drop-in visits, and plenty of focused attention for your pets on weekends and early-to-mid-week days. Because I run an active home kitchen, I provide care exclusively in your pet's familiar, comfortable home environment. My background in local law enforcement communications means I prioritize home security, strict adherence to instruction, and safety above all else. Your keys, home access codes, and pet safety are handled with the highest level of professional responsibility. I treat your space with complete respect while ensuring your pets remain safe, happy, and relaxed.
“Anna was absolutely fantastic! She sent photos everyday keeping me comfortable that my girl was taken well care of and enjoying her presence as well. She was a wonderful house guest and went above and beyond to make it seem like she wasn’t even there. I will definitely be booking Anna in the future.”


About: I have over 10 years experience with training dogs. I’m currently a certified dog trainer at Petsmart. I will treat your pup with respect. No such thing as a bad dog. Can't wait to meet your pup. I’m a trainer at petsmart current working everyday except Tuesdays and Thursdays currently. Those days I’m free to feed, walk, play with or dog sit your pup. Anytime day or night on Tuesdays and Thursdays. I will take the time to meet with you ahead of time and follow all instructions. I’m dog CPR certified. I will make sure I know where everything is that I need and that I have vet contact details.

About: I’m new to Rover, but I have experience caring for many animals, including dogs. I am passionate about animal care and dedicated to making sure every pet feels safe, comfortable, and loved while in my care. I understand that every pet has unique needs, and I am committed to providing reliable, attentive, and compassionate care. I look forward to meeting you and your furry family members!! I have a very flexible schedule and am available to care for pets whenever needed, including mornings, afternoons, evenings, weekends, and holidays. I am committed to providing reliable, attentive, and loving care to ensure your pet feels comfortable, safe, and happy while you are away. I have a fully fenced yard where your dog can safely run, play, and explore while getting plenty of exercise and attention. Your pet’s safety is my top priority, and I will always provide close supervision to make sure they are comfortable, happy, and well cared for during their stay.
About: I’ve always had pets in the house for as long as I can remember , I have 3 dogs of my own as well as 2 bunnies. I also take care of other people’s dogs from time to time. I love animals and I always get along with them well , I know each animals needs is unique and am willing to do exactly what they need! I can always find time for the animals! I do community college right now and only one class in person so my schedule is very flexible ! I have very energetic animals so them being jumpy or a little crazy will not scare me off whatsoever . From puppies to senior animals I am definitely able to provide the care they need!
“Bethany was my first house sitter and she was amazing throughout the entire process. It was my first time booking a house sitting, and I had zero anxiety from start to finish letting an unfamiliar person into my home with her. She provided constant updates as the days went by, with pictures of everything also! Upon meeting she was very inquisitive about what care needed to be provided for my doggo, and she exceeded all expectations. My only regret was not booking her for the whole two weeks during my out of town venture. I very highly recommend her for any pet needs you have, and look forward to utilizing her services again!”

About: I have had pets since I was born. I currently live with four dogs and two cats and help take care of them. I can walk dogs on short and long walks. I can house sit any pets or check in as needed. I have a cat of my own named Clementine. She is an affectionate two year old who loves to play. My sister has a cat of her own named Ace. She is six and prefers her space. She will find you when she wants attention or wants to play. My parents have four dogs. The oldest is Ripley at eleven years old. She loves affection and to cuddle. Penny is a Westie mix who is eight years old. She is a sassy dog who will wrestle her way into getting love. Her brother, Balin, is an eight year old German Shepherd. When he is not barking at one of the neighbors walking on the sidewalk, he loves to play ball or play with his sisters. The youngest dog is Artemis. She is a two year old German Shepherd who cannot stop moving. She loves to play and be outside for as long as she can. I work Monday through Thursday from 8am to 3pm. I am free Fridays, Saturdays, and Sundays. I give pets amble opportunity before I go to work to use the bathroom, eat, and stretch their legs before I leave. When I get back I take the pets out immediately and feed them when scheduled. If I do leave the house, I try not to be gone for more than 4-6 hours. I can follow all of the instructions to the letter. I understand everyone has preferences how their pet is taken care of. I would love to know any quirks or routines your pets may have. I like to update after every visit. For house sitting, I will send photos and an update in the morning and another one in the afternoon. I can provide more updates if desired.
“Tiffany was absolutely amazing with my two puppies! She handled them with so much patience and care, keeping me completely at ease while I was away. I really appreciated the regular updates and photos she sent — it made me feel confident they were in great hands. Tiffany went above and beyond, and I’ll definitely be booking with her again in the future!”

About: I've been caring for dogs in one form or another since I was a young child. I've experience with rambunctious puppies and incontinent senior dogs. I've also experience with house-training puppies and working with high-energy adult dogs still in training. I believe that consistency and love are integral to keeping dogs of all ages happy and healthy. My experiences with my own dog, a very spirited border collie mix, have been proof of concept. Dogs need stimulation and I am happy to play, go on long walks and trips to the dog park to make sure that your dog gets the attention and energy outlet they need! I have open availability during weekdays and weekend mornings. I can begin as early as 7 am and continue until 8 pm. Special accommodation can also be negotiated if needed. I prefer to care for pets in the client's home, as my own home is full of cats and a pair of rambunctious dogs. I will follow all instructions given by the client regarding needs in the home and will walk the surrounding neighborhood if possible. If the neighborhood is not suitable (heavy traffic, lack of sidewalks) and if permission is given I can take dogs to walking paths in Fredricksburg or dog parks to ensure they have sufficient enrichment.
About: I have owned and cared for animals since the age of 5. Currently, I have 2 golden retrievers ages five and two, as well as a senior chiweenie rescue. I will make sure your pets get lots of love, care, and playtime, as well as any of their favorite treats! I currently have full availability. If any changes in my schedule were to pop up, I will let you know at the earliest convenience so you can plan accordingly. I will ensure all your pets needs are met by providing potty breaks, playtime, and being fed or any other needs you may need accommodated.

“This was our first time using someone outside of the family to watch our 13 year old dog. We needed someone who could stay at our house while we were gone because our dog wouldn't do well in a kennel type of environment. We were told about Rover by a friend and when I looked, I saw Warren's 5 star reviews. We had him come by and meet our dog and see if it he would be able to provide the care that our dog needed. Afterwards, we were convinced that Warren was the right one for the job. During our trip we were sent pictures of our dog and updates. After our return, we found that our dog was doing well and we were more than satisfied with the job that Warren had done. We would definitely recommend Warren to anyone in our area looking for a sitter, and we will definitely use him again when needed in the future.”


About: Lifelong animal lover with hands-on experience caring for dogs and cats of all sizes and temperaments. Experienced with feeding schedules, walks, playtime, medication reminders, and keeping pets comfortable in their routines. I'm currently working part time and doing online school so I have plenty of extra time to take care of all your pets needs! I provide loving, reliable care by feeding pets on schedule, giving exercise, attention, playtime, comfort, and following each owner’s instructions carefully! I have a fenced back yard as well.
“Ananda did an amazing job with my little pack! Including my blind, senior girl who needs extra TLC. I never worried about them, as she would check in and send pictures—-which was great as I was out of the country. We will definitely have Ananda visit again on my next trip away from my furkids!”


“April is seriously the sweetest. She helped us out with a last-minute work trip and still showed up with so much care even while going through a hard time herself. Our dogs were happy and well taken care of and that gave us so much peace of mind. We truly appreciate her and would 100% love working with her again. 💛”

About: I’ll be your fur babies new best friend by helping taking them on walks, play time inside or outside, baths, etc. I have always watched my neighbors or friends animals in the past. I’ve build trust with them to allow me to stay or visit their homes while they were away to care for their pets. I also have my own dog (Bichon Frisé) that I love like a child. Currently my availability is open everyday while I just recently moved into the area and looking for work! My schedule is pretty much open currently due to me being on a leave of absence from my job because I just recently moved into the area. I have a Bichon Frisé of my own who haves a lot of energy so we are always playing and running around. I love playing with other animals, taking them on walks and caring for them as if they were my own. I truly believe are pets are like family members that we love and care for!
Over 18 pet parents in Olive have booked house sitting
Olive pet parents share their Rover experiences
We can’t say enough wonderful things about Jessica! There’s never a doubt in our minds that our Nelly is well taken care of when she’s with Jessica. She sends multiple updates throughout the day and captures the best photos. It’s clear she is thoughtful, attentive, and loves our pup like her own. Thank you Jessica!

Brittney was great as usual. She always makes sure my babies and my house is well taken care of. She keeps me updated on how they are doing and even made sure this time my baby that had surgery recently took it easy. My babies love her and I am so grateful that I can travel with a peace of mind. Thanks again Brittney!!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Olive is $50
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 house 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.
Sitters in Olive average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Olive on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,032 house sitters in Olive. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Olive house sitters respond in under an hour.
House sitters in Olive have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Olive.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Olive house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.







