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

Oriole, 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.

“Heather C. Was great with our rescue pit bull, our old man beagle, and our ornery cat. The dogs were happy and comfortable the whole time. We will continue to use Heather for our dog sitting needs.”


About: I formally go by Kai Shakur. I've been taking care of dogs ever since I was around 10 years old. Growing up, my family have always owned some type of dog from a pug, to shitzus, to pit bulls, and I've always found joy in caring for them, taking them on walks, bathing them, and just showing them love and affection. Being around animals have always brought me much joy, and although I'm unable to have my own pet right now, my love for them, and the pride and joy I get from being around them and caring for them is always there. Additionally I have about a year of experience in dog handling and training. I'm currently working full-time so I spend my evenings and weekends caring for your pups! When housesitting, I would be gone throughout the day at work, but will still stop by and ensure your pup is taken care of. I offer simple companionship, as well as walks, baths/grooming, feeding, and any other daily needs specific to your animal. I am always open to working with dogs with disabilities, as well as puppies and seniors.

“This was my first time using Rover and I believe Angel’s as well. She was great at communicating and sending me updates and handled a few extra things during my time away. She was very respectful of my home and my dogs really enjoyed her company. I would definitely feel comfortable using her again.”
“Amy did a fantastic job looking after our two dogs for an extended period. She was attentive, caring, respectful of our home, and sent lots and lots of photos and updates. The doggies miss her!”
About: I’ve had pets my whole life from childhood to adulthood. I was the child that found strays and brought them home! I have had dogs, cats, lizards and Guinea pigs. My pets are treated like family and I’ve always been on top of their health care and grooming. I currently have three cats, ages: 16,15,&two 4 year olds. I have an eight year old German Shepherd as well. At one time we had four dogs, and for cats! I was blessed to live in a large home with large fenced yard. I also have two grand cats, two grand dogs and one grand Guinea pig. My love of pets has past down to all my children. I also have access to military installations. I’m a retired teacher so Pet sitting is what I do! I travel and pet sit for areas that I’m interested in visiting so I’m often traveling to both cities and rural areas. I have my own transportation. I enjoy taking pictures of your loved ones for daily updates. I also have access to military installations. I will only provide care in the pets home. I’m a traveler right now so I can only sit in the clients home and Iam comfortable with that.
About: Have experience with multiple dog homes, and senior doggies needing meds and special care. Also have been sitting for a puppy now, so I welcome a challenge. I am not working right now so I'm very flexible with hours. I can be requested for short notice also and can make multiple visits in a day. Will treat and love your baby/babies as if they are my own. I have experience with senior or special needs dogs and giving medicines if needed.
“Susan stayed at our house for 10 days to take care of our dog. She sent us pictures and updates every day. when she left my dog was crying. I was so comfortable going away knowing that I did not have to worry about my dog being taken care of. He was treated very well and he was loved. I give Susan a 10+star rating. I will definitely use her on our next trip. She treated my house like it was her own and my house was in the same condition as when I left it it was clean and orderly. Thank you Susan for all that you did for Willie.”

About: I’ve been taking care of all types of animals from Horses to goats, to dogs and cats, to chickens and fish. I have experience with all ages of dogs and cats from newborn to seniors. I am currently the DayPlay Lead at K9 Heeling, rates the “#1 Dog Training Company” on the Eastern Shore, based on The Metropolitan Magazine! I love all animals and would willing to watch any type!! I am currently working full time! I’ve plenty of free time to take care of your pets and make sure they have the best quality care! After all it is what I do for a living! I would prefer to pet sit in your home so that the dog can stay in the comfort of its own home, if at all possible!
About: I am a former vet tech, now Pet Emergency employee who now runs my own side business caring for animals in a way that is beneficial to the owner and pet I work at the local Pet Emergency Center, care for clients pets as needed, and have pets of my own including reptiles. Also take surrendered animals that need a second chance. I offer in home services to the clients to cut dog/cat nails, and care for animals overnight/drop ins so that they do not have the stress of monthly vet visits/boarding.
“Alexis was professional and responsive from the moment I reached out, even though it was months before I needed her services. We chatted by text several times, asking and answering questions, which I appreciated. I was staying out of town at a local hotel and was thankful that Alexis was willing to stay in my suite to watch my pup. She arrived on time, was friendly, and took good care of my girl. She sent photos and replied promptly to texts while I was away. Her rates are beyond reasonable and I would definitely recommend her and seek her out if I return to the area. Thanks so much, Alexis!”
About: I provide reliable, attentive care that’s tailored to each pet’s needs and personality. I have a 15 year old Yorkie mix and a 1 year old Yorkie. My experience includes caring for puppies, adult dogs, and senior pets, so I understand everything from basic training and routines to giving extra patience and comfort to older animals. I’m comfortable with feeding schedules, administering medications if needed, and keeping pets active, safe, and loved while you’re away. I treat every pet like they’re my own and make sure owners feel at ease with regular updates and check-ins. I plan my day around feeding times, walks, playtime, and check-ins to make sure pets aren’t left alone for long. I’m flexible during the week and weekends, which allows me to stick closely to your pet’s normal schedule and give them the time, supervision, and care they need. I create a safe, calm environment by following each pet’s routine to keep them comfortable and stress-free. I have a fenced yard for secure outdoor time and always supervise pets. In your home, I respect your space while keeping your pet in their normal routine. I also provide updates and can handle special needs like medications.
“I couldn’t have asked for more. Hanna stayed with our two girls - Darla and Hazel - one senior dog and one space cadet young English Setter. We got photos everyday that showed us in an instant that our girls were well taken care of. We like them to be more comfortable at home and having Hanna here with them was wonderful - she brought in the mail and took great care of our home. What a blessing and a treasure. In a heartbeat I’d ask Hanna again. Too bad she’s not available for our cruise this spring! I tried!”

About: I love to love on animals! I make sure they are well lover and cared for while you are gone! And make sure they get everything they need. It distracts me from life and makes me happy! And most days I can do in the afternoon morning whenever is good for you and your family! Have a leash on them and keep a good eye on them at all times! Go outside when they go outside so you can watch them!
“Carson was an excellent sitter for our dog Coco! We contacted him last minute after our other arrangements fell through, we were so lucky to have found him! He was communicative, took great care of Coco, and Coco seemed to have had a great time with him!”

About: I’ve have taken care of pets since I was a child. I have been with Rover since February 2023.I have a large yard and a little boy who loves animals. We spend a lot of time outdoors. If your pet likes that, they will be able to join us. I have a chain link kennel out in the yard and a lead where they have room to walk around and hang out outside of the kennel too. I work full time. I am available after 5:30 pm Mon-Fri. Weekends I’m free all day! We love animals and can’t wait to care of yours! :) I have a large open yard with an enclosed porch for your pet to lounge and take in the sunshine! I provide morning, evening and bedtime walks and outdoor time.

About: My name is Carla, I have over four years of pet care experience (working in pet stores, vet clinic's, and volunteering for local shelters. I also am mom to 3 fur babies of my own: My senior dog Dino, my rescue Darla, and my youngest daughter Appa. I have a genuine love for animals and will ensure that your pet receives the love and care they deserve. I will walk, feed, and play with your pet to help you give them the extra care they need while you work or take that vacation. I enjoy being active especially with animals so long walks are a favorite past time of mine even during the cold weather months. I look forward to working with you and loving your pets! Thank you for your time! Carla C. I work from home during the week and have the weekends free! I have plenty of time to drop-in and walk your pets if needed. My dogs are crated during the day while I work. Darla gets 3-4 bathroom breaks, while Appa is still being house broken. As far as my client’s home, all I need to know is what their routine is and I go from there.
About: I’ve been looking after dogs since I was in high school, beginning when my mom brought home her sweet husky, Sophie. I also adore my brother’s dogs, Lucy and Cody, and have made them my consistent clients for the past two years. I am used to larger dogs, but I absolutely love all breeds and can’t wait to meet your babies! I’m currently free whenever! I have a seasonal job that starts up in late April, which will shift my pet sitting schedule to weekends only if traveling is required. If you are local I can definitely try to work around my job and your needs depending on time. I unfortunately cannot watch your pets in my home, as I live with my dad and that’s just his rule. I can however stay at your home or do check-ins, whatever you would be comfortable with! If there are any strict guidelines for your babies (feeding/outside schedule, no furniture, crating, dietary restrictions, medications) I will always make sure I follow them to a T!
The median cost per night for house sitting in Oriole is $50
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 - Oriole
Select a filter and find qualifying sitters offering house sitting.Sitters in Oriole average 4 repeat house sitting clients
FAQs for House Sitting - Oriole
Frequently asked questions about Rover
As of September 2026, there are 123 sitters on Rover offering House Sitting across Oriole. 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 Oriole 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 Oriole 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 Oriole 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.




