House Sitting Osborn Landing
Find a loving house sitter to watch over your pets and your home.
Osborn Landing, 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.
“Christina did a great job of taking care of our pet family! They were all very healthy and happy when we got home! She was very communicative and sent many pictures which was very much appreciated!”
“Tracy is awesome! Our babies love having her stay with them! She loves on them and treats them the way we do. Thank you for being amazing and so helpful. Will definitely work with her again.”
About: I’ve been an animal lover my entire life and have had dogs and cats as long as I can remember. I grew up helping my mom care for other people’s pets in their homes, so taking care of animals has always been a big part of my life! I’m currently a proud dog mom to one pup and a cat mom to two littermate kitties. I’m also a mom of three boys, so I’m VERY accustomed to energy and chaos. I’m also very comfortable cleaning up pet messes, I simply ask that you provide your preferred products and supplies for your home and pets. :) I’m experienced with administering medications and love learning all the little details about your pet — their routines, quirks, favorite treats, fears, and what makes their tail wag. My goal is always to earn their trust and make them feel safe, happy, and loved while you’re away. With my flexible schedule, I have more than enough time to devote to your fur babies and I'm happy to send plenty of photo updates at your request! I like to know everything I can from your preferences to theirs and I do ask plenty of questions as to give your pets as much normalcy and consistency as possible and to give you peace of mind that everything is well taken care of. I’ll care for your pets the way I’d want someone to care for mine. 🐾🩷 I am currently a stay at home mom with all my children now in school so I have more than enough time to devote to caring and spending time with your pets. I can walk or drop in more locally to me but am willing to travel further from home for overnight stays depending on the circumstances and with enough notice. When caring for pets in a client’s home, I’m happy to follow whatever house rules and routines you have in place, both for your pets and for myself. I know every home and pet has their own routines and preferences, and I want to keep things as familiar and comfortable as possible while you’re away.
“Ashton is amazing!! My pup is a little crazy and she handled everything with ease! Best experience I could have asked for leaving my girl for the first time! She kept me posted with pictures and always checked in. Was never a moment of worry while she was there :)”
“We had such a fantastic experience with Linda as our dog sitter! She truly went above and beyond while caring for our dog, Kia. One of the most fun and memorable parts was that this is Kia’s third “French lesson” with Linda, she even gets to sit in on her classes! At this point, we’re convinced Kia is well on her way to being bilingual. It’s such a unique and thoughtful touch, and we love knowing Kia is getting extra attention and enrichment. Linda also sent tons of pictures and updates, which gave us so much peace of mind while we were away. We could clearly see that Kia was happy, relaxed, and having a great time. To top it all off, we came home to a perfectly clean house, everything was spotless and just as we left it. Linda is reliable, attentive, and clearly loves what she does. We would absolutely book her again and highly recommend her to anyone looking for an amazing sitter (and maybe a French tutor for their dog too!). Jade and Kia”
About: I am 42 years old, married to the love of my life. I was born and raised here in Williamsburg, VA! I currently live in Lanexa, Va. Im willing to travel to New Kent, Charles City, Williamsburg, West Point,and York county. I have reliable transportation and a current Drivers License. I am also a licensed security officer. I am available any day of the week as long as we schedule. I am flexible and understand that schedules and needs change constantly! I have been caring for animals over 15 years. I am very meticulous and professional. I love to run and will take your dog along for the adventure if thats something they enjoy. I love to go to the dog park and watch everyone play! I have character references upon request. I currently pet sit full time! I am available 7 days a week to help with your furry friends! Feel free to shoot me a message! I am very meticulous and professional. I love to run and will take your dog along for the adventure if thats something they enjoy. I love to go to the dog park and watch everyone play! I have character references upon request.
“We are so grateful for Isaiah! We had to leave town last minute, and he worked with us every step of the way. He came by beforehand to meet our dogs and has a lot of experience. One of our dogs is a new adoption, and she really only likes me, but he was able to get her to a place where she was comfortable and not stressed around him. That alone says a lot about how good he is. He was accommodating to whatever we needed during the sit and was respectful of our home. When we got back, our pets were happy, relaxed, and acting completely like themselves. We’ve had experiences in the past where you could immediately tell the level of care they received, and this was the opposite. It truly felt like they had been cared for the way we would care for them. Isaiah was that person. We will definitely be reaching out to him again in the future.”
About: I offer personalized, one-on-one care tailored to your dog’s unique needs, personality, and routine. With a focus on reliability and attentiveness, I make your dog’s comfort and daily schedule a priority. I strive to be a calm, loving presence your dog can trust, helping them feel safe, relaxed, and cared for while you’re away. As a full-time teacher, my weekdays follow a consistent and predictable schedule. I am available for afternoon visits after school, evening care, as well as overnight stays when needed. On weekends, holidays, and school breaks, I have more flexibility and can provide extended care, additional visits, or longer stays. This structure allows me to offer reliable, attentive pet care while maintaining clear communication and consistency for your pet. I care for pets with a focus on comfort, routine, and individual needs, whether in my home or in my client’s home. I follow each pet’s normal schedule for feeding, walks, playtime, and medication, and I take time to learn their preferences and personality. In a client’s home, I respect their space while providing attentive, one-on-one care and keeping pets in a familiar environment. I prioritize safety, cleanliness, and calm interactions, and I communicate regularly with updates so owners can feel confident their pet is happy and well cared for.
“Caitlynn was great, she came on short notice and was polite, very clean and was very communicative and sent me lots of pictures and updates. The pups were clearly well taken care of and I will use her again for sure.”
“Arianna was a dream! She took care of Kia as if she was her own. I think she spoiled her more than we do, if that is possible. Another surprise? The house was spotless. My mom was so surprised when she came home and there wasn't fur built up over the time we were gone. From constant pictures and updates, to a clean house when we got home we couldn't have asked for more! Arianna is dream and Kia's new best friend!”
“Katelyn was really great, right away you can see that dog person that your hoping for..Shasta accepted her and that's a big deal..I appreciate Katelyn and definitely would ask for her if I need a sitter in the future..”
“Meaghan was awesome to work with. She took excellent care of my dog while I was away, from taking him to new trails to bathing him, she even bought him some treats when I didn’t have any. She kept me updated throughout each day with pictures and letting me know what they did and how he was doing. Highly recommended!”
About: I’ve had dogs my entire life and genuinely love caring for them. To me, every dog deserves patience, kindness, and plenty of attention. Whether your pup loves long walks, playtime, or simply relaxing with good company, I’ll make sure they feel safe, comfortable, and loved while you’re away. I understand that every dog has a unique personality and routine, so I’ll follow your care instructions carefully—from feeding schedules and medications to favorite toys and walking habits. My goal is to treat your dog like a member of my own family, giving you peace of mind knowing they’re in caring, reliable hands. Please note, we board on family at a time, we do not cage the dogs. Pet care fits seamlessly into my daily routine because I work from home, and my wife is home full-time. This means your pet will receive plenty of attention, companionship, and supervision throughout the day rather than being left alone for long periods. We have a clean, safe, and pet-friendly home where dogs can feel comfortable and relaxed. Whether it’s regular walks, playtime, feeding, or simply providing affection and companionship, we’re committed to making every pet feel like part of the family while they’re in our care. I care for every pet as if they were my own. I follow each owner’s instructions carefully, including feeding schedules, exercise routines, medications, and any special needs or preferences. I make sure pets receive plenty of attention, affection, playtime, and regular potty breaks while maintaining their normal routine as much as possible. In my home, pets stay in a clean, safe, and comfortable environment where they are supervised throughout the day. Since I work from home and my wife is home full-time, your pet will have lots of companionship and won’t be left alone for extended periods. When caring for pets in a client’s home, I respect both the pet’s routine and the owner’s home. I provide reliable, attentive care, keep the space tidy, and send regular updates and photos so you can have peace of mind while you’re away.
“Mindy was amazing especially with my grumpy senior dog. I have never seen Bucky take to a new person so quickly. She sent photos of my dogs on their walks and checked in with me each day. I can not recommend her enough.”
About: I have experience with all animal types including dogs, cats, horses, livestock, birds, pocket pets and some reptiles. I am a licensed vet tech so I am also comfortable medicating animals that need it. I have 7 dogs and 3 cats, all of which are friendly with other animals. I will treat your pets as if they are my own no matter if they are being boarded or just going for a walk. Please feel free to ask any questions regarding your pets and their needs while you are working, vacationing, etc. I can care for pets early before work, mid-day and late after work. On weekends my schedule can be more flexible depending on what activities I have going on. Any dogs that come into my home will be treated as if they were my own. I have a fenced backyard for the dogs to play in. Boarding dogs will have their own room to hang out in.
About: I have had at least one dog all of my life. Often times more than one. Currently living with just one Lab who would love a visitor/playmate. I foster emergency overnights on rescue transports. I have been a caregiver for dogs of all ages and kinds; puppies, senior dogs, and dogs with separation anxiety. I have grandcats I house sit for and have also taken care of chickens. I work from home with tons of flexibility. I have one adult child at home in graduate school, they have a health condition which keeps them home most days too, so your pet is never short of human companionship. I live in a great neighborhood for walks on a leash. I provide dog sitting in a one story home with a large, wooded fenced yard in central Richmond neighborhood. Great for dogs of all ages and abilities. I live with one Lab that's a large couch potato. He also likes his human to sit outside with him rather than be out there all by himself. So we spend lots of time outside together. Pets are permitted on furniture and the bed, whatever makes them feel at home. I do have a large dog crate that can be set up if needed, but only if requested as it will put your pet at ease. The most important factor is making sure your pet feels comfortable, keeping their routines and habits to lessen the stress of a new place.
The median cost per night for house sitting in Osborn Landing is $50
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests for house sitting - Osborn Landing
Select a filter and find qualifying sitters offering house sitting.Sitters in Osborn Landing average 4 repeat house sitting clients
FAQs for House Sitting - Osborn Landing
Frequently asked questions about Rover
As of October 2026, there are 1,299 sitters on Rover offering House Sitting across Osborn Landing. 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 Osborn Landing 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 Osborn Landing 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 Osborn Landing 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 Osborn Landing. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 99% 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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