House Sitting Osborn Landing

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pet parents in Osborn Landing have booked house sitting

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.

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Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$62
per night
5.0 out of 5 stars
• 36 reviews
11 repeat clients
40 years of experience
Lanexa, VA, 23089

“Very engaging with the dogs and very attentive to their needs. Communicates clearly with owners to give updates and asks questions in order to provide the best care.”

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Patrice H.
Sitter Profile Image: hannah g.
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hannah g.
from
$30
per night
10 years of experience
Toano, VA, 23168

About: My first ever job at the age of 12 was dog sitting in my neighborhood. I am a dog mom myself to a sweet high energy Boykin Spaniel. I have a dear love and passion for all animals and am excited to help take care of your sweet additions to your family! I work from home and have tons of flexibility to walk and check in on your pets at any time of the day! Or have your pets come hangout with me at my house! I have a park in my neighborhood where your pups if allowed can roam and have fun! I work from home where your pet is allowed on my furniture to take a nap and cuddle!

Sitter Profile Image: Tyler H.
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Tyler H.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
9 years of experience
Saluda, VA, 23149

“Tyler was very understanding about us having to cancel at the last minute. He has been great to deal with.”

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Kathleen H.
Sitter Profile Image: Joseph W.
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Joseph W.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Chester, VA, 23836

“First time house sitting for our Bernedoodle and she was well handled by Joey. He took well care of her as usual, played, walked her and gave her medicine. 👍”

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James K.
Sitter Profile Image: Caitlin F.
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Caitlin F.
from
$35
per night
4.9 out of 5 stars
• 18 reviews
5 repeat clients
5 years of experience
Williamsburg, VA, 23185

“Caitlin helped us out last minute and was extremely accommodating to our senior dog with anxiety. She shared pictures and her response times were great. We will definitely use her again in the future!”

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Kira W.
Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

“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.”

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Brienia B.
Sitter Profile Image: Mollie W.
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Mollie W.
from
$60
per night
15 years of experience
Lanexa, VA, 23089

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.

Sitter Profile Image: Megan B.
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Megan B.
from
$40
per night
15 years of experience
Newport News, VA, 23603

About: I've loved animals for as long as I can remember! Growing up with family pets and caring for my own dogs over the years has given me a lifelong appreciation for the special bond we share with our animals. I've also responsibly cared for other people's pets, both during the day and overnight, including dogs, cats, and even birds! Although I don't currently have pets of my own, that's actually one of the reasons I'm excited to join Rover. I'd love the opportunity to give your pets extra love, attention, and companionship while you're away. I know how much pets mean to their families, and I would treat yours with the same care, patience, and affection I'd want someone to give my own! I work for myself, which gives me a flexible schedule that doesn't follow a typical Monday–Friday, 9–5 routine. I'm happy to work with pet parents to find a schedule that fits their pets' needs and routines. I offer drop-in visits, dog walks, house sitting, and overnight stays in your home. Whether your fur baby needs a midday visit, some extra playtime, or company while you're away, I'd love to help make sure they feel safe, loved, and cared for! I understand that inviting someone to care for your pets and into your home requires trust, and I take that responsibility seriously. I'll respect your home, carefully follow your pet's feeding schedule and care instructions, and make sure their routines are maintained as closely as possible. Your pet's safety, comfort, and happiness are my priorities. I'm also happy to provide updates and photos during visits or stays so you can have peace of mind knowing your furry family members are receiving attentive, loving care while you're away!

Sitter Profile Image: Lauren K.
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Lauren K.
from
$55
per night
4.8 out of 5 stars
• 8 reviews
2 repeat clients
30 years of experience
Hopewell, VA, 23860

“Lauren was great. Super friendly and could tell she truely cared about taking care of our dog and 2 cats. She sent pictures and updates and asked questions to make sure she was doing everything right. She was accommodating with a more last minute booking to house sit for a weekend. Would definitely reccomend Lauren!”

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Leila C.
Sitter Profile Image: Caitlynn V.
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Caitlynn V.
from
$75
per night
4.9 out of 5 stars
• 19 reviews
4 repeat clients
8 years of experience
Quinton, VA, 23141

“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.”

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Chase M.
Sitter Profile Image: Kimberly S.
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Kimberly S.
from
$55
per night
35 years of experience
Richmond, VA, 23235

About: I’ve taken care of pets for 35 years. I am able to administer medications including injectable’s if needed. I work with all breeds and temperaments, and do not shy away from pets that have behavioral issues. I’ve worked extensively with large farm animals to include horses, goats, donkeys, and cattle and have cared for the occasional parrot, chinchilla, and snake. Since pet sitting is my only employment, I am able to provide companionship to your fur family 14-18 hours daily including overnight care. I also am able to check mail, grab packages, and water plants at no additional charge. I keep to your pets normal daily routine, to include walks, potty breaks, feeding schedule, and of course nap times. Let’s set up a meet and greet to see if I’m a good fit. Currently I am only doing pet sitting and it’s my primary and only employment. This enables me to spend more time with your fur babies. I care for pets in your home as requested. I stick to their normal daily schedule. I also water plants and grab mail as needed.

Sitter Profile Image: Sharon A.
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Sharon A.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
57 years of experience
Richmond, VA, 23231

“Best sitter I’ve ever had”

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Oliviya G.
Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
10 years of experience
Henrico, VA, 23294

“Lena was great! She sent updates with many pictures of Bosun and Ferry carrying on happily without us! She messaged us with questions as well, which we appreciated because it showed she cared about making sure things carried on as they would if we were home. We are booking her help again!”

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Madison S.
Sitter Profile Image: Catherine A.
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Catherine A.
from
$45
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

About: I just love critters! I love hanging out with your furry legged friends and would love to take care of yours if at all possible. I do work full time: however, I have my own transportation and can be somewhat flexible on my office hours. I’m used to working crazy hours all day! Can do drop ins as well as overnights, but will need to go into the office during the day. I make sure they’re happy and comfortable, following instructions to a T and spending as much time as possible with them to ensure they’re happy and healthy!

Sitter Profile Image: Mindy J.
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Mindy J.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Richmond, VA, 23219

“Mindy was lovely. Our pets were well taken care of and so was our home. She sent pictures and let us know how things were going, and was flexible with our return time. Definitely will have her sit for us again.”

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Jennifer W.
Sitter Profile Image: Amy B.
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Amy B.
from
$45
per night
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Williamsburg, VA, 23185

About: I’ve always been an animal lover, and caring for pets has been a part of my life for years. From playful puppies to senior dogs who need extra patience, I know how to adjust my care to fit each pet’s personality and needs. I have hands-on experience with feeding, walking, administering medications, crate training, and keeping pets comfortable while their owners are away. Friends and family often rely on me to watch their dogs and cats, and I treat every animal like they’re my own—plenty of cuddles, playtime, and attention included! Whether your pet is full of energy or just enjoys lounging around, I’ll make sure they feel safe, loved, and cared for at all times. Pet care is just a natural part of my day. I’m used to building my routine around feeding, walks, playtime, and lots of love. I make sure pets get their exercise, attention, and cuddles every single day, because I know how much those little things matter. Each week, I also set time aside for things like brushing, extra play, or whatever makes them happiest. Taking care of animals doesn’t feel like a chore to me — it’s something I truly enjoy and look forward to. I care for pets like they’re part of the family! In my home, they’ll have a safe, cozy space with plenty of love, playtime, and snuggles. In your home, I follow their normal routine so they feel comfortable and cared for—whether that’s walks, meals, meds, or cuddle time. Every pet is unique, and I make sure they get the attention and affection they deserve. 💕🐾

Sitter Profile Image: Vanessa K.
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Vanessa K.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
26 years of experience
Glen Allen, VA, 23060

“Vanessa was wonderful! She took great care of our cats (and hummingbirds) and our house. She was in constant contact letting us know how our girls were doing and sent plenty of pictures which we loved. We will definitely reach out to her again when we need her services”

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Allan F.
Sitter Profile Image: Desiree D.
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Desiree D.
from
$125
per night
2 repeat clients
6 years of experience
Richmond, VA, 23222

About: I have over 5 years of hands-on experience caring for dogs in structured, multi-dog environments, including high-energy and working breeds. I currently manage a multi-dog household and am actively involved in dog sports and conformation, which has given me a strong understanding of routine, behavior, conditioning, and proper handling. I am comfortable working with: • High-energy and active breeds • Puppies needing structure and consistency • Senior and special needs dogs • Multi-dog households • Dogs requiring medication My care style focuses on structure, safety, and clear communication. Dogs in my care receive consistent routines, appropriate exercise, and calm, confident handling—not just supervision. I am best suited for clients who value reliable, knowledgeable care and want their dogs maintained in a structured environment while they are away. Pet care is a consistent and structured part of my daily routine. I plan my schedule around the dogs in my care to ensure they receive timely walks, feeding, exercise, and attention. I maintain reliable availability for bookings while ensuring each dog receives focused, individualized care and a consistent routine. I prioritize safety, structure, and clear communication in every home I enter. I follow each dogs routine closely, including feeding schedules, medications, crate use, and exercise needs. Dogs are always handled securely on leash unless otherwise specified, and I am attentive to environment, behavior, and stress signals. My goal is to maintain a calm, consistent, and safe environment so your pet feels secure while you’re away.

Sitter Profile Image: Simone A.
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Simone A.
from
$65
per night
10 years of experience
Richmond, VA, 23226

About: I worked as a pet care specialist at a pet resort and worked there for two years. I love animals of all shapes and sizes. I am used to giving medications, dealing with different breeds, feeding and walking as well as temperament levels. I have a dog of my own who is my world. I promise to treat your pet like they are my own and to be organized and caring when it comes to every aspect of taking care of your pet. I have been around all types of dogs and cats as well. I’m willing to take the time to learn about your pet and do whatever care they need in order to be comfortable and safe. I will always do my best at all times. I work full time during the week but am available for overnight stays during the week and weekends as needed. My work schedule is 8-5pm. While Petsitting in the clients home, I always make sure to be aware of my surroundings and others while out and about on walks as well as maintaining the safety of the clients home.

Sitter Profile Image: Marcos R.
Verified Enhanced Background Check
Marcos R.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 28 reviews
4 repeat clients
27 years of experience
Newport News, VA, 23602

“Marcos did great with Lucy.”

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Michael F.
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The median cost per night for house sitting in Osborn Landing is CA$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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 November 2026, there are 1,270 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.

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 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:

  • 90% of sitters can help with special care needs
  • 94% 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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