House Sitting Osborn Landing

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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
$55
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
40 years of experience
Lanexa, VA, 23089

Amanda is outstanding in every way! Her love of animals is so sincere, and she took wonderful care of our two dogs and our home. Excellent communication and attention to detail - we had absolutely no concerns while we were away. We will definitely ask Amanda to help us again - she truly is a gem!

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Sarah W.
Sitter Profile Image: Katy W.
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Katy W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
57 reviews
13 repeat clients
12 years of experience
Toano, VA, 23168

What a blessing that I found Katy!! Very sweet young lady. She was very patient with my fur babies. I will definitely be using her again and again.

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denise m.
Sitter Profile Image: Christina S.
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Christina S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
243 reviews
113 repeat clients
15 years of experience
Williamsburg, VA, 23188

Christina is fantastic! Quick to respond and very friendly. She sent lots of photos and kept me updated during the visit. I will definitely be booking with her again!

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Jamie J.
Sitter Profile Image: Briar B.
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Briar B.
from
$25
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
6 years of experience
West Point, VA, 23181

Briar genuinely loves dog and has shown a great deal of patience with my shy and sometimes skittish spaniel. She takes time to play with my dog and even gives her periodic car rides.

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Susan D.
Sitter Profile Image: Hope G.
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Hope G.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Quinton, VA, 23141

About: I've been taking care of dogs and cats for as long as I can remember. Many of my neighbors would often ask me to take care of their pets while they're away, and I still watch all of them to this day! It gave me quite a lot of experience with different types of animals among all ages too. All of their amazing pets have inspired me to join Rover to meet many more, and hopefully, I can one day get a dog of my own! I'm currently on summer break for college with no part-time job, so my schedule is completely free and flexible for any sort of pet or home needs. I take utmost care of pets as they are just as important as people! As a dog owner myself, I love on them and go above and beyond when taking care of them. Aside from just feeding or walking, I love playing and spending time with other animals as I believe they all need proper attention and not just their basic needs met while their owners are away!

Sitter Profile Image: Deborah S.
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Deborah S.
from
$45
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
40 years of experience
Williamsburg, VA, 23188

I can't believe I neglected to write this review for so long! Likely because I returned home and was so comfortable and knew the dogs were safe and sound thanks to Deborah's

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Molly F.
Sitter Profile Image: Miles G.
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Miles G.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Mechanicsville, VA, 23111

Miles was so great with Kip. He walked him, went lots of pics and took absolutely fantastic care of our house too. Will absolutely book him again.

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Jake L.
Sitter Profile Image: Michael R.
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Michael R.
from
$125
per night
4.9 out of 5 stars
14 reviews
4 repeat clients
50 years of experience
Quinton, VA, 23141

Michael exceeded my expectations in taking care of my two dogs. Prior to my trip, he came to visit my pups in order to get to know them, observe their behavior, talk about my daily routine, and any special needs. This interaction surely made me feel so much more comfortable in the fact that I could go away and not have to worry about my dogs while being away. I certainly looked forward to his many daily pics and information that he provided to me. In future trips, I will only request Michael because I never had to worry or be concerned about anything. He is definitely a KEEPER and highly recommend him to my family and friends.

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Pamela F.
Sitter Profile Image: Ashton V.
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Ashton V.
Star Sitter
from
$90
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
10 years of experience
Williamsburg, VA, 23188

I can not recommend Ashton enough. Within minutes of her meeting my pup Milo I knew he was in good hands. It is obvious that she is a true animal lover and that she truly enjoys taking care of them. She is a great communicator and kept me updated with pictures and texts throughout her stay. I have already made plans to use her services again.

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Christina A.
Sitter Profile Image: Tracy D.
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Tracy D.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
45 years of experience
Lanexa, VA, 23089

Tracy is awesome! Our babies loved her. She was flexible and helpful. Definitely will want to work with her again. Thank you for loving on my babies! All 4 of them!!!

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Stephanie P.
Sitter Profile Image: Linda U.
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Linda U.
Star Sitter
from
$45
per night
5.0 out of 5 stars
136 reviews
48 repeat clients
30 years of experience
Gloucester, VA, 23061

Linda is the best! She took pictures of our pups every day and answered my texts immediately. Our dogs were so happy to see us but easily settled down because their routine had not been disrupted

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Susan W.
Sitter Profile Image: Lily & Philip E.
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Lily & Philip E.
from
$60
per night
5.0 out of 5 stars
183 reviews
38 repeat clients
9 years of experience
Toano, VA, 23168

Lily and Philip are the best. We are currently going through a challenging period, and they are always ready to help when we need them. They not only cared for our dogs but kept our outdoor plants alive in this heat!

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David B.
Sitter Profile Image: Alex K.
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Alex K.
from
$45
per night
5.0 out of 5 stars
84 reviews
28 repeat clients
20 years of experience
Richmond, VA, 23223

Alex is so sweet and took amazing care of our two dogs while we were away for a week! They sent regular updates and was really communicative, and flexible with our travel plans. The pups had a great time! They also left the house clean and tidy. We would easily use Alex again!

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Casey M.
Sitter Profile Image: Joseph W.
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Joseph W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 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: Victoria L.
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Victoria L.
from
$65
per night
5.0 out of 5 stars
52 reviews
26 repeat clients
6 years of experience
Williamsburg, VA, 23185

Everything went very smoothly with Victoria taking care of our 14 year old dog and 4 year old cat. The request was made just days before we had to leave town for a family situation. Victoria was prompt responding to my initial request. She arrived promptly for a meet and greet, our dog loved her and our cat actually came out of hiding the second day and hung out with her! Victoria immediately put our minds to rest about using a new pet sitter so last minute. She kept us updated on how the kids were doing while we were away and left our house looking perfect when we arrived home. We will definitely contact her when we travel again.

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Caral M.
Sitter Profile Image: kyleigh m.
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kyleigh m.
from
$20
per night
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Williamsburg, VA, 23188

About: i’ve taken care of animals my whole life. whether it was my own, friends, family, or neighbors. i’ve never gone without an animal in my life ! i’m currently free almost all the time and i would love to make some extra money by doing something i love and taking care of your fur babies:) i do have a fenced yard with 3 baby cats and a doggo. i am willing to take care of you and your pets needs in your home in any way needed

Sitter Profile Image: Randi T.
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Randi T.
from
$35
per night
5.0 out of 5 stars
152 reviews
50 repeat clients
20 years of experience
Mechanicsville, VA, 23116

Randi took very good care of my dog Penny. She went above and beyond for her. Randi was quick to respond to any questions I asked her and was great about sending pictures and updates of how Penny was doing. I know I will use her again.

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Tom B.
Sitter Profile Image: Caitlynn V.
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Caitlynn V.
from
$65
per night
4.9 out of 5 stars
19 reviews
4 repeat clients
8 years of experience
Quinton, VA, 23141

Caitlyn did a wonderful job watching my two dogs. She always responded in a timely manner and kept us updated. Would definitely book with her again!

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Jordyn F.
Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
9 years of experience
West Point, VA, 23181

Absolutely amazing with the dogs. Kept us up to date with them and went above and beyond. Would recommend to anyone! Will definitely be hiring again.

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Casey M.
Sitter Profile Image: Mindy J.
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Mindy J.
from
$50
per night
5.0 out of 5 stars
3 reviews
9 years of experience
Quinton, VA, 23141

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.

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Samantha W.
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The median cost per night for house sitting in Osborn Landing 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. 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

Sitters in Osborn Landing average 4
repeat house sitting clients

FAQs for House Sitting - Osborn Landing

Frequently asked questions about Rover

As of July 2026, there are 1,266 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 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 Osborn Landing. On Rover:

  • 93% 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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