House Sitting in Osborn Landing

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Top rated Osborn Landing house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
29 reviews
9 repeat clients
40 years of experience
Lanexa, VA, 23089

Amanda was wonderful with my two pups. She communicated daily, took wonderful care of our dogs and our home. It was great “peace of mind” traveling knowing that Amanda was taking such care!

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Deborah S.
Sitter Profile Image: Katy W.
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Katy W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
51 reviews
10 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: Maggie K.
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Maggie K.
from
$45
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Toano, VA, 23168

Maggie is highly responsive and responsible. She loves my dogs and they love her. We had a miscommunication because I forgot to tell her she could leave at 10 p.m., and she stayed until 11 just to make sure the dogs were OK. Highly recommend.. Thanks so much for your help!

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Mark A.
Sitter Profile Image: Christina S.
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Christina S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
238 reviews
110 repeat clients
15 years of experience
Williamsburg, VA, 23188

Christina was so reliable and responsive! Christina took such good care of our dogs and sent wonderful photos throughout their time together! So grateful!

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Lily S.
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: 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: Ashton V.
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Ashton V.
Star Sitter
from
$90
per night
5.0 out of 5 stars
43 reviews
13 repeat clients
10 years of experience
Williamsburg, VA, 23188

Ashton was great with our two huskies for a week-long stay. She kept us updated with pictures and the pups clearly loved their walks and cuddles. She was in regular communication and very responsive. We hope she will be available in the future for another stay!

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Mariruth L.
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: 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: Rhianna M.
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Rhianna M.
from
$26
per night
5.0 out of 5 stars
7 reviews
5 years of experience
Williamsburg, VA, 23185

Rhianna took very good care of our senior kitty and our house. Would definitely recommend her if you are looking for a cat whisperer!

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Elizabeth M.
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: Harley G.
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Harley G.
from
$50
per night
5.0 out of 5 stars
2 reviews
1 year of experience
Quinton, VA, 23141

Harley was such a great sitter for my three large dogs! They warmed up to her immediately and you could tell how much she cares for animals! She even kept me updated with pictures of my dogs throughout the weekend while I was away! I highly recommend her!!

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Mary B.
Sitter Profile Image: Jenny D.
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Jenny D.
from
$50
per night
5.0 out of 5 stars
5 reviews
30 years of experience
Williamsburg, VA, 23185

Jenny was wonderful!!! My two pups normally take a bit to warmup to new people but at the meet and greet they both clearly showed a liking to her. Jenny watched my pups in my home and messaged me several times a day and sent pics to let me know how things were going. This was very comforting for someone like me, with having anxiety with leaving them. My house was as clean as I left it, and I was very grateful that she brought in my packages as they were delivered. I would recommend Jenny, we will definitely be asking her to watch our pups again!!! Thank you so much Jenny, for easing my mind with my sweet babies and taking such great care of them😊!!!

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

These two sitters are wonderful! This is the first time we needed to leave our two dogs alone for an extended period and we were nervous. Philip and Lily restored our confidence! We met with them several times prior to departure and they asked all the right questions and had all the right answers to our questions! The dogs liked them and we returned to happy dogs and a home that was tidy - no incidents! They were super responsive to our inquiries while we were away. You cannot miss with this team!

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Diane S.
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: 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

Victoria is a repeat sitter for us this time however she watched all three of our dogs. They are finicky when interacting with each other and she did everything to make it a smooth weekend for them. I appreciate all the updates, care and compassion she gives the dogs.

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Rachel A.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$30
per night
20 years of experience
Henrico, VA, 23231

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.

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 was AMAZING!! My husband and I were getting married near Richmond and we had to bring our two cats and dog. Our one cat has a lot of medical issues and our dog has very bad seperation anxiety, and this was the first time she was going

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Kelly M.
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.
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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 Osborn Landing 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 Osborn Landing 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 Osborn Landing 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.

If you’re searching for a Osborn Landing house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,251 house sitters in Osborn Landing. 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, 87% of Osborn Landing house sitters respond in under an hour.

House sitters in Osborn Landing have an average of 14 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 Osborn Landing.

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. Osborn Landing 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.