House Sitting Greenway

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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: Christina S.
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Christina S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
252 reviews
117 repeat clients
15 years of experience
Williamsburg, VA, 23185

Another excellent experience with Christina! The fact that we chose Christina again speaks volumes about the confidence we have in her care. Having a pet sitter who is dependable and genuinely cares for your pet is priceless. Prada was happy and comfortable, and I appreciated the updates while we were away. We will definitely continue booking with her. ❤️🐾🐾

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Rosalie L.
Sitter Profile Image: Oli L.
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Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
113 reviews
35 repeat clients
18 years of experience
Hopewell, VA, 23860

Oli was wonderful! We have a reactive dog who is nervous meeting new people but she warmed up to Oli quickly. Oli checked in often with photos of the pups and left everything in good order.

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Sarah K.
Sitter Profile Image: Journei F.
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Journei F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
7 years of experience
Richmond, VA, 23234

10/10

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Matt W.
Sitter Profile Image: Joseph W.
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Joseph W.
Star Sitter
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: Isaiah M.
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Isaiah M.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!

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Alexis H.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Midlothian, VA, 23832

Michelle is amazing! I wish I could give her way more than 5 stars. She is a great communicator and sends pics of the pups often which is very comforting to me. When I return home the house is just as clean as I left it…if not cleaner. Most importantly, the pups absolutely LOVE her.

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Sandrea M.
Sitter Profile Image: Melanie C.
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Melanie C.
from
$65
per night
4.7 out of 5 stars
28 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23237

I can’t say enough great things about Melanie! She took such amazing care of my Frenchie while I was away. From the moment we met, I could tell she genuinely loves dogs and knew exactly how to handle my pup’s quirky personality and needs. I received regular updates, photos, and videos, which totally put my mind at ease. My Frenchie came back happy, relaxed, and maybe even a little spoiled—in the best way! I’m so grateful for the love and attention they gave. I’ll absolutely be booking with them again!

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Omead S.
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
50 years of experience
Lanexa, VA, 23089

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.

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Stephanie P.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Richmond, VA, 23223

About: I’ve had dogs since I was eight years old. Including puppies and rescuing senior dogs. Some of the senior dogs were at the end of their life so I understand the need for compassion and care. I currently have a two year old puppy which I have trained since she was five months old. So I am very versed in the need for daily exercise, consistent training, and daily enrichment. I’ve been dog sitting for at least ten years. Including extended stays at my residence. I’m currently a part time worker, looking for something to fill my extra time. So I have a very flexible schedule and I’m always ready for some extra dog time. My goal is to always put your pets need first. Including any care they need. Including cleaning up after them and any extra medications they may need. Also adding comfort and safety in stressful situations.

Sitter Profile Image: Meaghan O.
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Meaghan O.
from
$45
per night
4.6 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Williamsburg, VA, 23188

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!

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Keenan O.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$30
per night
1 repeat client
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: Marina S.
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Marina S.
from
$30
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Richmond, VA, 23225

Marina was fantastic highly recommend her great communicator and Butch loved having her watch him

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Babs P.
Sitter Profile Image: Michele K.
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Michele K.
from
$48
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
1 year of experience
Williamsburg, VA, 23188

About: I love all animals, and am very patient and energetic and would love to help you with your fur babies when you can't be there for them! I currently work full time weekdays but am available evenings and weekends! Can be a available for weekend house sitting as well. And possibly some morning drop in visits. I can walk your pooches and play with them and would love to help kittu watch as well! Looking to do this with my 12 year old daughter to teach her some responsibility!

Sitter Profile Image: Ashlei S.
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Ashlei S.
from
$80
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
4 years of experience
Charles City, VA, 23030

Ashlei did amazing with my crew of pets. I came home after a weekend and they didn’t seem to mind me being gone at all! Will definitely be using her for future pet sitting.

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Bobbi M.
Sitter Profile Image: Judith E.
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Judith E.
from
$100
per night
30 years of experience
Hopewell, VA, 23860

About: I have been a foster parent for a local rescue for over 2 years. I have had dogs of my own for the last 30 years. I love my dogs like they were my children. Dogs are family and deserve to be treated like they are just that, valued family members. I current work from home and the dogs in my house are free to roam all day. We take breaks and enjoy walking around the quiet neighborhood. I may not have a fenced yard but that will not keep your dog from being exercised or safe. I leashed walk my own dogs many times per day. I have crates available if needed. I have fostered all kinds of dogs from high energy to couch potatoes.

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: 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: 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.
Sitter Profile Image: Gayle J.
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Gayle J.
from
$50
per night
40 years of experience
Henrico, VA, 23231

About: I’m 66 but I’m a young 66 year old women. I’d be honored to take care of your pets! I’d take care of them as if they were my own! I’ve had pets all my life (cats, dogs, and etc) I’m currently available at all times and everyday! I have my own transportation. I can always leave at any time to do a drop in for your pet! Night or day! I will follow your instructions closely and obey your house rules. I have many experiences with house sitting and pet sitting and pet sitting within my own home!

Sitter Profile Image: Mollie W.
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Mollie W.
from
$30
per night
15 years of experience
Lanexa, VA, 23089

About: I am 38 year old, engaged 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.

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The median cost per night for house sitting in Greenway 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

Popular requests for house sitting - Greenway

Select a filter and find qualifying sitters offering house sitting.

Sitters in Greenway average 4
repeat house sitting clients

FAQs for House Sitting - Greenway

Frequently asked questions about Rover

As of September 2026, there are 1,320 sitters on Rover offering House Sitting across Greenway. 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 Greenway 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 Greenway 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 Greenway 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 Greenway. 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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