House Sitting Greenway

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

“Highly recommend Christina for in-home pet sitting! She stayed for over a week and our two dogs and cat seemed very content and well-cared for and our home was in perfect condition upon our return. Her communication is great, stopped by twice prior for meet and greets since this was our first time having her stay. We received multiple pictures each day which was an added bonus. Both of our dogs take medication and she was comfortable handling that and even offered to help with fish, plants, trash, and mail if needed. 😁 Overall very happy with our experience and appreciative of the excellent care we received.”

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Denise S.
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: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
Midlothian, VA, 23832

“This was our first time using Rover, and we couldn't have had a better experience with Michelle. She was responsive, communicated with us, and sent photos to reassure us that our dogs were doing well. She really went above and beyond to care for our dogs and our home while we were out of town for the weekend. We would highly recommend Michelle for any dog sitting service!”

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Elizabeth S.
Sitter Profile Image: Danielle S.
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Danielle S.
from
$28
per night
10 years of experience
Richmond, VA, 23223

About: As the owner of high energy pets, I am an expert at walks and enrichment. I love animals and am often the first person my friends and family ask to watch their pets when they go out of town. I have a flexible schedule and can be available to care for your pets! On weekends, I am available for petting sitting or long walkies. I have a fenced yard and a neighborhood that is good for walks. I have two pets of my own, a service dog dropout and a cat that likes dogs more than people. I am also willing to drive to your home to care for your pets.

Sitter Profile Image: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
• 18 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

“Ada is absolutely wonderful with my pets. My cat is a little bizarre ands likes to snuggle into and bite people’s hair if he likes them. It’s super weird and most people are intimidated by him because of it, but Ada sends me pictures of him snuggling in her hair and she still loves him. My dog was scared of thunderstorms and shaking and being super extra, but she comforted her and when I got home, they both look happy and well taken care of. She even helped when a leak happened in my house and she moved furniture and dried out the floor. She has gone above and beyond to take exceptional care of them ands I would absolute recommend her to anyone. This is the second time we’ve used her, ands we will definitely hire her in the future. She’s a gem.”

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Julie M.
Sitter Profile Image: Cedric J.
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Cedric J.
from
$28
per night
20 years of experience
Richmond, VA, 23150

About: I am the owner of a small dog training business. I specialize in training pet, service, and working dogs. Also, I breed, raise, and train protection dogs! I live, work, and train on a six acre property. I‘m also available 24/7 for our clients and take care of your dog as mine! I have a temperature controlled training and boarding building so each dog has their own personal space. I also have treadmills, a pond, and six open acres for dogs to run and play.

Sitter Profile Image: Destiny R.
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Destiny R.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Richmond, VA, 23234

About: I have two dogs of my own one of which I trained to be my personal service dog. My second dog we originally were fostering and we adopted her because she fit into our family perfectly and became our other pups best friend. I actively foster puppies and kittens. I’ve done crate training and all the potty scaries with puppies. I’m extremely patient with them and try to meet each dog where they are at. I have experience giving medications to pets as one of my cats has to have daily oral medication. I love my pets and would treat yours as if they were my own 🖤 I have a very flexible schedule and I’m on the road and I have free time during the day and evenings where I am able to fit pet care-sitting into my schedule. I’m a very attentive pet parent myself and don’t typically leave my own dog unattended outside in the yard and I try to be very interactive and engage so they can play. I have 3 cats and enjoy playing with them and spending time with them so they feel cared for.

Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$95
per night
4.9 out of 5 stars
• 45 reviews
14 repeat clients
10 years of experience
Richmond, VA, 23237

“Rangeen was great! This was my first time using a house sitter from Rover and it went perfectly! Rangeen sent me pictures and updates and how my pup was doing and was super responsive and professional. Would 100% recommend!”

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Taylor R.
Sitter Profile Image: Charlotte R.
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Charlotte R.
from
$75
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Richmond, VA, 23223

“Charlotte took great care of my dog Cher and left the house super clean! She was super patient and understanding of Cher’s leash reactivity which made me feel more confident leaving. She also sent me tons of photos which was so nice because I was missing Cher a lot! Looking forward to hopefully having her stay again sometime. Thanks Charlotte!!!”

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Isabelle W.
Sitter Profile Image: Maryurith M.
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Maryurith M.
from
$35
per night
5 years of experience
Chester, VA, 23831

About: I’ve raised four German shepherds since they were nine weeks old and I will love and take care of your babies as I did mine! I’m currently working a full time job from Mon-Thurs from 7:30AM to 5:00PM. I have a routine of waking up before 4AM so I have plenty of time in the mornings, I am able to leave work between 11:30AM-1:00PM if I need to check on any pups at home or for potty breaks. I am off during the weekends, I don’t do much on my time off just read, clean and I try to exercise in my apartment. I live in an apartment and I will love to take walks and take your fur babies out when needed and for play time as well. I don’t have any pets at home. I will follow any instructions that you give me to sit your fur babies in my own home or yours.

Sitter Profile Image: Kat H.
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Kat H.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
18 years of experience
Henrico, VA, 23231

About: Ive spent more than 18 years taking care of pets- kittens, hamsters, newborn puppies, senior dogs, and even turtles! I also have experience administering medication, bathing, and walking dogs of any and all temperaments. I have an extremely flexible work schedule and can provide daily or weekly care for your pet. I very much look forward to hearing from you! My quiet, country home is located on over an acre of fenced in land. Your furry family member will have room to stretch out, tons of room to run, splash in the pet pool, or take a warm sunbath and comfy snooze under the umbrella on the deck! I will take plenty of photos and videos of your pet during their stay or our visit to make sure you never feel too far away!

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: Xavier A.
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Xavier A.
from
$20
per night
2 years of experience
Disputanta, VA, 23842

About: I’ve been a animal lover my whole life. I grew up on a farm and took care of many animals. I will always do my best to make sure your pet is loved and well taken care of. I work a very flexible schedule and will do my best to be available whenever I am needed. I will always put your pets as a top priority. I will always work around your pets personal needs and do everything I can to make sure they are happy and well taken care of

Sitter Profile Image: Ion D.
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Ion D.
from
$26
per night
10 years of experience
Williamsburg, VA, 23185

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.

Sitter Profile Image: Jamie R.
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Jamie R.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Chester, VA, 23831

About: I've had dogs and cats all my life. From pound puppies to pure bred, from puppy to 17+ years old and everything in between. Currently I have 2 Great Danes, a 1 year old female named Willow and a 2 year old male named Otis, and my oldest pound puppy a 17 year old girl named Spazzy. There are also 3 cats in the house. I've had multiple dogs trained and I'm currently working towards a dog training degree myself. I am able to administrator medication and do minor grooming. I have been around animals my entire life and nothing makes me happier than an animal. I am currently a stay at home mom. I have a 14 year old daughter who also adores all animals. I like taking my pups for walks whenever weather permits and when it's icky out we stay inside and play or snuggle up on the couch. Regardless of whatever fun activity we do we do it together and I'm available 24/7 to ensure your pet gets the same level of love, affection, and care as my own. I do not have a fenced yard and although I am located out in the country with a large area to run people do speed past the house so leashes will be used unless otherwise requested. My dogs are fed on a twice daily schedule and I can maintain that or feed on whatever schedule you currently work on with your pet. I am also able to administrator medication to your pet and provide minor grooming if need be. Whatever you and your pets need I'll do my absolute best to provide in a safe and loving environment.

Sitter Profile Image: Mary K.
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Mary K.
from
$100
per night
5.0 out of 5 stars
• 3 reviews
9 years of experience
Williamsburg, VA, 23188

About: I’ve been taking care of animals of all sorts since I was young, and have loved every minute! I grew up with four dogs and two cats (plus fish!) and have taken care of dogs and cats of all shapes and sizes. I have tons of energy for play time and walks, and am ready to supply cuddles once your pet is tired out! I also have two senior dogs so know the extra care they require, and am happy to chat with you if you need extra help with your senior pup. Your pet’s health, wellness and happiness is my top priority and I look forward to helping you take care of your furry friends. I currently work full time, but I’m lucky to have a very steady schedule that keeps me busy from 8-6 from Tuesday-Thursday, plus work from home days with lots of flexibility on Mondays and Fridays. I have full availability on the weekends and am able to stop in for lunch visits on the days I work in office as well. I’ve pet and house sat for all kinds of pets and people. I am comfortable with every step of the feeding, walking and general care processes you have for your pet. I try to implement a visit with you before my first visit alone with your pet to make sure you and I both feel comfortable and confident with my care.

Sitter Profile Image: Jessica C.
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Jessica C.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
3 years of experience
Richmond, VA, 23235

“jessica was awesome - lots of communication both before and during the service; and she went above and beyond, bringing special toys and treats for my cat during her stay.”

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Thomas C.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$45
per night
35 years of experience
CHESTER, VA, 23831

About: I would love to come take care of your pet. I have always loved animals and training them has always been second nature to me. All my life I have been raising puppies along with all types of other creatures. I value their life as you would your own and I treat all owners and their belongings including furry children with utmost respect. I have fostered puppies from SFC(Spotsylvania) and BRAG here in Richmond. I am an army veteran who's current pet is a pitsky. She knows commands I have taught her myself. Sit, stay, down, drop, speak, handshake, ect. :-) I also know how to do dog CPR even though I am not certified I had a lab/mastiff mix who had a heart condition. I hope to work with you in the future. I currently am not working so I am flexible atm. However that may change by then end of June. I am always open to discussing plans with you.. I have a fenced in yard and at my clients home, if they do not have a fenced in yard, I make sure to never allow a pet to escape. I couldn't imagine the terror if it happened to mine so I will never let that happen to yours.

Sitter Profile Image: Nicole S.
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Nicole S.
from
$50
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Williamsburg, VA, 23185

“Nicole did an amazing job taking care of our baby. Highly recommended.”

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Christina A.
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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.

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 - 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 October 2026, there are 1,328 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 , 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 .

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 .

sitters on Rover set their own , 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 Greenway. On Rover:

  • 91% of sitters can help with special care needs
  • 95% 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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