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

Oli did a great job with our finicky dog- again! We were so glad to have her back. She sent daily updates with pics and left our house cleaner than she found it!

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Erin B.
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: Allyson B.
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Allyson B.
from
$40
per night
4.8 out of 5 stars
58 reviews
17 repeat clients
15 years of experience
Henrico, VA, 23231

We hired Allyson to house sit and watch our 2 labs for 11 days. This was our first time using Rover so we were a little nervous. But Allyson did a wonderful job watching over our house and our fur babies! She sent us daily pictures and updates throughout our time away and definitely put our minds at ease!

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Candie S.
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: 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: Isaiah M.
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Isaiah M.
from
$40
per night
5.0 out of 5 stars
2 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: 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 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: Lauren K.
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Lauren K.
from
$55
per night
4.8 out of 5 stars
7 reviews
1 repeat client
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: 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: Chelsea W.
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Chelsea W.
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
14 years of experience
New Kent, VA, 23124

Chelsea is an amazing and professional dog sitter. She made the extra effort to gain our rescue dog’s trust before we left town with get to know visits. While we were gone she gave regular updates and photos. I always felt confident and secure leaving our dogs in her care. She is transparent and trustworthy. My dogs were secure and happy on our return.

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Kathleen S.
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

Caitlynn is the best! My dog can be very stubborn with strangers but he warmed up to her immediately. She took great care of him and of the house while I was away, can’t recommend her enough and I will definitely be using her again in the future!

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Rhett M.
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: India M.
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India M.
from
$25
per night
5.0 out of 5 stars
1 review
1 year of experience
Hopewell, VA, 23860

India was awesome with Rex! Although my booking was last minute, she responded promptly and ensured that she took excellent care of my furry baby! Will definitely book and recommend her again

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Maisha H.
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: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Midlothian, VA, 23832

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

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Katie O.
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
Church Hill, Richmond, VA, 23223

Thank you for taking great care of our very demanding sphinx cat !! I appreciate the pet photos, video and texting throughout your stay. Melanie is very accommodating to pets needs!! I would love to use her services in the future :)

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Amanda Tharaldson T.
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: 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: Lily & Philip E.
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Lily & Philip E.
from
$60
per night
5.0 out of 5 stars
188 reviews
38 repeat clients
9 years of experience
Toano, VA, 23168

Our dogs and cats adored Lily and Philip, who were very thoughtful and detail-oriented. The dogs were happy and calm and the house neat and peaceful when we returned, just as you'd hope. Will definitely be using them again and again. :)

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Margaret S.
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.

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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 August 2026, there are 1,296 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:

  • 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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