House Sitting Wayside

Find a loving house sitter to watch over your pets and your home.

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Over 3
pet parents in Wayside have booked house sitting

Wayside, 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.

1 / 1
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: 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: 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: 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

We were extremely satisfied with the care Alex provided to our dogs! He was willing to have two drop in visits to make our anxious dogs more comfortable prior to house sitting. He handled multiple medications required, provided daily updates and pictures, and left our house in great condition. We look forward to working with him again for future trips!

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Eddie Y.
Sitter Profile Image: Monique & Daniel V.
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Monique & Daniel V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
53 reviews
23 repeat clients
18 years of experience
Petersburg, VA, 23803

Monique’s and her husband Daniel do an amazing job taking care of our Vizsla Skye! We have hired them many times and feel so comfortable leaving Skye in their care. Skye recently tore her ACL and we knew that she was in great hands. From the moment that we met Monique and Daniel we knew we found a great team.

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Amy D.
Sitter Profile Image: Ashlei S.
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Ashlei S.
from
$80
per night
5.0 out of 5 stars
12 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: Mia M.
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Mia M.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Chester, VA, 23831

Mia was absolutely INCREDIBLE!!!!! She would constantly send picture updates and made me feel secure as a nervous dog mommy. I will definitely hire her again and will recommend her to anyone needing a petsitter.

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Abigail P.
Sitter Profile Image: Journei F.
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Journei F.
from
$28
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23234

Amazing and sends lots of pictures! My Cola loved her !

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April E.
Sitter Profile Image: Giselle W.
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Giselle W.
from
$44
per night
10 years of experience
Petersburg, VA, 23803

About: I am a reliable pet lover with a passion to become friends while taking care of adorable pets in my free-time. Book with me !! I am currently staying with my mom to take a temporary break from caring fulltime for my grandparents and would love to work with you !! Whenever should be fine . although i might not always be available ill try !! I would love to start by building trust/bond with the pet off gentle/positive interactions. While also ensuring safety towards the pet aswell as proper care .

Sitter Profile Image: Triston N.
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Triston N.
from
$45
per night
10 years of experience
Fulton, Richmond, VA, 23231

About: For the last 5 years, I've been volunteering care for a herd of goats on Gillie's Creek Park. I am also the primary farm sitter for several friends' homesteads and a frequent pet sitter for friends and acquaintances. I have a broad range of experience: handling elderly animal care, newborn feeding/monitoring, pet anxiety, unique medication/feeding schedules, and general care for most farm/domesticated animals. I have a deep love for animals and their welfare with a desire to assist you and your pet in any way possible. I'm currently working part-time with a very flexible schedule. Typically not away from home for more than 3 hours at a time during marked available hours. My schedule can be adjustable if coordinating in advance. If caring in your home, I ensure that all items are back where they were originally left and that all feeding bowls and areas accessed are cleaned and organized. My home has a fenced-in yard, plenty of plants, natural lighting, and no other pets to contend for attention or food.

Sitter Profile Image: Lilliana C.
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Lilliana C.
from
$26
per night
4.8 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
Chester, VA, 23836

Lilliana has sat for my Winnie now twice. She is very communicative which leaves me assured winnie is in good hands. I always come back to a tidy place, as well as Winnie acting normal so I know she isn’t anxious with her. She is great with her schedule. She was also able to sit for us within a pinch when we found out we were leaving unexpectedly.

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Madison I.
Sitter Profile Image: Lindy G.
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Lindy G.
from
$40
per night
4.9 out of 5 stars
19 reviews
7 repeat clients
15 years of experience
Richmond, VA, 23222

Lindy was amazing! They gave us great updates every day on how Laika was doing, and what they were up to everyday. And lots of adorable pictures in which it was clear Laika was having a great time with them. Highly recommend!

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Samuel S.
Sitter Profile Image: Emma F.
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Emma F.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Mechanicsville, VA, 23111

Emma was great. She watched our dog and two cats for over a week and they thrived. Her communication was great, and we came home to happy pets and our home as we left it.

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K S.
Sitter Profile Image: Allyson B.
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Allyson B.
from
$40
per night
4.8 out of 5 stars
57 reviews
17 repeat clients
15 years of experience
Henrico, VA, 23231

Allyson was responsive and always sent pictures and updates while we were away, which put my mind at ease! My dog and cat seemed very happy and calm with her care, and everything with our home was in order / clean upon our return. Would use Allyson again to watch our fur babies!

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

Charlotte was wonderful with my dog cher as always! She sent me tons of pictures and kept me updated on how things were going. Looking forward to having her stay with us again soon.

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Isabelle 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

Absolutely fantastic and reliable. Michael is reliable and loving. We can finally enjoy vacation knowing our cat is completely taken care of.

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Stephanie G.
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

Dogs seemed happy when I got home, and Randi was responsive and flexible. She house set so the dogs could sleep in their own beds but took them to her house to play with her pack during the day, which I'm sure they enjoyed.

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Colleen F.
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: India M.
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India M.
from
$25
per night
1 year of experience
Hopewell, VA, 23860

About: I follow instructions very carefully and will do any tasks asked. I often help neighbors, friends and family with their pets. I love animals and im very attentive to them. My schedule is almost always free and if I am not free I can clear my schedule with no problem even if it’s same day booking I like to try and keep my eyes on pets so they don’t get into anything and if they do I’ll clean up very well

Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
7 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.
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The median cost per night for house sitting in Wayside 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 Wayside average 4
repeat house sitting clients

FAQs for House Sitting - Wayside

Frequently asked questions about Rover

The average cost for House Sitting in Wayside on Rover is $64.2 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,512 sitters on Rover offering House Sitting across Wayside. 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 Wayside 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 Wayside 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 Wayside 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 Wayside. 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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