House Sitting Wayside

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

End
Search

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: Oli L.
Verified Enhanced Background Check
Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 113 reviews
36 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!”

Profile image
Erin B.
Sitter Profile Image: Joseph W.
Verified Enhanced Background Check
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. 👍”

Profile image
James K.
Sitter Profile Image: Allison W.
Verified Enhanced Background Check
Allison W.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Sandston, VA, 23150

“Allison is the best! She cares for your pet like it’s her own and is in great communication at all times. Can’t recommend her enough!!”

Profile image
Matthew C.
Sitter Profile Image: Tyeir D.
Verified Enhanced Background Check
Tyeir D.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Chester, VA, 23836

About: I’ve been around animals my entire life. My oldest fur baby (cat) will be turning 20 this year. I also have two small dogs that are 15 and 11 years old. I love animals. I’m currently a full time student. So I can come and love on your fur babies for you while you are away on a trip or at work. Pets are welcomed in my home and are treated with respect. All animals deserve love and attention. I can love on them for you while you are at work or on a trip.

Sitter Profile Image: Triston N.
Verified Enhanced Background Check
Triston N.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Fulton, Richmond, VA, 23231

“Triston was incredible! We had to book last minute and Triston stepped up to take care of our 2 dogs and 4 cats! I will definitely be booking with Triston in the future!!”

Profile image
Taylor B.
Sitter Profile Image: Isaiah M.
Verified Enhanced Background Check
Isaiah M.
from
$50
per night
5.0 out of 5 stars
• 4 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.”

Profile image
Brienia B.
Sitter Profile Image: Monique & Daniel V.
Verified Background Check
Monique & Daniel V.
from
$50
per night
5.0 out of 5 stars
• 54 reviews
23 repeat clients
18 years of experience
Petersburg, VA, 23803

“Monique was wonderful with our pets, we have four dogs and a cat and our dogs have multiple needs including medication. We came home to happy exhausted pets from their time with Monique!”

Profile image
Leah C.
Sitter Profile Image: Melanie C.
Verified Enhanced Background Check
Melanie C.
from
$65
per night
4.7 out of 5 stars
• 29 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23237

“Melanie was a tremendous choice for housesitting and petsitting! She was communicative, professional, and attentive. I never once worried that my babies weren't getting the care they deserve! HIGHLY recommend!!!!”

Profile image
Alexandria T.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
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: Jennifer Z.
Verified Enhanced Background Check
Jennifer Z.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
North Chesterfield, VA, 23234

“Jenni was a great choice to watch our fur baby overnight because of a last minute trip my partner & I had to take for a funeral. Due to our unexpected time constraint beforehand, she came over the same day of the booking and met our dog Hank & learned his routine. While we were away, she sent lots of pictures & gave us updates every so often so we were always in the know. We would definitely have Jenni watch Hank again in the future and highly recommend her for the pet sitting needs of other folks too!”

Profile image
Peter C.
Sitter Profile Image: Alex K.
Verified Background Check
Alex K.
from
$45
per night
5.0 out of 5 stars
• 86 reviews
29 repeat clients
20 years of experience
Richmond, VA, 23223

“Alex made us feel so comfortable leaving our babies! Lots of pictures, great communication, and the house was spotless when we returned. I am very impressed!”

Profile image
Shanda F.
Sitter Profile Image: Jonathan W.
Verified Enhanced Background Check
Jonathan W.
from
$38
per night
5.0 out of 5 stars
• 5 reviews
6 years of experience
Richmond, VA, 23223

“Jonathan was great! He was attentive and thorough, and we came home to a happy and healthy dog. I wouldn't hesitate to book him again.”

Profile image
Mikaela P.
Sitter Profile Image: Amanda d.
Verified Enhanced Background Check
Amanda d.
from
$75
per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
17 years of experience
Chester, VA, 23836

“We are very happy with Mandy. She kept us well informed and sent pictures regularly. House was very clean when we got back... which is saying something because we have 3 dogs and 1 is paralyzed and prone to accidents in the house.”

Profile image
Robert B.
Sitter Profile Image: Michelle C.
Verified Enhanced Background Check
Michelle C.
from
$60
per night
5.0 out of 5 stars
• 12 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.”

Profile image
Sandrea M.
Sitter Profile Image: Janini C.
Verified Enhanced Background Check
Janini C.
from
$65
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
8 years of experience
Richmond, VA, 23236

“Janini did a fantastic job house sitting for our puppy while we were on vacation. Her communication was excellent and felt we were in good hands the whole time. She was great with sending updates, pictures and videos which gave us peace of mind. Highly recommend her to watch your furry friends.”

Profile image
Zach R.
Sitter Profile Image: Ashlei S.
Verified Background Check
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.”

Profile image
Bobbi M.
Sitter Profile Image: Lilliana C.
Verified Enhanced Background Check
Lilliana C.
from
$26
per night
4.8 out of 5 stars
• 10 reviews
6 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.”

Profile image
Madison I.
Sitter Profile Image: Kristen O.
Verified Enhanced Background Check
Kristen O.
from
$39
per night
30 years of experience
Chippenham Forest, Richmond, VA, 23225

About: I have had at least one dog all of my life. Often times more than one. Currently living with just one Lab who would love a visitor/playmate. I foster emergency overnights on rescue transports. I have been a caregiver for dogs of all ages and kinds; puppies, senior dogs, and dogs with separation anxiety. I have grandcats I house sit for and have also taken care of chickens. I work from home with tons of flexibility. I have one adult child at home in graduate school, they have a health condition which keeps them home most days too, so your pet is never short of human companionship. I live in a great neighborhood for walks on a leash. I provide dog sitting in a one story home with a large, wooded fenced yard in central Richmond neighborhood. Great for dogs of all ages and abilities. I live with one Lab that's a large couch potato. He also likes his human to sit outside with him rather than be out there all by himself. So we spend lots of time outside together. Pets are permitted on furniture and the bed, whatever makes them feel at home. I do have a large dog crate that can be set up if needed, but only if requested as it will put your pet at ease. The most important factor is making sure your pet feels comfortable, keeping their routines and habits to lessen the stress of a new place.

Sitter Profile Image: Kate B.
Verified Background Check
Kate B.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
25 years of experience
Mechanicsville, VA, 23116

“Katelyn was really great, right away you can see that dog person that your hoping for..Shasta accepted her and that's a big deal..I appreciate Katelyn and definitely would ask for her if I need a sitter in the future..”

Profile image
Kat S.
Sitter Profile Image: Richard L.
Verified Enhanced Background Check
Richard L.
from
$28
per night
5.0 out of 5 stars
• 5 reviews
13 years of experience
Richmond, VA, 23236

“Richard was great and our pups loved him. He gave us updates and pictures and left the place cleaner than he found it! Highly recommend for your pet care.”

Profile image
Richelle L.
1 / 1
View more

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

Popular requests for house sitting - Wayside

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wayside average 4
repeat house sitting clients

FAQs for House Sitting - Wayside

Frequently asked questions about Rover

The average cost of House Sitting in Wayside on Rover is $64 per night as of October 2026. Most bookings cost between $64 and $64 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,547 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.

<b>Tip:</b> 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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 Wayside. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge