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.

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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: Oli L.
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Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 115 reviews
36 repeat clients
18 years of experience
Richmond, VA, 23231

“Oli is wonderful! Our pups need special care (one is a blind tripawd and the other wears shoes for all outings) and Oli did an excellent job caring for them - keeping up with all of their special needs, medications, and of course giving them lots of love.”

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Desiree and Lee T.
Sitter Profile Image: Melanie C.
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Melanie C.
from
$65
per night
4.7 out of 5 stars
• 30 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23237

“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: Allison F.
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Allison F.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Allison is a terrific person to take care of a house and pets. Good communication, willing to bend as needed. She pet-sat during the single month when my long-haired dog sheds constantly. We have to be vigilant with cleaning the house to keep up with it. She left the house super clean. I felt like a real adult was taking my place. She's not the type who will accept a job, then change her mind and leave you stranded. She's responsible, a person who could manage any situation as well as could be expected, and is up for what comes her way. Allison kept up with our flight arrivals and offered to stay an extra night if we experienced cancelations. She visited first and I showed her the routine which is just so helpful. All good!”

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Beth M.
Sitter Profile Image: Alex K.
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Alex K.
from
$45
per night
5.0 out of 5 stars
• 87 reviews
29 repeat clients
20 years of experience
Richmond, VA, 23223

“Alex was amazing with our Lab Ginny. She is so responsive to any communication and she sends pics of your fur baby while u r away. I would highly recommend her for pet sitting and esp overnight stays in your home!!”

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Gail P.
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: 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 stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.”

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marolyn s.
Sitter Profile Image: Amanda d.
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Amanda d.
from
$75
per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
17 years of experience
Chester, VA, 23836

“Mandy is amazing. She is super responsible, uses common sense and clearly feels very comfortable caring for animals. She’s house sat for us multiple times and exceeded ours and and our fur babies expectations. We are so thankful to have finally found someone that we feel safe leaving our pets on vacations with and have all the confidence in the world knowing our pets and home are in good hands. I’m actually hesitant to refer her to anyone because I want her all to myself, ha! I suppose my dogs and cat can share her though ;) You won’t regret booking with her.”

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Whitney D.
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: 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: Andrew C. T.
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Andrew C. T.
from
$65
per night
5.0 out of 5 stars
• 56 reviews
20 repeat clients
32 years of experience
Richmond, VA, 23224

“Andrew was amazing! He took such great care of our three cats and our dog while we were away. He walked our dog twice a day and spent a lot of time playing with her and keeping her company. We also came home to a super clean house, exactly how we left it. We’d definitely use Andrew again and highly recommend him!”

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Susie S.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$30
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Richmond, VA, 23231

“Taylor did a great job and would highly recommend her. I had a week and a half trip that I went on and when I got back home, my cat and dog were doing amazing and the house was perfect. Will definitely plan to reach out next time I need some help!”

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

“Christina was so reliable and responsive! Christina took such good care of our dogs and sent wonderful photos throughout their time together! So grateful!”

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Lily S.
Sitter Profile Image: Virginia F.
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Virginia F.
from
$40
per night
22 years of experience
Old Church, VA, 23111

About: We have always had a family dog, starting with a small dog, rescuing a large dog, and then most recently adopting a puppy. This has provided me with excellent and well rounded pet care skills from training a puppy to elderly care. Although I have not owned a cat, I have taken care of many and absolutely love them. Currently, pet care is the primary goal so I can work my schedule around what clients need. On a more routine day I’d likely be able to check on the pet 2-4 times then the hours of 8-5 then could spend the evening with the animal. I can follow any care routine left by the pet parents! In my own home I would crate dogs for safety at night, but keep them free in my apartment while I’m home. I have plenty of green space in my neighborhood for extensive walks and places to play. I do not have any other pets, so your baby would be my full priority! I also enjoy house sitting, and would be sure to not only tend to your pet but your home. I always leave the place cleaner than I found it, and I have my own transportation so it’s okay if you live further out.

Sitter Profile Image: Emely S.
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Emely S.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
6 years of experience
The Fan, Richmond, VA, 23220

“Emely was great! I loved all the updates and pictures she sent. The kids were clearly happy while she was there and the house looked great when I got home. I would definitely book her again.”

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Erin S.
Sitter Profile Image: Mindy J.
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Mindy J.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
9 years of experience
Richmond, VA, 23219

“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: Brianna J.
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Brianna J.
from
$95
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
25 years of experience
Fulton, Richmond, VA, 23231

“Couldn’t have taken better care of my home or cat! Also great with communication and flexibility. I would highly recommend Brianna to anyone looking for pet care!”

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Hannah A.
Sitter Profile Image: Sierra M.
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Sierra M.
from
$60
per night
4.9 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Richmond, VA, 23220

“Sierra was very sweet and sent photos of my 2 pups every day to let me know how they were doing. She was patient and I would definitely recommend her to anyone that needs a pet sitter 😊”

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Brianna G.
Sitter Profile Image: Kaitlyn L.
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Kaitlyn L.
from
$45
per night
4.9 out of 5 stars
• 16 reviews
5 repeat clients
6 years of experience
Richmond, VA, 23219

“Kaitlyn did a great job caring for our bloodhound and cat, and took wonderful care of our home while we were away. Our dog can be very anxious and she seemed at ease and very comfortable when we came home, leaving me confident she’d been in great hands while we were away.”

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Becca R.
Sitter Profile Image: Haley K.
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Haley K.
from
$28
per night
10 years of experience
Chesterfield, VA, 23832

About: I love all animals! I believe animals can sense energy, and animals always respond well to my presence because I am patient. I grew up on a farm so horses, dogs, cats, birds. My pets live like kings 😂 I work remotely so my schedule is flexible. Over night stays are fine. I work remotely and have hot spot so my schedule is flexible. I am available 7AM-3PM (depending on area). Fridays/Saturdays available all day. I would prefer pet sitting at the pet’s home to ensure they feel comfortable, low stress. Evenings I can stay extended amounts of times as long as y’all don’t mind me working remotely on my hot spot at the home. Outside/feeding schedules will be no problem because my work is flexible.

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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.

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 - 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 is $64 per night as of October 2026. Most bookings cost between $64 and $64 per night. On Rover, 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 1,525 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 , 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 Wayside. On Rover:

  • 90% 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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