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: 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: Marina S.
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Marina S.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Richmond, VA, 23227

“Marina took excellent care of my German shepherd, Keisel, and my staffy/English bulldog mix, Rosie. They both seemed happy and Marina had great communication. Highly recommend.”

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Emily H.
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

“Melanie was amazing! She watched our dog for the weekend, and saved us after another sitter had cancelled. She was communicative and kept us updated the whole time with photos and videos. She’s super sweet and reliable. We will definitely book her for future stays.”

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Carter D.
Sitter Profile Image: Margaret P.
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Margaret P.
from
$40
per night
8 years of experience
Quinton, VA, 23141

About: Dogs have been a big part of my life for years, and I have 8 years of pet care experience. As a longtime dog owner, I understand that every dog has their own personality, routine, and needs. I’m comfortable caring for dogs of different sizes and temperaments, and I know how important patience, consistency, and attention are to keeping them happy and safe. Whether your pup needs a walk, playtime, company while you’re away, or some extra TLC, I’ll treat them like one of my own. I’m excited to meet local pups and help give their people peace of mind! I have a flexible schedule and am looking forward to caring for pets in my local community. I can accommodate walks, drop-in visits, and pet sitting based on availability. I’m happy to communicate with you ahead of time to make sure your pet’s routine is maintained and their needs are met. Your pet’s safety and comfort are my priorities. I follow your care instructions closely, respect your home, and make sure pets have fresh water, a safe environment, and plenty of attention. I’ll keep you updated during visits and walks so you can feel confident your pet is in good hands. I always want you to feel comfortable trusting me with a member of your family.

Sitter Profile Image: Divine M.
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Divine M.
from
$80
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
4 years of experience
Richmond, VA, 23231

About: I’m the family pet sitter because not only do I follow their routine but I make sure my sweeties are loved and entertained. I’m a nursing assistant part time so I have loads of hospitality experience! I’m a nursing assistant part time I’m usually working weekends which makes me more available during the week to stop by or even sit and entertain your sweeties! My Basic House-Sitting service includes staying overnight with your pup so they have company and comfort in their own home, along with daytime care every 3-5 hours for potty breaks, meals, playtime, and cuddles.

Sitter Profile Image: Journei F.
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Journei F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 10 reviews
6 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: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
• 19 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: Lauren K.
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Lauren K.
from
$55
per night
4.8 out of 5 stars
• 8 reviews
2 repeat clients
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: Janini C.
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Janini C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 30 reviews
13 repeat clients
8 years of experience
North Chesterfield, 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.”

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

“We had Andrew pet sit for our 2 year old dog for several nights at our house. He went above and beyond. Communication while we were away was fabulous. The kids loved the videos and photos. Jeri got some leash training and was walked several times a day. We had a great vacation knowing that Andrew was taking such good care of Jeri. Would strongly recommend him for your pet care.”

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Everett L.
Sitter Profile Image: Emma F.
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Emma F.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Mechanicsville, VA, 23111

“Emma took great care of Negan and Luna while we were away. She sent updates and always responded quickly when I checked in. We would definitely use her again!!”

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Elaina M.
Sitter Profile Image: Sarah T.
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Sarah T.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
22 years of experience
Moseley, VA, 23120

“Sarah was awesome with my cat! Super friendly, reliable, clean and asking if any additional help needed. I loved getting little updates while I was away—it gave me total peace of mind. Definitely would have her pet sit again!”

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Blissful J.
Sitter Profile Image: Judith E.
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Judith E.
from
$100
per night
30 years of experience
Hopewell, VA, 23860

About: I have been a foster parent for a local rescue for over 2 years. I have had dogs of my own for the last 30 years. I love my dogs like they were my children. Dogs are family and deserve to be treated like they are just that, valued family members. I current work from home and the dogs in my house are free to roam all day. We take breaks and enjoy walking around the quiet neighborhood. I may not have a fenced yard but that will not keep your dog from being exercised or safe. I leashed walk my own dogs many times per day. I have crates available if needed. I have fostered all kinds of dogs from high energy to couch potatoes.

Sitter Profile Image: April H.
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April H.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
8 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

About: I have personal experience taking care of (walking, bathing, feeding, enrichment, training) all animals and love to do it. Professionally, I’ve worked at doggy daycares, other dog-walking and pet-sitting apps, and volunteered to assist with puppy births. My experience is mostly with dogs; however, I have taken care of cats and more! I work a full-time job, but my hours are flexible which means I have days I am in-office or at home and I do not work weekends. It is very easy for me to leave work to provide pet care and return later that day or make-up hours later in the week. I am very gentle with animals and the safety of pets and those around them comes first - always. I plan to keep the pet comfortable and enriched. It is very easy to follow a schedule and routine for medications, bathroom breaks, bedtimes, and playtime. I pay close attention to details and take the time to learn pet behaviors to ensure they get the best care.

Sitter Profile Image: Amelia H.
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Amelia H.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Richmond, VA, 23224

“Amelia took incredible care of my senior pup. She took his health challenges in stride, navigating his pill dispensing and bathroom breaks with ease. She sent pictures and updates, left my home immaculate, and was so lovely during our meet and greet. Easily an above and beyond sitter, thank you again Amelia!”

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Claire K.
Sitter Profile Image: Jess J.
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Jess J.
from
$95
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
12 years of experience
Colonial Heights, VA, 23834

“Jess was great. My pups were relaxed when I got home even my anxious girl. Jess gave her baths to help her with itchies and took them to the dog park. I highly recommend her services.”

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Jeanine S.
Sitter Profile Image: Meghan C.
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Meghan C.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
West Point, VA, 23181

“Leaving 4 dogs at home is always a bit stressful, but Meghan made the entire experience seamless. Our dogs warmed up to her super quickly, and she was so reliable with their daily routines and medications. The photo updates and check-ins every day gave us complete peace of mind. We came home to happy, relaxed pups. We will definitely rebook her next time we travel!”

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Teresa B.
Sitter Profile Image: Kaitlyn L.
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Kaitlyn L.
from
$45
per night
4.9 out of 5 stars
• 17 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: Izzy F.
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Izzy F.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Mechanicsville, VA, 23111

“We were so lucky to find Izzy. She took amazing care of our anxious boy and was very accommodating at the last minute. Highly recommend!”

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Michelle M.
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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

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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 November 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 November 2026, there are 1,518 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 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:

  • 90% of sitters can help with special care needs
  • 94% 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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