Dog Boarding Wayside
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Wayside, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I was extremely satisfied with the care Bentley received while with Amanda and her family. Her fur babies were very welcoming to Bentley and I felt he was happy with his new friends. To my surprise, they went on a “field trip” where they were allowed to run off leash and smell and play in a very large confined space . I worried he would not want to leave with me and leave his friends behind. I highly recommend Amanda and will definitely use her in the future!!”
“This is our second time having Kendra watch Teddy. He has such a great time when he is in her care and she always makes sure to keep us updated throughout his stay. I love to see him hanging out with her pup Gizmo. They’re such good buddies. Kendra is the best. I cannot recommend her enough!”
“Shay and Jake did an amazing job watching over Wendy. I could tell she was happy and comfortable with all the updates/pictures they provided. Would recommend to anyone who needs a pet sitter in the area!”
“Katlin did a great job taking care of Shade. She provided me with updates on how Shade was doing. I like the fact that there was another small do there that Shade could play with. I did meet Danny but I’m sure they work as a team. Thanks so much for taking care of my little one.”
“Melissa was absolutely wonderful with my dog. She was excellent with the communication and pictures and I felt so good to see my dog happy while I was out of town taking care of business. Melissa will forever be my dog sitter for my pup.”
“Laura had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had”
“Hilary and Willlie are fantastic. I was totally comfortable having our dog Layla away from us for over a week for the first time. She was totally taken care of and loved. The daily updates were great. Thank you so much.”
“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”
“This is our second time using Allison and we already have our third stay booked. We have peace of mind knowing our dog is in good hands and safe while we are out of town.”
“Jennifer took great care of our dog while we were out of town. She communicated with me every day and sent photos. Before drop off, she called and told me about the environment at her house and asked some questions, which was reassuring. She treated our dog like he was one of her family members. He came home happy and tired, and he made friends with some other pups. We would definitely use Jennifer again as a dogsitter. Thanks!”
“Finally, we know Sushi is in good hands with Victoria when we travel! He falls right on line with the pack. She sends great updates and pictures, is in constant communication with you if necessary, and offers lots of flexibility around drop offs and pick up times. This was Sushi’s second 8+ day stay. There will be more. Top notch!”
“Stacey was the ultimate sitter and I couldn't have asked for a better first experience with Rover! She scheduled time for our dogs to meet in a public area first followed by a tour of her home and yard where Sebastian would be staying. I received photos of how much fun he was having while on my trip, and to be honest I bet he's looking forward to his next stay, what with having a four legged buddy and a wrap-around, fenced-in yard for unlimited zoomies. I can't recommend Stacey enough and will be sticking with her whenever it suits going forward.”
“Kelsey took very good care of my doggie. She provided updates throughout the day and my lil doggie looked so calm and content. I would definitely recommend Kelsey. ☺️”
“Was such a great host of my cat pumpkin. Sent timely updates and made sure to get the cutest pictures of her back to me during her stay! Definitely hope to book her again in the future.”
“Teona It was fantastic with Charlie. She gave multiple pictures and video updates style just stay with her. Very good care of him. We appreciate her last minute availability! We would use her again if we're ever in the area. And highly recommend!”
“Our beagle Charlie loves his stays with Donetta! She has a great backyard that allows him to run and investigate all the smells. She provides him more than enough attention to make his stay a good one.”
About: It's pretty simple - I love dogs and I work from home. Having recently said goodbye to my own best boy, Gary (a squishy English bulldog mix), I can guarantee that I'll get as much happiness out of seeing your dog as your dog will hopefully get from seeing me! I understand how important it is to know your pet is comfortable in your absence. I will treat yours as my own and send you as many updates as you'd like! Some key skills that may come in handy: - Walking dogs with leash reactivity - Experience with senior pets and those with medical needs - Administering medications, injections, paw wraps, etc. I'm currently working from home full-time, so I'll have plenty of time to play and love on your pups! I'm available for boarding all day, every day and would be happy to have a four-legged coworker around :) I have a fenced yard to keep your fur baby safe while exploring and getting lots of sniffs! We also keep a clean and tidy home to ensure your pet is always safe. Of course, there may be times when I need to step out (I'm human after all!), but will be happy to abide by any requests you have. Things like bowls, leashes, light up collars, pet gates, and a crate can be made available.
“Amanda & Scott were absolutely incredible. We received pictures and videos. They were very understanding when our plane was late getting in. And also my husbands luggage was lost. We have not had someone so responsible in a long time.”
The median cost per night for dog boarding in Wayside is $45
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 dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Wayside
Select a filter and find qualifying sitters offering dog boarding.Sitters in Wayside average 13 repeat dog boarding clients
FAQs for Dog Boarding - Wayside
Frequently asked questions about Rover
As of November 2026, there are 822 sitters on Rover offering Dog Boarding across Wayside. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Wayside can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Wayside home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Wayside.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Wayside. On Rover:
- 91% 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.
You and your Wayside sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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