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.
“Ciara looked after Stella for a last minute getaway trip and she was great! So warm, friendly and loving the minute she came to the door. Stella went right to her and stayed right by her side while we chatted a few minutes. Ciara responded promptly, was flexible and provided pictures of Stella enjoying her time in their home. Highly recommend!!”
“Abby was great! I appreciate that she took the time to meet my boy before his stay to ensure that all the 4 legged friends would be suitable together. I asked for lots of pictures and videos and she delivered. It's difficult being away from my boy so getting constant updates was a huge plus!”
“Amanda was amazing. Couldn’t ask for better person to leave our little Scarlet with. Scarlet didn’t want to eat so Amanda shared her dinner with her. Scarlet got lonely at night so Amanda slept beside her on the couch. She treated Scarlet like part of the family. Will definitely use her every time we get away.”
“Ellysia is the very best dog sitter we have ever had. Abby was right at home at her house for 12 days. It was clear she felt loved and cared for. She was great about communication what Abby was up to and sent photos and videos. It is rare to find someone you feel this confident about leaving your dog with. Abby is sensitive to thunder and she gave special care and attention to help Abby through those times. We feel very blessed to have found such a nice wonderful caring person to send Abby to when we are gone. Thank you so much!”
“I had fantastic experience with Kendra B. She sent thoughtful daily updates about my dog’s routine, kept up with his walks and playtime, and made sure he finished his food. When I picked him up, he was calm, relaxed, and clearly well cared for—she even took him on a car ride he loved! It was a pleasant stress free experience that gave me real peace of mind. If you’re looking for a true home-away-from-home, I highly recommend Kendra B, and I’ll definitely book with her again!”
“Matt was awesome - from the time we did a meet and greet I was at peace leaving my precious fur baby with him .He gave us regular updates and pictures This was the first time I left her for ten days but I was very pleased with his care .I would absolutely leave khushi with him again”
“Shay and Jake took fantastic care of our pug! We got regular photo and video updates, and she was happy and healthy when we came to pick her up! Shay even let me know a favorite toy Maple grew attached to while there, so I could have it waiting for her when she got home. Overall a absolutely top notch experience.”
“Second time using Miguel’s services it won’t be the last, it is clear my two pups feel very comfortable around him and his family - the communication while they are with him is top tier, and as someone who last minute changes timeframes for pick up and drop off he is very flexible which I appreciate. I will certainly be using his services again, Thank you Míguel!”
“This was the longest time I've been away from my pup and Michelle did another amazing job. He always looks like he's having the best time with Milo and I appreciate all the updates and pictures they send! So happy to have found a great sitter for my boy!”
“From start to finish, Michaela did a wonderful job watching our little dog Coco! She always responded in a timely manner and kept in touch with us, sending pictures and updates daily. We’re so grateful that Coco was loved and taken well care during our trip abroad. We would highly recommend Michaela if you should need a loving and caring pet sitter!!🥰🐾”
“Amy has now watched our chocolate lab twice, this time for an entire week. She did a great job watching her and provided us with many great photos through out the week to keep us in the loop. It was obvious our dog had a great time since she's been sleeping most of the time since we picked her up two days ago!”
“Mila had a great time! Peyton (and company) were very accommodating for a last minute need. I received updates with pictures showing what a fun time Mila had.”
“When I roll up to Raye’s house for a drop off, Reggie RUNS not walks to her front door (and doesn’t look back!). 😂 It’s such a comfort knowing he’s beyond thrilled to hang with Raye and knowing he’s in an amazing hands!!”
“Jonathan is great!! He was able to take my baby with one day notice for an entire weekend. He has great dogs too that are great playmates for my furbaby. The house is clean and in a very convenient location for me. Will definitely use Jonathan again. I have also recommended him to my friends!”
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 dogs like family
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.FAQs for Dog Boarding - Wayside
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
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.
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