Dog Boarding Windy Run
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Windy Run, 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.
“Elizabeth provided excellent care for Maddie during her one week stay at her home. She even cleaned the crusties out of her eyes I’m sure her mom is happy to get her lap and tv chair back to herself. We will absolutely use her services again.”
“Riley was beyond fantastic! She not only took great care of my girl, but also helped facilitate her transport during a very stressful weekend for me. I am so very grateful and I hope to work with her more in the future.”
“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!”
“Natasha and her family took care of our dogs like they were members of their family. Other places offered our dogs to " let out" every few hours from a shed. Natasha looked after our partially deff and blind senior citizen pug and our ball obsessed boarder collie in their own home. The dogs were always around someone who could play and love on them.”
“I can never say enough about about her wonderful services. My dog is older and has some special abilities that need to be tended to. She has dogs herself that are gentle and playful that supplies my dog with a plenty of playmates. She also never kenneled my dog which was a big worry for me. Time and time again I would never choose anyone else to take care of my sweet boy.”
“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”
“Cyndi was amazing with our very challenging and anxious boy! She was very patient and kind and she sent lots of photos and updates. We appreciated the job she did so much! You can tell she loves animals!”
“Paula took such good care of my good boys. They made new friends and had so much fun. Great attention and care. Love the property. Plenty of space for exploration and exercise.”
“Sheri is fantastic! Her two teens are fantastic as well. I was quite nervous leaving our Great Dane Bodie, but once I met Sheri, I had no doubt he was in the best hands! They definitely had their work cut out out for them because Bodie was the biggest baby and the first few days of his stay was rough. They really worked with him to help him adapt to his new surroundings and by around day 3, he was completely comfortable and started sleeping through the night. I am so thankful for her and her sweet teens for taking great care of Bodie while we enjoyed a vacation with family. Thank you Sheri!”
“Pamela and Paul (and their dog Marlowe) are fantastic! They took amazing care of our pup, Riley. We did a meet and greet before our booking, and it was so nice to meet them and see how our pups would get along. It’s clear that they take this job very seriously and truly care about the pups as if they were their own. They have a lovely home with a fenced in backyard that the pups can run around in, and they let Riley sleep in their bed. 😊 Highly recommend!”
“I can’t recommend Kelsi enough! She took amazing care of my Great Dane puppy, Wax, over the weekend. From the moment I dropped him off, I felt completely at ease knowing he was in great hands. My favorite part of the experience was all the pictures Kelsi sent—seeing Wax play and enjoy himself made me feel so relieved while I was away. When I picked him up, he was happy, relaxed, and clearly well-loved. Kelsi truly went above and beyond, and I’ll absolutely trust her with Wax again. Five stars all the way!”
“Cyrus was the perfect person to watch my dog while I was states away. He kept me in the loop daily with photos and updates. Max loved his time with him, I will rebook whenever I go out of town!”
“Wonderful experience. Emily and Abi took such good care of our CheChe! Communication was excellent and they made sure she had everything she needed to be healthy, happy and comfortable during her week-long stay.”
“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!”
“Laura took excellent of Gemma while I was out of town and sent daily reviews with pics and videos. I felt very confident she was well cared for and she dealt with Gemma’s fear of storms very well. I can’t recommend her highly enough! Spoil your fur baby and let them stay with Laura!”
“What a wonderful family!!! They were so welcoming of our big Akita and took care of him just like he was their own. And their dog was also great with mine. They were so accommodating and happy to have Rocko. I would 100% recommend them to anyone and will be using them again. Thank you again Zach and Kelsey!”
Dog parents share their Rover experiences - Windy Run
Our pup is very very shy, and incredibly sensitive. We wanted to make sure that she could stay with someone patient, understanding, and kind. Alexandra was amazing with our girl and she left with more confidence than we dropped her off with! All instructions were followed, we got frequent updates, and the service went above and beyond what we would typically expect from any dog sitter. Worth every penny and we will be booking again
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 - Windy Run
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Windy Run
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 Windy Run 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 Windy Run.
<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 Windy Run 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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