Dog Boarding Windy Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 87 pet parents in Windy Hill have booked dog boarding
Windy Hill, 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.
“Awesome sitter! Great communicator, sent updates and pics everyday. Both my cat and dog seemed to be very comfortable with her. Very knowledgeable as well about how to properly take care of fur babies. Gave me good tips!”
“As always, my dogs absolutely loved spending a couple days with Corey. They are always so excited when we get to his house and run right inside.It’s a good feeling to know that my puppies are happy and well taken care of when I’m away.”
“My dog Marcus had a wonderful time with Rachel and her family! We received photos and videos of him throughout the day and updates on how his day went. Definitely felt comfortable leaving Marcus with Rachel and her family while we were on vacation. Highly recommend them!”
“She is AMAZING. She cared for Mario and loved him like he was hers while watching him for 17 days!! Thank you so much, Kasandra- words cannot express how thankful I am to you!!!”
“Heather is absolutely amazing! We have 2 boston terriers and one is a rescue who doesn't warm up to strangers easily. She really helped put our minds at ease at our meet and greet and while they stayed with her she sent us constant updates and pictures. We would leave 10 stars if we could. A++++! Thank you so much!”
“Rosalina and her family were incredibly kind and attentive to my dog. They sent me daily photos of him having a great time with her family. I’m definitely booking with her again! The service was exceptional and I highly recommend her.”
“Thank you, Cindy! My husband and I appreciate the photos and updates I received from you while Leila was boarding with you for a week! Will definitely rebook when needed!”
“Tracey was fantastic to our little dog. She noticed a medical issue and contacted us about it immediately. She then helped us find a vet since we are not from the area. She sent multiple pictures and updates.”
“We had such a great experience! This family was incredibly welcoming and made my dogs feel right at home. Communication was excellent — they were quick to respond and kept me updated with photos throughout the stay. I especially appreciated how comfortable they made even my shy dog, who didn’t want to leave when it was time to go! Highly recommend and will definitely book again. 🐾 We had such a great experience! This family was incredibly welcoming and made my dogs feel right at home. Communication was excellent — they were quick to respond and kept me updated with photos throughout the stay. I especially appreciated how comfortable they made even my shy dog, who didn’t want to leave when it was time to go! Highly recommend and will definitely book again. 🐾”
“Maria was very nice, communicative, and took great care of my two dogs during their stay with her. She has a nice spacious house and a fenced in backyard which is a plus. We will definitely use her in the future.”
“Candace and her family were amazing. Brownie really enjoyed the backyard and most importantly all the rubs and cuddles. I got pictures and videos daily and really felt comfortable with the stay. Will absolutely use Candace again!!!”
“David and his family were great for my dog! Very communicative through the whole process and made us comfortable at the meet and greet. They sent plenty of pictures of my dog accompanying their everyday life, so I know he was well taken care of and had a great time. Will definitely book David and his family again!”
“Caroline and her family took great care of Zeke. She sent pictures and updates. I didn’t worry about him while I was away. He came home happy. I will definitely request her services in the future!”
“Barry and Cheryl were absolutely wonderful pet sitters for our French bulldog, Blu! They were incredibly kind, accommodating, and clearly cared for our dog like he was their own. They kept us updated with pictures and videos throughout the stay, which gave us so much peace of mind knowing he was safe, happy, and well loved. They spoiled him with treats, walks, cuddles, and so much attention — he was truly living his best life! It’s obvious they genuinely love animals and go above and beyond to make pets feel comfortable and cared for. We couldn’t have asked for a better experience and would absolutely recommend Barry and Cheryl to anyone looking for trustworthy, loving pet sitters.”
“Henry was amazing with my two big dogs! He sent lots of pictures and updates throughout the stay and even went above and beyond by making my dog rice and pumpkin when she wasn’t feeling well. I would definitely recommend Henry to anyone who wants their dog genuinely cared for.”
“I couldn't have asked for a better sitter. It's challenging to find someone trustworthy as well as genuinely caring of dogs/cats and I feel lucky to have found Angie. She, along with her husband and kids took such good care of my mini dachshund and chihuahua. Having that peace of mind while traveling, knowing they're in good hands proved invaluable. They were very accommodating given both pups have special needs and went above and beyond by dropping off my pups when it was time to go home. I wouldn't think twice about booking with Angie again.”
“Andrea's a wonderful caregiver for our Sophie and we know we can enjoy our vacation without worry. Communication is responsive and informative. Also, regularly sends pictures while we're away. Looking forward to having Andrea care for Sophie again very soon!”
“Nicole was an absolute god sent! She was so responsive and helpful. I had a travel issue and she was able to take care of my fur baby at the last minute. She took care of him as if he was her own, sent many cute videos and photos, and sent regular updates. She was beyond flexible and extremely accommodating. Highly recommend Nicole if you need reliable and caring pet sitting services. 10/10 hands down!”
“Amber is both friendly and professional. I really appreciated the steady stream of photos and updates from her while I was out of town. Would definitely considered her in the future.”
“Alyse was super friendly, easy to communicate with, sent photos and updates about my pups stay. Her house was clean and orderly. She was very responsive when I reached out and was able to take our 2 dogs last minute when our other sitter cancelled last minute. Highly recommend!!”
The median cost per night for dog boarding in Windy Hill is $55
Dog parents share their Rover experiences - Windy Hill
Our girl Lucy had an amazing stay with Kara. We got pictures and updates within an hour letting us know how she was getting along with the other pups. We had piece of mind while we were out of town and know she was in good hands. Thank you Kara and we will definitley plan on boarding with you again.
Absolutely wonderful dog sitter and caregiver! Kathleen (Katie) has been my go-to dog boarder for over 15 years, and I was thrilled when she joined Rover so more people could find her. She recently watched my dog for me, and it was just as fantastic as always. From the very first day we met, I knew my pups were in the best hands. Katie truly loves dogs and it shows in everything she does. When we adopted our puppy a while back, Katie was incredibly helpful — offering advice, extra patience, and gentle guidance as we all adjusted to life with a new little one. She has such a calming presence with dogs of all ages and personalities. My dog always comes home happy, well-exercised, and clearly well-loved. If you’re looking for someone who treats your dog like their own, look no further. Katie is professional, communicative, trustworthy, and genuinely passionate about what she does. I recommend her without hesitation — she’s the real deal! Thank you, Katie, for always taking such great care of my furry family members. ❤️
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 - Windy Hill
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windy Hill average 11 repeat dog boarding clients
FAQs for Dog Boarding - Windy Hill
Frequently asked questions about Rover
The average cost of Dog Boarding in Windy Hill is $56 per night as of November 2026. Most bookings cost between $50 and $61 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 5,468 sitters on Rover offering Dog Boarding across Windy Hill. 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.
94% of sitters in Windy Hill 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 Windy Hill 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 Hill.
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 Windy Hill. On Rover:
- 85% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 94% 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 Windy Hill 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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