Dog Boarding Windy Hills
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Windy Hills, 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.
“Bill was amazing watching our hound, who can be anxious. He had great communication and sent plenty of pics throughout her stay. She seemed very relaxed when we picked her up! Will be using his services again.”

“Beth is excellent with my dog Deuce. So well cared for. He doesn't even act like he missed me. And her 4 year old son is a great help also! That is a total difference compared to leaving him at a high price dog hotel. Highly recommend her!”

“I think the best review comes from our dog, Sirius. When we get to their house he runs to the front door, dragging us behind. Alexis and Daniel have the Sirius seal of approval! We're also happy because we know he's being well taken care of while we're away.”

“Our 2 dogs had an amazing time with Megan, Axel and the family. We appreciated the attention to detail of what our dogs needed, and the pictures sent of them. They really enjoyed themselves and were wore out from playing with Axel and one another while we were away. Would highly recommend Meagan for your pet’s booking needs. We will book again forsure!”

“My two dogs had a fantastic stay, also getting so much playtime and attention both inside and outside in the backyard. So happy they took great care with my dogs and that their kids were also super involved yet gentle with the dogs. I'll definitely use this sitter again!”

“My dog is kind of neurotic (was a rescue from a breeding farm and doesn't really know how to be a dog sometimes) and Elizabeth and Phillip dealt with him wonderfully, met him where he was, made him comfortable, and encouraged him to come out of his shell. I highly recommend them and am so grateful for their high-quality care of my pup!!”


“Oh my goodness! Carla is absolutely an angel on earth ?. She took such great care of my three dogs; texting photos and updates the entire time she had them. What a relief to find someone so wonderful. I cannot wait to go away again.”
“Patrick was great! Prompt communication and plenty of picture updates on Guthrie, who looked to be having the time of his life. I swear Guthrie was positively beaming when I picked him up! The afterglow remains several days after.”

“Michael took such great care of Sierra! He went above and beyond to make sure she was completely comfortable, and the daily updates and photos he provided gave me total peace of mind while I was away. It’s clear he genuinely loves animals, and Sierra absolutely adored him. I highly recommend Michael to anyone looking for a trustworthy, attentive pet sitter, and will definitely be booking with him again!”

“Heather is amazing! We went on a two week vacation and knowing our little bubby was having a great time and being well taken care of made it so much easier and removed the guilt of not being able to take him with us. Thanks so much Heather!”
“Sharon did an excellent job watching our senior dog! She and her dog Wesley were super friendly and extra accommodating. Sharon sent frequent updates & pics and even bathed him one day when he needed a refresh. Sharon’s yard is perfect for dogs, very safe & fun to explore or sunbathe. Sharon also plays relaxing music for your dogs. Talk about a dog-cation!! You will not be disappointed booking Sharon, she is a highly skilled Dog Sitter and great with humans too!”

“Jared and Waverly were wonderful with our 2 pups! Wonderful communication and loved receiving pics of our babies each day! Will definitely send our pups there again in the future. 🙂”

“Chris was amazing!! Was very easy to communicate with and provided us with peace of mind. He sent us lots of pictures and videos, our dog had a great time!! We will definitely be booking with him again.”


“Rachael was available last minute, was professional and took great care of all our Marley girls needs. I will most definitely be returning. Thanks again!”

“Mariah took great care of Charlie. We’re very pleased, and we’ll keep her in mind for future needs. She provided frequent updates with pictures, and he came home to us well-loved and happy.”

“I can’t say enough good things about these folks. To start, they spent an hour with me and Benny (my pup) in advance of my trip and introduced us to their place. Benny loved the big backyard and I could tell he immediately felt at home. During my trip, I received daily videos of Benny playing with other dogs or being loved on, which made me feel good knowing I was so far away from home. Benny is such a good dog and I am grateful to have connected with people as equally good and loving. Thank you. Thank you. Thank you.”

“Nissa took such wonderful care of our dogs! They had so much fun and I loved all the thoughtful updates while we were gone. I felt so much better knowing they were in great hands!”

“Took very good care of my babies while staying at his place. Was very resourceful and patient when my Pickles decided to play the hiding game and then started getting agressive. I appreciate Roy for watching and keeping my babies safe during the day.”

“Our dog had a fabulous stay with David and his family. They are experienced pet people and very friendly. Our year and a half year old Maltese had never been away from us before and he did great staying with David for a whole week. I definitely recommend him and I plan to use David again.”

Dog parents share their Rover experiences - Windy Hills
Daniela was amazing! She updated us daily with pictures, kept us in the loop on activities and was always quick to respond. Our pooch came back in great spirits and may have even been a little sad to be home, hah! I can't recommend Daniela more highly, we will certainly work with her again.

Brooke did a wonderful job with my two fur baby. She sent lots of pictures, keeping me up to date with their active. She was also very flexible when I needed to alter drop off or pick up. She was very fast replying to all communications. I will definitely be using her 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 Hills
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Windy Hills
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 Hills 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 Hills.
<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 Hills 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 KY 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.











