Dog Boarding Windsor Hills
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 47 pet parents in Windsor Hills have booked dog boarding
Windsor 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.
“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.”
“Kendra has been amazing! She made sure to send pictures and provided me with regular updates. I felt at ease knowing my fur baby was in good hands. Something that is hard to come by these days. I will be using her again!”
“Christine and Nick once again provided excellent care for my dog while we were on a trip. They were flexible with changes in schedule, provided frequent pics and updates about Mae, and are friendly and responsive.”
“We had a wonderful experience with Leidy! She took excellent care of our senior dog, kept us updated with messages and photos, and made us feel completely at ease while we were away. It was obvious our dog was happy, comfortable, and well cared for ❤️ We would absolutely book with Leidy again and highly recommend her to anyone looking for a trustworthy and caring sitter!”
“Beverley is amazing with our fur baby Ember! She gives updates to keep us at ease. Our puppy is comfortable there and warms right up as soon as she arrives. We’re so glad we found a trusted sitter through Rover and couldn’t be more pleased with her services. We will always rebook with her!”
“I'm happy to report that I was Lisa's first customer. She was absolutely phenomenal with Ryce. She ensured that he was safe, fed and entertained. I received many pictures from the beginning to the end of the stay. Lisa is definitely a breathe of fresh air and I will use her again and again. See you soon, Lisa!!!”
“Kim was amazing with my dog, Tux!! He stayed with her for 3 nights and had a blast! I know he was well taken care of! She also bathed and groomed him while he was with her and I got him back so clean and well groomed! She does such an amazing job and we will be coming back to her for grooming and hopefully he can visit again when we have to go out of town. She really is amazing and amazing at what she does! You can tell she truly loves the animals she watches and takes care of!”
“Wow, just wow! My little Molly girl was so well taken care of by Shannon and her sweet family! I feel so fortunate to have found her and Molly had a great time. Shannon sent frequent updates and photos and when I went to pick up Molly, Shannon gave me two beautiful photos of my little beagle. I will definitely be placing Molly with her again! ?”
“Allejah really is a five star sitter! Communication and knowledge of doggie behaviors, attention to detail, flexibility, and LOVE are all top tier. This was my first boarding experience and I have a senior dog so I was on pins and needles going in- my anxiety was eliminated after meeting Allejah and receiving my first round of doggie mail. My old pup was just as comfortable and cantankerous with her as he is with us:-). I appreciated that she made my Velcro dog feel comfortable enough to relax, rest, and cuddle. As an anxious pet parent- I was comfortable enough to enjoy my travels. I would 100% recommend her and I’d love to have her puppy sit again when the need arises.”
About: Hello! My name is Leila (pronounced Layla), and I am 25 years old. I am looking for a role as a pet provider of any fashion needed. I consider myself a kind, nurturing, and supportive individual who loves every pet or family member as if they were my own. With over 15 years of pet experience, I have worked in shelter facilities and lots of individual homes with many different pets. Most recently, I've been providing nanny services for date nights in my area and every house has one or more fur baby that I spend my time with. I am familiar with feedings, walking, medication techniques, and even one house I sometimes help take their dog to the vet with them! I have worked with cats, dogs, ducks, chickens, rabbits, turkeys, and when I was younger, I had a house with horses as well. I've worked with up to 6 dogs at once, all big/energetic dogs, so I know how to handle big and loving energy haha! I even know cat and dog CPR from learning online and doing research on my own in case I ever need it. I love learning new facts about animals and pets, and I definitely love to learn the basics of emergency situations and care too, which always comes in handy whether you need it or not. I would love the opportunity to get to know you and your pet(s), building a special bond and friendship with everyone involved. I strive to be a dependable person and always aim to provide my best support to others. Hope to hear back from you soon, thank you for your time! I usually have an open schedule and I’m always happy to help however and whenever. I’m usually at home with my own animals anyways so I’m always down for more fuzzy cuddles! I treat each and every animal as if they were my own (and I spoil my pets like crazy)! I follow the instructions of each family down to a T if that’s what needs to be done and if there is any room for my own input or festivities, I always try to make it more fun or loving or easier for everyone involved. Pets have emotion and feelings just as much as babies do, so if you’re going to care for any animal, treat it as if you’re raising a baby, something precious and sweet, because that’s what they are.
“Michelle did a wonderful job watching our boy Remy! He can be very shy and nervous in new environments but Michelle made him feel right at home. Loved getting the updates and photos while we were out of town. Highly recommend and will book again :)”
“Luna frequents Laura’s quite a bit but this was her longest stay and it was such a peace of mind to us being across the country knowing she was at her home away from home. The pictures Laura sent throughout the week showed she was having the happiest vacation herself 😎🐾”
“Matt was wonderful! He took amazing care of Frankie and made sure she felt comfortable. He provided many updates with pictures and really put my mind at ease. He very clearly cares for animals and works hard to create a safe and loving environment! Will absolutely use again!!”
“Adam is a natural, per Cooper. We knew the moment we met him that Cooper was in good hands. Cooper took to him immediately and made himself at home. We got him back last night and Cooper was calm and happy. Thanks Adam!!!”
“Agelica took care of Queso and she was awesome, super responsive, she kept me informed of his behavior in a detailed way. She has access to a very nice backyard which is fenced and safe for dogs. I am very happy with my experience with her.”
“Amelia was wonderful! She was able to accommodate a short notice booking and took great care of my baby, Coconut! Communication was easy, and I felt comfortable knowing Coconut was in good hands.”
“I will use Jeannie over and over again! She was very kind and communicative from start to finish. My dog was very happy with her and she was flexible with me for pick up time which was very much appreciated.”
The median cost per night for dog boarding in Windsor Hills is $45
Dog parents share their Rover experiences - Windsor Hills
Maryurith was AMAZING with Roman during the 3 nights we were away! Even though we weren't always the quickest to respond on our end, she was always great about keeping us updated with pictures and videos. It was so reassuring to see how comfortable and at ease Roman was with her. We could tell he was well cared for and getting LOTS of love. We couldn't have asked for a better sitter and would absolutely recommend her! ❤️
Our dog had the best time with Beverly, her and her family were very accommodating with our dog’s special needs and kept her on schedule. She was also very welcoming, her energy was very positive and we got plenty of pictures and videos throughout our dog’s stay. Drop off and pick up went very smoothly. Would book again and definitely recommend
Allejah really is a five star sitter! Communication and knowledge of doggie behaviors, attention to detail, flexibility, and LOVE are all top tier. This was my first boarding experience and I have a senior dog so I was on pins and needles going in- my anxiety was eliminated after meeting Allejah and receiving my first round of doggie mail. My old pup was just as comfortable and cantankerous with her as he is with us:-). I appreciated that she made my Velcro dog feel comfortable enough to relax, rest, and cuddle. As an anxious pet parent- I was comfortable enough to enjoy my travels. I would 100% recommend her and I’d love to have her puppy sit again when the need arises.
Siobhan was great! She kept me posted about Shade and sent pictures. I liked she had other dogs for Shade to interact with. A plus is Siobhan’s location is very convenient to where I live. This is the third time I requested her services, however was only fortunate to book twice. Very pleased and would recommend!
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 - Windsor Hills
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor Hills average 12 repeat dog boarding clients
FAQs for Dog Boarding - Windsor Hills
Frequently asked questions about Rover
The average cost of Dog Boarding in Windsor Hills is $64 per night as of November 2026. Most bookings cost between $29 and $85 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 819 sitters on Rover offering Dog Boarding across Windsor Hills. 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 Windsor Hills 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 Windsor 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 Windsor Hills.
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 Windsor Hills. 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 Windsor 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 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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