Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Windsor, 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.
“Dawn was absolutely wonderful to work with! Great communication prior to booking answering all of our questions and was very accommodating with our schedule. She kept us informed with photos and messages during our girl's stay. Top notch! Thank you Dawn!”
“Michelle was an excellent dog sitter. We knew Cookie was in safe hands while we enjoyed some Fall camping. When I got back into cell phone service on Sunday I was greeted with dozens of pictures of Cookie having fun and going for walks. He got a bath as well, and smells lovely. :-)”
“Dariana was an excellent sitter for Luna. She was responsive, flexible, and provided regular updates. Luna very clearly was happy and comfortable during her stay. I would 100% recommend her! 😊”
“Jessica was absolutely the best pet sitter! She was so sweet and really loves animals! She has the best setup for watching them in her home! She had a nice area for my cat to be separate if he chose to from her pets - but her pets were awesome also! I highly recommend her to everyone! I had been super anxious and worried about leaving my kitty, but my mind was at ease and I could relax on vaca because I knew my kitty was being extremely well taken care of! She also sent daily pics and notes, which was so great! Thank you so much Jessica!”
“Elisheba was wonderful with my dog. She gave me daily updates on how she was doing and sent me fun pictures of the adventures they had while I was gone. I highly recommend her as a sitter for your pet as she has a true love for animals and she will welcome them into her home and take care of them as if it was her own pet.”
“We highly recommend Kat! Her communication with us while she had our senior bulldog FAR exceeded any expectations! She is so easy to work with and will take great care of your pet. Love her!”
“This was our dog’s first stay with Paige and her family. I could tell from the daily pictures and updates that he had a wonderful time. I was able to relax and enjoy my trip without guilt or worry knowing he was having so much fun. Having the children to play with was really great! A lovely family, and I can’t thank them enough!”
“Ronald watched my puppy over a busy holiday weekend - not a small feat! He was responsive and sent updates throughout the weekend. Highly appreciated and would definitely recommend Ronald!”
“Patrica is THE BEST. We’ve left our little guy with her several times. She takes him on lots of walks every day and sends lots of pictures and video updates. Apollo is always excited to hang out with his buddies (her other dogs)”
About: Hi! I can’t wait to meet you and your fur babies! 🐾❤️ I’ve been pet sitting for over 14 years, and caring for animals is something I genuinely love! I know pets are family, and finding someone you trust to care for them is so important. My goal is to make every pet feel safe, comfortable, and loved while you’re away. I offer boarding in my home, drop-in visits, and occasional house-sitting stays. Our home has a fenced-in yard, and I love giving pets plenty of attention, affection, and opportunities to play, relax, and feel at home. I have three dogs of my own—a Lab mix, a Husky mix, and a Shih Tzu—as well as two cats, so animals are a big part of our family! I love getting to know each pet’s unique personality and making sure they feel comfortable in my care. I’m also a mom of three little ones, so we have a busy, loving household. I always want to make sure every pet is a good fit for our home and feels safe and comfortable during their stay. I’m a big believer in meet-and-greets before booking! I love giving everyone a chance to meet, get comfortable with one another, and make sure it’s a good fit for both your pet and my family. I want you to feel confident and at ease knowing who will be caring for your fur baby. I understand how hard it can be to leave your pets behind, and I want you to feel confident that they’re in caring hands. I’m happy to send pictures and updates so you can see how your babies are doing while you’re away! Whether your pet needs a cozy place to stay, a friendly face to check in on them during the day, or someone to keep them company while you’re out of town, I’d love to help. I’ll treat your pets with the same love and care I give my own. ❤️ Feel free to reach out with any questions. I look forward to meeting you and your pets! 🐶🐱💕
“Joe was nothing but 100% professional and made our first Rover.com experience a breeze! Even before officially booking with him he was extremely responsive, upfront, and helpful. He even gave tips on updating our profile. He was kind, sweet, and patient with our pups, and from the very first meeting I could tell he was very comfortable and understood dogs well. He sent photos and updates daily. We will definitely recommend Joe to anyone looking for a kind and reliable sitter for their fur babies, and we would love to use him again in the future if and when the need arises! Thank you Joe!”
“I was super nervous to leave my dog when going on vacation with my family as she was spayed a few days before and I wasn’t sure how she would be. Katie and her family loved BiBi like their own and my mind was at ease after the first day she sent me pictures and gave me an update. BiBi seemed to really enjoy her time with Katie and I would highly recommend her to anyone who is nervous to leave their dog.”
“Amanda was great. She send updates and pictures daily. Our dog also has anxiety so it was good for her to be around people and other dogs and not crated all day. I would recommend Amanda!”
About: What sets me apart is my patience, reliability, and experience providing care for others. I understand the importance of building trust, following routines, and paying close attention to individual needs. My background caring for adults with developmental disabilities has strengthened my ability to be responsible, observant, and compassionate—qualities that are just as important when caring for pets. I treat every pet as if they were my own, taking the time to learn their personality, preferences, and comfort level. Whether a pet is energetic and playful or prefers a calm environment, I adapt my care to meet their needs. I am comfortable following detailed care instructions, administering medications when needed, and providing extra attention to puppies, senior pets, or pets that may be anxious while their owners are away. My goal is to ensure every pet feels safe, happy, loved, and well cared for throughout their stay. Pet care fits very well into my daily routine. I have experience providing dependable care for others and understand the importance of consistency, patience, and attention to individual needs. I enjoy spending time with animals and am comfortable incorporating feeding schedules, walks, playtime, medication administration, and companionship into my day. I believe pets thrive when they have structure, exercise, and plenty of affection, and I take pride in making sure they feel safe, comfortable, and well cared for while their owners are away. My flexible schedule allows me to give pets the time and attention they deserve. When caring for pets in my client's home, I strive to keep their routine as consistent as possible. I follow the owner's instructions for feeding, exercise, medications, and any special care needs. I provide plenty of attention, playtime, and companionship while ensuring pets have a safe, clean, and comfortable environment. I also keep owners updated with messages and photos so they can feel confident their pets are being well cared for. If providing care in my home, I create a safe, pet-friendly environment with regular feeding schedules, exercise, supervised play, fresh water, and plenty of affection. I pay close attention to each pet's personality and needs to help them feel comfortable and reduce any stress from being away from home.
“Nicole was so sweet to our girls. She’s very accommodating and her communication was great! She sent us a bunch of pictures and videos to keep us updated. She has a great yard for your dog to run around. Highly recommend her. I will definitely be back.”
“Krista and her husband are wonderful! We have boarded our Marigold with them several times. She receives great care in a family environment where their little boy and dog Stella make her welcome. Thank you!!”
The median cost per night for dog boarding in Windsor is $40
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
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor average 13 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
As of November 2026, there are 881 sitters on Rover offering Dog Boarding across Windsor. 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.
95% of sitters in Windsor 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 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.
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. On Rover:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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 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 OH 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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