Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 54 pet parents in Windsor have booked dog boarding
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.
“Shelly is awesome! She is very dog savvy and knowledgeable about dog behavior. Ace had a blast run in the fields and splashing in the puddles. I highly recommend Shelly!”
“Jamie was absolutely fantastic! This was our first time using Rover and Jamie made it an absolutely great experience. Luna was absolutely worn out and had to catch a nap when she got home. Jamie and her family are wonderful people. After meeting with them the first time we knew that Luna would be in great hands. She sent pics and daily updates without us having to ask at all! We definitely will be using Jamie in the future and we highly recommended to anyone else looking for a dog sitter.”
“Such amazing people. Great at communicating on a daily basis. Never a doubt in my mind the my dog was well cared for. Would highly recommend and would book again if needed.”
“Lauryn was an incredible sitter! She accommodated all of my dogs’ needs and likes. She took care of my boys, Ace and Adonis, as if they were her own. I loved that she sent pictures and videos of them every day. It was such a bonus and put my mind at ease to see them having fun while I was away. I highly recommend her and we will be back! 🐾😊 Thank you Lauryn!”
About: What sets me apart is the genuine love and experience I bring to every pet I care for. I have over 12 years of pet-care experience and am a pet parent myself to three Chihuahuas, including a senior dog. Because of this, I understand the extra patience, attention, and care that senior pets can need. I’m comfortable caring for puppies, adult dogs, and senior pets, and I’m happy to accommodate each pet’s individual routine and personality. Whether your pet is energetic and playful or prefers a quiet, relaxed environment, I’ll make sure they feel safe, comfortable, and loved while you’re away. 🐾❤️ Pet care fits naturally into my daily routine because I stay home full-time. This allows me to give pets plenty of attention, companionship, playtime, and care throughout the day. I’m able to work around each pet’s normal routine, including meals, potty breaks, walks, medications, and plenty of love and cuddles. 🐾❤️ Because I’m home most of the day, your pet can have someone nearby rather than being left alone for long periods. I truly enjoy having animals around and love making them feel comfortable, safe, and at home while their families are away. I care for every pet based on their individual needs and the routine their family has established. In my home, pets are treated like family and receive plenty of attention, playtime, potty breaks, walks, meals, and lots of love. When caring for pets in their own home, I make sure to keep their normal routine as consistent as possible so they feel comfortable and secure. I’m happy to provide walks, feeding, fresh water, litter box care, playtime, cuddles, and basic medication care when needed. I understand that every pet is different, so I take the time to learn their personality, schedule, and specific needs before their family leaves. My goal is always for your pet to feel safe, loved, and well cared for while you’re away. 🐾❤️
“Friendly, wonderful, and my dogs came home happy and relaxed. First time they've come home and haven't slept for days and days. Also a very easy person to talk to, she's good with people and animals.”
“Can’t say enough great things about the care that James C. & wife provided to our elderly dog while we were on vacation. They were willing to take Apollo at the last minute when our previous boarding reservations fell through. Our dog had recently experienced a spider bite with subsequent need for wound care & medication. Couldn’t have asked for better care due to their knowledge & experience. They provided updates & readily responding when we had questions. Would highly recommend!”
“Milena was great! She treated my boy like one of her own. She was communicative and sent lots of pictures as I was initially anxious about leaving him. Thank you so much for treating him well! We will be booking with her again!”
“This was the first time we ever had someone else watch our dog. Lisa was wonderful, made us feel comfortable about leaving him there. She sent us updates And pictures while he was there. I will definitely bring Cooper back and I would recommend her to anyone else needing a care for the dog. Thank you again Lisa.”
“Sent plenty of pics, bought treats and took great care of my big boy. Very informative, knowledgeable about dog care. Definitely will be sending my dog to her anytime she's available”
“Julie and Kenny were awesome! They took the best care of my dog and she loved it there! They sent messages and pictures of her. My dog felt right at home in their place and they treated her like one of the family. She even slept with them at night in their bed! I will definitely have them watch Daisy again! :)”
“We chose Omaira and Isaac to pet sit after a trialing a professional boarding facility where we quickly realized our dogs wouldn't get the love and individual care we want them to have. We absolutely made the right decision, our boys have come home happy, clean and having been totally spoiled! Omaira and Isaac were kind, professional and responsive and we will definitely take Peanut and Chester back to stay with them again.”
“You can tell Amanda really loves animals like her own. She took care of our two dogs while we were on an extended trip. She sent lots of updates. She also dealt with an increasingly worsening medical issue and took our dog to the hospital on our behalf. She kept us in the loop every step of the way and went above and beyond in caring for our pups!”
“Robert and Taylor took amazing care of my young pitbull. They are very kind and friendly and really care about the well being of my baby. I will definitely be booking with them in the future.”
“Jess was amazing!! She sent me so many pictures of my sweet boy while we were gone. My dog also eats a different food and she took care of him so well. Will definitely use her again and highly recommend!”
“Constance is a really special person. Great communicator, kind and open. She was open to do a meet and greet before Teddys actual staycation and allowed us to see her home and meet her pets to make sure everyone gets along. Once we dropped Teddy off she sent pictures every day! Communicated very clearly and kept me informed of Teddys well being. She was accommodating when we had little curve balls thrown at us and we have absolutely no complaints at all. Your fur babies will be in good hands with Constance! We will be booking again for our next vacation.”
“Emily was amazing with my cat Juno! She was flexible with scheduling and helped me get Juno into her kennel (easier said than done). Emily also made sure Juno was well fed and gave me an update on how she did during her stay. As a new cat dad, I really appreciated how friendly Emily was!”
“10/10! Cassandra and Tradd were amazing!!! Cassandra sent me photos throughout my pup’s stay, and gave frequent updates. She was very responsive and super friendly! Great home, great people. Will be using again!”
“James took amazing care of Ella! We were away for a week, and everyday he sent updates and photos of our dog. He’s very communicative and responds quickly! It was comforting to know that she was taken care of while we were away. He essentially treated Ella as if she was his own dog. Will definitely book with James again!”
“What an incredible family taking care of our new puppy called Ziggy. We live abroad and needed a sitter until we could take him over full time. They were so easy to communicate with and so helpful with everything from change of food, treats, to teaching him demands and keeping him safe. He has been playing non stop with their house dog as well as with other dogs they have sat through the more than one month they took care of Ziggy. I can’t be thankful enough. Your dog will be safe with this family, I can assure you this! Thank you Maria & Matthew 🙏🏻”
The median cost per night for dog boarding in Windsor is $40
Dog parents share their Rover experiences - Windsor
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
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Popular requests for dog boarding - Windsor
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor average 12 repeat dog boarding clients
FAQs for Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $38.85 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of September 2026, there are 980 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Windsor sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windsor landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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.
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 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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