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

Over 63 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 was wonderful with my little heeler girl who is absolutely insane. She needs 24 7 playtime food happiness and above all just needs to burn energy, Shelly did a wonderful job with her I will use her again in the future.”

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. 🐾❤️
“Melody and Matthew provided EXCELLENT care for our fur babies during our vacation! Our Basset Hound needed emergency treatment while we were away (no fault of Melody or Matthew) and Melody went above and beyond to obtain treatment, update us regularly, make sure our fur baby received immediate care and provided TLC to our boy afterward. He is home safe and sound and is good as new now. She sent photos and updates regularly for both of our pups and share cute, funny stories of both of their antics. I can't give enough stars for the care she gave our pups! This was our first time using Rover and we selected Melody because of her excellent reviews. I will tell you to BELEIVE WHAT YOU READ! Her many years of experience with pets shines brightly. We will definitely use her again!”

“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.”


“Megan was amazing I recently boarded my rescue Prince for the first time, and I couldn’t have asked for a better experience! Megan took such amazing care of Prince during his two-night stay. She went above and beyond—sending me some of the best photos and videos I’ve ever had of him, including clips of him playing and socializing with larger dogs (which was a first for him!). It meant so much to see him having that kind of fun and confidence. Megan also kept me updated with daily “doggy report cards” and personalized notes, which were such a thoughtful touch. When I picked him up, it was clear he had an incredible time—he was almost sad to leave! He even made a new best friend with her dog, Kava. I’m so grateful for the care and attention Megan gave, and I will absolutely be booking with her again. Truly a 5-star experience from start to finish!”

“What a wonderful home for my dog Pixie to visit. I think her time there was like being on vacation. Lauryn did a fantastic job. The home is cleaner than mine. The fenced in back yard is spacious. The whole family is attentive and loving towards Pixie. Highly recommend.”

“I truly appreciated the time, communication and care Diezel received during his stay with Lisa and her family. I had a feeling of peace and comfort through pictures and reports. When I initially met with Lisa she projected a warm and genuine feeling which allowed me to feel safe in knowing my dog was in her care.”

“My family went out of town for Easter, and I was a bit nervous about my 1st time using Rover. However, Vania's kindness, competence, and daily "pup-dates" put me at ease. She is an excellent communicator, thoughtful, and we will definitely be using her in the future! If you need someone to trust with your fur-babies, look no further! Thanks again, Vania!”

“Shanae was so sweet and reassuring. She made sure to communicate with me everyday and sent pictures/videos. My big boy was comfy and had so much fun at her home with Ash!”

“Emily was excellent with my beagle, Suzy. I was able to go out of town without any worries at all. Emily followed all my instructions and Suzy was well cared for. I'm very thankful for such a great sitter and hope to use her again when I need to.”

“Constance was excellent and very patience with Blake. She followed his scheduled feeding routine, administrated his medicine, and was willing to learn how to administrate his Insulin injections. I was very impressed on how professional she was. She gave me a daily update on how things was going, as well as, providing pictures. That reassured me and definitely put my mind to rest. I would definitely use her again and would definitely recommend her.”

“We continue to go back to Omaira & Isaac because we ALWAYS get a VERY happy puppy back! Our Xena is happy & excited when we drp off and calm when we puck up…we’ll be back! We also LOVE that we get pics Every time! Thank you!”


“I was scrambling to find dog boarding when my friend canceled on me at the last minute. I had no backup plan and actually thought I’d have to send my dog to a kennel for the week. Luckily, as I was looking up kennels, I found information on Rover. So this was my very first time using Rover and I was extremely nervous. Turns out, there was absolutely no reason for me to be. Rover is very easy to use and I was able to find Julie & Kenneth N’s information. After seeing/reading the positive reviews I made immediate plans to meet them and have them meet my Husky, Max. When Julie & Ken arrived, they were very friendly, easy to talk to and most importantly, they love dogs. I was able to book Max to stay with Julie & Ken for the entire week that we were on a family vacation. As promised, I got daily emails (with pictures) of how Max was doing and Julie even let me know how helpful Max was in the kitchen — by being watchful to ensure Julie didn’t drop anything while preparing lunch. I loved all of the text communications I received — Max was smiling in some of the pics. That put me at ease too. If you want top notch boarding for your dog, then I highly recommend this dog-loving duo. Your dog will be well taken care of and will be happy with Julie & Ken. In the future, whenever we need dog boarding, Julie & Ken will be my very first choice. I am sincerely grateful to them for their excellent care of Max.”


“⭐⭐⭐⭐⭐ Fantastic Pet Sitter! Rodney did an absolutely fantastic job taking care of our baby, Lucille! He sent us daily updates and pictures and stayed in constant communication, which gave us tremendous peace of mind. We were especially impressed by how quickly he bonded with our four-legged fur baby and how well he cared for her. We couldn't recommend Rodney more highly and will absolutely use him again. Thank you, Rodney!”

“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!”

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
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 12 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in Windsor on Rover is $39 per night as of October 2026. Most bookings cost between $33 and $48 per night. 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 October 2026, there are 978 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 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.
97% 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.
<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 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.







