Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 14 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.
“Cara and her family had me completely at ease from our meet & greet through my dog’s stay. Cara shared photos every day and included notes - allowed me to remain confident in Fiona’s care. Cara is very responsive and excellent with communicating.”
“Good coordination and discussion prior for 1st boarding - very helpful to ensure comparability. Nice set up for activities and doggie leisure. Blackjack came home happy and tired. Nice folks.”
“Hannah was great! This was our first time leaving our dog, Taco, with her, and it was for 5 days. We were of course nervous leaving him with someone new for so long, but as soon as we walked through her door, we were reassured he was going to be in great care! She kept us updated with photos throughout, and it was clear he was treated like part of the family during that time. Taco is excited to visit again!”
“Michelle was terrific! Ellie stayed with her for Thanksgiving weekend and came home happy and tired! She was well-loved and Michelle kept us updated with pics and videos… and was super responsive and proactive before and during the entire experience. Thank you Michelle!”
“Kevin & Inez took such good care of our girl last minute when our care plan fell though. She had so much fun playing with their dogs, and came back very happy. Highly recommended!”
About: I have had dogs my whole life and am happy to care for your doggo. I currently have a 1 year old Golden Retriever and am well versed in both puppy and senior care. I am a full time teacher on summer break, so have availability to fit your needs over the summer. I’m a full time teacher on summer break, so have plenty of time to give your dog the attention they deserve! I am home most of the day with occasional trips to the gym/store. I have a fenced yard and available sidewalks/trails for walks. I do have a 1 year old energetic Golden Retriever who is very friendly (maybe too friendly for some dogs) and a 2 year old Persian kitty who is skeptical of new animals
“Steve, Keely, and their dog Sabra were warm and welcoming to Nyla. They were responsive each time we reached out, sent plenty of updates, and were diligent in following the care instructions we provided. We were very comforted that our dog was so well cared for by them and would recommend them to anyone in need of a sitter.”
“Susan and John took excellent care of Charlotte. They sent regular photos and kept in close contact. When Charlotte ran out of food, Susan went to the pet store to buy her new food so that she would not have to switch to something that she was not used to. Amazingly they let Charlotte up on their bed. Lots of cuddling photos. Charlotte looked happy in every one of them. I was very pleased and would highly recommend them! I am so happy to now have a dog watcher that both Charlotte and I feel confident in! Thank you Sue and John!!!”
“Enzo can be a shy guy and a little nervous but Lauren did everything to make him feel comfortable including checking in with me, which I truly appreciate. He came home happy and tired and we would use Lauren again!”
About: Hi my name is Sean. I recently graduated from RIT with a BFA in illustration. I love all animals and currently have a lot of flexibility to care for your pets while I am working from home. I grew up with two labradoodles and I have also cared for friends' animals while they have been away. One of my dogs has Addison's disease, so I am familiar with giving medication to pets. Spending time with animals brings me joy and does not seem like work - I enjoy playing with your animals, going on walks and I give a great belly rub! I am extremely responsible and will love your animals like my own...you might also find some sketches of your pet when you return home. I am an artist that is currently working from home in Quechee. I am extremely flexible and am available during the week and on weekends. I make my own hours so can work around your schedule. I live with my parents and two friendly labradoodles ages 8 and 12. I could board a dog in my home if he/she gets along well with other dogs and is house-trained. I prefer to care for your animals in your own home: I can do drop-in visits, walks and daytime or overnight house-sitting.
“Diana was great! She was very accomadating with pick up and drop off times. She keeps you updated with how you're pet is doing and sends daily progress reports/pictures. I would use Diana without hesitation. Thank you Diana.”
“Hope took great care of my two doggies and was very receptive to both of their very different individualized needs. She kept in contact with me each day and was very kind.”
“Fantastic experience! Our little guy is very clingy to us and Sarah slipped right into that role! Pictures everyday and excellent communication through out our out of country trip! Will always use Sarah & Ben!!!”
“Our pups recently had their second overnight with Meredith. She provides very honest feedback about their stays- the fact is, our pups would rather be with us than away from us. But we know they are safe and well cared for with Meredith. She is kind and consistent with them and we know they will settle in over time. We are very happy to have Meredith care for our dogs.”
“Mellissa was outstanding! I’m very attached to my sweet Mountain Cur, Sugar Magnolia. Mellissa accommodated me with very short notice and was very gracious and helpful and made the process very easy for me. She sent me daily reports with photographs that made me feel at ease knowing Sugar was happy and being well cared for. She was out on trails every day getting exercise and socializing with other dogs. I would not hesitate to use Mellissa services again and give her the highest recommendation.”
About: I have loved animals my whole life. I am looking to start something new and thought this would be the perfect opportunity to grow my career. Rookie here with house and pet sitting. Schedule just opened wide up and taking on new clients and owners. I currently work remote and my schedule is wide open. I Have taken care of Dogs my whole life and enjoy spending time with them. I love taking care of pets like they are part of the family. I work remotely and i can take them potty whenever they need to go. I get two 15 minute breaks and a 30 minute lunch.
The median cost per night for dog boarding in Windsor is $62
Dog parents share their Rover experiences - Windsor
Frieda really enjoyed her visit with Cara. She immediately started snuffling around the beautiful yard and making herself at home. Cara pointed out comfortable places for dogs to hangout (I think Frieda tried them all). She sent pictures and messages to reassure me that Frieda was settling in. Cara is organized and experienced with dogs--I felt very confident boarding Frieda with her and would do so 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
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Popular requests near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 10 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $67.41 per night (as of July 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 July 2026, there are 72 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter 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.
Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local 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 VT 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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