Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 17 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.
“Ashley&jerrell was GREAT, it was our 1st time leaving our pup for a couple days and they made it soooo easy, and comfortable for all of us. Too sending us pictures and videos and quick response when we wanted to know how he was doing. Overall just Great 🫶 thank you”
“Amy and Patrick took wonderful care of our 7 month old pup. They have great communication, love for animals and are kind and wonderful people. Very highly recommended. Thanks for taking the best care of our puppy so we could have a great stress free vacation knowing she was well loved!! Thanks for the daily updates as well!!”
“Cynthia and her Husband Lance were welcoming and willing to help us out last minute. They took really good care of of dog and made him feel like home. Would 100% recommend them! Thank you again!”
“Alexis was GREAT when she boarded my dog! She made us feel really comfortable with leaving our pup there over the weekend! She was really accommodating and responsive too! I would definitely bring my dog back to stay with Alexis.”
“I love how at home my 2 pups felt at home with Angelita an her family . She even taught me things I didn’t know about to help care for my baby boys . She was a great pet care taker an I highly recommend.”
“Brionna was excellent with my Gemma. She was patient and cared for her so well. My dog takes a while to get used to sitters and she did so good with her. Hands down the best sitter!”
“Our 2 pups had another great stay with Megan and Vincent! They love playing with the other dogs and roaming in their beautiful backyard. We love the updates and photos of them while we’re away. We will certainly book again!”
“It was the first time we leave our dog here in the Usa...and we couldn't choose better!! Vicky and all her family were amazing with Hope...she sent us a lot of photos and video...and kept us updated with everything they did during the day...so we could enjoy our trip at best!!”
“Holly was amazing with my girl ...she sent so many updates / pictures& hand fed my dog when she was nervous. Icing on top was that my dog was able to play with her dog who was just as amazing. 1000% recommend Holly to watch your dog.”
“Oliver was so loved by Svitlana and her family. I had regular updates and photos, and my dog seemed so comfortable and happy while there. Svitlana was very communicative, and I highly recommend her. We will be repeat customers for sure.”
“Maggie stayed with Betsy Saturday thru Monday. Once again Betsy has gone above and beyond with our Maggie (corgi). Apparently Maggie decided to act like a cat and at 3:00 AM she decided to start doing the zoomies and play with her toys. Betsy was okay with that!! Betsy is like having a grandparent for your dog. She likes to spoil them!! Which is great to have.”
“Jenny was wonderful. She took great care of our 2 dogs for a whole week. Our 1 dog who typically has anxiety when we're away seemed as happy as could be! We appreciated photos throughout the week!”
“Nanci is a very responsible dog sitter:) Our dog got great care and lots of walks during her stay. Nanci’s husband Tom was also very good with our dog and she seemed to enjoy both of them very much!”
“Genalind and the whole family were great with my dogs.. will definitely book with her again. Great pictures and keeping me posted with my dogs all day.. We loved that.. thank you so much”
“Thank you so much for taking such phenomenal care of Snoopy! You completely put our minds at ease from the start. The daily photo updates were great and put our minds at ease. It was clear that he was in good hands. Snoopy came home happy and relaxed and we will definitely be booking again!”
“Searching someone to care for my sweet boy, Charlie, came at a stressful time last week. I cannot begin to tell you what a wonderful experience we had with Tara A. in Lancaster, PA. The kind, caring and fun nature of their home and care leaves me forever indebted to them. And relieved to know that anytime Charlie may need to stay at Camp Tara’s in the future — there’s no place I’d rather he go! Many thanks, again, Tara A.! Charlie hated to see you walk away. Cheers to a happy 2023!”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Lauren and Gurpreet were absolutely wonderful with our dogs, George and Boone. They were incredibly flexible with drop off when our plans changed last minute. They sent lots of pictures which showed our dogs on walks, in the backyard, and relaxing in the home. One of our dogs had an upset stomach when he was dropped off and Lauren kept me updated on how he was doing. It was much appreciated to know they were in a loving home!
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 9 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 $36.63 per night (as of June 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 June 2026, there are 825 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.
92% 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 PA 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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