Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 33 pet parents in Windsor have booked dog boarding
Windsor, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“We highly recommend Suzie as a pet sitter! She did an exceptional job looking after our two fur babies. Our 12 year old is not the easiest to please but she had a great time with Suzie, playing at her house. Suzie administered her meds twice a day like a champ. Our 4 year old took advantage snuggling with Suzie day and night. Suzie is a caring, diligent and loving person, so with her, your pet is in excellent hands!!!”
“Jessica is 100% a “dog person”. She was so great with our young Husky- she was familiar with his breed & the personality that comes with it. And to say our dog had a wonderful time would be an understatement! She was also good to keep us updated; we felt very comfortable with our pup in her care.”
“Deanna is great!! Ellie had a wonderful time and even though this was Ellie’s first time with a sitter, we knew Deanna was right for us as soon as we met her 💕”
“Tigmi had a great time with Audrey. 5-star review all the way. Tigmi had a great time with her dogs and Audrey kept me abreast of all the fun the pooches were having. Thanks Audrey, much appreciated.”
“Jennifer was Fab! We had an incredible experience with Jennifer as our dog sitter. Her home was warm and welcoming. We knew Ella was loved and cared for, and Jennifer did a fabulous job. We couldn’t be happier!”
“Shannon is amazing with dogs. Our 9 month year old rough collie took right to her. She understands doggy needs and comforts. Thank you so much Shannon for your excellent care of Butterscotch for 2 weeks.”
“Megan was absolutely amazing with Maeve. We had only adopted Maeve a few weeks before leaving for a 10-day trip, so we were a little nervous, but Megan put our minds at ease immediately. Maeve and Megan’s dog Sunny became best friends and spent 10 days playing, walking, and having adventures together. Megan sent detailed daily updates with tons of photos, taught Maeve new tricks, and was incredibly communicative throughout our trip. When Maeve had a minor foot injury, Megan handled it perfectly, kept us informed every step of the way, and made sure Maeve was well cared for. It was obvious Maeve was loved like one of her own dogs. We came home to a happy, tired pup and couldn’t have asked for a better experience. We’d book with Megan again in a heartbeat.”
“Rebecca took great care of Nash during his stay and was very flexible and accommodating for some of his extra needs following dental surgery. It is clear that Nash got lots of exercise and was well loved during his stay. We would highly recommend Rebecca and her family :)”
“Amanda and her family were amazing, Genevieve was so happy to stay there and so well cared for during her stay. We recommend Amanda to anyone looking for the best care for their fur babies.”
“Thank you so much! Charli had a great week with you. The photo and video updates were very much appreciated from this apprehensive ‘dog mom’. Meeting you at the ‘meet and greet’ was super helpful and very reassuring. Thanks Alisa.”
“David and Emma were fantastic with our dog, Stanley. He has quite a few quirky routines and specific needs, and they took excellent care of him and followed everything perfectly. They truly went above and beyond to make sure he was happy and well cared for. I wouldn’t hesitate to have them look after Stanley again and highly recommend them to anyone looking for a caring and reliable dog sitter.”
“Annie was treated like royalty with Jessica! Very communicative, tools her for lots of walks, and treated her like she was her own dog. Will absolutely be using her again. Thank you!!”
About: I’m a cat-only Rover sitter offering both boarding and drop-in visits in Bedford. I’ve been a cat owner for over 3 years, and I truly understand that cats need patience, consistency, and a calm environment to feel safe. I respect each cat’s personality and boundaries — whether they’re affectionate, independent, or shy. I don’t force interaction, and I follow your cat’s usual routine as closely as possible so they can stay comfortable while you’re away. Pet care fits naturally into my daily routine. I plan my schedule around feedings, litter box cleaning, and check-ins, and I’m home regularly to provide consistent care, monitoring, and calm companionship. I care for pets by following their usual routine as closely as possible. In my home, I provide a quiet, clean, cat-only environment with regular feeding, litter box cleaning, and gentle companionship based on each cat’s comfort level. In my client’s home, I focus on feeding, refreshing water, cleaning the litter box, checking on behavior and appetite, and sharing photo updates. I always respect a cat’s boundaries and prioritize safety, cleanliness, and consistency.
The median cost per night for dog boarding in Windsor is $50
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 5 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 August 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 August 2026, there are 62 sitters on Rover offering Dog Boarding across Windsor. Enter your postal code to see which available sitters are closest to your home.
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 favourite 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.
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
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 .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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