Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 177 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.
“Alan and Luis took fantastic care of our dog Maggie while we were on vacation. We received multiple daily photos. The photos assured us that Maggie was having fun and therefore we enjoyed our vacation that much more knowing that she was well taken care of. We will definitely use Alan and Luis again!!!”
“Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!”
“Brian is amazing with our pup. Our pup feels at home in Brian’s home which is immaculately clean and has the opportunity to socialize with other well-behaved pups during her stay. Our pup is used to 5mis worth of daily walks and Brian gives her tons of exercise, attention and affection when she’s with him! Ohh and I get great pics too.”
“This was Bodhi’s second stay with Katie and her family. They took wonderful care of him and I would highly recommend her to anyone looking for a sitter who will treat your pet with loving care and attention.”
“Elaineh is the best dog sitter I have ever had. She sent photos/videos of by pup. She kept me informed. I recommend her to anyone who is looking for a sitter. She took very good care of my pup.”
“I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.”
“Angela and Tommy were fantastic with our fur baby. They sent pictures and were responsive and best of all our dog is happy. We felt very at ease. Would use them again!”
“Allison is very kind & flexible. Our Sky has anxious fear of big pups and Allison was very kind to make him feel safe. We are glad to have her watch our 2 pups.”
“Andrea was wonderful with our senior dog! I was so nervous about leaving him for more than a few days but it was obvious from her correspondence with us as well as pics and videos that he settled in and was happy and comfortable. I think he would have very happily stayed longer with Andrea and her sweet dog🐾.”
About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.
“Dash had a wonderful week long stay at Renata’s home. Plenty of exercise and outdoor time on their beautiful property on the lake. Would absolutely trust to take care of our dog again in the future. Highly recommend!”
“Sarah was amazing! From the beginning, she was very responsive to all of our questions about the booking. Our dog tends to be shy and can sometimes be aggressive with other dogs, but Sarah made it work, and our dog got along with hers right away. She sent us daily updates with photos and videos, which gave us great peace of mind. Our dog was very happy during her stay! We will definitely book with Sarah again and highly recommend her as a dog sitter.”
“We had such a wonderful experience with Yareisy! She took amazing care of Loki, and he clearly had the best time during his stay. She went above and beyond by writing a personalized note and sending him home with the cutest souvenirs. We also really appreciated her keeping me updated throughout his stay, which gave me so much peace of mind. We couldn’t have asked for a better sitter and would absolutely recommend her to anyone looking for someone to care for their pet!”
“So sweet! She sent me pictures of them every other day to keep me posted on how they were doing. She was fast at responding and welcomed my dogs into her home as if they were a part of her family too! When I went to pick them up they were happy and healthy! I will be using Lisette again to watch my pups!”
“Maria was amazing!! Our nervous boy was in good hands! Maria was great with our big goofy dog, she gave him the love and attention he needed while we were away. She sent photos and checked in with me often. Definitely highly recommend and will use again! Thanks again Maria!”
“Being that this was Hannah's first experience away from us, and with the separation anxiety she has, Karina showed a lot of patience and compassion in helping Hannah feel at home. I would highly recommend her if you are in need of a sitter.”
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.
How to book dog boarding
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 is $44 per night as of November 2026. Most bookings cost between $27 and $62 per night. On Rover, 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 November 2026, there are 761 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
96% 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
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 CT 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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