Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 31 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.
“Kate did an amazing job taking care of my baby kitten, Bella! She provided frequent updates, which gave me peace of mind, and it was clear my kitten was in great hands. Her care and attention to detail were exceptional, and I truly appreciated her reassurance throughout. I would absolutely book with her again and highly recommend her to anyone looking for a reliable and caring pet sitter!”
“Meena and her family were so warm and eager to care for our yellow lab while we were out of town for the weekend. They sent us pictures throughout our time away of Matty enjoying her time playing with their dogs and snuggling with their family. They gave our dog lots of walks and play time. We absolutely recommend this dog sitter and would absolutely use them again in the future.”
“I highly recommend Anish and Aaheli for anyone seeking a reliable and caring pet sitter. From the time of booking and throughout the stay, Anish was prompt with his responses, provided timely updates and photos, keeping me fully informed and at ease while I was away. My pet instantly felt comfortable and welcomed in their. It was clear from the time we spoke, dropped of Brady and picked him up; they go above and beyond to create a safe, loving environment. I truly appreciated the attention to detail, open communication, and thoughtful approach to pet care. I will definitely trust Anish and Aaheli with my pet again!”
“Thana and Subangi took great care of my dog when we went away for a long weekend. He had the time of his life playing with their dog and the other dogs boarding with them. I got lots of photo updates, and he looked very happy in every photo! I will definitely book again.”
“Davina and her family were so good to Arnie I was afraid he may not come home! Very proactive and responsive communication and pictures so you know your fur baby is happy! She even made homemade doggy treats and personalized each dog’s initial! Beyond exemplary!”
“Chastidy is great! I felt very comfortable leaving my dog with her, she is very knowledgeable about dogs and has a smooth running system at her house, my dog doesn’t always warm up to people that fast, but did almost instantly after only just meeting Chastidy.”
“Julianna was great with our dog. She kept was updated and also sent us pictures of our dog. She responded quickly to our message which was nice of her. Will definitely recommend her to others and definitely book her again as well”
“It makes our heart lighter to know that Kiri is safe & loved when we travel: not just by Kathleen, but by her whole family. Kathleen sends us daily updates with lots of wonderful photos of all the fun Kiri has. We can always tell that Kiri is well taken care of, & often say she's on her own vacation whenever she stays with Kathleen and her family!”
“We were truly blessed to have found Ryan to take care of our two dogs. He is very responsive and sent a lot of pictures of my girls! My one dog has health issues and is definitely a special-needs dog and he was right on top of it! Would 100% recommend!”
“When I go away, Trupti and Anmol and their lovely family take amazing care of my bichon boy. He is so happy with them and the love they bestow on him. I am so fortunate that I can travel and feel so assured and peaceful knowing he is with them. Highly recommend.”
“Melissa and Dan are the best. They’ve watched both of our dogs on several occasions and are always amazing with them. They are our “go-to” sitters. Highly recommend.”
“I had a great experience with Ivelisse! She took excellent care of my dog and made me feel at ease while I was away. She was very responsive to communication and always quick to reply to any questions or check-ins. I especially appreciated the regular updates, including texts and pictures.”
“Sonia took great care of our pet snowy. Glad that we found her close to our home in SB. She constantly follow up with day to day updates. Funny snowy eat his food at Sonia’s care better then we is. Will be reaching her back into the future for snowy care. Thanks Sonia and appreciate your help for snowy. Enjoyed meeting you and your family via this opportunity.”
“We traveled from out of state and needed someone to watch our pup while we were at Sesame Place and having our dog stay with Meghan was so helpful! Very flexible with pickup and drop off and sent lots of pictures of our dog enjoying his time there.”
“On a very short notice, he was able to help me and watch my dog. During the time that he was watching my dog, he was very informative with me and gave me great feedback about my dog. I highly recommend him and Roxy will definently has a new friend to stay over whenever I need Elias, thank you and see you later ”
“We had a great experience leaving our dogs with Wanda. When we left them I heard them crying and was a bit concerned about them settling in. When we got home Wanda had texted and let us know they were setting in and sent us photos showing them relaxing. During the week we received multiple photos and updates on how it was going, which put us at ease. When we picked up the dogs they were in excellent health and very happy. We would highly recommend Wanda dog sitting services. Thank you Wanda, for taking such good care of our dogs.”
The median cost per night for dog boarding in Windsor is $60
Dog parents share their Rover experiences - Windsor
Meena and her family were so warm and eager to care for our yellow lab while we were out of town for the weekend. They sent us pictures throughout our time away of Matty enjoying her time playing with their dogs and snuggling with their family. They gave our dog lots of walks and play time. We absolutely recommend this dog sitter and would absolutely use them again in the future.
Albus absolutely loved his time with Sujata & Sandeep. He came home happy, relaxed, and well cared for! We're so grateful to have found someone we trust this much, and we'll definitely be booking again. Highly recommend to any pet parent looking for a reliable, loving sitter.
We had such a great experience with Anish & Aaheli! Albus had a wonderful time staying with the family — you could tell he felt right at home. They clearly love animals and took such good care of him, and it gave us real peace of mind knowing he was in such caring hands. We'd absolutely use them again and recommend them to anyone looking for a trustworthy, attentive pet sitter. Thank you for taking such great care of our pup!
We just left Rocket at Gerry’s for 8 days while we went on our family vacation to St. Maarten. Rocket was so comfortable with Gerry while we were gone. It’s like his home away from home, and Gerry treats him as if he’s her own dog. Can’t thank her enough. Highly highly recommended!
I adopted my dog Nomi at the end of 2025 and knew I had a lot of rehabilitation ahead of us since she is highly fearful and skittish. Nomi came from a hoarding house in Puerto Rico where 100 animals were removed from the property. I learned about Carly during a search on Rover and was pleasantly surprised when I discovered we both love mixed breed dogs from PR. Today was the first day since Nomi's adoption that she stayed with anyone other than myself. I decided on a half day of daycare and was thrilled with how well Nomi did with Carly, her family and dog Naia. I received photos and updates during the day which put my mind at ease. I felt a sense of trust almost immediately. I will definitely be asking Carly to watch Nomi again. Thank you so much Carly! 😊🐶
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 10 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in Windsor is $78 per night as of November 2026. Most bookings cost between $74 and $88 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 1,995 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.
94% 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:
- 87% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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 NJ 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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