Dog Boarding in Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.

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Top rated Windsor dog boarders
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 great! She always loves my dog like her own and send updates with pictures throughout the visit. I can 100% trust that Raven will be well looked after when she is with Jessica.”

“Deanna felt like the right fit from the beginning. She has a genuine love for your fur baby. I never once worried and I know Milo won’t want to leave when we go to pick him up! Highly recommend Deanna.”

“Luna had a wonderful time staying with Victoria's family and their two dogs. I think she was a little sad to go home! We enjoyed receiving the pictures and updates on our trip. Would happily recommend Victoria as a great sitter.”

“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.”

“We left Ava with Sonya for five weeks, and are very happy with the results. Sonya and her family took great care of Ava, and we saw some lovely pictures of her playing in the snow and then snoozing on her bed. We'll be back!”
“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!”

“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 :)”

About: I have 13 years of experience with dogs and used to rescue dogs as a side job, helping find them new homes. I’ve owned many dogs of different sizes and breeds, and I see them as loving, kind-natured pets that deserve the very best care. I have experience with everything from medical needs to caring for new puppies and training, and I’m patient and attentive to each dog’s individual needs. I’m available anytime. I can help with whatever is needed, including overnight care, visits, and bathroom breaks. I love spending time playing with pets and giving them one-on-one attention, and I always make sure they feel comfortable and cared for. All their needs will be fully taken care of, whether that includes medical care, one-on-one attention, feeding routines, or following specific schedules and detailed care instructions. I am patient, responsible, and committed to making sure your pets are safe, comfortable, and well cared for.
“Stay #2 with Jessica went off without a hitch (first was house sitting, this time he stayed at hers)—great vacation for Jerry while we were away. He made a lot of friends, got a lot of exercise and had a wonderful and safe time. Definitely booking again.”

“Megan is the best! Our big dog George has an amazing time there with their dog, Sunny. We’ve had multiple stays now and it’s always a good experience, we get lots of photos and we feel like they love George like their own!”

“Super accommodating and took great care of my anxious pup for the weekend! She can be pretty nervous but they did anything and everything to make her as calm and comfortable as possible!”
“So happy with the care my Jax got with Giulia. He got along well with 2 of the other dogs at her place. When he was unsure about another dog, she had plenty of space to keep them separate. Easy to get updates and pictures from her. Will definitely use her again!”

About: What sets me apart is the calm, structured, home environment I provide. I only take 2–3 small to medium dogs at a time, so your dog gets real attention—not a crowded, chaotic setting. I have a fully fenced backyard for safe outdoor play and bathroom breaks, plus I’m home often so dogs aren’t left alone for long periods. I focus on keeping dogs relaxed, comfortable, and on their normal routine. I’m experienced with: dogs who need a quieter space Crate training (I have a large crate available if preferred) Multi-dog supervision with safe introductions and monitoring Basic routine consistency (feeding, walks, rest times) Inside, dogs have cozy spots to relax, and I keep things clean and organized. I also send regular photo updates, so you always know how your dog is doing. My goal is simple: your dog feels like they’re staying in a safe, loving home—not a kennel. Pet care fits very naturally into my daily routine because I own a local business that is fully staffed, which allows me to be home most of the day. I’m not tied to a 9–5 schedule, so I’m able to give dogs consistent attention, supervision, and care throughout the day. My routine includes regular outdoor time in my fully fenced yard, walks, feeding on your dog’s schedule, and plenty of relaxed indoor time. Because I’m home so often, dogs are rarely left alone and can settle into a calm, low-stress environment. I’ve built my schedule specifically to support pet care, so your dog isn’t just being “fit in”—they’re part of my daily routine and receive consistent, attentive care from morning to evening. I provide personalized, in-home care designed to give each dog a calm, safe, and comfortable experience—very different from a high-volume or kennel-style setting. I intentionally limit bookings to just 2–3 small to medium dogs at a time, so every dog receives focused attention and consistent supervision. Care in my home is structured around your dog’s routine, including daily walks, regular time in my fully fenced backyard, and relaxed indoor living in a clean, cozy space. Dogs are treated like part of the household, with access to comfortable lounging areas and a low-stress environment where they can settle in naturally. I take a thoughtful, hands-on approach to introductions and group dynamics, ensuring dogs are compatible and comfortable. I closely monitor behavior and can provide separation or crating if preferred, always prioritizing safety and your dog’s individual needs. Because I’m home most of the day, dogs are rarely left alone and receive consistent care, attention, and supervision from morning through evening. You’ll also receive regular photo and video updates, so you can feel confident and connected while you’re away. My goal is to offer a premium, home-based experience where your dog feels secure, relaxed, and genuinely cared for—not just looked after.
About: I’ve taken care of dogs from playful pup to senior dog with multiple needs. We have boarded dogs for weekends or monthly trips. I send along dog photos of the places we go and people we meet. We have two teenage boys at home that love having a companion. We had a mixed breed dog for 15 years, while I miss her terribly I think having some dogs in our lives would be amazing! I am always up for a walk, play or cuddle. I have experience with bathing, taken obedience classes and dispensing medication. I work mostly from home and have a quiet fall and winter schedule so would be around for the duration of the visit. Your pup will be part of the family! If they like car rides we are the people for that or snuggles on the couch with a good book. Your dog would be well cared for! Yours would be the only dog at our house and have our undivided attention . We have a large yard for quick trips outside on leash and close to parks and trails for longer walks. Depending on the activity level they can even sun bathe on the back deck!
Windsor dog parents share their Rover experiences
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog boarding in Windsor is $43
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windsor average 4 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 26 sitters provided dog boarding in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 100% of Windsor dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windsor.
Rover makes it easy to find Windsor dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 26 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.





