Dog Boarding in Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windsor dog boarders
“Our pup LOVES staying with Laurel. He gets along with the dogs, cat, and kids! Laurel is very responsive and sends a lot of updates. Would definitely recommend!”
“We are so lucky to have Alana watch our shih tzu when we go out of town! She is not only very accommodating to our varying schedules but our pup loves being a part of their family while he is there! He always comes home happy and healthy!”
“Riley was so happy with Dalia and Dainius and their daughter Milda! I’m sure she hardly missed me at all between their walks and play time. 😊 It was also wonderful how accommodating they were to watch her less than a week out! Highly recommend!”
“Jen and her family took such good care of our Beanie! She kept us updated throughout the stay with plenty of pictures and videos. Beanie got lots of love and exercise and didn't look like she missed us at all!”
“Leslie was great and took care of our dog much better than if we had left him in one of the boarding places around town. We really appreciated that she met with us before booking and made sure we were all comfortable in her space. She also provided daily updates and pictures to let us know what was going on. Murphy had a great time and we will definitely look to book with Leslie again in the future.”
“Carrie was so wonderful with my two kitties! She gave them lots of love and attention. I got many pictures everyday and it put my mind at ease knowing they were safe and loved on. Thank you again, Carrie!”
“Andrea did a great job pet sitting my dog Diezel (who is not used to being away from us)! He seemed happy and well taken care of, and it helped he had a doggie/buddy named Ash, to play with. She has a very nice comfortable home and a huge fenced backyard. Andrea is very professional, easy to work with, and very good at communicating and sending daily pictures/video. I would highly recommend her, and would definitely use her in the future!”
“We used Kyle and Disiree for 1st time and were apprehensive. We received many pictures of Rowdy laying on their laps, walking and getting love from his daughters. They were great and we will use them again!”
“Evan was excellent to work with. Very flexible setting an initial meet and greet to ensure my pup was comfortable with her and her dog. Everything went smoothly and both she and her dog and awesome. She was very accommodating with our dietary needs and sent a lot of updates and photos which makes the process of traveling without my pup easier. He had a blast and was a happy camper when he was picked up. I felt comfortable through the process and would definitely be comfortable leaving my pup with her any time I'm traveling.”
“Dana is fantastic. My dog Oakley had a great time and was well taken care of. Dana sent plenty of pictures throughout our trip so we could see how Oakley was doing. Will definitely rebook with her in the future.”
“We picked our English Bulldog up at 7:45am and Jessica had everything packed up, Posey’s kennel broken down, and we were able to get right on the road for a 12 hour drive! Posey had obviously played hard because she went right to sleep. She is worn out and happy! Thanks, Jessica!”
“Will be using Yi Ling H every time we come into town, she kept me updated with the whole stay, definitely gave me peace of mind that my dog was in good hands and well taken care of! Thank you so much!”
“Absolutely amazing! My boy came home super happy and he a great time while staying with Brenda! She kept me updated and sent me great pictures throughout his stay!”
“Hillary and her family did a fantastic job of taking care of our dog! When we picked him up he was so happy and it seemed like he was well loved by all her children during his stay!”
“I would give ten stars if I could! Naomi was available last minute to watch my dog, Frankie, when our original care plans didn’t work out. Not only was she extremely easy to work with, she accepted Frankie into her home right away, treating Frankie like her own dog. I received pictures and videos of Frankie being loved on by the whole family throughout the weekend and pick up and drop off were a breeze. I will absolutely have Frankie go to see Naomi and family again and again. Thank you!!”
Loving dog boarding sitters in your neighborhood
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Miranda & Austin R.Star Sitter
“They were extremely responsive, flexible, and so sweet. We will definitely be trusting them again with our boy the next time we’re out of town”
Laurel G.Star Sitter
“Our pup LOVES staying with Laurel. He gets along with the dogs, cat, and kids! Laurel is very responsive and sends a lot of updates. Would definitely recommend!”
Alana M.Star Sitter
“We are so lucky to have Alana watch our shih tzu when we go out of town! She is not only very accommodating to our varying schedules but our pup loves being a part of their family while he is there! He always comes home happy and healthy!”
Andrea V.Star Sitter
“I'm so happy to have found Andrea! Mia absolutely loves staying at her home. I know Mia is in wonderful hands when I'm away :) Thanks a ton!”
Dalia & Dainius L.Star Sitter
“Riley was so happy with Dalia and Dainius and their daughter Milda! I’m sure she hardly missed me at all between their walks and play time. 😊 It was also wonderful how accommodating they were to watch her less than a week out! Highly recommend!”
Jen L.Star Sitter
“Jen and her family took such good care of our Beanie! She kept us updated throughout the stay with plenty of pictures and videos. Beanie got lots of love and exercise and didn't look like she missed us at all!”
Leslie D.
Star Sitter
“Leslie was great and took care of our dog much better than if we had left him in one of the boarding places around town. We really appreciated that she met with us before booking and made sure we were all comfortable in her space. She also provided daily updates and pictures to let us know what was going on. Murphy had a great time and we will definitely look to book with Leslie again in the future.”
Carrie G.Star Sitter
“Carrie was so wonderful with my two kitties! She gave them lots of love and attention. I got many pictures everyday and it put my mind at ease knowing they were safe and loved on. Thank you again, Carrie!”
Andrea T.Star Sitter
“Andrea did a great job pet sitting my dog Diezel (who is not used to being away from us)! He seemed happy and well taken care of, and it helped he had a doggie/buddy named Ash, to play with. She has a very nice comfortable home and a huge fenced backyard. Andrea is very professional, easy to work with, and very good at communicating and sending daily pictures/video. I would highly recommend her, and would definitely use her in the future!”
Kyle & Desiree S.Star Sitter
“We used Kyle and Disiree for 1st time and were apprehensive. We received many pictures of Rowdy laying on their laps, walking and getting love from his daughters. They were great and we will use them again!”
Evan S.
“Evan was excellent to work with. Very flexible setting an initial meet and greet to ensure my pup was comfortable with her and her dog. Everything went smoothly and both she and her dog and awesome. She was very accommodating with our dietary needs and sent a lot of updates and photos which makes the process of traveling without my pup easier. He had a blast and was a happy camper when he was picked up. I felt comfortable through the process and would definitely be comfortable leaving my pup with her any time I'm traveling.”
Dana S.Star Sitter
“Dana is fantastic. My dog Oakley had a great time and was well taken care of. Dana sent plenty of pictures throughout our trip so we could see how Oakley was doing. Will definitely rebook with her in the future.”
Beth J.Star Sitter
“Beth and her family are super friendly. Pickup and drop off was a breeze. She sent pictures and updates throughout the stay which was very reassuring.”
Jessica R.Star Sitter
“We picked our English Bulldog up at 7:45am and Jessica had everything packed up, Posey’s kennel broken down, and we were able to get right on the road for a 12 hour drive! Posey had obviously played hard because she went right to sleep. She is worn out and happy! Thanks, Jessica!”
Yi Ling H.
“Will be using Yi Ling H every time we come into town, she kept me updated with the whole stay, definitely gave me peace of mind that my dog was in good hands and well taken care of! Thank you so much!”
Samuel M.
“Sam did a wonderful job with my dog. He got him outside playing and walking everyday, and sent photos as discussed. My dog seemed happy and calm when we picked him up.”
Brenda L.Star Sitter
“Absolutely amazing! My boy came home super happy and he a great time while staying with Brenda! She kept me updated and sent me great pictures throughout his stay!”
Gina W.Star Sitter
“Gina was absolutely wonderful! For us and for our pup, JoJo, Very friendly and accommodating. She’s a dog person, for sure. Highly recommended.”
Hillary H.Star Sitter
“Hillary and her family did a fantastic job of taking care of our dog! When we picked him up he was so happy and it seemed like he was well loved by all her children during his stay!”
Naomi F.Star Sitter
“I would give ten stars if I could! Naomi was available last minute to watch my dog, Frankie, when our original care plans didn’t work out. Not only was she extremely easy to work with, she accepted Frankie into her home right away, treating Frankie like her own dog. I received pictures and videos of Frankie being loved on by the whole family throughout the weekend and pick up and drop off were a breeze. I will absolutely have Frankie go to see Naomi and family again and again. Thank you!!”
How Rover works
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Windsor is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windsor dog boarding rates can be found as low as $26 to as high as $66 per night.
As of Aug 2025, 684 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, 92% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 684 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 98% of sitters offer daily exercise, 98% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care 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.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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