Dog Boarding in Windsor
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Top rated Windsor dog boarders
“Allison was amazing! She took great care of our dog and would send pictures. She also was very quick to respond anytime I reached out. Would definitely use her again! Thank you Allison!”
“Triba took great care of my Shih Tzu for a week. She sent me photos and even took him to the dog park. She walked him a couple of times a day. Thank goodness for her, I was able to vacation in peace. ?”
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
“Nancy is a dream! She took perfect care of my little guy and even gave him a special birthday treat. So many walks, lots of attention, and lots of pictures sent my way. I’d recommend her in a heartbeat.”
“Liz was great with our dog Arabelle! Arabelle can be shy, but Liz was very patient with her and she warmed up quick. She sent us lots of photos of Arabelle enjoying the sun and hanging out in her yard, and we knew she was in good hands. She also went out of her way to bring Arabelle to our wedding photos! We don't live in the area, but if we are ever back we will definitely book Liz again.”
“Ricky was excellent! He took care of my 85 pound Hound/ Husky. I always am a bit concerned when leaving my dog with someone but when I need to do it again, Ricky will be the first person I contact.”
“Heather & Greg are FANTASTIC!! They made me feel super confident that my puppy was happy and well cared for. Their home is like a permanent mini dog park with all their sweet pups and fenced in back yard- so I knew while I was away my puppy was running and playing and safe. They even brought out a kids’ play pool when they realized she was missing her daily swims! They clearly love dogs tremendously - feel lucky to have found them!”
“Betsabeth created such a warm and welcoming environment that I was genuinely happy to leave my dog in her care. At first, I felt a bit nervous about trusting someone I didn't know well, but once I met her, my worries eased greatly. Throughout Diego’s time with her, she kindly kept me updated with photos and shared thoughtful insights about how he was doing, which truly put my mind at ease.”
“Shanagay sent regular updates and photos that showed me that Maggie Mae was in good hands. The sitter's proximity to my home makes it easy to get care for Maggie when I am away.”
“Sean and Jill are great and Gwendolyn always looks forward to coming for a stay. I have a very tiny 4.5lb dog and very particular with whom I leave her with because of her size. I love the fact that they only take in small dogs as this tells me that they take the precautions needed to accommodate Gwendolyns size”
About: I’ve taken care of dogs all my life and with my niece signed up for Rover and all the dogs being so cute, I’ve gotten the itch to watch and care for pups again! I am home, off work and available on Friday and Saturday’s to watch your dog! Whatever needs your baby has, I can accommodate for, just let me know! I have a safe home environment for your dog and an outdoor area that is for your pet only. I have two floors so plenty of room for your dog to explore.
“Katie and her family were AMAZING!! We needed a last minute sitter and they couldn’t have taken better care of our girl. We got multiple updates and lots of pictures which put us at ease. Katie’s girls were super cute with Bear and she enjoyed all of the extra pets and attention. We’d 100% recommend Katie to anyone and look forward to having her watch Bear again in the future.”
“The Zipster thoroughly enjoyed his stay at Steve's. He made new dog friends and played for hours on end. In fact he needed to take a long nap when he got home, but wanted to go right back to Steve's house to play with Stella, Maggie, KC and Wesley. He can't wait for us to take another trip so he can go visit his new friends.”
“Blue was very happy at MJ's. MJ got back to us when no one else could during the beginning of a holiday weekend. She and her family were very accommodating and my pup felt at home there. Super happy with a great first visit ... I would not hesitate at all to bring him back. Plus her pups are friendly and Blue had a great time with them, including playing with the fam in the yard. He's out cold right now, the sign of a fun and active day.”
“Kristin instantly gave us peace of mind when we had to find someone last minute to watch our dog. She and her dog, Kaia, were so sweet and just what Luna needed! We received several photos throughout her stay and in every photo Luna was clearly having an amazing time! She didn’t want to get in the car to leave when we came to pick her up. We would absolutely seek out Kristin in the future and highly recommend her!”
About: I treat each dog like a close friend because that’s how most dogs treat me. I’ve never been able to adopt my own because of the difficulty of finding a rental space that would allow one. I hope to learn the skills needed to be a good dog owner before. I have plenty of room for dogs. Dogs tend to like me a lot, even ones that I’m told tend do be difficult usually take a liking to me almost immediately and I have to say that love goes both ways. I’m excited to start doggie daycare, everyone has to start somewhere. I look forward to providing great service and learning the skills I will need to becoming a dog Dad. Thanks for reading. ;D
“I felt totally comfortable leaving my dog with Katie! She did a great job reassuring me that my dog would do fine and she would text me if there were any issues. She also sent me a picture throughout the day. I would definitely go to her again.”
Loving dog boarding sitters in your neighborhood
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Allison Nicole M.Star Sitter
“Allison was amazing! She took great care of our dog and would send pictures. She also was very quick to respond anytime I reached out. Would definitely use her again! Thank you Allison!”
Triba M.Star Sitter
“Triba took great care of my Shih Tzu for a week. She sent me photos and even took him to the dog park. She walked him a couple of times a day. Thank goodness for her, I was able to vacation in peace. ?”
Kathryn & Jeremy M.
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
Nancy L.Star Sitter
“Nancy is a dream! She took perfect care of my little guy and even gave him a special birthday treat. So many walks, lots of attention, and lots of pictures sent my way. I’d recommend her in a heartbeat.”
Andrea P.
“I recently hired Andrea to take care of my dog while I was away, and I couldn’t be happier with the experience. I would definitely recommend.”
ROSMERY P.
“Rosmery took great care of my fur-baby while I was on vacation. I’d gladly have her care for her again!”
Liz W.Star Sitter
“Liz was great with our dog Arabelle! Arabelle can be shy, but Liz was very patient with her and she warmed up quick. She sent us lots of photos of Arabelle enjoying the sun and hanging out in her yard, and we knew she was in good hands. She also went out of her way to bring Arabelle to our wedding photos! We don't live in the area, but if we are ever back we will definitely book Liz again.”
Ricky R.Star Sitter
“Ricky was excellent! He took care of my 85 pound Hound/ Husky. I always am a bit concerned when leaving my dog with someone but when I need to do it again, Ricky will be the first person I contact.”
Greg C.
“Heather & Greg are FANTASTIC!! They made me feel super confident that my puppy was happy and well cared for. Their home is like a permanent mini dog park with all their sweet pups and fenced in back yard- so I knew while I was away my puppy was running and playing and safe. They even brought out a kids’ play pool when they realized she was missing her daily swims! They clearly love dogs tremendously - feel lucky to have found them!”
Betsabeth T.
“Betsabeth created such a warm and welcoming environment that I was genuinely happy to leave my dog in her care. At first, I felt a bit nervous about trusting someone I didn't know well, but once I met her, my worries eased greatly. Throughout Diego’s time with her, she kindly kept me updated with photos and shared thoughtful insights about how he was doing, which truly put my mind at ease.”
Austyn D.
“Henry came home very happy. He loves playing with Austyn. She shared pictures with us so we could see him while we were gone!!”
Shanagay C.Star Sitter
“Shanagay sent regular updates and photos that showed me that Maggie Mae was in good hands. The sitter's proximity to my home makes it easy to get care for Maggie when I am away.”
Sean & Jill O.Star Sitter
“Sean and Jill are great and Gwendolyn always looks forward to coming for a stay. I have a very tiny 4.5lb dog and very particular with whom I leave her with because of her size. I love the fact that they only take in small dogs as this tells me that they take the precautions needed to accommodate Gwendolyns size”
Nathaya S.
“Nathaya has watched my dog multiple times when I’m out of town or I’m working nights. She left me feeling at ease with her pictures, videos and updates. 10/10”
Katie V.
“Katie and her family were AMAZING!! We needed a last minute sitter and they couldn’t have taken better care of our girl. We got multiple updates and lots of pictures which put us at ease. Katie’s girls were super cute with Bear and she enjoyed all of the extra pets and attention. We’d 100% recommend Katie to anyone and look forward to having her watch Bear again in the future.”
Steve R.Star Sitter
“The Zipster thoroughly enjoyed his stay at Steve's. He made new dog friends and played for hours on end. In fact he needed to take a long nap when he got home, but wanted to go right back to Steve's house to play with Stella, Maggie, KC and Wesley. He can't wait for us to take another trip so he can go visit his new friends.”
MJ M.Star Sitter
“Blue was very happy at MJ's. MJ got back to us when no one else could during the beginning of a holiday weekend. She and her family were very accommodating and my pup felt at home there. Super happy with a great first visit ... I would not hesitate at all to bring him back. Plus her pups are friendly and Blue had a great time with them, including playing with the fam in the yard. He's out cold right now, the sign of a fun and active day.”
Kristin S.Star Sitter
“Kristin instantly gave us peace of mind when we had to find someone last minute to watch our dog. She and her dog, Kaia, were so sweet and just what Luna needed! We received several photos throughout her stay and in every photo Luna was clearly having an amazing time! She didn’t want to get in the car to leave when we came to pick her up. We would absolutely seek out Kristin in the future and highly recommend her!”
Eric S.
About: I treat each dog like a close friend because that’s how most dogs treat me. I’ve never been able to adopt my own because of the difficulty of finding a rental space that would allow one. I hope to learn the skills needed to be a good dog owner before. I have plenty of room for dogs. Dogs tend to like me a lot, even ones that I’m told tend do be difficult usually take a liking to me almost immediately and I have to say that love goes both ways. I’m excited to start doggie daycare, everyone has to start somewhere. I look forward to providing great service and learning the skills I will need to becoming a dog Dad. Thanks for reading. ;D
Katie L.Star Sitter
“I felt totally comfortable leaving my dog with Katie! She did a great job reassuring me that my dog would do fine and she would text me if there were any issues. She also sent me a picture throughout the day. I would definitely go to her again.”
Over 320 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Windsor sitters!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!
The median cost per night for dog boarding in Windsor is $50
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 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Windsor is $50 per night, including service fees. Boarding your dog for one week typically costs $350. 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 $57 per night.
As of Aug 2025, 619 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, 90% 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 619 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 96% of sitters offer daily exercise, 97% offer medication administration, and 95% 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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