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. A booking fee of 11% and taxes will apply.

“Lisa provided a wonderful home environment for our dog Dolly. Communication was fast and easy. She has a very lovely property for dogs to exercise. I would not hesitate to board our dog with Lisa again much thanks!”


“Lasya S. took very good care of Ellie pictures every day .We had to go to a destination wedding I was so nervous. We have never lefy her other than family. I was put at ease. I came home to a very happy girl. She made best friends with Simba (her dog) I couldn't have been happier. I highly recommend her.”


“Allesha is great with our dog Zoey! She’s super accommodating to our schedule and takes wonderful care of Zoey. Zoey gets treated like one of Allesha’s pack and comes home tired and happy ☺️”


“Jax had a great time with Natalia. He loved playing with her dog and my daughter loved that she sent pictures during his stay. Would definitely recommend. I was nervous as this was our first time leaving him with someone but would not hesitate to do it again with Natalia. Thanks for taking such great care of Jax”


“So happy I booked with Kayla to sit my pup while I was on vacation. She kept my mind at ease with all the pictures and the updates. I felt confident she would treat my dog right. I definitely plan on booking with her again in the near future.”


“Shivadarshini was great to work with! When I reached out to her about Biscuit staying over while we were away, she offered Biscuit and I stop to by for a quick visit ahead of time to make sure we were both comfortable with her staying for a week. Biscuit had a great time playing with her dogs as well. She sent outfits twice a day which was so sweet and kind of her to think about doing. She met any need or requirement I asked for. Biscuit will be visiting again next time we are out of town.”


“Jess was great! I was really worried about having a sitter for my two dogs but she took care of them like they were princesses! Very nice, caring and kind. She even put up with me acting like I was taking my kids to their first day of kindergarten crying like a baby. Thank you Jess and I look forward to working with you again.”


“Frankie came home tired and that’s a sign of a good stay. We got updates and pictures during our overnight boarding and we’re very pleased. Will definitely use Whitney & Samuel in the future.”


“I can’t speak highly enough of Tammy. I absolutely hate leaving my precious lil’ guy anywhere but I could tell as soon as she opened the door that I had found the right pet sitter. She was communicative, friendly, and very involved in making sure Jordy had a great time while he was there. 10/10 would definitely recommend.”


“We just moved to Detroit and we needed a dog sitter ASAP so we turned to Rover. We used the service in our prior city and found a good reliable sitter. We lucked out again with Theresa & Adrian. They took good care of our goldendoodle. If they are available, we will definitely use their services again.”


“Artie had no complaints. Jolene and Jeffery sent daily pictures. These are nice people who obviously love dogs. Would definitely leave Artie at their house again.”


“Erika was great with our little Bella! We had a meet and greet first to see if it was a good fit and I knew instantly that Bella would be in good hands. Bella’s first visit went great! Considering that Bella takes time to warm up to new people, she settled down quite quickly at Erika’s place and looked quite relaxed despite being in a new unfamiliar environment. I also appreciated the updates and photos to let me know how Bella was doing. I liked that Erika was committed to maintaining Bella’s preferences and followed her routine so everything was seamless. I would definitely use Erika’s services again! Thank you :)”



“Our dog goofy had a really great time with Rosemarie and her family. They took very good care of him, and I am very happy to have him stay with them during our future trips. Thanks!”


“Deepika was the best sitter to my Leo. She was very patient and sweet and constantly kept me updated throughout his stay. My dog is usually slow to taking, but made a quick friendship with her, and I will surely trust her again in the future. I cannot recommend her enough.”


About: I have had several of my own dogs, and have raised them all from puppies to their senior years. I take my own dog out several times a day, and I have a fenced back yard for those senior dogs, who can't do the walks anymore. I also have crates available. I am retired and am home most of the day. Findley takes me out for several walks per day. He is also free fed, and always has lots of fresh water. Findley is a very friendly dog and loves to play with other dogs. He also chases balls and sticks when he is offered them. Findley is very sensitive to other pets moods, and senses when his eagerness is not received well.
Loving dog boarding sitters in your neighborhood
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Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Lisa B.Star Sitter

“Lisa provided a wonderful home environment for our dog Dolly. Communication was fast and easy. She has a very lovely property for dogs to exercise. I would not hesitate to board our dog with Lisa again much thanks!”


Lasya S.Star Sitter

“Lasya S. took very good care of Ellie pictures every day .We had to go to a destination wedding I was so nervous. We have never lefy her other than family. I was put at ease. I came home to a very happy girl. She made best friends with Simba (her dog) I couldn't have been happier. I highly recommend her.”


Allesha B.Star Sitter

“Allesha is great with our dog Zoey! She’s super accommodating to our schedule and takes wonderful care of Zoey. Zoey gets treated like one of Allesha’s pack and comes home tired and happy ☺️”


Natalia V.Star Sitter

“Jax had a great time with Natalia. He loved playing with her dog and my daughter loved that she sent pictures during his stay. Would definitely recommend. I was nervous as this was our first time leaving him with someone but would not hesitate to do it again with Natalia. Thanks for taking such great care of Jax”


Kayla E.Star Sitter

“So happy I booked with Kayla to sit my pup while I was on vacation. She kept my mind at ease with all the pictures and the updates. I felt confident she would treat my dog right. I definitely plan on booking with her again in the near future.”


Shivadarshini P.Star Sitter

“Shivadarshini was great to work with! When I reached out to her about Biscuit staying over while we were away, she offered Biscuit and I stop to by for a quick visit ahead of time to make sure we were both comfortable with her staying for a week. Biscuit had a great time playing with her dogs as well. She sent outfits twice a day which was so sweet and kind of her to think about doing. She met any need or requirement I asked for. Biscuit will be visiting again next time we are out of town.”


Donna B.Star Sitter

“Donna is a wonderful caregiver. She truly enjoyed spending time with our Aussie. I wouldn’t hesitate to have Donna watch our dog again in the future.”


Pallavi K.Star Sitter

“I am grateful that I found Pallavi she was wonderful with kylo and kept me updated. I loved and cared for him and I can tell he enjoyed his stay with her as well.”


Jessica K.Star Sitter

“Jess was great! I was really worried about having a sitter for my two dogs but she took care of them like they were princesses! Very nice, caring and kind. She even put up with me acting like I was taking my kids to their first day of kindergarten crying like a baby. Thank you Jess and I look forward to working with you again.”


Whitney & Samuel Y.Star Sitter

“Frankie came home tired and that’s a sign of a good stay. We got updates and pictures during our overnight boarding and we’re very pleased. Will definitely use Whitney & Samuel in the future.”


Vanessa C.Star Sitter

“Vanessa was amazing with my dog. I immediately felt comfortable leaving him for the first time. It was such a peace of mind to get daily updates and pictures.”


Tammy C.

“I can’t speak highly enough of Tammy. I absolutely hate leaving my precious lil’ guy anywhere but I could tell as soon as she opened the door that I had found the right pet sitter. She was communicative, friendly, and very involved in making sure Jordy had a great time while he was there. 10/10 would definitely recommend.”


Theresa & Adrian B.Star Sitter

“We just moved to Detroit and we needed a dog sitter ASAP so we turned to Rover. We used the service in our prior city and found a good reliable sitter. We lucked out again with Theresa & Adrian. They took good care of our goldendoodle. If they are available, we will definitely use their services again.”


Tara R.

“Tara took amazing care of our dog Kit! We received so many updates and knew she was in great hands. I would absolutely recommend Tara to others looking for a sitter.”


Jolene & Jeffrey S.

“Artie had no complaints. Jolene and Jeffery sent daily pictures. These are nice people who obviously love dogs. Would definitely leave Artie at their house again.”


Erika Z.Star Sitter

“Erika was great with our little Bella! We had a meet and greet first to see if it was a good fit and I knew instantly that Bella would be in good hands. Bella’s first visit went great! Considering that Bella takes time to warm up to new people, she settled down quite quickly at Erika’s place and looked quite relaxed despite being in a new unfamiliar environment. I also appreciated the updates and photos to let me know how Bella was doing. I liked that Erika was committed to maintaining Bella’s preferences and followed her routine so everything was seamless. I would definitely use Erika’s services again! Thank you :)”




Shea Q.

“Poppy had a great stay with Shea and her family. Shea sent lots of photos of Poppy playing with her new friends. Thank you for looking after Poppy while we were away!”




Rosemarie C.


“Our dog goofy had a really great time with Rosemarie and her family. They took very good care of him, and I am very happy to have him stay with them during our future trips. Thanks!”


Deepika D.

“Deepika was the best sitter to my Leo. She was very patient and sweet and constantly kept me updated throughout his stay. My dog is usually slow to taking, but made a quick friendship with her, and I will surely trust her again in the future. I cannot recommend her enough.”


Sean S.
“Sean is an incredible “Dad” to his dog Findley and will be more than a sitter for your pet. He is very responsible in all aspects of pet care and because he lives alone, your pet will get more than enough attention. As a matter of fact, my Copper would get excited just hearing his name and couldn’t wait to get out of my car whenever I dropped him off. I highly recommend Sean if you’re in need of a dog sitter. Your pet will be very well cared for!”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 $32 to as high as $61 per night.
As of Aug 2025, 1,240 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, 91% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 1,240 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 93% of sitters offer daily exercise, 97% offer medication administration, and 92% 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.
