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
“Rowan had a great time playing with the other dogs and cooling off in the wedding pool. He was happy and engaged at drop off and happy and tired when we picked him up. We will definitely be back. Highly recommend!”
“Finn was very happy to have other dogs to play with! Kevin and Inez sent us a photo or video most days and that was great! Highly recommend these sitters for your fur babies!”
“Had a wonderful experience! Susan and John watched our 1 year old puppy and it seemed like he had a good experience. We loved the update pictures we got. They were very detailed in making sure they had the information to best take care of him which helped me be more comfortable to leave him there as well. Would definitely request them again.”
“This was our second time leaving our dog with Hope. He's a bit of an anxious dude and can be unsure around other dogs, but we felt great leaving him with her because she's such an experienced dog person. She pays attention to their behaviors and said he did great!”
“Sam and Thomas were great. I have a very large mastiff puppy who was nervous at first. They were very patient and he warmed up to their dogs the next day. I would use them again! Great first Rover experience!”
“Min Joo is a very thoughtful and accommodating dog sitter. We had a wonderful experience and felt reassured that our dog was well taken care of with the frequent communication and photo/video updates.”
“Tom has watched him for a day and boarded my Doodle twice now and always takes amazing care of him. He comes back happy and tired each time and I get updates while we are away to show he is adjusting fine. He gets excited for each return.”
“I picked up a happy pup after a stay with Eddie and Rene. Eddie took Charlie on walks, hikes, and to the local parks. He has two other dogs who got along well with Charlie. Eddie is quick to respond to texts and sends pictures along. We will have Charlie stay with Eddie and Rene again. Thank you !”
“Sarah, Ben and Bean are the BEST. Attie had the most incredible time playing with Bean and I loved the updates and pictures. Sarah knew how nervous I felt leaving him for nearly 3 weeks and was so considerate and kind. Attie came home tired and he seems like he misses Bean and Sarah already. Love that we have found such an incredible family to leave Attie with when we are away ❤️”
About: I have taken care of cats and dogs for as long as I can remember. Looking to get my own, but in the meantime, would be excited to watch yours. I have plenty of toys and treats and I’m happy to do anything that makes you feel comfortable to keep your furry friend happy! I currently work at Dartmouth Hitchcock full-time which is why I typically can only watch during the weekend. My flexibility means I can also sometimes work remote. Depending on your preference, I’m sure we can work out something great. I am happy to do anything that makes you feel comfortable. I love to go for a walk, so I’m happy to take them down to the small park that we have. Or if they’re not much of a walker, I’m happy to sit and relax as long as they know how to pick a TV show.
“Romeo seemed to have a good stay overnight with Elijah, Carson and their dogs and cats. I received photos and updates and Romeo seemed very tuckered out when he got home so I think he probably had lots of stimulation and fun. Thank you! We will be back!”
“Samantha is honestly the best. I was stressing who is going to watch my puppy while I go on An emergency trip to my hometown and she took my puppy in. I was so nervous because he’s still so young and I know puppy’s are such a handful but she always kept me up to date. I plan To have Samantha watch Theo again in the future if any thing pops up again. Thank you so much! Please let your pup watch her.. she’s the best I promise.”
About: I grew up on a farm and have taken care of a variety of animals. I worked in veterinary medicine for 8 years and spent two years in high school working for a dog and cat boarding facility. Currently a medical student, I have a lot of flexibility. I’m able to complete morning, midday, and/or evening walks. I am often available on weekends. I have a fenced in porch and can take dogs out on leash. I live close by to the rail trail and in a very walkable neighborhood. I can administer topical, oral, and subcutaneous medications.
About: Since I was 12, I have taken care of neighborhoods, friends, and families dogs, cats, and other pets. I have owned three dogs, other miscellaneous pets, and have raised three litters of puppies. I am more than happy to feed and care for other pets, including rodents, amphibians, and reptiles. I am a college student back home from July 30th to August 20th. My schedule is completely open and I can house sit during the week. I am unable to bring pets into my own home. I will stay over at my client’s houses with their pets because it tends to be more convenient.
Loving dog boarding sitters in your neighborhood
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Joseph B.Star Sitter
“Rowan had a great time playing with the other dogs and cooling off in the wedding pool. He was happy and engaged at drop off and happy and tired when we picked him up. We will definitely be back. Highly recommend!”
Kevin & Inez W.Star Sitter
“Finn was very happy to have other dogs to play with! Kevin and Inez sent us a photo or video most days and that was great! Highly recommend these sitters for your fur babies!”
Susan & John V.Star Sitter
“Had a wonderful experience! Susan and John watched our 1 year old puppy and it seemed like he had a good experience. We loved the update pictures we got. They were very detailed in making sure they had the information to best take care of him which helped me be more comfortable to leave him there as well. Would definitely request them again.”
Hope R.Star Sitter
“This was our second time leaving our dog with Hope. He's a bit of an anxious dude and can be unsure around other dogs, but we felt great leaving him with her because she's such an experienced dog person. She pays attention to their behaviors and said he did great!”
Sam & Thomas L.
Star Sitter
“Sam and Thomas were great. I have a very large mastiff puppy who was nervous at first. They were very patient and he warmed up to their dogs the next day. I would use them again! Great first Rover experience!”
Greta W.Star Sitter
“This was our second time using Greta and we absolutely love her! She is fantastic and we know our dog is well taken care of! Will definitely continue to rebook!”
Ashley M.Star Sitter
“Yogi enjoyed his stay with Ashley’s family. He has a bit of separation anxiety yet was relaxed and calm there. Thank you Ashley and your adorable family❣️”
Min Joo L.
“Min Joo is a very thoughtful and accommodating dog sitter. We had a wonderful experience and felt reassured that our dog was well taken care of with the frequent communication and photo/video updates.”
Tom D.
“Tom has watched him for a day and boarded my Doodle twice now and always takes amazing care of him. He comes back happy and tired each time and I get updates while we are away to show he is adjusting fine. He gets excited for each return.”
Edgar & Rene G.
“I picked up a happy pup after a stay with Eddie and Rene. Eddie took Charlie on walks, hikes, and to the local parks. He has two other dogs who got along well with Charlie. Eddie is quick to respond to texts and sends pictures along. We will have Charlie stay with Eddie and Rene again. Thank you !”
Sarah & Ben A.
“Sarah, Ben and Bean are the BEST. Attie had the most incredible time playing with Bean and I loved the updates and pictures. Sarah knew how nervous I felt leaving him for nearly 3 weeks and was so considerate and kind. Attie came home tired and he seems like he misses Bean and Sarah already. Love that we have found such an incredible family to leave Attie with when we are away ❤️”
Maxamus S.
“I cannot recommend Maxamus highly enough! He took exceptional care of our dogs and cats making sure our pets were not only safe but happy and well-loved in our absence. Max is trustworthy, dependable, and has a wonderful, calming nature. Our pets loved him. We will absolutely be using Max again!”
Elijah & Carson H.
“Romeo seemed to have a good stay overnight with Elijah, Carson and their dogs and cats. I received photos and updates and Romeo seemed very tuckered out when he got home so I think he probably had lots of stimulation and fun. Thank you! We will be back!”
Meredith K.
“My dog Stella had a great time, and I could tell Meredith knows what she’s doing! Very organized and has a great setup for keeping dogs safe and happy.”
Diana W.
“Our dog came back seeming pretty happy and content. They sent pic updates and took our dog for an extra night so we could focus on selling our home. Great care. Would recommend!”
Samantha S.Star Sitter
“Samantha is honestly the best. I was stressing who is going to watch my puppy while I go on An emergency trip to my hometown and she took my puppy in. I was so nervous because he’s still so young and I know puppy’s are such a handful but she always kept me up to date. I plan To have Samantha watch Theo again in the future if any thing pops up again. Thank you so much! Please let your pup watch her.. she’s the best I promise.”
Shannon P.
“Shannon was awesome. Very communicative and took my booking last minute and was very accommodating figuring out the details. My dog loved sitting on their balcony porch :)”
Elizabeth K.
“Liz is an exceptional pet sitter. She’s wonderful with both dogs and cats. She's patient, attentive, and caring. My cat is shy but Liz took the time to build trust, and now they’re best buds. She even taught him a few tricks, which I didn’t think was possible! My high energy dog can be a handful, but Liz handles him easily, you can tell she has tons of experience and really loves what she does. She’s also incredibly dependable. She responds to requests quickly (usually within minutes!) and has never canceled on me, even when my schedule has changed last minute. She’s always understanding, flexible, and easy to work with. She also worked in a vet office for several years, so I know that she'll know where to turn with emergencies!”
Nora L.Star Sitter
About: Since I was 12, I have taken care of neighborhoods, friends, and families dogs, cats, and other pets. I have owned three dogs, other miscellaneous pets, and have raised three litters of puppies. I am more than happy to feed and care for other pets, including rodents, amphibians, and reptiles. I am a college student back home from July 30th to August 20th. My schedule is completely open and I can house sit during the week. I am unable to bring pets into my own home. I will stay over at my client’s houses with their pets because it tends to be more convenient.
Jessica P.
“Our pup had a fantastic time with Jessica! She kept us updated with lots of photos and even took her to her favorite hiking spots. Highly recommended!!”
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1. Search
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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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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.
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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 $60 per night, including service fees. Boarding your dog for one week typically costs $420. 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 $84 per night.
As of Aug 2025, 54 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.
Sitters who provide dog boarding in Windsor have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 54 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% 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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