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.
“Jessica was so great with my dog, Brandy 🐾 , who had such a good time, she didn’t want to leave when I came to pick her up. I’ll be looking to book with Jessica whenever I’m away. Highly recommend her!”
“Emma took great care of our pup who stayed with her overnight, and she fed/gave attention to our cats in our house. She sent multiple updates & took great care of them ☺️”
“Amanda was great to work with for scheduling and took excellent care of my dog (he immediately went to sleep when we got home, he was exhausted from playing!). I would definitely recommend using her!”
“I couldn’t be happier with the care my dog received over the weekend! From the moment we arrived at the Meet & Greet, it was clear he would be in good hands. He was treated with such kindness and attention that he barely wanted to leave when I came to pick him up! It’s obvious Jenn (and her family) truly love animals and go above and beyond to make them feel safe, loved, and at home. My dog came back relaxed, happy, and clearly well cared for. I’ll absolutely be booking again—thank you for making his stay so wonderful!”
About: Proud to say I am the best kind of crazy dog lady! I have owned and trained dogs since I was a child. I am in the process of training my dog Roxy to be certified as a therapy dog through St. John's Ambulance. Your pup will be well loved and never lonely as I work from home and am home most of the time. I love the outdoors and nature and will make sure your pup has lots of adventures, fresh air and sniff time. Photos provided every day. I work from home and am home most of the time. I am available for doggy day care or overnight boarding in my home. My co-hosts Roxy and Casey are very social and easy going female Australian Shepherd mixes. I have a bright and sunny two storey house with a fully fenced in yard with lots of toys. There is a big front window where your dog can easily see out. I am happy to let your dog have free roam of the house, or use a crate. Whatever makes them feel most comfortable. I have no other pets aside from my two dogs.
“We’re so happy! First time using the Rover app and struck gold. Giulia is a wealth of dog knowledge. We were very impressed with all the ways she goes over and above to ensure your pet is properly cared for. We never worried thanks to her detailed updates. We will use her services again. Our big pup was very loved!”
About: Raised a loyal dog for 13 years—well-versed in canine care, training, and emotional needs. - Cared for adorable rabbits and energetic hamsters, understanding small pets’ unique habits and needs. - Though a proud "dog mom," I’m also a “cat enthusiast”! From litter box mastery to playtime tricks As a stay-at-home mom with a part-time job, my schedule is quite flexible. I’m home most of the day, which means I have plenty of time to provide your pet with the care, attention, and love they deserve. Whether it’s morning walks, midday playtime, or evening check-ins, I can easily adjust my routine to meet your pet’s needs. 🔒 Safety, Trust & Environment When caring for pets in a client’s home, I always treat the space with respect and follow the pet’s routine closely. I make sure your pet feels safe, loved, and comfortable in their familiar environment. I double-check doors, gates, and feeding instructions, and I always clean up after myself. Trust and communication matter to me—I’ll keep you updated so you can feel at ease while you’re away. Your pet won’t just get care—they’ll get companionship. 🐾💕
“I was scrambling last minute to find a sitter for my boy for New Year’s Eve and Alex was beyond accomodating at short notice. She sent photos throughout his short stay and her dog Boone is so sweet! I will definitely be rebooking and highly recommend her 😀”
“Lorna watched our highly anxious dog over the Christmas break for 10 days. She did a wonderful job of making us feel at ease leaving her with someone new. Our dog warmed to her and it meant so much to not have to worry about her while we were gone. Highly recommend Lorna, she’ll treat your dog like they were her own.”
“Excellent dog boarding experience. Kristina clearly loves dogs and other animals. Our dog, Kayla, was very happy there and she settled in very quickly. Kristina send us pictures and videos frequently, and she was friendly, responsive, and responsible. I highly recommend her.”
“Marcio and family were so good to Boris, he didn’t want to come home! lol Communication was great and they have a beautiful home, so Boris had an amazing stay. We will definitely be booking again!”
“Halie looked after Hugo and Penny very well. We had lots of updates and organization was very easy. The dogs obviously got on well with Lola (Halie's dog) as she jumped in my truck to come home with us.”
“Alissa is an excellent dog sitter! We left our puppy with her for 4 nights. In the video we received first day it looked like everyone was having a good time together. We received messages and photos everyday. Alissa's dogs are also very well trained and she took very good care of our puppy. Before the boarding with Alissa he didn't want to eat his food and I don't know what Alissa did but when we got our dog back he was eating again! We definitely recommend Alissa, and there are no any doubts we will contact her again before our next trip. Thank you Alissa and Kyle, you rock!”
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
David W.
Star Sitter
“Ripley had a wonderful time at David's! She clearly had a lovely vacation as shown in the updates and pictures, which I very much appreciate.”
Jessica N.Star Sitter
“Jessica was so great with my dog, Brandy 🐾 , who had such a good time, she didn’t want to leave when I came to pick her up. I’ll be looking to book with Jessica whenever I’m away. Highly recommend her!”
Emma H.Star Sitter
“Emma took great care of our pup who stayed with her overnight, and she fed/gave attention to our cats in our house. She sent multiple updates & took great care of them ☺️”
Amanda & Tadeusz S.
“Amanda was great to work with for scheduling and took excellent care of my dog (he immediately went to sleep when we got home, he was exhausted from playing!). I would definitely recommend using her!”
Jennifer N.Star Sitter
“I couldn’t be happier with the care my dog received over the weekend! From the moment we arrived at the Meet & Greet, it was clear he would be in good hands. He was treated with such kindness and attention that he barely wanted to leave when I came to pick him up! It’s obvious Jenn (and her family) truly love animals and go above and beyond to make them feel safe, loved, and at home. My dog came back relaxed, happy, and clearly well cared for. I’ll absolutely be booking again—thank you for making his stay so wonderful!”
Audrey D.
“In over 15 years I have never known Audrey to be dog free. She has always cared for at least 2 dogs in her household, if not three, and I have witnessed newly rescued furry babies transformed from frightened, skittish and stressed pups into well integrated playful members of her dog family. Audrey is an excellent communicator and will keep you abreast of your dog‘s activities throughout the care period, making sure your fur baby’s needs are met securely and with great empathy. Cannot recommend her enough.”
Suzie F.
“Very very good dog sitter! Monel had a great time, really felt great and very soothed! Thank you 🙏🏼 for everything, thank you for him 🤩 I highly recommend 🔥”
Natalia K.
“Natalia is fantastic with our 2 golden retrievers!”
Giulia S.Star Sitter
“We’re so happy! First time using the Rover app and struck gold. Giulia is a wealth of dog knowledge. We were very impressed with all the ways she goes over and above to ensure your pet is properly cared for. We never worried thanks to her detailed updates. We will use her services again. Our big pup was very loved!”
Alexx W.
“Easy going. Great communication. Beautiful house and large property. Our dog had a lot of room to play and enjoy her time away from home. Thanks”
Luyi W.
“She’s incredibly responsible and always goes the extra mile, whether that means staying a little longer for snuggles or sending photo updates to ease your mind. Josie is the kind of sitter who treats every pet like family—with respect, warmth, and lots of love.”
Alex B.
“I was scrambling last minute to find a sitter for my boy for New Year’s Eve and Alex was beyond accomodating at short notice. She sent photos throughout his short stay and her dog Boone is so sweet! I will definitely be rebooking and highly recommend her 😀”
Lorna M.
“Lorna watched our highly anxious dog over the Christmas break for 10 days. She did a wonderful job of making us feel at ease leaving her with someone new. Our dog warmed to her and it meant so much to not have to worry about her while we were gone. Highly recommend Lorna, she’ll treat your dog like they were her own.”
Gavin O.
“Gavin is chill and communicative. We had a great experience when he and his GF looked after Pepper. We would like to have them again in the future.”
Elizabeth D.
“Liz was fantastic with our normally fearful dog. They greeted eachother like old friends. He had the best time and came home happier than ever!”
Kristina & Michael M.Star Sitter
“Excellent dog boarding experience. Kristina clearly loves dogs and other animals. Our dog, Kayla, was very happy there and she settled in very quickly. Kristina send us pictures and videos frequently, and she was friendly, responsive, and responsible. I highly recommend her.”
Marcio M.
“Marcio and family were so good to Boris, he didn’t want to come home! lol Communication was great and they have a beautiful home, so Boris had an amazing stay. We will definitely be booking again!”
Halie A.
“Halie looked after Hugo and Penny very well. We had lots of updates and organization was very easy. The dogs obviously got on well with Lola (Halie's dog) as she jumped in my truck to come home with us.”
Angela C.
“Angela was great with my giant dog! She provided many fun picture updates and I wasn't worried at all leaving him with her.”
Alissa C.
“Alissa is an excellent dog sitter! We left our puppy with her for 4 nights. In the video we received first day it looked like everyone was having a good time together. We received messages and photos everyday. Alissa's dogs are also very well trained and she took very good care of our puppy. Before the boarding with Alissa he didn't want to eat his food and I don't know what Alissa did but when we got our dog back he was eating again! We definitely recommend Alissa, and there are no any doubts we will contact her again before our next trip. Thank you Alissa and Kyle, you rock!”
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, 17 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.
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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 17 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.
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