Dog Boarding Windsor Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 1,177 pet parents in Windsor Park have booked dog boarding
Windsor Park, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I am so thankful we found Aimee! She truly goes above and beyond and treats Lua like her own. Aimee is very conscientious and understands dog behavior and needs. I really appreciate how she is always thinking about what’s best for my dog when in her care. She consistently sends updates, videos, and pictures and I could tell Lua was having a great time. It made me feel so relaxed and comfortable even though I was initially very anxious to leave Lua for so many days. If you feel the same leaving your baby, trust Aimee! I’ve already booked Aimee for another 10 day vacation and will continue to book with her any time after that without hesitation.”

“I had the best experience with Wilson and Jessica! They were super communicative, and made me feel great about leaving my dog with them for 5 days. I got tons of photos and felt reassured that she was cared for and loved. Highly recommend!”

“Sarah is great! She was communicative and took great care of my dog. I got daily updates and photos of them playing, lounging and snuggling. Knowing my dog was safe and being cared for while I was away was great peace of mind.”

“Our dog was so happy with Cassandra and Jason! They sent us plenty of update pictures and make sure he had so much fun while we were out of town. We’ll definitely use them again!”

“Joel took excellent care of our lil guy. He sent frequent updates and made sure Junji was okay around the cats. I was nervous that Junji would be curious about the cats but Joel put me at ease. It was great to see my dog just lounging with his cat on the balcony. Too cute!”

“Erika has been amazing, flexible with my travel changes, and Mila looks like she's having so much fun in the pics and videos that Erika shares during the boarding. Have already used her again.”

“Cheyanne was amazing with my dog Courage. She was so kind and patient with him since it takes him awhile to be comfortable with people. They seemed like best buddies by the end of his stay. I can’t thank Cheyanne enough for taking such good care of him.”

“Ashley was awesome! Our dogs had a blast on their vacation. They even sent us photos sleeping in the big bed. We were happy to be reunited but they were so sad we ruined their party. Next time we have to go out of town without them hopefully Ashley's schedule is available because they would love to hang out with their new friend Carter again as well as their doggie sitter Mom.”
“This was our 1st time booking with Jen. After our initial meet and greet, I could tell she was going to be a good fit. Jen was amazing with our little senior dog! She took such great care of him. She kept him active, curious and happy. Her photo and video updates were super cute and appreciated. He got along just fine with her small dogs and made new friends. Jen is such a dog lover and her attention and care for them are really impressive. I’m so glad we found her.”

“Eddie was phenomenal with Kai. Kai can be pretty high energy but Eddie was great about finding time to take him out on walks even during a Rainy weekend. Felt super comfortable having Kai stay at their house for the weekend with all the great pupdates. Would definitely book with Eddie again in the future”

“Alice was amazing! She was very thorough, sent check ins throughout the day, and was very responsive! We had a brief playdate prior to make sure our pup Beaux got along well with her pup Corrah. The next day at drop off, Beaux happily went with Alice giving us a peace of mind that he felt happy and safe with her! Beaux clearly loved his time with Alice and Corrah. We will definitely be working with her again!”

“Olha was without question the most trustworthy and caring sitter. Her home is so clean and bright, her smile is warm, and you can see the love she has for animals. She sent daily pix and reports and was so easy to communicate with. Highly, highly recommended!”

“I must have done something right in a past life to have found someone as caring, amazing, and intentional as Kate to look after Princess. I got photos and videos everyday of her playing and having a good time, and she came back happy as ever. It was my first time leaving for over 2 weeks, and I was nervous, but all that went away when I saw my pup was in the best hands. I recommend to everyone.”

“Another great stay, Navi was so happy when we dropped her off! Navi always looks like she’s having fun in all of the cute photos and Jin provides detailed updates. We’re really glad to have found Jin and her family!”

“Christine & Colin were great! We got lots of pictures and updates, and and they took the time to get to know her personality and needs. All of which gave us great peace of mind!”

“Zoe and David are the best! They give my dog lots of TLC and keep me up to date of how he is doing. I always know Tucker is in the best of care whenever he stays with them.”

“Stephanie was so good with our dog Lucky. It was her first time without us for a week and Stephanie worked so hard at gaining Lucky’s trust and sent us updates to help us feel at ease. We were able to fully relax and enjoy vacation knowing that Lucky was in good hands. Thank you Stephanie ❤️”

“Shannon was amazing with our little furry baby! She held her to comfort and allowed her to sleep with her. I enjoyed seeing our baby comforted when we couldn’t. I would totally recommend her if you need an overnight sitter ❤️”

“Trevor was a wonderful sitter for our dog with some unique special needs. He treated her like family and we felt she was left in great loving care. He was attentive and patient, great at communication, and a gem to work with. We are lucky to have found him.”

“Cheri was a great sitter! I felt very comfortable leaving my dog with her and she provided daily updates and photos. I will definitely board my dog with Cheri again.”

The median cost per night for dog boarding in Windsor Park is $45
Dog parents share their Rover experiences - Windsor Park
Mitchell was great! This was my first time leaving my Dachshund mix with a stranger, and Mitchell calmed my nerves with his attentiveness! He sent me plenty of pictures and videos of Charlie, and responded very quickly to my messages! Charlie looked like he had a lot of fun with him and felt safe. I would definitely feel comfortable leaving Charlie with him again :)

Molly and Michael were amazing! They reached out for a quick call before watching our dog to understand his needs, and we immediately knew he would be in good hands! They’re kind, responsible, and we got lots of updates of them taking great care of our dog! We highly recommend them!

Mary is absolutely amazing, and we feel so lucky to have found her to care for Perry! She has watched him several times now, and every stay has been wonderful. Perry gets multiple walks each day, plenty of playtime, and has even made some great friends while staying with her. Most importantly, we never have to worry about how well he is being cared for when he’s with Mary. We get lots of pictures and videos (throughout the stay) which we love! 🐶 She is incredibly conscientious about Perry and always reaches out if she has any questions or concerns during his stay. We HIGHLY recommend Mary to anyone looking for someone who will treat their dog like family! 💜

Deivi was such a great sitter for my furbaby! He was attentive to all of my dog's needs, responded quickly, sent lots of pictures, took my dog for lots of walks and outside time to play and run off leash. I would definitely recommend Deivi to anybody looking for someone responsible, transparent, and willing to make sure your dogs have a great time!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform















