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

Over 263 pet parents in Keewaydin have booked dog boarding
Keewaydin, 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 beyond grateful for the amazing care my dogs received. Communication was excellent from start to finish, with quick responses and plenty of updates. One thing I especially loved was that my two dogs were cared for on their own without being around other dogs. She was very affordable and took wonderful care of Toby and Madison. My older dog usually won't sleep on a bed with men, but for the first time ever, he jumped up and cuddled with her boyfriend, which says a lot about how comfortable and safe he felt. Both dogs looked happy the entire time, always wearing big smiles in the photos and videos she sent. The constant updates gave us so much peace of mind while we were out of town, especially since this was our first time leaving them with anyone other than family. I highly recommend her and would absolutely trust her with my dogs again! We will definitely be using her as a sitter for our next time we got out of town 😃.”

“Yasmin took such great care of my fur baby while I was away! She kept up with his schedule perfectly, followed my guidelines for his care and sent daily updates that gave me so much peace of mind. It was clear he was happy, comfortable, and well cared for the entire time. When we reunited, he was in such great spirits and acted like he had an amazing little vacation of his own. I’m so grateful for the love and attention she gave him, and I would absolutely trust her to watch him again. Highly recommend!”

“This was our dogs’s first boarding experience and she had a delightful time. Cindy is a kind, attentive caretaker. We felt reassured to leave her in a safe, comfortable environment.”

“Yan was excellent! This was my first time away from my new pup, but she assured me through pictures, videos, and constant updates my boy was very well taken care of. She went above and beyond to give him the (much needed) attention he demanded and listened carefully to my recommendations and instructions. I highly recommend Yan and thank her for making this a very good first time away from my puppy!”

“jada was wonderful! my 6lb and 9lb toy poodles were treated with love and care. jada checked in with me daily, sending photos and videos of my girls. she was super flexible with drop off and pick up times and allowed me to extend their stay on short notice. i will definitely book with jada again!”

“I just picked up Izzy from a 6 day stay with Idalmis. I am new to Naples & it was difficult for us to leave our fur baby w/strangers…however Idalmis was very sweet & accommodating from the beginning. While we were away she sent me pictures almost every day along w/a couple sentences reassuring me that he was doing well. It was comforting knowing she worked from home…She has a big yard for him to play & I was happy to hear he was w/one other dog…or two- i was reluctant to send him to a home where there were 4-5 dogs…Izzy seemed his old self when I picked him up-he looked clean & happy… & exhausted. TY Idalmis… we will see you again I am sure. 🐾🐾”

“Jocelynn and Kathryn took great care of our senior ladies on short notice. We received photo updates and the girls came back to us in great shape. We sincerely appreciate their help and the peace of mind we enjoyed while away.”

About: For 15 years, I have taken care of dogs of all ages and temperaments, making sure that everyone receives the attention, affection and company they deserve. Since I spend most of my time at home, I can devote all my attention to the puppies I take care of. My day revolves around your well-being: we start with a walk, breakfast and lots of pampering. During the day we play, rest and share quiet moments in an atmosphere full of affection. Each one has their own space, their rhythm and, above all, a lot of love and company. Here they feel at home, because they really are. 🐶💕 I make sure you have your comfortable space, fresh water, food at your hours and walks full of joy. I spend a lot of my time at home, so he is never alone: we play, rest and share quiet moments. My priority is that you feel safe, loved and happy, as if you were in your own home. 🐶💕
“Tamesha and her lovely family took amazing care of my golden! She remembered the small details about him (like that he loves Wheel of Fortune) and sent me videos! It was easy to communicate with her and I will definitely love to have Cooper stay with her again in the near future. Highly recommend!!”

“This is the second time that Lulu has spent a week with Laurel and Luca. Judging from the pictures that Laurel sent, Lulu had a blast playing with the other dogs and enjoyed lots of hugs and pets from Laurel and Luca. Lulu came home happy and a little tired. Knowing that Lulu is in great hands makes our time away even more enjoyable.”

About: Hi! I'm Madison, a lifelong animal lover with years of hands-on experience caring for pets of all ages, sizes, and personalities. Whether your pup loves long walks, endless playtime, or simply wants someone to keep them company while you're away, I'll treat them like they're my own. I share life with my dachshund, Frank, who has taught me just how important it is to find someone you truly trust with your furry family members. As a pet owner myself, I understand the peace of mind that comes from knowing your dog is safe, happy, and loved while you're away. For four years, I volunteered at the Conservancy of Southwest Florida's Wildlife Hospital, where I helped care for injured and orphaned wildlife. That experience taught me how to stay calm under pressure, recognize animal behaviors, and provide attentive, compassionate care. I've also volunteered on and off with the local Humane Society, further strengthening my experience working with animals from many different backgrounds and temperaments. In addition to my animal experience, I'm the owner of Naples Babysitting Company, where I have spent the past several years building a business centered around trust, reliability, communication, and exceptional care. Caring for children has reinforced the importance of responsibility, attention to detail, patience, and creating a safe, nurturing environment—qualities that translate naturally into caring for pets. My clients count on me to be dependable, communicative, and attentive, and I bring that same level of professionalism to every pet I care for. Whether it's daily walks, drop-in visits, overnight stays, medication administration, or simply giving your pet extra love and attention while you're away, I'm committed to making sure they feel comfortable, happy, and well cared for. I'll also keep you updated with plenty of photos and messages so you can relax knowing your pet is in great hands. I can't wait to meet you and your furry family members—including plenty of belly rubs for the dogs and head scratches for the cats! I run my own business from home or my phone so my schedule is extremely flexible to meet your family and furry friends needs anytime or anywhere! I have a fenced in yard at the end of a quite street that I share with my husband, friendly dachshund Frank and our salt water fish friends! In your home, it is your rules and I would be more than happy to abide by any requests.
“Salenia is great. She let us hang out for a while to let our 2 dogs get comfortable with her house, then kept us up to date about how they were doing each day. Our dogs seemed so much happier than staying in boarding. Definitely swinging by next time we're going through the area if she's available!”

“Thanks Laura for taking good care of Bentley. I am sure he enjoyed your large fenced yard, your son’s attention and your family’s caring and love. If we need to leave him again with a pet sitter we will certainly use you. Thanks again Lori and Bob”

“Ana was amazing!!! She updated me throughout my dog’s stay and made him feel at homes She was very responsive and also very attentive to my little Sandy! Will use her again and again. Highly recommend her”

“Carlos and Claudia were fantastic pet sitters. They were very attentive with our dog, and provided photos/videos daily. Their facility was clean and provided great interaction and exercise with other dogs. Highly recommend them!”

The median cost per night for dog boarding in Keewaydin is $50
Dog parents share their Rover experiences - Keewaydin
Maddy did an outstanding job caring for both of my dogs while I was away. From the start, she was professional, communicative, and clearly experienced with dogs. She kept me updated throughout their stay and made sure they were well cared for, comfortable, and happy. Both of my dogs took to her immediately, and it gave me great peace of mind knowing they were in such capable hands. When I picked them up, they were relaxed, healthy, and clearly well looked after. I highly recommend Maddy to anyone looking for a reliable, trustworthy, and caring dog sitter. I will absolutely be booking with her again in the future!
We had a wonderful experience with Federica! Our pup had such a great time staying with her and Bella over the weekend—it was clear he felt comfortable, happy, and well cared for. We really appreciated how flexible Federica was with scheduling and how she kept us updated throughout the stay with messages and photos. It gave us peace of mind knowing our dog was in good hands. We would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable sitter!

We are so grateful to Loida for stepping in for a last-minute, full-day pet sit. She was kind, communicative, and incredibly understanding of our dogs’ needs, especially with one of our pups who has some specific behavioral quirks. Her dog training experience really showed and gave us total peace of mind. We loved getting photos throughout the day. It was so fun to see what they were up to and know they were happy and in good hands. Thank you so much, Loida! Highly recommend! 🐾🐕
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