Monthly Rentals in Callaway

I've stayed with a friend at Tammy's Cozy Little Cottage several times now. I always look forward to being there.

I don’t think I have enough words to describe how amazing Teresa’s place is! The photos don’t do it justice — it truly feels like a fairytale cottage. Every little detail is so thoughtfully planned. I’ve stayed at many Airbnbs, but this is by far the best one I’ve ever experienced. The cottage has everything you could possibly need — the kitchen is fully stocked, and the backyard is a dream. Having your own little private beach felt like paradise. We spent our mornings and evenings by the water, went kayaking, roasted marshmallows and sausages, and the kids had so much fun playing games. Teresa is an incredible host — she answered all my million questions with such kindness and patience. Even the neighbors were the sweetest people, which made everything feel even more special. We had the best five days there and will absolutely be back. Thank you, Teresa, for making our mini-vacation so magical and memorable!

I absolutely loved the apartment. It was so beautiful and peaceful. I even extended my stay because it was so nice. The whole family was great and their little dog was super friendly and lovable

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!