Monthly Rentals in Drayden

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Top Guest favourite
Home in Piney Point
5 out of 5 average rating, 110 reviews

Living on Island Time

JillRating, 5 stars2 days ago
Had a great week fishing and crabbing from the doc, kayaking, game playing, eating and visiting local attractions! Can’t say enough about how friendly Melissa was. Would definitely return!
Guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 191 reviews

Beach Front and 'Perfectly Placed'

OlgaRating, 5 stars2 days ago
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!
Guest favourite
Guest suite in Mechanicsville
5 out of 5 average rating, 16 reviews

Private Walkout In-Law Suite

ShawnRating, 5 stars1 month ago
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
Top Guest favourite
Home in Park Hall
4.94 out of 5 average rating, 104 reviews

Rolling Stone Farm - Charming 1930s House

HeatherRating, 5 stars2 months ago
Our 2nd stay at the Farmhouse. We love it there. Home away from home. Close to our son’s house and close to all the restaurants and stores. Looking forward to our next stay.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.
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