Monthly Rentals in Tall Timbers

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.

Guest favourite
Home in Tall Timbers
4.89 out of 5 average rating, 123 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

RobinRating, 5 stars3 days ago
Cute place in a small community of vacation homes. They don't call the area Tall Timbers for nothing. I like the corner market up the road, the restaurant and bar are old school, friendly, and lively - packed with locals.
Top Guest favourite
Home in Piney Point
5 out of 5 average rating, 110 reviews

Living on Island Time

JillRating, 5 stars5 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 stars5 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!
Top Guest favourite
Home in Hague
5 out of 5 average rating, 22 reviews

Rivah view get away

HollyRating, 5 stars2 weeks ago
We were in the area to explore George Washington’s Birthplace and Stratford hall and had a lovely stay at Susan’s place. The beds were comfortable, we cooked and sat on the front porch listening to the rain. The tavern is within walking distance but we didn’t get a chance to go. Hoping to come back again because the area is fabulous!

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.