Monthly Rentals in Booby Hill

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.

Villa in Windward Side
4.71 out of 5 average rating, 24 reviews

Saba's Finest, Largest Villa

IverRating, 5 stars1 month ago
Panoramic views from high above the sea. Main home needs some attention, but is very beautifully designed and constructed. The property manager, Marc was always available and did an excellent job taking care of us while we were there. Steep walk up the driveway but then a fairly short and even walk into charming Windward Side with grocery stores, nice restaurants and the excellent Mt Scenery trail head. The Spring Bay trail head which also has very dramatic views is just a few minutes walk from the house.
Guest favourite
Cabin in Windward Side
4.94 out of 5 average rating, 18 reviews

El Momo Cottages (cottage with kitchenette)

ErsinRating, 5 stars2 months ago
This was an excellent rustic experience immersed in the nature of Saba. Absolutely stunning sunset view right from my cabin! Honest owners, everything is exactly as they describe. Felt at peace while staying here.
Superhost
Home in Windward Side
4.81 out of 5 average rating, 57 reviews

Compass Cottage

RandallRating, 5 stars1 month ago
Saba was a great vacation spot, and Compass Cottage was the perfect villa for us. People coming to Saba should be aware that this was not a lie-on-the-beach Caribbean vacation. You walk everywhere, and the hiking/walking can be rigorous (but beautiful). The walk to/from town is about 12 minutes, (but it is a bit of a climb up the hill). Windward Side is definitely where you want to stay. Compass Cottage was a relaxing and private home for a week. Mark was very responsive and helpful. The Saba community is warm and welcoming. Highly recommend Compass Cottage - and Saba!
Cottage in Windward Side
4.64 out of 5 average rating, 28 reviews

House on The Path

IreneRating, 5 stars1 month ago
We loved our stay in a 1500 year old little cottage in the middle of the rainforest. The sink for rushes was outside, which we loved it is like going back in time. We had a torch to walk the stairs to windwardside which is really neccesary. And you have to take something for musquoti’s with you. But we loved the stay, sitting on the veranda hearing the birds seeing the beautiful lush green! Would definetely come back when we are on Saba

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.*

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Work-friendly spaces for digital nomads

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

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*Some exclusions may apply in certain geographies and for some properties.