Photos: Monkscowl Estate
About this place
Monkscowl Estate is a private working vineyard on Annandale Road in Stellenbosch, letting four self-contained places to stay among the vines, with a swimming pool and views across the rows to the mountains.
Owl Cottage is the one to book for a a special occasion: a fully private cottage drawn from Moroccan design, with a king bed, its own pool, a hot tub, a fireplace, underfloor heating, a gas braai and doors that open the living space onto the garden. The Vines is a two-bedroom apartment sleeping four, with a kitchen and living area and access to the estate pool, which suits friends or a small family. Treetops is a one-bedroom apartment for up to three, with a king bed, a shower bathroom, a kitchenette, a lounge with a fireplace and a private patio over the pool. Birdsong is a king room for two, the straightforward choice for a short stay.
Every unit has wifi and free secure parking, and dogs stay free. The estate hosts weddings and events, so ask when you book if you want a quiet weekend.
Stellenbosch town is a short drive, with the Helshoogte and Annandale wine routes on the doorstep and Cape Town under an hour away.
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Availability
Any available room
5 rooms, sleeps 2 to 4
Check-in
Select date
Check-out
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October 2026
November 2026
A night is shown as unavailable only when every room is taken.
Where you'll sleep
Rooms sleep 2 to 4
King and double · 4 guests · 2 bedrooms · 1 bathroom
A spacious two-bedroom apartment sleeping four, with a king in one room and a double in the other, a kitchen and a living area, and access to the estate pool. Suited to couples travelling together, friends or a small family. Nightsbridge room type: 2-Bed Apartment, Pool and Vineyard Views.
King plus sofa bed · 3 guests · 1 bedroom · 1 bathroom
A one-bedroom apartment for up to three overlooking the vineyards and the pool. King bed and a sofa bed, a shower bathroom, a kitchenette, a lounge with a fireplace and a private patio over the pool. Nightsbridge room type: 1 Bed Apartment, Pool and Vineyard Views.
King · 2 guests · 1 bedroom · 1 bathroom
A king room for two, the straightforward choice for a shorter stay, with wifi and parking and the estate pool and vineyard views on the doorstep. Nightsbridge room type: Classic Room, Pool and Vineyard Views.
2 guests · 1 bedroom · 1 bathroom
A self-contained lodge on the estate, for two. Guests share the same working vineyard setting, the pool and the views over the vines as the rest of Monkscowl. Confirm the layout and bed configuration with the host when you book.
King · 2 guests · 1 bedroom · 1 bathroom
A fully private luxury cottage drawn from Moroccan design, for two. King bed, full bathroom and kitchen, with its own private pool, a hot tub, a fireplace, underfloor heating, air conditioning, a gas braai and living space that opens straight onto the garden. Nightsbridge room type: Luxury Cottage, Hot Tub and Fireplace.
Nature
What lives at Monkscowl Estate
These are records, not promises. Wild animals and birds move, so sightings are never guaranteed.
About Stellenbosch
Important information
Check-in and check-outIn 14:00 · Out 10:00
Check-in Time
14:00 - 18:00
Please arrange your arrival within this time window. If you need to arrive outside these hours, please contact the host in advance.
Check-out Time
By 10:00
Please ensure you check out by this time to allow for cleaning and preparation for the next guests.
Cancellation and changesFree cancellation 15+ days
Refund schedule
- Full refundcancel 15+ days before check-in
- No refundwithin 15 days of check-in
Please note that some accommodations may have their own specific cancellation policies that differ from our standard policy. These will be clearly indicated on the accommodation's page or during the booking process.
For any questions regarding cancellations or to request a cancellation, please contact our customer support team.
Pet policyPets welcome
Pet policy
Pets are allowed (on request)
Please inform the host about your pets when making your booking.
Travel insuranceInformation only
Spekboom does not advise on, recommend, or sell insurance.
For information only: Expatriate Group provides travel, health and life cover for international travellers and can generate a quote online. Any policy is arranged and managed entirely by Expatriate Group.
See travel insurance quotesSpekboom Tree (Pty) Ltd is not a financial services provider and does not provide, recommend, or arrange financial or insurance products or advice. Expatriate Group (ref 30286D) is authorised and regulated to provide any quote, advice, or policy. Spekboom introduces interested customers to Expatriate Group and may receive a commission if cover is taken out through this link.
Before you book
Payment terms
Payment is required at the time of booking to secure your reservation.
Cancellation Policy
- Full refundcancel 15+ days before check-in
- No refundwithin 15 days of check-in
Note: The 2.5% conservation contribution, payment processing fees, and any applicable referral commissions are non-refundable in the event of cancellation. Conservation contribution fees (2.5%) support conservation and community projects in the destinations you visit. Payment processing fees are absorbed by Spekboom for completed bookings, but cannot be recovered once a booking is cancelled. Referral commissions, where applicable, are paid to the referring party upon booking confirmation.
Payout Protection: Guest payments are held until the free cancellation window passes. This protects guests who cancel within their cancellation window and ensures hosts receive guaranteed payouts after the cancellation period ends.
House rules
Guests are expected to respect the house rules of each accommodation. These rules will be provided upon booking confirmation.
Check-in & Check-out
Check-in from 14:00 • Check-out by 10:00
Liability
Spekboom acts as an intermediary between guests and accommodation providers. While we strive to ensure accurate information, we cannot be held liable for any discrepancies or issues arising from the accommodation itself.
By making a booking through Spekboom, you agree to our Terms of Service (Version 3.5). You acknowledge that: (1) the 2.5% conservation contribution and payment processing fees are non-refundable in the event of cancellation (Spekboom absorbs payment processing fees for completed bookings); (2) Spekboom acts as an intermediary platform governed by South African law. For the complete terms and conditions, please visit our full Terms of Service page.
Frequently asked questions
Where is Monkscowl Estate located?
Monkscowl Estate is in Stellenbosch, Western Cape, South Africa. The map on this page shows the area.
What are the check-in and check-out times at Monkscowl Estate?
Check-in is from 14:00 and check-out is by 10:00. Contact the host directly if you need to arrange early check-in or late check-out.
Are pets allowed at Monkscowl Estate?
Yes, Monkscowl Estate is pet-friendly. We recommend confirming pet size and number with the host before booking.
How many guests can Monkscowl Estate accommodate?
The Vines sleeps 4, Treetops sleeps 3, Birdsong sleeps 2, Rose Lodge sleeps 2 and Owl Cottage sleeps 2.
What causes does a booking at Monkscowl Estate support?
A portion of every booking at Monkscowl Estate contributes to Love to Give. See the property's causes section for how the funds are used.
How do I book Monkscowl Estate?
Select your dates on the Monkscowl Estate property page and submit a booking request. The host confirms availability, then you pay securely through Spekboom to complete the reservation.
Book your stay
Book on Spekboom. Request to book.
Want to find out more?
Ask Dassie anything about this place or the area.