Hammerstein Highland House

Outdoor pool
Fridge, microwave, oven, stovetop
Exterior
Terrace/patio
Outdoor pool
9.6 / 10.0
Outstanding(7 Ratings)

Villa in Montego Bay

12 guests · 6 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more

About this villa rental

Five seasoned staff provide world class meals and service with a Jamaican twist. Our property includes well appointed menus and activity resources to maximize your stay with us! Oscar Hammerstein built this home and penned much of The Sound of Music here...it's special! Beach and club access, spa services and so much more! You even have the option to book travel planning services through our travel advisor.

Amenities

Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Smoking allowed
Parking
Laundry
Balcony or Patio
Hot tub or spa
TV
Garden

Map of Montego Bay

$$$$
vrbo logo

Ratings and reviews

9.6 / 10.0
Outstanding(7 Ratings)
10.0 / 10.0
Jun 2024
The most incredible thing about this house is that it’s more than just a house. Some places are just experience and this is one of them. At the moment you arrive you feel like you’re in another place in time. The vibes there are peace like the view is worth its weight in gold. I’ll never forget my time there. I’ll be back! Very soon!
10.0 / 10.0
Jan 2024
We stayed at HHH for a week over Christmas and had friends and family arrive for the wedding festivities held on premises. The villa and the grounds are magical, and the food and staff are amazing. This is not a typical luxury estate but an old grand manor, with nooks and crannies for everyone to stay together or be separate to enjoy their favorite spot and relax in paradise. There was coffee on the terrace in the morning to watch the beautiful sunrise, and delicious appetizers before dinner during sunset. We always met for breakfast and lunch on the pergola and enjoyed the beautiful dining room for dinner. Chef Sheri Ann accommodated our allergies and dietary restrictions, which wasn’t easy with twelve of us but she went above and beyond and it was perfect (we suggest sitting down with her the first day to discuss the menu for the upcoming days). For the wedding itself, Brenda connected us to Charmaine at @weddingsbycharmaine who was the absolute best planner and coordinator. Charmaine learned about Jewish weddings and everything was perfect. Andy the driver made our week awesome - multiple airport pickups and drop offs and beaches and restaurants and shopping all over the island and he made it all happen, and he was great helping us plan our activities. The entire villa team was great, especially Chris, and they made our wedding week amazing. All in all, we highly recommend the villa and will forever be grateful for our week in paradise.
8.0 / 10.0
Aug 2023
Lovely home, with great staff and gorgeous backdrop! True paradise!
10.0 / 10.0
May 2023
We were so spoiled by Karl and all the staff. When members of our family got sick they made us soup, got us fresh coconuts to drink to help calm upset tummies, brought us food to our rooms, it was amazing. As a musical theatre geek this was a dream come true, I laid in bed and heard the hills come alive with the sounds of music, as the rain poured down, there was rain drop on roses. It was truly magical and an experience we will never forget. We can not wait to return to see our what has become our family in Jamaica, and bring even more family and friends with us. If you just want a low key relaxing holiday where you can make changes as you need, have a driver on call, and the best cooking on the island this place is for you.
10.0 / 10.0
Feb 2023
I just spent four nights with 8 girlfriends, at the Highland House. We had the most wonderful pampering experience by the staff there. We were there for our own designed wellness retreat. Yoga in the yoga pavilion daily on property, via a path through the tropical gardens. Fresh coconut water, from the staff who climbed trees and used their machete to serve us poolside. Privacy and views that were breathtaking. Fresh papaya, and bananas daily , from the 17 acre gardens. Afternoon massages by the in-house masseuse~ best massages EVER~ And maybe my favorite treat, the African drum and dance performance on our final night. Not to be missed! This was the most authentic cultural experience. A close second to the food and service form the staff. Thank you Sheri, Karl, Romaine, Sasha, Donald.
10.0 / 10.0
Sep 2022
HHH was magical for us, the staff was there to greet us with Rum punch & anything we needed during our stay. The rooms are very private and spread out across the property which we loved & still many gathering spaces for the group. Sheriann made wonderful meals. And Richard planned a drum performance for us in advance at the house. We can’t wait to go back!
10.0 / 10.0
Aug 2022
I read up on this property. The villa used to be owned by Oscar Hammerstein and you could almost feel his presence throughout. I can only imagine the inspiration he must have drawn for his work from the views, foliage and peacefulness not to mention the culture unique to this island nation. Negril is a short drive where I saw some of the most beautiful beaches and waters one could imagine. And I would be remiss if I didn’t mention the staff. From Sheri’s culinary skills to Karl’s professionalism, it was the staff that truly made everything work. I’ll be back!

FAQs

How much does this villa cost compared to others in Montego Bay?

The average price for a rental in Montego Bay is $135 per night. This rental is $869 above the average.

Is parking included with this villa?

Yes, parking is listed as an amenity at Hammerstein Highland House. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

Yes, a swimming pool is available for use at Hammerstein Highland House. Enjoy the water!

Is Hammerstein Highland House pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Hammerstein Highland House?

We found 12 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.

Explore similar vacation rentals in Montego Bay

Explore all rentals in Montego Bay

Montego Bay travel inspiration

Read our blog

Keep exploring