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Luxury on a 17 acre Hilltop Estate, Organic Garden & Fabulous Staff

Sleeps16
Bedrooms 6
Bathrooms6
Property type house
Minimum Stay 4 - 7 nights

Overview

About the property

House, 6 Bedrooms + Other (See Description), 6 Baths, (Sleeps 12-16)

Hammerstein Highland House is a amazing estate on 17 acres on the hillside in Montego Bay, Jamaica. Oscar Hammerstein wrote 'The Sound of Music' from the terrace, overlooking the beautiful hillside. We have had quite a few celebrity guests such as Meryl Streep and Tracy Ullman. This villas is filled with history. The home is very private and located about 5 minutes from the beach and 20 minutes from the airport. The home is fully staffed with a chef, butler, housekeeper, gardener and laundress. A van and driver can be arranged for any size group. Private spa treatments are available on site. The home also has a tranquil pavilion ideal for yoga retreats and the like. Come enjoy the real Jamaica!

A van and driver can be arranged for any size group.

We have a two acre organic garden. The produce is used for our meal plan. Our chef can prepare food to suit your needs, including vegan.

Onsite we have a yoga pavillion that is screened on with wooden floors and ceiling fans. Our home is perfect for retreats.

Keywords: Estate, house, villa

More Details

Owner
Owner
Member since: 2008
Speaks: english
Response time:
Within an hour
Response rate:
100%
Calendar last updated:
September 11, 2017

About The Owner

The owner, Brenda Isaac has an amazing foundation called One Love Learning Foundation . She was founded OLLF after she bought Highland House and became involved in the local community and saw the needs of the children at local schools. Now Highland House serves as an important base for OLLF's Learning Center. Truly a family project, Keressa Page, Brenda's daughter manages the villa.

The Owner purchased this house in 2000

Why The Owner chose Montego Bay

This home was purchased when the owner fell in love with the property and it's history. We live in Atlanta and can visit easily with a quick 2 hour flight. It is spacious enough for our large family and to rent to groups. The property took our breath away and we instantly fell in love.

What makes this house unique

When you stay at Highland House you are completely secluded on 17 acres, but have easy access to Montego Bay (just 20 min drive)and full use of our Beach membership at Seawinds Beach Resort(just 5 min drive). Our home has an organic garden with loads of fresh produce used for meals.

Guestbook comments from the owner

I have had the benefit of traveling to Jamaica and staying the The Highland House 3 times. Each with a group of friends, and not always the same group. The staff, the property, the food, the organic gardens, the decor, the view... All top notch! I can't wait for my next trip to the house. It is a favorite destination for rest and relaxation.
Feb 2012
  • 1 of 23

Amenities

Coral Gardens House Accommodation and Amenities

Property Type:
  • house
Meals:
  • Guests provide their own meals
Housekeeping:
  • Housekeeper Included
House Rules:
  • Max. occupancy: 16
  • children welcome
  • pets not allowed
  • smoking allowed
Location Type:
  • Beach View
  • Mountain View
  • Ocean View
  • Water View
Theme:
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Tourist Attractions
General:
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking
  • Telephone ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace
Kitchen:
  • Catering Available
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Pantry Items
  • Refrigerator
  • Stove
Dining:
  • Dining Area
Bathrooms:
  • 6 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 -
    Bathroom 6 -
Bedrooms:
  • 6 Bedrooms, Sleeps 16
  • King size beds (2), Queen size Beds (1), Double Beds (1), Twin or Single Beds (4), Sleep Sofa or Futons (2)
Entertainment:
  • Books
  • DVD Player
  • Music Library
  • Ping Pong Table
  • Pool Table
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Library
Outside:
  • Balcony
  • Deck / Patio
  • Gazebo
  • Lanai / Gazebo
  • Outdoor Grill
Suitability:
  • wheelchair accessible
Pool / Spa:
  • Private Pool
Onsite Services:
  • Car Available
  • Concierge
  • Private Chef
  • Staff
Attractions:
  • cinemas
  • restaurants
Leisure Activities:
  • boating
  • horseback riding
  • shelling
  • shopping
  • sight seeing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • parasailing
  • rafting
  • sailing
  • snorkeling/diving
  • swimming
  • tennis
  • water skiing
Notes:
Fully staffed with Chef, Butler, Laundress, Housekeeper, Gardner and Nightwatchmen. The villa is perfect for combined families or groups of friends. We have large, open common areas for entertaining. We also offer private terraces off of each bedroom for private space. The villa has a fabulous yoga pavilion on the grounds, screened in and with ceiling fans. We can offer a special detox menu for wellness retreats.

Reviews

Wonderful! 4.9/5 -
(7 traveler reviews)

85% Complete
14% Complete
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Luxury on a 17 acre Hilltop Estate, Organic Garden & Fabulous Staff
average rating of 4.857143 based on 30 reviews
High Point, NC
5

50th Birthday Celebration in Paradise

  • 5 of 5

I spent a long weekend with 6 of my college girlfriends at Hammerstein Highland House to celebrate our 50th birthdays. It far exceeded my expectations. The accommodations, staff, food were exceptional. We also had on-site massages and yoga classes. In addition we went on an excursions to Blue Hole waterfalls and to shop and eat at a local restaurant. Our driver/guide Olando took great care of us and I felt like we experienced a small slice of Jamaican life. Every need was meet by the staff. When one of my friends mentioned chocolate chip cookies- a plate of homemade cookies magically appeared. So many small details were not overlooked. We also loved the views and relaxing my the pool. It was a perfect weekend and I would love to return again one day. Praying that Hurricane Matthew does not do much damage!

  • Submitted: Oct 4, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: Hi Lynn, I am so glad you had such a memorable trip at our villa. We would love to have you again! I will share your review with our staff. They love to hear the positive feedback. We are truly blessed with a wonderful team. Luckily we had to no damage from Hurricane Matthew. Best, Keressa
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Duluth, GA USA
5

Hammerstein Highland House - AWESOME

  • 5 of 5

4 adults and 7 girls, ranging from 7 to 15, spent an amazing week at this amazing home in Montego Bay. It is such a historic home with amazing views perched atop a hillside. The accommodations were very nice, the pool was perfect, and the scenery was spectacular. I'd rate the property itself a 10 out of 10. However, the property pales in comparison to the staff that takes care of you while you are there! Carl should actually play a butler in a movie as he is in charge and makes sure you are relaxing. Sherianne's meals were delicious and enjoyed by everyone! Kimoya kept the rooms tidy and neat, and the towels well stocked by the pool. JJ and T Man looked after the grounds - and us - 24/7. We all had an incredible experience here, and felt like we left with some great friends as well! Don't miss this slice of heaven in Jamaica!

  • Submitted: Apr 22, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
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5

Highland House Zen

  • 5 of 5

If you are looking for a historic house in the Jamaican hills, Hammerstein Highland house is your place. This tastefully styled, cozy yet grand beautiful villa was the answer to my mid-winter blues. With a staff lead by the gracious Carl, our stay was perfection. The food was sublime with dishes that were local and fresh. My only regret is eating every ounce of my dessert every night. Besides the food, the grounds are beautiful and the perfect setting for getting a bit of exersize. There is a yoga studio below, a library full of books and fun DVD's, a few places to venture out to making this a most pleasant holiday destination for some serious R and R.

Suggested trips nearby are rafting, the bird sanctuary and a trip to Round Hill for drinks!

  • Submitted: Jan 29, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
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New York, NY
5

Hills of Jamaica and the Sound of Music

  • 5 of 5

If you like old fashioned tropical glamour with a view almost as good as that of the opening sequence of the Sound of Music then Hammerstein Highland House is for you. Built in the 1950s by Oscar Hammerstein, the lyric and book writing partner of Richard Rodgers, and maintained by current American owners, it has the timeless classy vibe of a place trying just hard enough. The décor is largely white with splashes of bold pastels that bring Jonathan Adler and Kelly Wearstler to mind - without the pretense. The staff is sublime, quiet and efficient and the fresh locally sourced meals by the chef - with ingredients from the property's organic garden are full of traditional Jamaican zest. The pool is fresh as a lake, each room generous and unique. The villa is a ten minute drive up a hill from the bustle of overwrought Montego Bay with its built up beaches and traffic. What a difference a mountain road makes. Yet it's all happily less than a half hour from the airport and the intensely posh Round Hill -- for dinner among the excessive and elite. Unique, divine!

  • Submitted: Jan 27, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
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La grange il
5

THE Caribbean experience! And help others too!!!

  • 5 of 5

We travel a large amount and this is by far our favorite place in the Caribbean. Karl and the Staff were above and beyond anyone's expectations.

Others have told you about the amazing location, etc which is all true.

I want to mention an AMAZING opportunity to help others. Highland House is connected to the Charity One Love. A US Charity. They are teaching the children in the local schools to organically farm and the whole process of bringing it to market so they can become self sustaining. Also they are now tying into US universities for grants with the schools agricultural departments to develop more organic gardening on the island. If you get a chance you should take a couple hours and visit the school to see how knowledgeable these children have become in growing things.

I understand part of your rental price goes to goes to the One Love project. And I can tell you if you chose to donate a little on your own the response is overwhelming from these kids.

This is a hidden gem. My only fear is everyone will find out and it is rented.

  • Submitted: Aug 5, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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4

Highland House, Montego Bay

  • 4 of 5

We had a fabulous time at Highland House. A lovely property. The staff were great - very attentive. The chef outdid herself with the family style meals which were fabulous. The location was good - not too far from Montego bay and other excursions. We recommend hiring a driver through the week (arranged by HH). The room attached to the Zen room is definitely only suitable for children.

  • Submitted: Jul 31, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Map

Rick's Cafe
"This is a must for all travelers to Montego Bay. Enjoy a day on Negril's white sand beach. Y..."
Mayfield Falls
"This is a fantastic day trip for the more adventurous traveler. It is a 1.5 hour drive to th..."
Rocklands Bird Sanctuary
"This is a lovely Bird Sanctuary that is short drive from Highland House. All the guests enjo..."
Doctor's Cave Bathing Club
"This is lovely white sand beach where you can enjoy lounging or snorkeling. There is a beach..."
Nearest Airport
14 Miles
Sangster International
Nearest Golf
12 Miles
Tryall
Nearest Beach
4 Miles
Freeport
Car: recommended

Photos

Rates & Availability

Available
Unavailable
Taxes and fees are additional

Additional information about rental rates

Additional Guest Fee $35 per person per night
Damage Deposit $500

Lower rates will be given for 4 or 5 bedrooms instead of 6. The 6th bedroom was originally designed as a child's room and is a smaller than the other guest rooms. However, the two twin beds can be converted to a King Bed with a mattress topper (all of our rooms with twin beds can be converted). The staff gratuity is 15% of the rental fee for the five person staff to divide.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.