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1 / 34 Pool with Family Room in background

From $1071 / night help
Total guests, approx:

Description from owner

Description from owner

Bedrooms 6 / Bathrooms 7 / Sleeps 12 / Villa
Bedrooms: 6  Bathrooms: 7   Sleeps: 12  Type: Villa

6 Full baths, 1 Half bath

Luxurious British Colonial Estate on 17 acres with Organic Farm & Fabulous Staff
TripAdvisor property ID 3656553

More Property Details

Book this 6 bedroom villa in Montego Bay today! A total of 12 people can sleep here comfortably.

Travelers are sharing their opinions on this property. It has an overall rating of 5/5 thanks to an average of 26 reviews.

Costs vary, with the average weekly rate as low as $7500, depending on travel dates.

The owner responds to 70% of inquiries, which is lower than average, and last updated the property’s calendar Feb 23, 2018.

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About the owner

About the owner

Keressa G.
Response rate:
Calendar last updated:
23 Feb 2018
Overall rating:

Languages spoken: English



To get covered by Payment Protection this rental needs to be paid for online through FlipKey using your credit/debit card or PayPal. Never pay for your vacation rental by wire transfer (such as Western Union or Moneygram) as this type of payment is untraceable.

Damage deposit: $500.00
Yes, smoking allowed
Cancellation policy
View Policy



Proximity to TripAdvisor's Top Montego-bay Attractions




  • Air conditioning
  • Ceiling Fans
  • Clothes dryer
  • Fireplace
  • Linen provided
  • Towels provided
  • Washing machine

Phone / Internet

  • Internet access
  • Telephone
  • Wireless Internet

Pool / Spa

  • Private outdoor pool (unheated)

Property Features

  • Mountain Views
  • Parking
  • Wheelchair accessible


  • Freezer
  • Fridge
  • Microwave
  • Stove
  • Toaster


  • CD player
  • DVD player
  • Satellite TV


  • Balcony or terrace
  • Deck
  • Grill
  • Patio
  • Private garden
  • Shared garden


  • Children
  • Pets
  • Smoking allowed


  • 6 Full baths
  • 1 Half bath


Reviews (26)

Excellent – based on 26 reviews Excellent
26 reviews

Very Good

“Wedding Bliss”

Reviewed 19 Sep 2013

We recently held our wedding at the Highland House Villa. The experience was amazing and one that we will not soon forget. The staff was friendly enough and the view...I don't have words to describe the view. Breathtaking. I believe our friends and family had an amazing time and I would suggest the venue to others for a similar event and/or for a relaxing time away. My one suggestion would be that management make it known that the property is home to cats and dogs and they will be present throughout your stay. I don't consider myself a pet person so having the cats at my feet during dining times took some getting used to.

“True Relaxation in a Spectacular Setting”

Reviewed 26 Mar 2013

After leaving customs, we were whisked away from the airport to the hills above Montego Bay. Upon our arrival at the home, we were greeted with rum punch and our bags were taken to our room. The relaxation had begun! For the next several days we enjoyed great service, including wonderful meals served alfresco. The home itself is beautiful. The individual rooms are quite private, while the common areas are spacious and inviting. The view from the living room porch of Montego Bay is mesmerizing. A stroll around the property gives a good introduction to the tropical plants and birds of the island. In the mornings, we awoke to find fresh, hot coffee just outside the door. In the evenings, we enjoyed watching the bright blue bay give way to twinkling lights. Be aware that excursions to the beach involve a little planning but the staff makes it easy. In addition, we enjoyed a performance one evening by a drum and dance group followed by a Jamaican dinner which was a great experience. Overall, this is a great place to come truly kick back and be pampered with a group of like-minded friends.


Reviewed 21 Mar 2013

Hi Keressa, I wanted to thank you for an absolutely outstanding trip. The Highland Hammerstein house is truly something extremely special with a lot of history to it. As a group we had an amazing trip. The food was great, the staff was very helpful, kind and had great input in the decision making. The house itself is stunning and very tastefully done. At such an altitude the view was absolutely breathtaking of the sea and surrounding mountains. Simply put we fell in love with Jamaica. The transport company you referred to us was also very helpful. Thank you so much for organizing that. I met your mother on our last night where she was extremely kind about organizing a drum & dance performance. It was great to get an authentic feel of the Jamaican culture that I am sure many people do not typically get to experience, and certainly not at a hotel. I will be spreading the word of the Highland House quite actively. Thanks for everything!

“Convenient wellness retreat with great staff and services on lus”

Reviewed 27 Dec 2012

I recently spent a girls getaway at this wonderfully appointed villa after my last visit 12 years ago. While there I kept asking myself "why haven't I been back?" HH is the perfect setting for families, several couples, and all those seeking fun and wellness with a casual yet highly professional staff. We were extremely satisfied with our choices from a wide menu selection that included daily smoothies with many items selected from the many fruit trees and 2 estate gardens. Our outdoor massages and yoga class in the dance pavilion were therapeutic and ethereal. With so many scenic and comfy vistas for sunbathing or just relaxing, we only left the property for 2 hours during a 5 day stay. I will be back very soon.

“Great place for business and pleasure!”

Reviewed 16 Feb 2012

The scenic landscape, peaceful surroundings, attention to detail on the property, food and ambience matched well for our business meeting. The home was magnificent and the service was exceptional. Special bonus especially was the terrace from which "The Sound of Music" score was written. There is magic on that terrace as you overlook Montego Bay far below from the hills. We did our very best work from that terrace.

“Yogi's Paradise”

Reviewed 15 Feb 2012

Highland House villa was the most amazing escape. As a Yoga teacher and practitioner I have settled with rolling out my mat just about anywhere. However, at Highland House I felt like I was transported to the East when I entered the Yoga Pavilion. Surrounded by the most amazing gardens and view of Montego bay and the Caribbean sea. To wake up and look out at the glistening water with the Jade Buddha sitting above, and to sit and watch the sunset over the city while the sparkling lights came to life. Staying at Highland made me feel like a star in my own Jame's Bond film, the staff are professional, thoughtful and personable and the deep restful sleep I had while there hasn't been replicated since. I'm ready to go back!

“Another Day In Paradise”

Reviewed 14 Feb 2012

I had a wonderful experience at the Villa. The staff is exceptional and very very welcoming and gracious. I loved my bedroom which looks out onto the most beautiful view. One of my favorite places was where we ate our breakfast and lunch meals. It is outdoors, open on three sides, surrounded by flowers that often have hummingbirds feasting. The thing that keeps me returning is the welcome that begins as soon as I step from the van. I always hate to leave with the time comes.

“Guarantee great time !!!”

Reviewed 10 Feb 2012

As my big 4.0. was coming up... researching different countries & villas, I remembered what amazing times I had before at the Highland House. The villa and the estate are fabulous, but the staff just makes the stay over the top. Sherry ann is an awesome cook. Dewayne was on top of anything we needed throughout the stay. Hhh is great for a big group ( who all didn't know each other), with each bedroom having it's own privacy. But it's also very magical how the group leaves HHH friends for life ! Hhh is a Guarantee Great time ! ~ t

“Perfect Vacation”

Reviewed 9 Feb 2012

Highland House is an amazing place. The view of the bay is unmatched. The staff are warm, polite, and intently focused on the guests' enjoyment. The food is some of the best I've had anywhere in the world. With free access to the Round Hill Resort and other beaches nearby, the location is convenient yet serene as it's tucked back into the hills. This is a perfect place for a large family or group to visit. The value, compared to other resorts on the island and elsewhere, is unbeatable. We can't wait to go back.

“Pure Luxury, Serenity and fun!”

Reviewed 8 Feb 2012

Hammerstein Highland House (HHH) is a charming, iconic and lovely villa. I have always wanted to stay at HHH given its rich history and its reputation for beautiful decor and luxurious accommodations. It is a gem of architecture, worth walking around to notice all of the beautiful touches. Everywhere you look there is a detail of beautiful history. I was so happy with every aspect of our trip. From the moment we checked in, we felt pampered throughout our stay. From reception to housekeeping, any small request was cheerfully accommodated. There is a reason we return over and over to this luxurious villa...not only is the location perfect; we always feel like special guests.

Review 1-10 of 26

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