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Private Villa, Luxury Living at its Finest.

Bedrooms 4
Half Baths1
Space 5,449 sq ft
Property type villa
Minimum Stay 4 nights


About the property

4 Bedroom, 4.5 Baths with Ocean and Mountain Views

Your family can live like a Royal Family during a magical stay at Camelot by the Sea, Montserrat’s most luxurious rental residence.

From the moment you arrive at the driveway, majestically lined by grand Royal Palms, you realize you are entering a very special, private and opulent world.

The large double entrance doors open to magnificent coastal views that appear to go on for ever. Take a deep breath of the fresh, clean air and look to your left at the blue Caribbean Sea and the islands of Nevis and Redonda. To the right take in the tree covered hillsides that climb to the azure sky.

Crossing a romantic arched bridge that spans the swimming pool a sanctuary is found. A coned roofed Gazebo which overlooks the ocean, the waves lapping onto a beach and the coastline. Equipped with a wet bar, including ice maker and wine cooler, it also houses a built in BBQ and seating for your family or friends. This is the perfect spot for a cocktail or casual dining as the sun sets over the ocean and the lights begin to twinkle throughout the hills.

Force yourself to turn away from the mesmerizing views and look back at the magnificent property that hugs the hillside. You have truly found your ideal vacation haven on this small, beautiful, virtually undiscovered safe and friendly island. But it’s time to explore more of your island home…….

You enter the grand room, fronted by the pool, through one of the four sets of mahogany French doors. Exquisite furnishings and tropical décor are found throughout together with everything you could ever imagine to make your stay as comfortable as possible. A fully equipped, state of the art kitchen, laundry and office are also located in this part of the home.

Next you discover three of the four bedrooms, including the master suite, fit for any King and Queen. All are air conditioned for comfort or simply cooled by the constant trade winds. The master suite has a king size bed and a bathroom that will take you breath away. As you enter the master bath, which alone is the size of most hotel suites, the magnificent views once again stretch before you. You circle a stunning curved glass divider to discover a large shower that looks out to the Caribbean Sea and the beautiful northern coastline. Step outside to a romantic outdoor shower and a large private master suite terrace that again takes advantage of every view. This is your private sanctuary hidden away from your family or guests for those special alone moments.

Following a flower lined footpath, venture to another level where you will find a unique round guest suite with panoramic coastal views that can be enjoyed from the comfort of the queen sized bed or the private balcony. Further along the path you discover another door leading to a media room with an extra large flat screen TV and comfortable air conditioned seating, perfect for a family evening at the movies or a great retreat for the children.

As you meander though the manicured, colorful gardens you find a set of secret steps that wind down the cliff to Woodlands Beach, a small beach with sand the color of black pearls… better still, it’s almost on your Doorstep.

More Details

Property Manager
Sam McChesney
Member since: 2014
Speaks english
Response time:
Within a day
Response rate:
Calendar last updated:
April 25, 2018

About Sam McChesney

My wife and I live with our 3 dogs, 4 horses on a ranch located between Lawrence and Kansas City, Kansas. We have three grown children and 4 grandchildren and are currently semi-retired. We spend our time with our family and enjoying activities like horseback riding, golfing, and traveling. We like to spend as much time as possible at our second home in Montserrat, Camelot by the Sea.

Sam McChesney purchased this villa in 2004

Why Sam McChesney chose Woodlands

My parents retired to Monsterrat in the 60's and we fell in love with the island. Now, with my wife of 45 years, who was with me as my fiance the first time I ever visited Montserrat, built our dream home that we split our time between. We are both originally from Cleveland Ohio, but have spend the last 40+ years just outside Kansas City, on the Kansas side. After spending my career in real estate, we now run and live on a 80 acre horse ranch, called the Painted M Ranch in Olathe, Kansas.

We take great pride in our Camelot by the Sea and keep it in the best condition by having a full time professional staff manage the property while we are not there. If there is anything we can provide you with to make your stay more enjoyable please don't hesitate to ask. Montserrat is the hidden gem of the Caribbean and we look forward to helping you discover all the secrets and beauty if holds.

What makes this villa unique

Camelot by the Sea is one of the most prominent properties on the island of Montserrat. It has been featured on an official government postage stamp and included in many of their travel and promotional literature.

We chose this property due to its proximity to the beach, majestic ocean views, privacy, and unique indoor/outdoor lifestyle.

Guestbook comments from the manager

Your home is beyond amazing and we are having a wonderfully relaxing time.
Dec 2015
  • 1 of 2


Accommodation and Amenities for this vacation villa rental in Woodlands

Property Type:
  • villa
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 5449 sq ft
House Rules:
  • Max. occupancy: 8
  • Events Allowed
  • children welcome
  • non smoking only ...
Location Type:
  • Beach View
  • Beachfront ...
  • Mountain View ...
  • Ocean View ...
  • Oceanfront ...
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning ...
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • 1 Half Bath
  • Master Bathroom - toilet , shower , outdoor shower , Spacious with gorgeous views of the ocean from the shower.
    Ocean Bedroom Bathroom - toilet , shower
    Lilac Bedroom Bathroom - toilet , shower
    Pink Room Bedroom - toilet , shower
    Guest Bathroom - toilet
  • 4 Bedrooms, Sleeps 8
  • Master Bedroom - 1 king
    Ocean Bedroom - 1 queen , located on the lower level with panoramic vies of the ocean.
    Lilac Bedroom - 1 queen , Main level, next to master bedroom.
    Pink Bedroom - 1 queen , Main level, first bedroom.
  • Every bedroom has its own bathroom and television set.
  • Books
  • DVD Player
  • Game Room ...
  • Games ...
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library ...
  • Balcony ...
  • Deck / Patio ...
  • Lanai / Gazebo ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • long term renters welcome
Pool / Spa:
  • Private Pool ...
Onsite Services:
  • Concierge
  • Staff
  • botanical garden
  • churches
  • festivals
  • marina
  • museums
  • restaurants
  • ruins
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • photography
  • scenic drives
  • shelling
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • hiking
  • jet skiing
  • kayaking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • tennis
  • wind-surfing


Exceptional! 5/5 -
(6 traveler reviews)

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Private Villa, Luxury Living at its Finest.
average rating of 5.0 based on 8 reviews
Chapin, SC

Island Trasure Part 1

  • 5 of 5

I don’t even know where to begin or how to find the right words in an effort to explain it. You probably understand because some part of your heart must be there to have invested in such a spectacular home. We arrived without any certain expectations other than we were excited to see and experience the beautiful villa that had caught our attention in the pictures. Your home was indeed incredible as we had imagined but even more, it felt magically unique and safe. In addition to that, we loved the people we encountered. Most everyone we met felt as though they would just as quickly give you a big hug as a handshake and some did. Sun started off our 1st day with his tour around the island. What a special and kind soul he is. He truly was a joy to spend the day with and gave us better understanding of the island and its people. He was a great choice for an introduction to Montserrat. We were able to meet his dad, David, when we toured Plymouth. Later in the week we stopped by David’s Hill Top museum/coffee shop. We had waffles and were amazed at all of the pictures and collection of Montserrat history. He was also getting a kick out of listening to some old records he was playing on a turntable. We parted our visit with him with a “God bless you” to each other. His brochure “From Hippy to Happy” is a great testimony to his faith in Christ. The day after we spent touring with Sun, we went diving with Andrew and Emmy. The little fishing/diving boat they used was a bit of a surprise compared to what we have gone diving from in the past. As it turned out, it was perfectly fine and what great people they were too. We thoroughly enjoyed our time with them. We didn’t have anything planned for Saturday and told Andrew we enjoyed the diving so much we would like to go again. He offered to meet us at the beach below your villa and do a shore dive. We jumped at the idea and as it turned out, that was one of the best dives we have ever done. We saw a turtle that swam all around us, we saw a sea horse, lobsters, sting rays, moray eels, crabs, shrimp, lots of fish, and found some shells. Visibility was excellent. You have it all right there off of your beach! Andrew was an easy going dive guide who was the most fun of anybody we have ever had the pleasure to dive with. John at Pont’s was an awesome host as was Marcia at Ziggy’s.

  • Submitted: 26-Jun-2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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The pictures don't do the property justice!

  • 5 of 5

As soon as we walked in to Camelot by the Sea we were in awe. The setup is beautiful, with open outdoor spaces and a beautiful pool with a gazebo and outdoor barbecue area. The view is amazing, and you can also walk down to the beach via a private path. The master bedroom has a huge bathroom with both an indoor and outdoor shower, but all the bedrooms are comfortable and peaceful. Sam was very accommodating and made sure we were able to get a car rental, a private chef and anything else we needed

  • Submitted: 6-Dec-2017
  • Stayed: November 2017
  • Source: Vacation Rentals, from HomeAway
Owner's Response: Angie, So glad you and your party enjoyed Camelot by the Sea. Julia sent drone photos. They are fantastic. Hope we will see you again. Have a very Merry Christmas and Happy New Year. Sam
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I would give it six out of five stars if I could!

  • 5 of 5

When you first see a place like Camelot By The Sea it’s hard to believe it’s real and I can honestly say pictures absolutely cannot do this place justice. Beyond far exceeding our expectations, the luxury of Camelot By The Sea was extraordinary.

Dwain, the property manager, arranged a rental car for us and picked us up at the airport. He was extremely knowledgeable, kind, and helpful. On the way to the villa from the airport he showed us a local grocery store(Ashok’s) which was close by and great for locally made bread, groceries, liquor/wine/beer, and delicious take away Indian food. He also showed us the bank and recommended a few things to do and places to see.

When we arrived at the house we were in awe; it was simply paradise. The entrance had immaculate landscaping, beautiful flowers, and a driveway lined with royal palms; it was breathtaking. You then enter the breezy foyer that opens to reveal a crystal blue pool with a bridge leading to the gazebo. The fully stocked kitchen has everything except actual food(spices, tin foil, ziplock bags, cookware, grilling tools, etc.). The master bedroom has a very large master bath with sliding doors that open to an outdoor shower which we thoroughly enjoyed. Even more exciting for us music lovers was the Sonos speaker system that you can hook your laptop to which plays in the kitchen/living space, and the gazebo!

Although we’d planned to go out for most meals, we only ended up eating out once(at The Attic, which we recommend for brunch). The house’s breathtaking views were so beautiful we ended up cooking on the grill in the gazebo for almost every meal. There’s even a swim up tile table in the pool so you can have a drink or eat a meal in the pool. We enjoyed taking a dip in the pool at any given moment and found it hard to leave such a lovely and well appointed villa.

Although there are TV’s and wifi, we hardly used either of them. My wife is a Netflix junkie, but there was nothing more relaxing or beautiful than life in the villa; you don’t want to be distracted or miss a moment. Every part of this villa was perfect, from the paved stairs down to Woodlands black sand beach with a sturdy metal handrail the entire way down(we loved this “secret path to the beach”), to waking up and having 3 or 4 iguanas in the back yard, it was an unforgettable trip thanks to the incredible natural beauty of Montserrat and the exquisite Camelot By The Sea villa.

  • Submitted: 20-Nov-2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
Owner's Response: Dear Adam, Thanks for such a thoughtful review of Camelot by the Sea. I am so glad that you and Rachel had the opportunity to have your Honeymoon with us. Much of the beauty of this house is owed to the creativity of our dear friend Dyann Hollender who saw its beauty and potential when it didn't look like it does now and strongly encouraged us to buy it. For over two years Dyann and her husband, Brian, worked on the remodel. Last June Dyann passed away after a courageous fight with Pancreatic Cancer. We hope to see you on another trip to the Emerald Isle. Sam Pancreatic Cancer. We dearly missi her a
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Over the top

  • 5 of 5

I still can not believe I was there. Dwain picked us up at the airport it was dark when we arrived at the villa. we woke in the morning and wow. I too find it hard to describe the experience. I think you would be making a mistake not to book this castle. From Dwain to all the people who take care of this home we found ourselves with friends. Almost private black sand beach steps away .If you ever wanted to feel like a king this is it. On a scale of 1 to 10 this villa is a 15. Thank you Sam for sharing this treasure with us!

  • Submitted: 18-Nov-2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
Owner's Response: Dear Chris and Loretta, Thanks for being such great guests. You both really got into the spirit of Montserrat and its people. We are indeed fortunate to have a home on such a great island. We hope to see you again. Your friends, Vicki and Sam
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Can't be beat

  • 5 of 5

Luxury is an understatement about this villa. It starts with the greatest man Dwain meeting us at the airport. He showed us the in and out of the villa. Every morning I had to pinch myself with the breath taking views from this villa. I could go on and on. Don't hesitate to book this villa!

  • Submitted: 23-Oct-2016
  • Stayed: October 2016
  • Source: HomeAway
Owner's Response: You have blown me away. Only problem is Dwain going to be asking for a raise and I was stupid enough to forward your review to him. Hope to see you again, but for a longer time. Sam
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Atlanta, GA

Spectacular House

  • 5 of 5

Wow! I struggle finding words to express how awesome this house is. We just returned from one of the best vacations we have ever had. Camelot by the Sea was a big part of that great trip. This is one of the finest if not the best house on all of Montserrat. The pictures really don't do justice to how beautiful the house is, or the breathtaking ocean view from the terraces and pools. This home has it all.

From the moment we arrived on the island, we were made to feel welcome by the house's caretaker. Several weeks prior to our arrival the house's owner reached out to us to make sure we would have all that we needed during our visit. He also sent a pdf of the layout of the house as well as helpful recommendations on things to do, and places to visit while on Montserrat. He was truly invested in the fact that our family have a truly memorable trip.

Upon arrival at the airport, everything was lined up perfectly for us, including a great rental car that helped us see all of the island, as well as two boat excursions for fishing and snorkeling. The caretaker was nice enough to take me on a little tour of the island prior to heading to the house that gave us a terrific lay of the land and tons of great advice on where to shop, visit and dine.

Arriving at the house was a bit like the Wizard of Oz, you could not believe that such a place existed. This place had everything. The pool was awesome and very refreshing when you wanted to cool off. The kitchen had everything a chef would need to open a restaurant. If you prefer to cook at home you were perfectly equipped to do so, although we found several great restaurants near the well situated house during our visit. While I like to tune out from technology a bit while on vacation, you had plenty of options in that area if you are not so inclined. There were a number of well located TV's around the house, all equipped with ROKU. The ability to watch the final round of the British Open with cocktail in hand from IN the pool was kind of nice. Our 2 kids liked the fact the house had full WiFi and the library of entertainment via ROKU kept them well entertained when we were not traipsing around the islands number of beautiful beaches.

Being right on the ocean was wonderful, and the beauty of the grounds and gardens was absolutely stunning. This was truly one of the greatest vacations I have ever enjoyed. The people of Montserrat are wonderful and Camelot by the Sea is the best.

  • Submitted: 31-Jul-2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
Owner's Response: We are glad that you had such a great time. Your family made a positive impact on the island as was evidenced by the many favorable comments I received. We look forward to seeing you again. Thanks for such a thoughtful review.
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9 0


Nearest Airport
7 Miles
John A. Osborne Airport
Nearest Barpub
4 Miles
Isles Bay Beach Bar
Nearest Ferry
5 Miles
Little Bay
Nearest Restaurant
1.5 Miles
Watermelon Cottage
Nearest Beach
0.01 Miles
Woodlands Beach
Car: necessary

Montserrat Volcano Observatory (MVO)


Rates & Availability

Rental Rates for this vacation villa rental in Woodlands

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
In Season
Nov 15 2018 - Apr 15 2019
4 night minimum stay
Notes: Rates are based on 2 guests; add C$45 per night, per additional guest
My Standard Rate
4 night minimum stay
Notes: Rates are based on 2 guests; add C$32 per night, per additional guest

Additional information about rental rates

Tax Rate 7.0%

Cancellations prior to 30 days of initial occupancy receive a full refund of all payments received by owner. Fees to Home Away or Credit Card or Bank charges are not included in refund payment. Cancellations within 30 days can apply their payments to future stay at Camelot by the Sea within 12 months of the scheduled arrival. Rentals in excess of two weeks receive a 10% discount on rents for days/weeks in excess of two weeks.

Manager's Cancellation Policy

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