Holiday houses in Sherwood Content

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sherwood Content

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 199 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Top Guest favourite
A charming outdoor area showcases comfortable seating amid lush greenery. The inviting beach and turquoise sea are visible in the background, while a lantern adds a touch of character to the villa's exterior. The space is designed for relaxation and enjoying ocean views.
Villa in Duncans Bay Beach
4.94 out of 5 average rating, 115 reviews

Ocean Dreams Villa

Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.

Guest favourite
A black bench offers a comfortable seating area overlooking a scenic view of the Caribbean Sea. The expansive stone wall frames the lush green landscape, while the distant horizon features a clear blue sky. The peaceful outdoor setting invites relaxation.
Home in Falmouth
4.9 out of 5 average rating, 63 reviews

Serene 180° Valley Ocean View! Solar Powered Home!

Experience the epitome of Caribbean luxury at Serene 180° Valley Ocean View! Perched atop a hill with a breeze, this villa offers breathtaking views of the Caribbean Sea within a 24hrs gated secured community, making it the perfect retreat for relaxation and exploration. With resort-style amenities and proximity to popular attractions, it's an ideal base for your Jamaican adventure. Book now for an unforgettable stay! To maintain a pristine environment, smoking is strictly prohibited indoors.

Guest favourite
Home in Martha Brae
4.94 out of 5 average rating, 35 reviews

Haven Escape near Montego Bay

Holland Estate is a 24 hours gated secured community *30 Mins from Sangsters Int'l airport Montego Bay, Pier 1, Margaritaville+ more *1 hr from Ochi Rios ,Dunns River Falls, Mystic Mountains +more *5 mins from Rafting on the Martha Brae River, Falmouth Mystic Lagoon, Chukka Adventures +more * 10 mins to beaches, restaurants, cruise ship pier. This cozy & peaceful semi-attached studio is equipped with Air Conditioner & Ceiling Fan, Water Heater, Wifi, Smart TV with Netflix(use own log in)

Superhost
A serene beach view is presented, featuring a wooden gazebo on the sandy shore beneath a clear blue sky. The gentle waves of the turquoise sea are visible, framed by lush greenery, creating a tranquil and inviting atmosphere for relaxation.
Home in Duncans
4.86 out of 5 average rating, 117 reviews

ViILLA BY THE SEA, Steps to Beach, cook included.

Yellow Canary Villa is spacious, light and airy with a modern decor. The living room opens out onto a patio area and the garden. A few steps away is our beautiful beach which is lined with almond trees for shades. Leroy's bar, cafes & craft shops are a short walk. Duncans Town is 5 mins. by taxi. There are restaurants, supermarkets, fruit stalls, a ATM and taxis to various locations. MontegoBay Resort &Airport is just 40 minutes by transport &Ocho Rios is approximately the same distance.

Guest favourite
The exterior of the home features a welcoming entrance with a small, shaded porch area. Large windows provide natural light, while carefully arranged plantings create a serene environment. The architectural design combines neutral tones with a distinct gabled roof.
Home in Falmouth
4.87 out of 5 average rating, 47 reviews

Urban Loft

This newly renovated, fully furnished, one-bedroom apartment offers a serene and sophisticated ambiance in a beautifully decorated semi-attached unit. Amenities include a/c unit, water heater, and an indoor laundry room. The property features a spacious backyard within the secure, gated community of Holland Estates, providing a peaceful outdoor retreat and 24-hour security. Its convenient location offers 5 to 10 minute access to the Martha Brae River, Luminous Lagoon, and Falmouth Pier.

Guest favourite
Bungalow in Laughlands District
4.88 out of 5 average rating, 205 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Top Guest favourite
Home in Montego Bay
4.98 out of 5 average rating, 148 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Top Guest favourite
Home in Falmouth
4.94 out of 5 average rating, 33 reviews

Island Oasis Stonebrook Vista

Welcome to Island Oasis! Centrally located vacation home with stunning mountain views, front patio, rooftop deck and 24-hr security. Guests have the option to book 2 or 3 bedrooms.The modern open-plan living area boasts natural light and high ceilings enhanced by contemporary themes throughout the space. We offer complimentary snacks and a Netflix subscription. Island Oasis is designed to bring true comfort and relaxation to our guests. Your host, Salkey & Nicollette

Guest favourite
A clear blue pool is framed by a spacious patio, featuring several lounge chairs in a serene outdoor setting. A gazebo is visible in the background, surrounded by lush greenery and palm trees, under a bright blue sky with scattered clouds.
Villa in Duncans
4.8 out of 5 average rating, 50 reviews

SUNSET 1 SilverSands Jamaica - 2 or 3 bedroom opt

Welcome to Sunset 1, your perfect island escape just a 2-minute stroll from the pristine private beaches of Silver Sands, Jamaica. This charming 3-bedroom, 3-bathroom family-owned villa offers the ultimate blend of relaxation and comfort, featuring its own private pool and gazebo. Ideal for entertaining both adults and children. Whether you’re looking to unwind from the hustle and bustle or enjoy quality time with loved ones, Sunset 1 is the perfect getaway.

Guest favourite
Guesthouse in Spring Garden
4.9 out of 5 average rating, 10 reviews

Exclusive Mountain & Farm Villa Escape

Expect an Authentic Experience high in the mountains of Jamaica: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican

Superhost
A spacious pool area is showcased, featuring a clear blue swimming pool surrounded by white lounge chairs. Lush greenery and palm trees offer a tropical backdrop, while a patio structure provides shaded seating. The vibrant atmosphere is enhanced by a floating pool toy.
Home in Duncans
4.8 out of 5 average rating, 157 reviews

Butterfly Villa, Silver Sands.

The beautiful Butterfly Villa is situated in the exclusive Silver Sands estate with it's own pool and private white sand beach and there's a supermarket a 5 minute drive away. Its only a 30 minute drive from Sangster Montego Bay Airport.

Popular amenities for Sherwood Content holiday rentals

  1. Airbnb
  2. Jamaica
  3. Trelawny
  4. Sherwood Content