Holiday houses in Jamaica

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Top-rated holiday rentals in Jamaica

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Guest favourite
An airy living space features a tan leather sofa adorned with decorative pillows, set against a backdrop of a floor-to-ceiling A-frame window. Natural light floods the room, highlighting a round coffee table and a dining area with four chairs. The serene woodland view enhances the inviting ambiance.
Home in King William
4.95 out of 5 average rating, 79 reviews

Wellness Retreat | Sauna, Ice Bath, Hot Tub & Spa

Welcome to STAY NAMU, a serene woodland wellness retreat in rural King William, near Richmond, VA. Nestled on 5 acres of private land, this refined country home blends natural solitude with modern comfort. Relax in the outdoor SAUNA, invigorate in the COLD PLUNGE, unwind in the HOT TUB, or enhance your experience with a MASSAGE by Indigo. Inside discover thoughtful details & artful design for a comfortable & inspiring stay. Escape in the tranquility of nature in our unique woodland sanctuary.

Top Guest favourite
A winding gravel pathway is illuminated by soft lighting, bordered by lush greenery. String lights are hung above, casting a warm glow over the area, which is surrounded by trees and plantings. A staircase leads to an elevated area in the background.
Guesthouse in Gloucester County
4.97 out of 5 average rating, 230 reviews

Stylish Creekside Cabin w/ HotTub, Parklike views.

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Top Guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 260 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Top Guest favourite
The exterior of a large black barn is shown under a clear blue sky. Two wooden doors are open, revealing a welcoming entrance. Flower pots are arranged along the path, while two wooden chairs are positioned in front, inviting relaxation amidst a tranquil rural setting.
Farm stay in Charles City
4.99 out of 5 average rating, 155 reviews

Lovely space above barn on a working farm!

Getaway to the country!! Suitable for a 4 adults or families of 5. Wake up to beautiful sunrises. Spend a peaceful day surrounded by farm and wild animals. Enjoy the dark night sky lit with millions of stars after watching the sunset. Above our barn is a two bedroom, one bath living space with a living area open to a kitchen fit for every cook!! Located near Williamsburg, Jamestown and Yorktown, Busch Gardens and Water Country, the Virginia Capitol Trail and 5,217 acre wildlife refuge.

Top Guest favourite
A scenic view of the Rappahannock River reveals a wide pathway lined with paving stones leading towards a wooden dock. Lush green grass frames the waterfront, complemented by flowering plants in a decorative pot. The sky above is partly cloudy, enhancing the tranquil setting.
Guest suite in Dunnsville
5 out of 5 average rating, 305 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Top Guest favourite
A private deck overlooks the tranquil Rappahannock River, framed by trees. Two colorful chairs sit beside a small table, while soft lights create a welcoming atmosphere. A wooden dock extends into the water, inviting leisurely activities and moments of reflection.
Cabin in Urbanna
4.96 out of 5 average rating, 104 reviews

6 acres of privacy - water access/firepit/kayaks

Enjoy a tiny house on a lot of land! Inside the home, you’ll have a king bed, full bathroom, full kitchen, and comfy living space. Outside, a short walk on our private trail that winds through 6 acres of woods brings you to our dock on the Rappahannock River. Enjoy fishing, kayaking (one single, one double), or just sipping a beverage and watching the beautiful nature and wildlife around you. At Camp Cottontail, you’ll find a secluded rustic retreat with the modern comforts of home.

Top Guest favourite
An aerial view captures a historic home nestled among lush trees along the Rappahannock River. The expansive water stretches in the background, reflecting the sky. The property includes a small beach area, enhancing the serene riverside setting.
Home in Lancaster
4.96 out of 5 average rating, 52 reviews

Waterfront Escape • Dock, Views, Peace & Kayaks

Relax and unwind with the whole family at this Rappahannock River paradise in Lancaster Virginia. This spacious, restored historic home is the perfect getaway for your family vacation, girls' trip, or retreat. Enjoy picturesque views from the screened in porch overlooking the river or cozy up around the firepit. Comfortable modern décor, water views from most rooms, and private dock. Please read Property Description for house information, area shops, restaurants, and things to do.

Top Guest favourite
Guesthouse in Gloucester
5 out of 5 average rating, 186 reviews

Summer Escape - Dock, Pool, Firepits, & Kayaks

A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

Top Guest favourite
A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.
Cabin in Cape Charles
4.96 out of 5 average rating, 243 reviews

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Top Guest favourite
The charming river cottage features a white exterior with a metal roof. Large windows allow plenty of natural light, and a gazebo with a canopy is situated near the water's edge. Lush greenery surrounds the property, creating a serene atmosphere.
Home in Water View
5 out of 5 average rating, 20 reviews

Crab Shack

Located in Water View, Virginia this cozy river cottage lives up to the name! Beautiful sunsets, great for kayaking etc., this home is located right in Parrots Creek and opens up to the Rappahannock river. Often times in the summer dolphins and their babies visit the creek and river to feed. Paddling or boating with them is one of the best experiences! It is quiet and relaxing - feels like you’re a part of the natural surroundings.

Top Guest favourite
A spacious open-concept living area features large windows offering unobstructed views of the water and sunset. A comfortable sectional sofa is positioned near the windows, with a dining table visible in the background. Natural light fills the space, enhancing the tranquil setting.
Home in Leonardtown
4.99 out of 5 average rating, 131 reviews

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).

Top Guest favourite
A tranquil waterfront scene captures the vibrant colors of a sunset reflecting on the calm water. The sky is filled with dramatic orange and pink clouds, while silhouettes of trees and distant structures are visible along the shoreline.
Loft in White Stone
4.99 out of 5 average rating, 123 reviews

Serenity

Enjoy the natural serenity of this spacious waterfront hideaway on the historic Antipoison Creek (so named by Capt John Smith), minutes to the Chesapeake Bay by boat or car. The area offers boating, fishing, a nature trail and an abundance of wildlife (deer, turkeys, waterfowl, bald eagles, osprey. otters and more) on this 7 acre property. Water views, king bed, sofa and full kitchen with dinette.

Popular amenities for Jamaica holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Middlesex County
  5. Jamaica