
Holiday houses in Jamaica
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Top-rated holiday rentals in Jamaica
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Romantic Sailboat Experience + Seafood Restaurant
We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

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.

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.

Treehouse Studio - kayaks included
Escape to the Treehouse in beautiful Urbanna! Our studio apartment is located in Fort Nonsense, a 3-story home with panoramic views of Urbanna Creek and the Rappahannock River. The Treehouse at Fort Nonsense is a peaceful getaway perfect for couples or solo travelers. **New in 2026** There is a new, queen-sized fold-out bed to replace the sofa bed and address negative feedback. This apartment is a unique space to work with, but we strive to provide a comfortable and budget friendly stay.

TooFine Lakehouse, pet friendly waterfront cottage
Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

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.

Stargazer Tiny Cabin
(Winter: Stargazer has a diesel heater and a woodstove but is not insulated. The cabin can be kept quite warm into the low 30's if these heaters are running. Below freezing may freeze pipes, message for info) Rustic off grid tiny cabin tucked in the trees on the back side of a large field. The cabin has solar, kitchenette, shower, composting bathroom, heat, and Wifi! Enjoy being immersed in nature while staying comfortable in a quirky cabin built from local and reclaimed materials.

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.

Modern 2 Bdrm Cottage in Historic River Community
Remodeled river cottage available in historic, quaint Sharps. Explore this old fishing village by land or water, and enjoy perusing local artwork and farm stands. Framed by a marsh/old marina, open fields, and the Rappahanock River across the street, this unique property is just the getaway you’ve been looking for! Bicycles and paddle boards on site. Escape to a slower pace, picturesque views, and birder’s paradise, watch the osprey and eagles sail past!

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”).

Wooded Cabin retreat on fresh water pond
If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax.
Popular amenities for Jamaica holiday rentals
Other great holiday rentals in Jamaica

Pet Friendly,Fence, Waterfront 'Rivah Dog Cottage'

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

Blue Pearl Cottage

Secluded River Hideaway

Crab Shack

The Perfect View Virginia Tiny Home

Waterfront Escape • Dock, Views, Peace & Kayaks

Williamsburg's Stylish 1959 Mid-Century Modern Gem
Destinations to explore
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- Busch Gardens Williamsburg
- Chesapeake Bay
- Kings Dominion
- Cape Charles Beachfront
- Water Country USA
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- The Poe Museum
- Ingleside Vineyards
- The National
- Forest Hill Park
- Virginia Holocaust Museum
- The Mariners' Museum
- Calvert Marine Museum
- Virginia Living History Museum
- Altria Theater
- Science Museum of Virginia
- Hollywood Cemetery
- Children's Museum of Richmond
- American Civil War Museum
- Virginia State Capitol-Northwest





