
Holiday rentals in West Point
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Top-rated holiday rentals in West Point
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Summer Waterfront • Dock, Pool, & 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 - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

Charming Willow Haven Modern Farmhouse Bungalow
Welcome to Willow Haven, our 23-acre horse farm, located between historic Williamsburg and downtown Richmond. We're located on the Hampton Roads Wine Trail, ideally positioned between four wineries only minutes away. Willow Haven Cottage is a two-story 900 sf charming pied-a-terre attached to our barn. Renovated in a modern farmhouse style w/ a furnished kitchen and a cozy second floor bedroom complete with an antique 4 poster queen bed, 14 ft ceiling, exposed beams and antique chandelier.

Peaceful Retreat w/ Fire Pit & Spa Services
Country living at its best! Quiet...peaceful & very special place to relax, release, and rejuvenate. We are surrounded by beautiful wineries, which are all minutes away. Gorgeous views of nature and seasonal flowers. Separate from the main house, our guest suite offers awesome privacy & comfort. You will enjoy this very quiet, cozy, peaceful retreat. It is the perfect hideaway with the utmost charm. Board Certified Reflexologist on the premises is available for appointments. So AMAZING!

Unique 2 BR. Barn Apt. with Incredible views
Want a quiet apt. getaway in the woods? Views from every room overlooking fields with woods, deer and wildlife, 2 day min. stay, 3 day holidays, or extended stays permitted if available. A luxurious 2 BR apt., located upstairs in a unique barn, loaded with amenities nestled 1/2 mile down a gravel drive, with scenic woods and wildlife. This accommodation sleeps up to 4 people + child Bedrooms have ceiling fans, new king bed in bedroom furnished in antiques Washer dryer * Low cleaning fee

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.

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.

Serene Sauna Retreat + Chefs Kitchen + Luxury Bath
The house is a short stroll to the waterfront or through the charming and historic Main Street. The kitchen is a chef's dream with marble and maple butcher block countertops, double oven, gas range, and a pot filler. Lounge on the wraparound porch, in the hammock, or on the porch swing. Paddle the York, Mattaponi and Pamunkey rivers in the 2 person kayak. Wineries nearby (Saudé Creek 7 mi, New Kent - 17 mi, Williamsburg - 28 mi) Short drive to Williamsburg & Busch Gardens 13 mi

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.

Couples Cottage with Hot Tub
Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Farm Stay - Guest Suite w/ Private Entrance
Ready to add some adventure (and a few new animal friends) to your Williamsburg trip? Stay at our cozy little homestead, where the coffee’s hot and the chickens are nosey. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. We also have goats and a couple of obnoxious geese to meet (if you want). Slow down, savor the countryside, and reconnect all while being only 15 minutes from Williamsburg.

Charming Cottage Historic Gloucester Main Street
Welcome to the Blue Crab in heart of historic Gloucester Main Street and Village! Walkable location close to restaurants, produce market, specialty gourmet market and a brewery. Recently renovated! Driving distance to Busch Gardens and historic Jamestown/Yorktown/Williamsburg, in addition to Machicocomo State Park, Beaverdam Park and Belmont Pumpkin Patch. We are a proud military family and welcome you to our home!

Rivah View
Relax by the "Rivah" in this remodeled three bedroom river view home located at 949 Teague Road, Lancaster, VA. Enjoy all the comforts & amenities of home while watching beautiful sunsets on the Rappahannock River. Our property is pet friendly. Private dock with fish light, boat ramp, and kayaks on site for guest use. Belle Isle State Park is located 2 miles from the property.
Popular amenities for West Point holiday rentals
Other great holiday rentals in West Point

Secluded beach front cottage on the Chesapeake Bay

Tiny Red Barn on The Reservoir-Near Williamsburg

The Yellow House: by Waterfront & Town Center

A "Bitt of Home" in the heart of Gloucester.

Cabin and Treehouse!

Rutledge on Pine Grove Farm

Welcome to the Vibe—Modern 3BR House on 10 acres

Crab Shack
Destinations to explore
- Plainview Holiday rentals
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Kings Dominion
- Greater Richmond Convention Center
- Water Country USA
- Buckroe Beach
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Cape Charles Beachfront
- Outlook Beach
- Libby Hill Park
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Colonial Williamsburg's Merchants Square
- Altria Theater
- Virginia Living History Museum
- Virginia Holocaust Museum
- Hampton University
- Forest Hill Park
- The National
- Children's Museum of Richmond
- Ingleside Vineyards




