Vacation rentals in West Point

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Top-rated vacation rentals in West Point

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Top guest favorite
The dining area features a wooden table surrounded by metal chairs, set near a sliding glass door leading to a deck. A centerpiece of purple flowers adds a touch of color. Modern light fixtures hang above, providing ample illumination.
Home in Charles City
4.98 out of 5 average rating, 117 reviews

Cap 2 Cap Cottage VA Capital Trail Charles City

Cap 2 Cap Cottage - Rural oasis awaits in a NEWLY RENOVATED COTTAGE on 6 acres. 52 mile Virginia Capital Trail (Jamestown - Richmond) is only 3/10 of a mile away.Primary suite w/ 1 King bed. Add'l bedroom w/ 1 Queen bed. 2 full baths. Great Wifi, Smart TV, fully equipped kitchen, private deck. Fantastic restaurant/brewery Indian Fields Tavern is 3 miles away. Perfect stay for cyclists ,history lovers or just unwinding. NO Smoking or parties. Colonial Williamsburg 24 miles, Richmond is 30 miles .

Guest favorite
Guesthouse in Gloucester County
4.97 out of 5 average rating, 197 reviews

Modern Cabin w/ Hot Tub, Fire Pit, Creekside 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 favorite
A red, two-story cottage is set among trees, showcasing a welcoming front porch. Adjacent to the entrance, two blue chairs are positioned on a brick patio. Lush greenery surrounds the property, contributing to a serene environment.
Farm stay in New Kent
4.98 out of 5 average rating, 181 reviews

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.

Top guest favorite
A brick planter with lush green foliage is displayed alongside a vibrant yellow flower arrangement. A sign with the number 18920 is prominently featured, set against a backdrop of dense trees, contributing to a serene and natural environment.
Guesthouse in Barhamsville
4.9 out of 5 average rating, 193 reviews

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!

Top guest favorite
A view through a multi-pane window reveals a serene landscape with trees and a winding gravel path. Scattered leaves cover the ground, while a lamp gently illuminates the outdoor space, enhancing the natural surroundings.
Barn in Providence Forge
4.98 out of 5 average rating, 121 reviews

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

Top guest favorite
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, 135 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.

Guest favorite
Home in West Point
4.88 out of 5 average rating, 121 reviews

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

Top guest favorite
A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.
Cottage in Lanexa
4.97 out of 5 average rating, 146 reviews

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.

Top guest favorite
An aerial view captures the riverfront A-Frame home surrounded by lush greenery. The spacious deck extends toward the water, showcasing a blend of natural beauty and modern architecture under a soft, early evening sky.
Home in Charles City
4.99 out of 5 average rating, 313 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Top guest favorite
The Gothic Revival-style cottage is showcased from its charming exterior, featuring large arched windows and a welcoming front porch. Two wooden chairs sit invitingly on the porch, complemented by seasonal decorations. Surrounding trees provide a sense of tranquility within the peaceful setting.
Cottage in Irvington
5 out of 5 average rating, 226 reviews

Peaceful Haven: nature & charming town

Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen.

Top guest favorite
A cozy bedroom features a spacious bed adorned with a floral quilt. Nightstands with lamps sit on either side, offering soft lighting. Artwork in warm tones is displayed on the walls, complemented by a vintage mirror above the headboard. A comfortable seating area is visible in one corner.
Farm stay in Toano
4.95 out of 5 average rating, 306 reviews

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.

Top guest favorite
A serene outdoor seating area is nestled among colorful autumn leaves, with four adirondack chairs arranged around a wooden platform. The setting sun casts a warm glow over the peaceful view of Bland Creek and the marsh, enhancing the natural beauty of the landscape.
Guesthouse in Gloucester
5 out of 5 average rating, 154 reviews

The Bluebird — Waterfront, Pool, Dock & Firepits

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Popular amenities for West Point vacation rentals