Vacation rentals in Shacklefords

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Top-rated vacation rentals in Shacklefords

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

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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
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, 133 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, 120 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, 142 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
Two classic white Adirondack chairs are positioned on a grassy bank overlooking the calm water of the Rappahannock River, framed by gently swaying trees. The sky displays a soft transition of colors as the sun sets, creating a serene and inviting view.
Home in Locust Hill
4.97 out of 5 average rating, 154 reviews

Waterfront Cottage Getaway Views/Kayaks/Fire Pit

A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

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, 310 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
A vibrant sunset paints the sky in shades of orange and pink, casting reflections on the water. Silhouettes of a dock and surrounding trees create a serene waterfront scene, highlighting the natural beauty of the location.
Home in North
5 out of 5 average rating, 105 reviews

The Llama House

Located half-way between Mathews and Gloucester on the beautiful North River with views of the Mobjack Bay, New Point Comfort Lighthouse and Gloucester Point. The ideal spot for anyone needing to reconnect with someone, nature, or themselves. Enjoy fishing, crabbing, kayaking, playing corn hole, birdwatching, napping in a hammock, sipping wine, grilling out, amazing sunsets, listening to old records, playing the ukulele, and other simple pleasures of days gone by.

Top guest favorite
Guesthouse in Williamsburg
4.97 out of 5 average rating, 395 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

The Freedom Cottage is a charming little cottage comfortable for four can fit 5 with the sofa bed. You're minutes away from Freedom Park, The Premium Outlets, Jamestown Settlement and 15 minutes from Colonial Williamsburg, Busch Gardens and Water Country. The Williamsburg Winery is also well within reach of our home! Our place offers maximum utility and privacy! We ensure to sanitize every surface, wash every towel and replace every sheet after each guest.

Top guest favorite
An aerial view captures the charming waterfront home positioned gracefully by the Piankatank River. The exterior features a well-maintained landscape with a pathway leading to the entrance and visible outdoor seating. The surrounding trees provide a lush backdrop and a sense of tranquility.
Home in Gloucester
4.97 out of 5 average rating, 108 reviews

Charming Waterfront Home on Piankatank River!

Amazing waterfront home on the Piankatank River in Gloucester, VA! This one level 1400sf cottage has 3 bedrooms, 2 full baths, a sun room with sweeping views, screened porch, living room with wood burning fireplace & large smart TV, fully stocked kitchen, waterside decks, a terrific fire pit, spacious dock with amazing sunsets AND sunrises, eagles overhead, kayaks and more! Want to bring your boat? There's a community boat ramp 1 minute away.

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, 222 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, 294 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 farm, where the coffee’s hot, and the chickens absolutely want to know all your secrets. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. Bonus: we have goats and a couple of obnoxious geese. Fresh air, curious critters, and total relaxation—all just 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, 148 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

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 Shacklefords vacation rentals