
Holiday rentals in Wakefield
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Top-rated holiday rentals in Wakefield
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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 .

Mason Manor - Downtown Smithfield next to WCP
Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

Green Door Escape
Forget your worries in this spacious and serene space. Enjoy a comfortable stay with a private entrance, separate from the main house, with parking at your front door. Privacy prevails! A comfortable home away from home. Access to a lush garden. Queen bed, private en-suite bathroom with shower. Fitted kitchen: Induction-stove ( two plate), Air-fry Microwave, Coffee maker, and Refrigerator. Crockery, cutlery, cookware and utensils, provided. Basic cleaning supplies. Linen changed weekly.

Cottage at Timberline Ranch in Smithfield Virginia
Relax on a private 30 acre horse farm. 8 miles from historic Smithfield, VA Spacious bedroom, double window with view of horse pastures. Room darkening drapes. Full length mirror with lighted makeup mirror, air purifier, ample sheets, blankets and pillows. Full kitchen like brand new and well stocked with necessities; cookware, dishes, paper products, spices. Large bathroom with ceiling heater, towel warmer, well stocked with towels and necessities. Washer and dryer, detergent supplied.

The Great Gatsby: Pink Flamingo Lounge Retreat!
Welcome to Gatsby's Pink Flamingo Lounge for a memorable stay! Unwind on swings, play the organ, and enjoy a variety of games in this spacious 4-bedroom, 2-bath home that comfortably sleeps up to 10 guests. Located near charming downtown Surry, our unique space features a fully fenced backyard for your furry canine companions. Outdoor activities include cornhole, Tubelox, darts, sprinkler and a baby pool. Handicap accessible with a ramp, this is a one-of-a-kind retreat you won't want to miss!

History Art and Nature-110 Acres of Ancient Forest
WILLIAMSBURG AREA, SURRY, VA. Lightwood Forest is a beautiful historic house nestled in 110 acres of private woodland preserve. Surround yourself with history, antiques, art and nature, and over two miles of private hiking trails winding through the ancient forest. A true hands-on historical experience surrounded by nature. Lightwood Forest is in rural Surry County, on the south side of the James River, a short, free car ferry ride from Williamsburg and Jamestown, which runs 24/7, all year.

Sugarshack
Want to getaway and enjoy the sounds of nature. My unique bungalow is on my beautiful farm in quiet Surry County located just outside Wakefield. But still minutes from the free Scotland ferry to Williamsburg and the industry here. This is a great valued stopover. Perfect for 2 romantic folks, or a close family member or a working person who just happens to be working here. We also have WiFi and a smart tv that’s perfect. Plus a very clean bathroom, shower and wash station very close by.

Rustic farmhouse-80 acres-Pond
Our newly renovated farmhouse that sits on 80 acres of land, overlooking two ponds that are fully stocked with fish for fishing. Our two story, open concept, house provides ample space for up to 9 people . Enjoy the downstairs with two living rooms, a full kitchen and two full bathrooms. The downstairs has two bedrooms (3 beds). The upstairs of the house is only opened when more than 5 guests are booked (additional fees apply). The upstairs has 2 additional bedrooms and a half bath.

The Nook
Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Chic Urban Living: 1BR in Kingsgate!
Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

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.

Western Branch Loft Suite
Enjoy your own space in this quiet studio located near Navy bases, hospitals, and the beach. It’s perfect for those looking for a little bit of peace while they are in the area for work, house hunting, visiting family or friends. This comfy guesthouse is in a safe neighborhood 5 minutes from grocery stores, restaurants, gyms, and highways to get around. Avoid the busiest traffic areas here while still being able to enjoy a day trip to the beach!
Popular amenities for Wakefield holiday rentals
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Destinations to explore
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- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- Pocahontas State Park
- Buckroe Beach and Park
- Brown's Island
- Jamestown Settlement
- Grandview Beach
- Royal New Kent Golf Club
- Outlook Beach
- Golden Horseshoe Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- James River Country Club
- Libby Hill Park
- Little Creek Beach
- Sarah Constant Beach Park
- Salt Ponds Public Beach
- The Poe Museum
- Hollywood Cemetery
- Science Museum of Virginia
- Gloucester Point Beach Par
- Kiskiack Golf Club




