
Holiday rentals in Courtland
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Top-rated holiday rentals in Courtland
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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.
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Glenn's Place-Mins from I95-2 bedrooms-Spacious
Welcome to Glenn’s Place, a spacious downstairs 2-bedroom apartment Just minutes off I-95, it’s a perfect midway stop for travelers. Enjoy comfy beds, vintage charm, and eclectic touches that feel like visiting grandma’s house. Pets are welcome, and early check-ins are often available The apartment is roomy, relaxed, and full of character with everything you need for a comfortable stay. Ideal for travel nurses, contractors, and extended-stay professionals. Weekly and monthly discounts available.
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THE VINE—4 Bedrooms
Bring the whole family to this great place with lots of room. It boast of old world charm and character with a touch of today's conveniences. Visit Historic Downtown Franklin with shops, restaurants and the scenic Blackwater River at Barrett's Landing; all within walking distance. More restaurants & retail shops less than a mile away. Explore our beaches, botanical gardens, outlet malls, amusement & water parks within 45 mins to 1-1/2 hour drive. Lastly, have fun and enjoy. You deserve it!
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The Little House on Park Avenue
Our cottage is a quiet get-away. Sit on the front porch and enjoy the birds and a cup of coffee. Small kitchen provides everything you may need for your stay, including a local yummy treat. A desk in the bedroom gives you a place to work while others in your group utilize the spaces in the living room or dining room. You can leisurely stroll by the Ruritan Park to Studio 32 Gallery and Gift shop on weekends. In 10 minutes drive to Merchants Millpond State Park. Historic Edenton only30 minutes.
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Cozy Farm Cottage with Horses, Fire Pit, & Trails
Escape to Timberline Ranch, a 30-acre horse farm near historic Smithfield. Horses and goats are visible from multiple windows. Your bedroom is cozy with room-darkening drapes, plenty of blankets and pillows. The kitchen is well stocked. Coffee station stocked and to-go cups. Bathroom has a ceiling heater, towel warmer, essentials. W/D with detergent. Step out to the front porch rocking chairs, fire pit (wood incl), and picnic table. Explore trails, follow the creek, and hunt for hidden gnomes.
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History Art and Nature-110 Acres of Ancient Forest
WILLIAMSBURG AREA, SURRY, VA. CELEBRATE AMERICA'S 250TH by living in the historic family home of a Revolutionary War soldier! 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. 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.
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HOME AWAY FROM HOME FRANKLIN VA
(2) PEOPLE / INDIVIDUALS ONLY (NO PETS) NO SMOKING, VAPING INSIDE. NO SMOKING OF ANY KIND!!! NO INCENSE, SAGE OR OIL OF ANY KIND!! ($350.00 -$500.00 No Smoking FEE) Great space for RELAXING. Nice quiet area not far from town. Restaurants and shopping 5 miles from location. VERY CLEAN, Wifi, Netflix. TV in living area and bedroom area (Queen Bed). ($300.00+$500.00 NO SMOKING FEE) NO PETS, SMOKING, VAPING OR BURNING OIL, SAGE OR INCENSE OF ANY KIND!!!!!!! NO REFUNDS FOR EARLY CHECK- OUTS!!!
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Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!
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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.
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Fortsville Plantation
Beautiful historical home sets on 5 acres - overlooking 100+ acres of farmland. If you’re looking for the perfect getaway, here you go! Fortsville is a Plantation home located near Grizzard, Sussex County, Va. Its present form consists of a two-story, three bay, front gabled central section flanked by one-story, two bay wings, with a center section extension completed in 1792. Come enjoy your stay at a historical home that is amazing! No parties allowed on this property
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Radiant Rest Farmhouse
Situated on a century-old family farm, this charming farmhouse has everything you need and nothing you don’t. Unplug, rest & recharge, enjoy the large back yard with the horizon of wide-open fields surrounding, and the stars above at night. Come & slow down, enjoy your coffee on the porch, watch the sun rise & set, and find out what a visit to the farm can do for you! Just outside of town and close to Chowan University, a perfect balance of quiet and convenience.
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Cute 1-bdrm tiny house in the country w/firepits
Enjoy the sounds of nature at this Studio-style Tiny House with heat for wintry nights and air conditioning. Tiny House features a kitchenette with a mini fridge, microwave, portable electric stove, coffee pot and grill. Plus a kitchen sink and running deep well water. Relax on the porch. This sleeps 2 privately and with a full size bed and a sleeper sofa. Inside you will find a new toilet for your convenience, plus a outdoor bathroom, shower and wash station.
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Popular amenities for Courtland holiday rentals
Other great holiday rentals in Courtland

Trackside Retreat
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Home in Severn
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Lakefront Haven | Sunroom, Deck, Near Hospital
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Sowell Homeplace NO PETS!
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Cozy country home-away from home.
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Cabin + Fire Pit + Stocked Catch Release Pond
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The White House On Union Street
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Peggy’s Little Ranch House
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Destinations to explore
- Philadelphia Holiday rentals
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- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- Jamestown Settlement
- Outlook Beach
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- Town Point Park
- Nauticus
- Chrysler Museum of Art
- Hampton University
- Virginia Living History Museum
- Fort Monroe National Monument
- USS Wisconsin (BB-64)
- Sandy Bottom Nature Park
- Chrysler Hall
- The NorVa
- Newport News Park
- Willoughby Beach
- American Revolution Museum at Yorktown
- Hampton Coliseum





