
Places to stay near Cypress Bend Vineyards
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Top-rated holiday rentals near Cypress Bend Vineyards
Guests agree: these stays are highly rated for location, cleanliness and more.

The Ace Cottage - Tiny-home Feel, Close to golf
Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and less than 15 min to the famous Pinehurst Resort. Features a King size Nectar bed, Fire TV, WiFi, shower with tankless water heater a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge w/ freezer, toaster oven, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

Unique 2 Acres Creekside Retreat in Hope Mills, NC
Unique efficiency suite completely remodeled as of November, 2020. This house is tucked away in a great neighborhood, making you feel like you are out in the woods on a private creekside retreat. You have 2 acres of creekside property all to yourself. Upgrades in the home include new stainless steel appliances, beautiful granite counters, gorgeous custom tilework in the bathroom, a fantastic covered deck overlooking the rear of the property and it is comfortably furnished and fully stocked.

Legacy Farms Leisure Area
We aren't a self check in stay & our normal check in hours are 3pm to 8pm since we are a working farm. If you are looking at booking a longer stay & a night seems blocked, please message me to confirm that the night is truly booked. Legacy Farms has a 23 foot RV in its own little area on a 43 acre horse farm. All kinds of farm animals & activities to enjoy. Peaceful getaway yet close enough to civilization to almost be "glamping." (Disclosure we are well water which can have a sulfur smell)

Hot Tub * King Bed * Putting Green * Amazing Golf
Welcome to The Stay and Play Retreat! We are centrally located just minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by many beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

Chauffeur’s Apartment on Historic Property
Enjoy the former chauffeur's quarters located on the grounds of our National Register of Historic Places property with access to the tranquil gardens of the Manor House. The kitchen is complete and the comfortable full-sized bed should provide a good night's rest. Downtown activities are within easy walking distance. There are multiple seating areas to enjoy the extensive gardens on the one acre grounds that are shared with the main property. We cannot host guests under the age of 16.

Cozy Studio in Historic Downtown
LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming small, yet quaint & cozy self contained studio/efficiency which is attached to a 1930's bungalow. Just steps to our idyllic downtown. (Literally 1 block). Guests will have the entire studio for their private use. (bed, bath, kitchenette) Central heating and air with thermostat 1 bed / 1 bath. Private entrance. Street parking. 'Strict' No Smoking Policy

3 bedroom country home close to Horse Park
Welcome to this charming, newly renovated 3 bedroom goat farm stay, seated on 20 acres. Marion Acres is conveniently located within 5 minutes of the Carolina Horse Park, and about 10-15 minutes from Southern Pines, Raeford, Aberdeen, and Pinehurst. This home is completely private, set back on the edge of Fort Bragg. Pets are welcome! Our location easily accommodates large vehicles and pull behind trailers. Experience all the comforts of home in our peaceful little farmhouse!

Modern 3 Bedroom and 2 Bath Retreat
A modern newly renovated home with personal touches in a quiet neighborhood located in Fayetteville. It's great for a walk or run. Approximately 5 minutes to Ft Bragg, 10minutes from Raeford, 25 minutes from I95 and 25 minutes to the airport. The house has three bedrooms all with queen sized beds. The kitchen is fully equipped for individuals who like to cook. The living room is equipped with a television and a roku. A washer and dryer is available for use in the garage.

Historic Southern Pines Carriage House
Just minutes from Pinehurst and only one mile from downtown Southern Pines, this Tudor Revival Carriage House keeps you close to golf and activities! Enjoy a peaceful setting surrounded by an acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Enjoy area golf courses or stop in when visiting Penick Village, the Carolina Horse Park or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO PARTIES.

The Knotty But Nice Treehouse of Pinehurst
Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

Water Oaks Cottage - Near Pinehurst Country Club
Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Golf Resort, Private Entrance, Bath & Kitchenette
This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.
Popular amenities for holiday rentals near Cypress Bend Vineyards
Apartment rentals with wifi

Cozy Golf-Front Condo 3 mins to PCC clubhouse

Entire Condo · Greenview Retreat · Walk to PCC

Greenside Getaway️! Walk to Clubhouse and Cradle!

To The Green On #17 - Studio w/ GREAT Golf Views!

The Lucky Lie - Entire Condo in Pinehurst

The Mulligan

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

* Top Rated - Guest Fave - Golf Front Condo *
Family-friendly house rentals

Country Escape Minutes from 95; Kid-approved

Little Yellow Cottage

Doodlebug Cottage ~ Pool + Hot Tub Oasis

NC Charm: Laurel Hill Hideaway

Comfortable Stay with Quick Highway Access

TheHiddenCottage/4m to I-95/Wheelchair Accessible

R&S Guest Suite Fayetteville/Fort Liberty

Pilot House in Downtown Raeford
Apartment rentals with air conditioning

Bunker on the Green - Golf Front #3/Walk to Cradle

Tee Time Retreat

Tanglewood Farm Horse Farm- The Fox Den Apartment

Captain’s Choice

Luxury Condo on Pinehurst #5

Downtown Southern Pines Studio Apartment

Belleview on Bennett, Heart of Downtown So Pines!

Horse farm apartment - 1 bedroom
Other great holiday rentals near Cypress Bend Vineyards

Deeply discounted weekly rates

Peaceful Horse Farm Retreat

Twin Oaks Den: Nurses, Mil, WFH & More!

Cozy Modern Spacious 1 BR - NURSES WELCOME!

Vista Pines • Updated Modern Stay, Great Location

Friendly Farmhouse

Finally Home Farm Bed and Barn

Green Cottage - Easy access to I-95 & UNC Pembroke




