Places to stay near Cypress Bend Vineyards

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Top-rated holiday rentals near Cypress Bend Vineyards

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Guest favourite
The entrance to a charming cottage is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the front door, while a gravel driveway guides visitors through vibrant shrubs and trees.
Cottage in Southern Pines
4.96 out of 5 average rating, 388 reviews

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!

Guest favourite
A serene creek flows gently through a wooded landscape, surrounded by colorful autumn foliage. Tall trees with vibrant leaves reflect on the water's surface, while lush greenery frames the scene, creating a peaceful natural setting.
Guesthouse in Hope Mills
4.97 out of 5 average rating, 364 reviews

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.

Guest favourite
A compact living area features a gray sofa positioned next to a wooden desk and a round blue rug. Light blue walls complement barn-style sliding doors that lead to a separate sleeping area. A wall-mounted TV and ceiling fan add functionality, while a framed photo of horses decorates the wall.
Tiny home in Parkton
4.84 out of 5 average rating, 137 reviews

Rural Paradise; 3 minutes off 95

Come make yourself at home in our rustic tiny home on 4 acres, nestled right next to an equestrian estate. Whether you’re looking for a country get away or quick highway stop off 95, this stay won’t disappoint! Enjoy a meal on the covered patio or walk the property to view the neighboring horses. Our tiny house features a separate bedroom with full bed, as well as a futon and a single inflatable sleeping mat. Prepare a quick meal with the kitchenette or outdoor grill and sit back and relax!

Top Guest favourite
Apartment in Laurinburg
4.98 out of 5 average rating, 517 reviews

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.

Top Guest favourite
A soothing hot tub is illuminated by soft blue lights, creating a calming ambiance. The surrounding area features a modern privacy screen, subtly highlighted by exterior lighting, enhancing the serene nighttime setting.
Home in Pinebluff
5 out of 5 average rating, 213 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We’re centrally located 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.

Top Guest favourite
The single-story farmhouse is illuminated by warm lighting against a night sky. The exterior features a welcoming front porch framed by shrubs and trees, with a sign of a basketball hoop on the side. The spacious lawn is visible, bordered by soft grass.
Farm stay in Raeford
4.97 out of 5 average rating, 122 reviews

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!

Top Guest favourite
A cozy sitting area is highlighted by a green sofa with accent pillows. A round wooden coffee table is positioned on a textured orange rug, while a colorful geometric wall provides a vibrant backdrop. A television and air conditioning unit are visible in the space.
Home in Southern Pines
4.97 out of 5 average rating, 229 reviews

Loft Cottage on Ridge Short & Extended Stays

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet close enough to walk to all the shops/restaurants downtown or the Weymouth Center for the Humanities. This loft unit has a private entrance from the top of the stairs with 1 bedroom (Queen) & 1 bath, a full kitchen, and shared laundry room downstairs in the back of the home. Unit features vintage kitchen! Come stay with us for a short stay or extended stay!

Guest favourite
A spacious living area features a large L-shaped sectional sofa in soft brown fabric, arranged on a patterned area rug with floral designs. A ceiling fan hangs above, and the adjoining kitchen can be seen in the background, equipped with dark wooden cabinets and stainless steel appliances.
Cottage in Pinebluff
4.92 out of 5 average rating, 231 reviews

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

Top Guest favourite
A modern living area features a gray sofa adorned with yellow pillows, complemented by two green accent chairs. A round coffee table sits atop a patterned area rug. Wall decor includes maps and a ceiling fan above enhances the airy ambiance.
Home in Fayetteville
4.98 out of 5 average rating, 292 reviews

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.

Superhost
The kitchen features a large wooden island with a rustic design, surrounded by modern white cabinetry and stainless steel appliances. Abundant natural light filters through multiple windows, highlighting the wood beams above and the warm, welcoming atmosphere. A cozy seating area is visible in the background.
Cottage in Pinehurst
4.91 out of 5 average rating, 318 reviews

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.

Top Guest favourite
A guest suite features two double beds with light blankets, positioned beside wooden headboards. Two bedside lamps provide soft lighting, and a small nightstand sits between them. Natural light filters through two windows covered with blinds, illuminating the carpeted floor.
Guest suite in Southern Pines
4.96 out of 5 average rating, 255 reviews

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.

Top Guest favourite
A well-maintained backyard features an inground pool surrounded by a manicured lawn. Red lounge chairs are positioned near the pool, while an inviting fire pit area with additional seating is set under the shade of nearby trees. Vibrant flowering bushes add color to the landscape.
Home in Southern Pines
4.94 out of 5 average rating, 180 reviews

Highland Hideaway/Pool & Fire Pit/$0 Cleaning Fee

Nestled in a peaceful neighborhood just a few miles from downtown Southern Pines and multiple world-renowned golf courses ⛳️ . A 3-bedroom / 2.5-bathroom home with a bonus room. Spacious open porches overlook an inground pool, perfect for those hot summer days, and a fire pit, perfect for relaxing during the evenings. This home is also a short drive to Fort Liberty and surrounding hospitals.

Popular amenities for holiday rentals near Cypress Bend Vineyards