House vacation rentals in Whispering Pines

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Top-rated house rentals in Whispering Pines

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Top guest favorite

The exterior of a two-story cottage is shown, featuring a white clapboard façade with dark roofing. A covered porch is seen at the front, furnished with a small round table and four chairs, surrounded by landscaping with young plants and mulch.

Home in Southern Pines

5 out of 5 average rating, 103 reviews

New 5 Bedroom Cottage on Pine Needles Golf Course

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Top guest favorite

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

4.99 out of 5 average rating, 192 reviews

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.

Top guest favorite

A comfortable living room features a flat-screen TV mounted on the wall, alongside a stylish electric fireplace. A blue sectional sofa and a dark gray loveseat provide seating options. Natural light enters through the window, accented by cheerful throw pillows and wall art.

Home in Southern Pines

4.93 out of 5 average rating, 181 reviews

The Pines - Cozy, Large Fenced Yard (Upper Unit)

Enjoy a quiet stay tucked back in beautiful pine trees, less than a mile from downtown So Pines! 10 minutes to Pinehurst resort, great patio and large fenced yard shared with the lower unit (pet friendly). This upper unit has a full kitchen, King bedroom with en suite bathroom, two Queen bedrooms, a second bath, an electric fireplace in the living room, and a private washer/dryer making this a perfect fit for a longer stay, too. This home has all the essentials for a great getaway!

Guest favorite

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

4.96 out of 5 average rating, 215 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 favorite

A cozy living area features a gray sofa and a light accent chair, complemented by a rustic wooden coffee table. Natural light pours in through two windows, and soft area rugs add texture to the floor. An artwork depicting a horse adds a charming touch.

Home in Downtown Southern Pines

4.95 out of 5 average rating, 110 reviews

Bourbon On Bennett, Bespoke Townhome in DTSP

Discover the perfect blend of personality and convenience at Bourbon on Bennett, a newly constructed gem in the heart of Downtown Southern Pines. Enjoy stylish furnishings, a fully equipped kitchen, and two spacious bedrooms with queen beds, including one en-suite bath. Just a short, easy walk to all the shopping, fine dining, cafes, restaurants, nightlife, and entertainment along Broad Street, Southern Pines. Enjoy the convenience of being right in the center of it all!

Top guest favorite

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, 270 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.

Top guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 803 reviews

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.

Guest favorite

The exterior of a cozy cottage is set within a lush green landscape, surrounded by tall trees. A white picket fence encloses the property, offering a sense of privacy. An inviting pathway leads to the front door, creating a charming entrance.

Home in Downtown Southern Pines

4.96 out of 5 average rating, 209 reviews

Charming Cottage in Downtown Southern Pines

Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful restaurants, shops and breweries Downtown Southern Pines has to offer, and only minutes from some of the country's best golf courses! This 2 bedroom 1 bathroom home has all you will need in this home away from home. Enjoy the outdoors out on your own private patio, walk around and take in the beautiful sights of this charming Southern town.

Top guest favorite

The entrance to the home is framed by tall pine trees, showcasing a well-maintained path leading to a welcoming front door. A modern gate and house number are visible, enhancing the overall appeal of the property.

Home in Southern Pines

4.97 out of 5 average rating, 189 reviews

Golfers’ Mid-Century Escape Minutes From Pinehurst

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

Top guest favorite

A cozy bedroom interior features a queen bed adorned with fresh linens and stacked towels. Natural light enters through a window, illuminating the warm-toned decor and subtle artwork above the headboard.

Home in Pinehurst

4.98 out of 5 average rating, 119 reviews

Cozy Pinehurst Retreat w/ Putting Green

Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. The house was recently remodeled and is well furnished, to make for a comfortable stay.

Top guest favorite

A charming white cottage is surrounded by a white picket fence and colorful autumn foliage. The front yard features various shrubs and potted plants, with sunlight filtering through the trees, highlighting the inviting exterior windows of the home.

Home in Downtown Southern Pines

4.98 out of 5 average rating, 107 reviews

Charming Retreat in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. This charming retreat is unique, eclectic and super cozy! Stay, enjoy and relax in the confines of which used to be a garage. This space features all brick floors, lots of windows with plantation shutters, books, a comfy bed, walk in tiled shower, kitchen and quite distinctive décor. Peruse the large selection of books and enjoy some reading during your stay.

Top guest favorite

A spacious living room features a comfortable leather sofa, accent chairs, and a round coffee table atop an area rug. Light enters through sliding glass doors, which are adorned with vertical blinds. Decorative plants and modern lighting complete the inviting space.

Home in Pinehurst

4.97 out of 5 average rating, 108 reviews

Isle of the Pines! 1 mi. from Village of Pinehurst

Isle of the Pines is a family owned home with lots of thought put into the experience we want to offer our guests. We pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so much more!. We want you to feel like you have walked into your home away from home!