Vacation rentals in Pinehurst

4.97 out of 5 average rating, 159 reviews

The exterior of a rustic cottage is framed by a large tree, with a well-kept lawn and flower beds. A paved pathway leads to the front porch, where seating is arranged under the shelter of the roof, inviting guests to enjoy the outdoors.

Cottage in West End

Juniper Pines Cottage

A very nice place to stay! Nestled in a peaceful, yet convenient area near Pinehurst "home of golf", North Carolina, our cottage invites the traveler to a pleasantly rustic setting. Built in 1943, our lovely cabin is completely renovated and filled with country charm. ATTENTION!!! PLEASE READ THIS & HOUSE RULES BEFORE SENDING INQUIRY. *PROFILE VERIFICATION MUST INCLUDE GOVERNMENT ID (ie, state issued license) *FOR THE HEALTH & SAFETY OF ALL GUESTS, WE MAINTAIN A NO PETS, NO EXCEPTIONS POLICY.

Cottage in Southern Pines

A charming tiny cottage features a covered porch with steps leading to an intricately designed stone patio. Surrounding landscaping includes mature greenery and carefully placed decorative shrubs. A grill is positioned nearby, providing additional outdoor cooking options in a serene setting.

4.96 out of 5 average rating, 355 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!

A screened back porch is visible through sliding glass doors, featuring two black chairs positioned for comfort. The view beyond showcases a well-maintained grassy area, framed by trees, offering a peaceful outdoor setting.

4.95 out of 5 average rating, 239 reviews

Guest Favorite Condo w/ Golf Views! Clean + Comfy

Welcome to your cozy Pinehurst retreat! Whether you're here for a golf tournament, a quick getaway or a longer stay, this clean, comfy ground-floor condo is a great home base. Enjoy a well-stocked kitchen, inviting furnishings + a screened porch with fairway views - perfect for morning coffee or evening wine! It's very close to the historic Village with shops + dining, plus the fair barn, harness track + Pinehurst resort/clubhouse. With its peaceful, well-located setting, it's a guest favorite!

Guesthouse in Southern Pines

The Tudor Revival Carriage House is set amongst tall Longleaf Pines, with warm lighting emanating from its windows. The structure features a gravel driveway, dual garage doors, and is complemented by lush greenery around its perimeter.

4.98 out of 5 average rating, 241 reviews

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.

A rustic centerpiece is displayed on a table, featuring a tall blue glass vase filled with fluffy cotton branches. An antique-style birdcage and a decorative candle holder rest on a wooden slab, all set against large windows that frame a serene outdoor view.

4.98 out of 5 average rating, 783 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.

4.92 out of 5 average rating, 295 reviews

An inviting entrance is showcased, featuring a framed porch with two wooden benches and a lantern overhead. The front door stands open, revealing a glimpse of the interior. A stone pathway leads up to the porch, bordered by greenery.

Cottage in Pinehurst

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.

Guest suite in Southern Pines

The image showcases a wooden dock leading to a serene lake surrounded by dense greenery. The calm water reflects the overcast sky, with lily pads visible on the surface. Trees line the shore, contributing to the tranquil natural setting.

4.96 out of 5 average rating, 245 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.

4.99 out of 5 average rating, 277 reviews

A wooden gate labeled 'Sonne Garten' serves as the entrance to a private walkway. The pathway is lined with trees and shrubs, providing a shaded and welcoming atmosphere. The ground is covered in gravel, leading towards the main entrance of the property.

Apartment in Pinehurst

Pinehurst #6 Garden Getaway

A warm welcome to our cozy 1 BR/1 BA apartment in the Pinehurst #6 community. It has a queen bed and a queen sofa bed if needed. We are close to the Village of Pinehurst and dozens of amazing Golf courses. We are less than 2 miles from First Health Moore Regional Hospital. Nearby you can enjoy shopping, dining, 4 local breweries and a winery. We also offer housekeeping for only $ 10 a day. PLEASE LET ME KNOW, when booking IF YOU NEED THE SECOND BED.

Guesthouse in Downtown Southern Pines

A narrow hallway is seen, featuring rustic brick flooring and a partially open door revealing a small bathroom. A round mirror and sink are visible, accented by soft lighting. The walls are painted in neutral tones, contributing to the cottage's cozy aesthetic.

4.95 out of 5 average rating, 506 reviews

Quaint Cottage Refuge in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this cozy eclectic 1930's cottage. Guests will have the entire cottage for their private use. This cottage is filled with unique & eclectic furnishings. Come, stay and enjoy! Spend time on the private screened in porch. Grab a book and relax in the hammock. Central HVAC 1 bed / 1 bath / 1 sofa bed Strict 'No Pet' policy.

The kitchen features white cabinetry and a light countertop, complemented by a subway tile backsplash. Stainless steel appliances are visible, including a coffee maker and a sink with a modern faucet. A tray of snacks and bottled water are neatly arranged on the countertop.

4.99 out of 5 average rating, 148 reviews

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

PERFECT LOCATION - only a 5 minute walk to the Pinehurst Golf Clubhouse! "To The Green On #17" is a second-story studio condo perfectly located on hole #17 of Pinehurst No. 3 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy yet luxurious finishes combined with an excellent location make this studio condo perfect for a weekend golf getaway or an extended stay!

A modern living area features two plush armchairs flanking a contemporary electric fireplace. A flat-screen TV is mounted on a textured white wall behind the fireplace, which radiates a soothing blue and purple glow. A stylish ottoman occupies the center of the space.

4.99 out of 5 average rating, 108 reviews

The Lucky Lie - Entire Condo in Pinehurst

Come relax at the luxurious Lucky Lie! This beautifully renovated studio condo is located just off the beaten path on Pinehurst No. 3, but still perfectly situated for an easy approach into downtown Pinehurst and the surrounding Sandhills. Unwind after your rounds on the porch over looking No. 3, 16th fairway, relax in front of the electric fireplace, or knock out some work in the dedicated workspace, the Lucky Lie has what you're looking for!

The well-equipped kitchen features granite countertops, white cabinetry, and a black dishwasher. Natural light is provided by a window above the sink, with a view of the outdoor space. A dining area with a dark wood table and blue upholstered chairs is visible in the background.

4.98 out of 5 average rating, 110 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.

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Popular amenities for Pinehurst vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Pinehurst

A charming cottage with a white exterior is framed by tall trees and a gravel driveway. Dark shutters and an arched entryway emphasize the architecture. A welcoming staircase leads to the entrance, surrounded by landscaped mulch and bushes.

5 out of 5 average rating, 50 reviews

NEW BUILD Golf Cottage-Perfect for Couples/Family

A modern bathroom features glossy green tile walls, providing a refreshing ambiance. A white toilet is positioned next to a light marble countertop. The shower area is showcased with hexagonal floor tiles and a sleek gold faucet, enhancing the contemporary design.

5 out of 5 average rating, 96 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

A spacious dining area is showcased with a sturdy wooden table at its center, surrounded by comfortably upholstered chairs and a bench. Large windows framed by light curtains provide ample natural light and views of the outdoors.

4.96 out of 5 average rating, 25 reviews

Treehouse Retreat on Pinehurst Golf Course

The exterior of a two-story condo is shown, featuring brown siding and a set of stairs leading to a second-floor entrance. Surrounding greenery includes well-maintained shrubs and trees. The area is neatly landscaped with pine straw covering the ground.

4.98 out of 5 average rating, 46 reviews

Fore on No. 5

An open living and dining area features high, vaulted ceilings supported by wooden beams. A brick fireplace is centered on the wall, accompanied by cozy seating arrangements on a plush area rug. A dining table is set with decorative accents, and large windows offer natural light.

4.96 out of 5 average rating, 57 reviews

Ivy Kirk Cottage in the Village of Pinehurst

The front porch features two rocking chairs positioned beside a front door framed with large glass panes. A welcome mat lies at the entrance, while a brick pathway leads to the door, enhancing the inviting approach.

5 out of 5 average rating, 72 reviews

Cheerful Eclectic Pinehurst home

Superhost

4.75 out of 5 average rating, 16 reviews

The McCaskill Cottage in the Village of Pinehurst!