Holiday houses in Pinehurst

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Top-rated holiday rentals in Pinehurst

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Guest favourite

Condo in Pinehurst

4.94 out of 5 average rating, 191 reviews

Pinehurst Golf-Front, A+ Location, Clean + Comfy

Welcome to The Sonder Condo, located in the heart of Pinehurst golf! This clean, comfortable condo stands out with its well-stocked kitchen; cozy bed, linens + furnishings; great golf views (the covered back patio fronts the Donald Ross-designed Pinehurst #3 course) + free parking. You'll have easy access to all areas of Pinehurst: historic downtown "village," Fair Barn + harness track, resort + clubhouse, FirstHealth hospital, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

21 – 28 June

$1,470 AUD total

Guest favourite

Cottage in Southern Pines

4.96 out of 5 average rating, 277 reviews

The Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable cottage! 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, bathroom with efficiency shower, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge with 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!

29 Oct – 5 Nov

$1,186 AUD total

Guest favourite

Home in Pinehurst

4.98 out of 5 average rating, 658 reviews

The Knotty But Nice Treehouse of Pinehurst

NOW ACCEPTING US OPEN 2024 RESERVATIONS! 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 unique rental 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.

7 – 14 Sept

$2,133 AUD total

Guest favourite

Apartment in Pinehurst

5.0 out of 5 average rating, 31 reviews

Captain’s Choice

With full renovations being completed in early March 2023, our condo is centrally located and only steps away from the golf course and just across the street from the Pinehurst Harness Track and Fair Barn. Take a leisurely stroll through The Cradle or drive a few minutes to the Pinehurst Resort, the Village and the Village Green for unique shopping, dining and entertainment. And finally, the charming communities of Southern Pines and Aberdeen are only a few miles away and are worth exploring!

3 – 10 Oct

$1,259 AUD total

Guest favourite

Home in Southern Pines

4.99 out of 5 average rating, 140 reviews

Restored 1920s 2BR Cottage w/Bikes-DWTN So Pines

Experience downtown Southern Pines in a stylish fully restored early-1900's cottage. This home is conveniently located 4 blocks (4 min walk) from Broad Street, where you will find all the shopping, restaurants, and bars. The cottage is 5 minute drive to several world-class golf courses (Mid-Pines, Mid-South, Longleaf, Pine Needles, Pinehurst No. 9, Talamore) just to name a few... and only 10 mins away from the Village of Pinehurst and Pinehurst No.2. Cruise like a local on the free bikes!

20 – 27 Dec

$1,852 AUD total

Guest favourite

Guesthouse in Carthage

4.94 out of 5 average rating, 258 reviews

Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. Remember life without cell phones and the internet? We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and minutes to downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

11 – 18 Nov

$1,133 AUD total

Guest favourite

Condo in Southern Pines

4.92 out of 5 average rating, 157 reviews

Relaxing in the Pines

Located 5 min from downtown Southern Pines (Broad St). A great place to stay for golfers, horse lovers, and others visiting to explore Pinehurst, Southern Pines and other surrounding areas. The large screened in porch off of the living room and dinning room which provides peaceful beauty and elegance. Two bedrooms and two full baths, this condo provides you with a wonderful opportunity for anyone wanting to relax and especially for golfers, horse lovers and others..5 PM Check in

23 – 30 Jan

$1,279 AUD total

Guest favourite

Guesthouse in Carthage

4.99 out of 5 average rating, 152 reviews

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large and friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, one queen bed and small fold out sofa. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee.

1 – 8 Mar

$1,647 AUD total

Guest favourite

Apartment in Pinehurst

4.98 out of 5 average rating, 215 reviews

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. If you want us to stock the refrigerator we will be glad to do so for a small fee.

11 – 18 Feb

$983 AUD total

Guest favourite

Condo in Pinehurst

4.94 out of 5 average rating, 149 reviews

Pinehurst Green - 2BD 2BA Golf Front Condo

Welcome to Pinehurst Green, located in the heart of Pinehurst golf! Our 2BD, 2BA condo is within walking distance of the Pinehurst clubhouse and the Village of Pinehurst. With a second story view on the Pinehurst #3 course, guests can enjoy hours of relaxation on the balcony overlooking the fairway, or stroll down to the historic Village for a cocktail, dinner or shopping. A 5 min drive to the Fair Barn and Harness Track and a 10 min drive to charming downtown Southern Pines.

5 – 12 Sept

$1,720 AUD total

Guest favourite

Home in Southern Pines

4.99 out of 5 average rating, 145 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!

6 – 13 Jan

$1,433 AUD total

Guest favourite

Cottage in Pinehurst

4.93 out of 5 average rating, 242 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.

2 – 9 Oct

$1,990 AUD total