Holiday rentals in Pinehurst

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Top-rated holiday rentals in Pinehurst

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Guest favourite

Cottage in Southern Pines

4.97 out of 5 average rating, 315 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

Home in Southern Pines

4.99 out of 5 average rating, 176 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!

Guest favourite

Apartment in Pinehurst

4.95 out of 5 average rating, 221 reviews

Golf-front Pinehurst condo! Great spot, very clean

The Sonder Condo is a clean, comfortable ground-floor condo in the heart of Pinehurst golf! It stands out with its well-stocked kitchen; cozy furnishings and decor; great views (the back porch faces Pinehurst #3), free parking and easy walkability. It's convenient to all of Pinehurst (the historic village, Fair Barn, harness track, resort, clubhouse, hospital) and just 10-15 minutes from downtown Southern Pines and Aberdeen. Stay a night or stay all season! We can't wait to host you.

Guest favourite

Apartment in Southern Pines

4.92 out of 5 average rating, 167 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

Guest favourite

Guest house in Carthage

4.99 out of 5 average rating, 184 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.

Guest favourite

Rental unit in Pinehurst

4.98 out of 5 average rating, 245 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.

Guest favourite

Apartment in Pinehurst

4.95 out of 5 average rating, 182 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.

Guest favourite

Apartment in Pinehurst

4.92 out of 5 average rating, 122 reviews

THE NEST, 2BDR 2BA, 2nd Floor, WiFi, Cable, Pool

Our condo is centrally located in the quiet and scenic Lakeview Condominium Community - only minutes away from Pinehurst Resort and CC and the charming Village of Pinehurst. Located on the second floor, this 2BR/2BA unit offers a very comfortable and restful stay. Whether you're taking in the gorgeous sunset from the balcony, a winding stroll through the community, or some down time at the private pool, our hope is that you find pleasure in every moment that you're here!

Guest favourite

Home in Pinehurst

4.98 out of 5 average rating, 721 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 favourite

Cottage in Pinehurst

4.93 out of 5 average rating, 269 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.

Guest favourite

Apartment in Pinehurst

4.99 out of 5 average rating, 127 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!

Guest favourite

Place to stay in Vass

4.98 out of 5 average rating, 106 reviews

Cozy Cottage On The Water

This memorable place is anything but ordinary. The Sandhills Roundhouse isn't just "at" the water, it's ON it! Lake front property with a beautiful view off the deck of the water, teeming with wildlife, and the newly renovated Woodlake golf course. Perfect for a peaceful vacation, romantic getaway, golf weekend, bird watching, and more! Close proximity to Fort Liberty (Bragg), Fayetteville, Pinehurst, Southern Pines, and Raleigh.