Vacation rentals with outdoor seating in Pinehurst

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Top-rated outdoor seating rentals in Pinehurst

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Guest favorite

Farm stay in Vass

4.95 out of 5 average rating, 129 reviews

Peaceful Horse Farm Retreat

Anahata is a quiet farm retreat dedicated to peace and healing. You’ll stay in our Hunt Box - a spacious studio apartment over the barn with pasture view and fully equipped kitchen. There is space to roam and animals to greet. Please read the full listing prior to booking to ensure that this is the right place for you. For more pics, check out our Insta @anahatafarm. NO third-party bookings - please do not book this room unless you will be the one staying here. NO SMOKING. All are welcome here.

Jul 25 – Aug 1

R1,982 ZAR per night

Guest favorite

Condo in Pinehurst

4.94 out of 5 average rating, 194 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!

Jun 19 – 26

R2,329 ZAR per night

Guest favorite

Cottage in Southern Pines

4.96 out of 5 average rating, 278 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!

Dec 26 – Jan 2

R2,142 ZAR per night

Guest favorite

Home in Southern Pines

4.99 out of 5 average rating, 142 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!

Jan 25 – Feb 1

R2,768 ZAR per night

Guest favorite

Farm stay in Southern Pines

4.98 out of 5 average rating, 126 reviews

Finally Home Farm Bed and Barn

Bring your horse and your golf clubs! Welcome to Finally Home Farm Bed and Barn! A private 1 bedroom barn converted into a quaint cottage. Located on a peaceful farm just 2 miles from downtown Southern Pines, 1 mile from the back gate of Ft. Bragg and next to Weymouth Woods State Park, Finally Home Farm is the perfect place to explore all the Sandhills has to offer. *We are horse ($40) and dog friendly ($50) pet fee with Pre-Approval. Please include this info in your pre-booking.

Sep 2 – 9

R2,114 ZAR per night

Guest favorite

Guesthouse in Carthage

4.99 out of 5 average rating, 155 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.

Mar 27 – Apr 3

R2,614 ZAR per night

Guest favorite

Guesthouse in Southern Pines

4.97 out of 5 average rating, 213 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.

Jul 16 – 23

R1,965 ZAR per night

Guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 663 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.

Oct 16 – 23

R3,330 ZAR per night

Guest favorite

Condo in Pinehurst

4.96 out of 5 average rating, 121 reviews

Fairway Condo

This updated condo is located on the 17th hole fairway of the Pinehurst No. 5 Golf Course. It is perfect for golfers as well as travelers visiting Pinehurst area. It is minutes away by car to the Pinehurst Clubhouse and local restaurants. It features a 55 inch smart television in the living room, and a television and two double beds in each bedroom. It also features a custom built golf bag rack to keep your equipment safe and secure during the night.

Oct 11 – 18

R2,461 ZAR per night

Guest favorite

Condo in Pinehurst

4.99 out of 5 average rating, 103 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!

Aug 29 – Sep 5

R2,367 ZAR per night

Guest favorite

Condo in Pinehurst

4.96 out of 5 average rating, 193 reviews

Fairway to Heaven - 2BD 2BA Golf Front Condo

Welcome to Fairway to Heaven, located within walking distance of the Pinehurst clubhouse and 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 minute drive to the Fair Barn and Harness Track and a 10 minute drive to charming downtown Southern Pines.

Dec 5 – 12

R2,653 ZAR per night

Guest favorite

Guest suite in Southern Pines

4.9 out of 5 average rating, 344 reviews

Cozy Studio in Historic Downtown

In the heart of the historic district of Southern Pines sits this charming small, yet quaint & cozy self contained studio/efficiency which is attached to a 1930's bungalow. Just steps to our idyllic downtown. (Literally 1 block). Guests will have the entire studio for their private use. (bed, bath, kitchenette) Central heating and air with thermostat 1 bed / 1 bath. Private entrance. Street parking. 'Strict' No Smoking Policy

Nov 9 – 16

R1,823 ZAR per night