Holiday rentals with outdoor seating in Pinehurst

A warmly colored dining area is highlighted by a large round table surrounded by eight black leather chairs. Natural light enters through tall arched windows, complementing the rich orange walls and decorative white wainscoting. A classic chandelier hangs above, adding elegance.

4.98 out of 5 average rating, 168 reviews

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

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.

5 out of 5 average rating, 127 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.

The living area features a comfortable gray couch with orange and gray accent pillows, paired with an accent chair in a geometric pattern. A rectangular coffee table sits on a soft area rug, illuminated by soft lamp light and natural light from the window.

4.99 out of 5 average rating, 159 reviews

Long Drive On No. 5 - 1BR Condo, GREAT Golf Views

Renovated, centrally located condo in Pinehurst - only a 10 minute walk to the Pinehurst Golf Clubhouse! "Long Drive On No. 5" is a newly renovated, second-story one-bedroom condo perfectly located on hole #16 of Pinehurst No. 5 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy & luxurious finishes combined with an excellent location make this condo perfect for a weekend golf getaway or an extended stay!

4.95 out of 5 average rating, 273 reviews

- Guest Favorite - Peaceful Pinehurst Golf Condo

Welcome! This clean, cozy ground-floor golf-front Pinehurst condo is ideal for golf trips, weekend excursions, longer visits, even staycations. Enjoy a well-stocked kitchen, comfortable furnishings, and a screened porch with peaceful fairway views - perfect for morning coffee or evening wine! Super close to the Village, prime dining and shops, the Fair Barn, harness track and Pinehurst Resort; just 10–15 minutes to Southern Pines and Aberdeen. Quiet, walkable and a perennial guest favorite!

4.95 out of 5 average rating, 155 reviews

A dining area features a wooden table surrounded by four chairs, set against a white brick wall with decorative letters spelling 'EAT.' Built-in cabinetry and a small wine cooler are present, contributing to the open and bright space illuminated by natural light from the window.

Villa in Pinehurst

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

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.

4.97 out of 5 average rating, 145 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. It was recently remodeled, is well furnished, and we are constantly striving to upgrade and improve the space to make for a comfortable stay!

A modern farmhouse is presented, featuring a welcoming white exterior paired with natural stone accents. Large windows enhance the exterior, and a covered porch with a railing invites relaxation. Lush green landscaping surrounds the house, offering a peaceful and spacious setting.

4.99 out of 5 average rating, 106 reviews

5 BR ModernNew Build - 5 mins to Golf w/ Game Room

Located in Village Acres, just 1 mile from Pinehurst Resort, this brand-new home is a one-of-a-kind experience. This family-friendly home is equipped with everything you could need to enjoy all that Pinehurst has to offer. -5 Bedrooms, 3.5 baths, 8 total beds (2 king beds) -Dogs are welcome! -5 TVs in the house -High-speed WiFi -Keyless entry -Fully equipped state of the art kitchen -Complimentary coffee -Ping Pong Table -Poker Table -Travel Crib -Weber BBQ Grill - Work space

An aerial view captures the Greenside Getaway's proximity to Pinehurst's golf courses. Surrounding trees provide a lush backdrop, while visible golf paths indicate convenient access. The layout highlights the condo's location relative to nearby amenities, enhancing the overall sense of accessibility and leisure.

4.98 out of 5 average rating, 127 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

Welcome to the Greenside Getaway. This ground floor condo is located 60 yards from the 16th green of the Pinehurst #5 Course. A+ location! Walk to The Cradle, Clubhouse, Village Square and the Fair Barn. Enjoy your favorite beverage while enjoying the view from the back patio that provides NonStop golf action! You can see 4 holes of Pinehurst courses! 4 Full beds with gel memory foam mattresses. The kitchen is fully stocked with everything you need! Pet Friendly!

4.96 out of 5 average rating, 112 reviews

Golfers Getaway Pinehurst Modern 3 Bedroom House

It’s a beautiful day in Pinehurst! Come stay at our Golfers Getaway and enjoy everything this beautiful village has to offer. Whether you’re in town for the world-class golf or perhaps visiting family, our home has everything you need for a luxurious, comfortable stay. Located a mere 5 minute drive from the Pinehurst Country Club, as well as the Pinehurst Village shops and restaurants. The leisure choices in Pinehurst are endless. We look forward to welcoming you.

A spacious living area features a gray sectional sofa with colorful cushions, complemented by a wooden coffee table. Floor-to-ceiling windows admit natural light, while the wood flooring adds warmth to the room. A dining area is visible in the background.

4.98 out of 5 average rating, 857 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.

A spacious studio is illuminated by natural light, featuring two large beds with plush bedding. A comfortable seating area is positioned near a window, with views of the lush outdoors. Modern furnishings and a breakfast bar complement the inviting layout of the space.

4.97 out of 5 average rating, 145 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!

A comfortable living room features a brown leather sofa, black-accented chairs, and a rustic coffee table on wooden flooring. Golf-themed decor is displayed on the wall, while light enters through nearby windows, enhancing the welcoming ambiance.

4.99 out of 5 average rating, 179 reviews

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Enjoy your stay at a fully renovated 2BR/2BA condo right across from Pinehurst's historic Fair Barn and Harness Track. Situated on No. 5, a short approach shot from the Pinehurst Clubhouse, the Duffer's Drop has everything you need for your golf getaway. Relax on the porch overlooking No. 5, work on your culinary skills in the beautiful kitchen, or just catch some rest between rounds. The Duffer's Drop is the exactly what you're looking for!

Popular amenities for Pinehurst outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

An inviting hot tub with soft blue-green lighting is positioned under a covered patio, surrounded by comfortable seating. A fire table emits a warm glow in the background, creating a serene atmosphere for relaxation. Soft curtains frame the area, enhancing the privacy.

4.92 out of 5 average rating, 105 reviews

SoPi Oasis | Hot Tub | Fire Pit | Game Room | Pets

A spacious outdoor area features a game table set with large red, white, and blue Connect Four and Jenga-style games. The background showcases a wooden fence and tall trees, providing a natural setting for leisurely entertainment.

4.98 out of 5 average rating, 122 reviews

Perfect golf getaway - quick drive to all courses

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.

4.98 out of 5 average rating, 92 reviews

Ivy Kirk Cottage in the Village of Pinehurst

A modern kitchen features gray cabinetry and marble countertops, creating a clean and sophisticated look. Three wooden stools are arranged at the island, and stainless steel appliances complement the room. Soft lighting highlights the elegant backsplash tiles, contributing to an open and inviting atmosphere.

5 out of 5 average rating, 35 reviews

Banjos Golf Retreat- In the heart of Pinehurst!

A cozy living room features a leather sofa complemented by colorful cushions. A wooden coffee table is set on a light area rug, with decorative items arranged on top. Dark green walls provide a backdrop for wall art and plants, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 113 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

A welcoming entryway features a decorative wreath on a teal door. A console table with a mirrored surface is flanked by two blue and white lamps. Light wood flooring complements the beige walls, leading to an open view of a kitchen area through a doorway.

4.89 out of 5 average rating, 140 reviews

The Chatham House

A small outdoor patio is presented with a round table and four black metal chairs. Lush greenery surrounds the area, providing a calm setting. The exterior of the cottage is gray, complemented by a dark front door and a welcoming pathway leading to the entrance.

4.96 out of 5 average rating, 226 reviews

Charming Cottage in Downtown Southern Pines

The exterior of a spacious house is surrounded by tall pine trees, featuring a combination of stone and siding. A welcoming front porch with columns leads to a central entrance. Lush landscaping includes colorful plants and manicured lawns, providing an inviting approach.

4.87 out of 5 average rating, 107 reviews

The Mulligan House in Pinehurst!!!

Apartment rentals with outdoor seating

5 out of 5 average rating, 58 reviews

A spacious outdoor pool is surrounded by a chain-link fence, with several lounge chairs arranged along its perimeter. Lush green grass and trees frame the area, while multiple buildings can be seen in the background, contributing to a serene environment.

Apartment in Carthage

Golf Getaway, 5 miles to Pinehurst

A comfortable sitting area includes a gray sectional sofa paired with a round coffee table, adorned with small decorative items. Natural light enters through patio doors leading to a private garden. A queen bed with a light coverlet is positioned nearby, enhancing the cozy ambience.

4.98 out of 5 average rating, 321 reviews

Pinehurst #6 Garden Getaway

Superhost

Golf Front Studio in the Heart of Pinehurst

Apartment in Southern Pines

A cozy living area is presented, featuring two tan accent chairs and a dark sofa. A wood coffee table is centered on a patterned rug. The kitchen area includes a bar with two brown stools, equipped with modern appliances and tasteful decor.

4.97 out of 5 average rating, 202 reviews

Boutique-Style Pet-Friendly Horse Farm | Fox Den

A comfortable living area showcases a light gray sofa adorned with blue pillows, accompanied by a black chair. A decorative coffee table sits on a patterned area rug. Natural light floods the space through large windows, highlighting a cozy electric fireplace and contemporary artwork on the wall.

5 out of 5 average rating, 95 reviews

Captain’s Choice

Apartment in Southern Pines

A modern living area features a stylish leather sofa and a circular mirror, enhancing the space with a contemporary design. A sleek bench with a brown leather accent chair complements the room, while decorative elements such as potted greenery add a touch of warmth.

5 out of 5 average rating, 31 reviews

Slate at The Shire 255 - Unit C - Downtown!

Apartment in West End

5 out of 5 average rating, 4 reviews

Private Retreat Near Pinehurst | King Bed + Porch

A welcoming living area features a light-colored sofa and two patterned armchairs arranged around a wooden coffee table. A neutral area rug covers the hardwood floor, and a fireplace provides a focal point. Natural light enters through a window with soft drapes.

4.8 out of 5 average rating, 5 reviews

Great Golf Getaway - Pinehurst

Condo rentals with outdoor seating

5 out of 5 average rating, 24 reviews

Golf Stay on Fairway Pinehurst #3 | Walk to Cradle

The exterior of a two-story condo is shown, featuring wooden siding and a welcoming entrance. A set of stairs leads to the upper level, flanked by healthy greenery and flower pots. The surrounding area is shaded by tall trees, creating a serene atmosphere.

4.89 out of 5 average rating, 135 reviews

3BD 2BA Condo on Golf Course

4.91 out of 5 average rating, 102 reviews

Golf-front gem in beautiful Pinehurst, NC!

4.98 out of 5 average rating, 60 reviews

Fairway Condo Walk to Village | King Bed

A modern living area is featured with large windows allowing natural light and views of the surrounding trees. An 85" flat-screen TV is mounted on the wall, complemented by a comfortable seating arrangement. A round coffee table sits at the center, creating a cozy atmosphere.

4.91 out of 5 average rating, 69 reviews

Pinehurst Pick of the Pines

A bright living room features a 75-inch smart TV mounted on the wall, displaying a golf event. Comfortable gray chairs are arranged around a dark wood coffee table, next to a round dining table. Sliding glass doors lead to a covered patio with outdoor seating.

4.94 out of 5 average rating, 90 reviews

Updated 2 Bed 2 Bath Golf Course Front Condo no. 5

A glass-top table features two bottles of water and a green beverage, accompanied by a bouquet of yellow tulips in a vase. A decorative sign reading 'relax' is also displayed, with a view of the lush golf course and trees in the background.

4.92 out of 5 average rating, 85 reviews

Legends & Masters | Walk to Pinehurst Clubhouse |

A bright living room features a cream-colored sofa with decorative pillows, accompanied by a green accent chair. A glass coffee table is centrally placed on a light rug, and a television is mounted on a stand. Natural light enters through large windows with sheer drapes.