Vacation rentals with outdoor seating in Pinehurst

4.95 out of 5 average rating, 275 reviews

Guest Favorite! Clean, Quiet Pinehurst Golf Condo

Welcome to Pinehurst! This clean and cozy ground-floor golf-front condo is ideal for golf trips, weekend excursions, longer visits, even staycations. Enjoy a well-stocked kitchen, comfortable furnishings, attractive decor and a screened porch with peaceful fairway views. Very near the Village ("Old Town"), prime dining and shops, the Fair Barn, harness track and Pinehurst Resort; just 10–15 minutes to downtown Southern Pines and Aberdeen. Quiet, walkable, welcoming, and a perennial guest fave!

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, 162 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, 158 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, 147 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, 108 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

A welcoming living area features a gray sofa paired with two accent chairs, complemented by a round wooden coffee table. A patterned area rug adds warmth to the hardwood floor, while natural light filters through nearby window treatments.

4.95 out of 5 average rating, 263 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.

4.96 out of 5 average rating, 113 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, 864 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.

4.91 out of 5 average rating, 104 reviews

Golf-front gem in beautiful Pinehurst, NC!

Take a well-earned vacation or work remotely with a view at this perfect getaway located on the 1st hole of Pinehurst #5. At this location, you have a 10-minute walk to the clubhouse and, from there, a 15-minute walk to Pinehurst Village. This property includes one queen bed in the bedroom, a queen pull-out bed in the living room, a full kitchen, porch, and one bathroom. My unit has ~250 mbps WIFI and a smart TV with cable. I would love to have you as a guest!

The charming exterior features a welcoming porch with an American flag hanging prominently. Two rocking chairs are positioned invitingly. Lush greenery surrounds the home, and stacked firewood is neatly arranged beside the entrance. A pathway of gravel leads up to the front steps.

5 out of 5 average rating, 117 reviews

Cozy Cottage - pet friendly, great location!

Enjoy a cozy and premium experience at this centrally-located place. Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines. Tons of amenities including: Fenced in backyard Outdoor patio with fire pit and grill Wood fireplace Smart TV Washer and dryer Desk workspace Fast WiFi Smart Thermostats 2 car driveway Full kitchen …and more!

A charming historic home is framed by lush greenery and features a front porch with a rocking chair. The exterior is painted in soft yellow with dark shutters. An American flag hangs beside the door, enhancing the inviting entrance.

5 out of 5 average rating, 137 reviews

Historic 5 bedroom cottage walk to village & golf!

This beautifully renovated historic home is located in the Village of Pinehurst and is close to shops, restaurants, golf and parks. Built in 1924 as one of the original Leonard Tufts cottages, the home offers an updated kitchen, bathrooms, spacious living areas, four bedrooms, a game room, a large private fenced-in backyard, and more. Dundee Cottage offers plenty of space for families, friends, and golfers to relax and enjoy beautiful Pinehurst.

Bungalow in Southern Pines

The charming 1930's bungalow is framed by a white picket fence and flowering shrubs. A front porch is visible, inviting guests to enjoy the outdoors. Colorful blooms and greenery enhance the welcoming atmosphere, while a paved walkway leads to the entrance.

4.98 out of 5 average rating, 405 reviews

Delightful Bungalow in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming, quaint & cozy 1930's bungalow. Just steps from our idyllic downtown of Southern Pines. (Literally 1 block!) You will be treated to a private, clean, cozy and updated space filled with everything you will need for a wonderful stay. 1 bedroom / 1 bath / 1 sleeper sofa. Street parking. Strict 'No Pet' policy.

Popular amenities for Pinehurst outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

Superhost

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, 106 reviews

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

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, 171 reviews

The Ross Retreat - In Pinehurst

A view of a well-maintained golf course is captured, with a serene lake reflecting the sky. In the foreground, a flowering tree showcases delicate blossoms against a backdrop of tall pines, completing the peaceful landscape.

4.99 out of 5 average rating, 126 reviews

A Golf Front SFH 3 BR 2 BA in Pinehurst # 6

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, 129 reviews

New 5 Bedroom Cottage on Pine Needles Golf Course!

The bungalow is nestled among tall pine trees, showcasing its contemporary exterior. A gentle slope leads up to the building, which features a broad deck with multiple windows for natural light. The surrounding landscape is enhanced by neatly kept grass and soft earth tones.

5 out of 5 average rating, 145 reviews

Eagle's Nest Golf Front Home on Pinehurst #6

The exterior of the home features a welcoming facade with a combination of siding and stone accents. A spacious driveway leads to a two-car garage. Two chairs are positioned on the porch, surrounded by landscaped greenery and a fenced yard.

4.98 out of 5 average rating, 131 reviews

The 19th Hole- a Pinehurst retreat for golf lovers

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, 229 reviews

Charming Cottage in Downtown Southern Pines

The entrance to the home is framed by tall pine trees, showcasing a well-maintained path leading to a welcoming front door. A modern gate and house number are visible, enhancing the overall appeal of the property.

4.97 out of 5 average rating, 232 reviews

Serene By the Greens

Apartment rentals with outdoor seating

5 out of 5 average rating, 60 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, 323 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, 203 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, 98 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!

A spacious living area features a gray sofa, accent chairs, and a glass coffee table. Large sliding doors provide natural light and scenic views of the outdoors. A dining table is set with blue placemats and white napkins, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 12 reviews

The Pinehurst Perch

5 out of 5 average rating, 6 reviews

Apartment in West End

Private Retreat Near Pinehurst | King Bed + Porch

Condo rentals with outdoor seating

5 out of 5 average rating, 26 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

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, 131 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

A bright living area is showcased with large glass doors allowing natural light. Comfortable seating arrangements are present, complemented by a wooden coffee table at the center. A television is mounted on the wall, and views of the surrounding greenery are visible through the windows.

4.95 out of 5 average rating, 43 reviews

Treehouse Retreat on Pinehurst Golf Course

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 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, 146 reviews

The Lucky Lie - Entire Condo in Pinehurst

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.

4.95 out of 5 average rating, 91 reviews

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

An open living area showcases a pair of brown leather sofas facing a wall-mounted television. A wooden dining table with four chairs occupies one corner, while large windows with sheer curtains offer a view of the outside. A patterned area rug sits beneath the seating arrangement.