Vacation rentals with outdoor seating in Pinehurst

4.98 out of 5 average rating, 163 reviews

The exterior of a rustic cottage is framed by a large tree, with a well-kept lawn and flower beds. A paved pathway leads to the front porch, where seating is arranged under the shelter of the roof, inviting guests to enjoy the outdoors.

Cottage in West End

Juniper Pines Cottage

A very nice place to stay! Nestled in a peaceful, yet convenient area near Pinehurst "home of golf", North Carolina, our cottage invites the traveler to a pleasantly rustic setting. Built in 1943, our lovely cabin is completely renovated and filled with country charm. ATTENTION!!! PLEASE READ THIS & HOUSE RULES BEFORE SENDING INQUIRY. *PROFILE VERIFICATION MUST INCLUDE GOVERNMENT ID (ie, state issued license) *FOR THE HEALTH & SAFETY OF ALL GUESTS, WE MAINTAIN A NO PETS, NO EXCEPTIONS POLICY.

Cottage in Southern Pines

The entrance to a charming cottage is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the front door, while a gravel driveway guides visitors through vibrant shrubs and trees.

4.96 out of 5 average rating, 373 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!

4.98 out of 5 average rating, 236 reviews

A cozy space with a full kitchen, a seating area featuring a fold-out sofa, and a soft, colorful ottoman. Natural light is provided by overhead recessed lighting and a nearby window, while a sliding barn door adds rustic charm. A wall-mounted TV is visible.

Guesthouse in Carthage

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, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. 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 for dogs. sorry, no cats.

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, 129 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!

A cozy living area is depicted, featuring a dark blue sofa facing a large television. Two light armchairs are positioned beside a wooden console, which holds books and decorative items. An intricate wall decoration and soft lighting create a calm ambiance.

4.95 out of 5 average rating, 253 reviews

* Top Rated - Guest Fave - Golf Front Condo *

Welcome to your perfect Pinehurst retreat! This clean, comfy ground-floor condo is ideal for golf trips, weekend getaways, or longer stays. Enjoy a well-stocked kitchen, cozy furnishings, and a screened porch with peaceful fairway views - a prime spot for morning coffee or evening wine. Super close to the Village, great dining and shops, the Fair Barn, harness track and Pinehurst Resort; just 10–15 minutes to Southern Pines and Aberdeen. Peaceful, walkable, and a consistent guest favorite!

4.96 out of 5 average rating, 126 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.

Guest suite in Downtown Southern Pines

A quaint exterior of a bungalow is shown, framed by tall trees and lush greenery. A trellis is visible, adding charm to the entrance. Natural light filters through the scene, creating a warm ambiance in the garden area.

4.92 out of 5 average rating, 485 reviews

Cozy Studio 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 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

4.94 out of 5 average rating, 131 reviews

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool CLOSED for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

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, 107 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!

4.98 out of 5 average rating, 814 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 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, 293 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. PLEASE LET ME KNOW, when booking IF YOU NEED THE SECOND BED.

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.

4.96 out of 5 average rating, 196 reviews

Tanglewood Farm B&B Horse Farm- The Fox Den Suite

Welcome to the Fox Den Suite at Tanglewood Farm! The Fox Den is a private one bedroom (KING) , one bathroom beautifully decorated apartment on our beautiful 10 acre horse farm. Nestled in the heart of North Carolina's beautiful horse county, just minutes from charming downtown Southern Pines. Enjoy local breweries, shops, amazing restaurants and over 100 beautiful golf courses. Weekend Breakfast for Two Sat and Sun Avail for Purchase at $30/morning

Popular amenities for Pinehurst outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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.

4.98 out of 5 average rating, 124 reviews

Cozy Pinehurst Retreat w/ Putting Green

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.

4.99 out of 5 average rating, 103 reviews

Perfect golf getaway - quick drive to all courses

A unique tree house is set among tall pine trees, featuring a wraparound deck and steps leading to the entrance. The structure is elevated, with large windows allowing natural light inside. The exterior displays flags representing the United States and Maryland.

4.92 out of 5 average rating, 72 reviews

Chesapeake Tree House - golf front retreat

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, 110 reviews

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

The exterior of the home displays a welcoming single-story structure set on a spacious lawn. A paved driveway leads to a two-car garage. A covered front porch, adorned with hanging plants, provides a shaded entryway, surrounded by lush greenery and blooming flowers.

5 out of 5 average rating, 85 reviews

Cheerful Eclectic Pinehurst home

A welcoming living space showcases games and relaxation with a poker table, stylish seating, and a vibrant mural of Pinehurst. Outside, Adirondack chairs face a scenic golf view, inviting guests to relax in the spacious backyard with modern amenities and comfortable furnishings.

4.96 out of 5 average rating, 104 reviews

The 19th hole | Sleeps 12 | 3 mins to Pinehurst

Home in Downtown Southern Pines

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, 101 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

5 out of 5 average rating, 116 reviews

The modern kitchen features white cabinetry and stainless steel appliances, with an inviting dining table set for four. Natural light fills the space, showcasing an open layout that connects to the living area, highlighted by a comfortable seating arrangement and a stylish light fixture.

Home in Aberdeen

Spacious 4 BD Home with Game Room!

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 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, 80 reviews

Captain’s Choice

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.

5 out of 5 average rating, 9 reviews

The Pinehurst Perch

A welcoming entrance features a pathway leading to a covered porch. The pathway is bordered by natural stone landscaping, complemented by lush green plants and shrubs on either side. The exterior of the home showcases a light-colored siding and decorative shutters.

Apartment in Southern Pines

Charming Basement Apartment

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

Superhost

An arched brick gate in a purple hue opens into a private courtyard, lined with wooden fencing and greenery. Paved brick pathways meander through the garden, featuring a variety of plants and neatly arranged flower beds, creating an inviting outdoor space.

Apartment in Downtown Southern Pines

4.75 out of 5 average rating, 36 reviews

Slice of Seclusion in Downtown Southern Pines

A spacious living area is featured, furnished with a light-colored sofa and two decorative armchairs. Two lamps provide soft lighting, illuminating floral artwork on the wall. A wooden coffee table, adorned with magazines, is centered on a vibrant area rug. The kitchen is visible in the background.

Apartment in Whispering Pines

5 out of 5 average rating, 4 reviews

Lakefront Living in Whispering Pines

A remodeled bathroom features a marble countertop with a pink vanity and organized storage drawers. Soft lighting enhances the space, which connects to a cozy sleeping area seen through an open door. Elegant wall decor and a rug complement the soothing atmosphere.

5 out of 5 average rating, 12 reviews

Pied-à-Terre Pinehurst

Condo rentals with outdoor seating

Superhost

The living area features a comfortable brown sofa and a blue-green accent chair, positioned on natural wood flooring. A coffee table sits in the center, with a decorative plant and a book. Large windows allow natural light, framed by light fabric curtains.

4.86 out of 5 average rating, 136 reviews

Cozy Golf-Front Condo 3 mins to PCC clubhouse

A unique treehouse structure is surrounded by lush greenery, featuring expansive glass windows that provide views of the landscape. A set of wooden stairs leads to the entrance, while manicured shrubs enhance the natural setting.

4.94 out of 5 average rating, 35 reviews

Treehouse Retreat on Pinehurst Golf Course

A living area features comfortable seating arrangements, including a gray sofa and an accent chair. Natural light filters in through large sliding glass doors, which open to a balcony. A flat-screen TV is positioned on a white entertainment unit, with a decorative tray and plants on the coffee table.

5 out of 5 average rating, 135 reviews

Clean & Updated2BD, 2BA, Condo! Free Pool, WIFI

A well-lit bedroom features a spacious bed with white linens and decorative pillows. A wooden nightstand is positioned beside the bed. A large mirror reflects the space, and natural light enters through a window, highlighting the calming light green walls.

4.97 out of 5 average rating, 35 reviews

Elegant Golf Front Condo w/ King, Walk to Village

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.

4.93 out of 5 average rating, 81 reviews

Charming Pinehurst Golf Front Condo

Condo in Whispering Pines

A cozy living room features a comfortable sectional sofa adorned with decorative pillows. A tufted ottoman sits at the center of a colorful area rug. A bookshelf filled with various games and DVDs is complemented by a TV on a media console, with two wooden chairs positioned nearby.

4.97 out of 5 average rating, 31 reviews

Welcome to Backyard Retreat!

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.

4.94 out of 5 average rating, 162 reviews

Fairway Condo

A comfortable living area is presented with a green sofa adorned with colorful throw pillows and a cozy knit blanket. A coffee table sits centrally on a patterned rug, complemented by a chair featuring a teal throw. Natural light filters through large windows, enhancing the space.