Family-friendly vacation rentals in Pinehurst

4.98 out of 5 average rating, 162 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.

The exterior of a single-story home is displayed, featuring a manicured lawn and a spacious driveway. Tall pine trees surround the property, providing shade and a natural setting. The house showcases large windows and subtle landscaping, inviting a sense of tranquility.

4.99 out of 5 average rating, 110 reviews

Comfy Pinehurst Home near Golf w/ Ping-pong

Life in the Pines! This charming home, only 1.4 miles from the Pinehurst Golf Clubhouse, provides ample space to relax and unwind. With easy access to Southern Pines, Aberdeen, golf, events, and great dining is the ideal place for a get away. A 3 bedroom, 2 bath, home with a spacious yard, outdoor dining, and a ping pong table, nestled in the tall pines and a quiet neighborhood provides something for everyone during their stay in the Pinehurst area. (Note: Cameras - doorbell and driveway)

4.95 out of 5 average rating, 129 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.

4.95 out of 5 average rating, 255 reviews

* Top Rated - Guest Fave - Golf Front Condo *

Welcome to the heart of Pinehurst! This clean and cozy ground-floor condo is ideal for golf trips, weekend getaways, or longer stays. Enjoy a well-stocked kitchen, comfortable 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. Quiet, walkable, and a reliable guest favorite!

A spacious living area features a deep sectional sofa and large dining table, surrounded by large sliding glass doors offering views of the outdoors. A 70" Smart TV is mounted on the wall, providing entertainment options for relaxed gatherings.

4.88 out of 5 average rating, 104 reviews

Golfer’s Dream! Pinehurst Condo, Walk to Clubhouse

A perfect place to call home while exploring Pinehurst. Convenient location within a few minute walk to Pinehurst Resort Clubhouse and Cradle short course. A spacious 2 bedroom / 2 bathroom (4 beds) in quiet surroundings awaits to enjoy the tranquil beauty of Pinehurst. - Keyless Entry - On-site Parking - First Floor Unit - New Furnishings - Poker Table - Fully Equipped Kitchen - 2 Covered Patios - Golf Putting Mat - Hi-speed WiFi, 3 Smart TVs - Kid-friendly w/ pack n’ play

Guesthouse in Southern Pines

The Tudor Revival Carriage House is set amongst tall Longleaf Pines, with warm lighting emanating from its windows. The structure features a gravel driveway, dual garage doors, and is complemented by lush greenery around its perimeter.

4.98 out of 5 average rating, 257 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.

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!

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, 821 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.

Place to stay in Downtown Southern Pines

A compact bedroom showcases a spacious bed dressed in a patterned duvet. Natural light enters through window shutters, illuminating the room. A small washbasin is positioned near the entrance, while calming grey curtains add to the subtle decor.

4.96 out of 5 average rating, 107 reviews

Downtown Nook (Historic Area)

LITERALLY steps from the quaint downtown of Southern Pines. This small but cozy space has a private entrance, comfy bed, TV, it's own HVAC and a bathroom with a shower. It is perfect for a short stay! No coffee pot, but Swanks coffee shop is 1.5 blocks away! No fridge, but restaurants abound starting 1/2 block away! No need to drive after a night out.....walk to the Nook to sleep! Please note the price point for this little gem reflects it's AMAZING location!

Superhost

The kitchen features a large wooden island with a rustic design, surrounded by modern white cabinetry and stainless steel appliances. Abundant natural light filters through multiple windows, highlighting the wood beams above and the warm, welcoming atmosphere. A cozy seating area is visible in the background.

Cottage in Pinehurst

4.92 out of 5 average rating, 309 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 suite in Southern Pines

A guest suite features two double beds with light blankets, positioned beside wooden headboards. Two bedside lamps provide soft lighting, and a small nightstand sits between them. Natural light filters through two windows covered with blinds, illuminating the carpeted floor.

4.96 out of 5 average rating, 252 reviews

Golf Resort, Private Entrance, Bath & Kitchenette

This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

4.98 out of 5 average rating, 298 reviews

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.

Apartment in Pinehurst

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.

Popular amenities for Pinehurst family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.91 out of 5 average rating, 82 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.

4.99 out of 5 average rating, 146 reviews

The Ross Retreat - In Pinehurst

5 out of 5 average rating, 205 reviews

A soothing hot tub is illuminated by soft blue lights, creating a calming ambiance. The surrounding area features a modern privacy screen, subtly highlighted by exterior lighting, enhancing the serene nighttime setting.

Home in Pinebluff

Hot Tub * King Bed * Putting Green * Amazing Golf

A spacious bedroom is furnished with a large bed featuring crisp white linens and decorative pillows. Soft lighting is provided by two bedside lamps. Natural light floods the room through sliding glass doors leading to a private outdoor space, framed by sheer curtains.

5 out of 5 average rating, 80 reviews

Southern Pines Getaway - Pool, Hot Tub & Fire Pit

4.91 out of 5 average rating, 23 reviews

An aerial view captures the serene surroundings of the home, nestled among tall trees. A putting and chipping green is visible beside the house, with a private golf hole extending through the lush forest, showcasing the property’s unique golfing features.

Home in Moore County

Bucket List Golf 2025 - Par 3 hole w. hot tub

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, 99 reviews

The Mulligan House in Pinehurst!!!

A private golf studio is showcased, featuring a large projection screen displaying a golf course view. The room is illuminated by soft lighting around the edges, with a green turf floor mimicking a putting green and a small desk setup in the corner.

5 out of 5 average rating, 71 reviews

Luxe Golf Simulator, Golden Tee, Hot Tub, Views!

5 out of 5 average rating, 49 reviews

ThePalmer*SWPool/PolarPlunge*HotTub*Golf*FirePit

Family- and pet-friendly home rentals

Superhost

A horse with a black and white coat stands near a wooden fence, facing a cozy cottage in the background. Lush trees surround the area, and the serene setting is enhanced by natural light filtering through the leaves.

Cottage in Carthage

4.78 out of 5 average rating, 211 reviews

Cozy 1Bdr, 1 bath Cottage on 8 acre horse Farm

4.94 out of 5 average rating, 96 reviews

An open-plan loft is showcased, featuring a full-size bed and a twin bed placed to the side. Polished wooden floors are complemented by wooden beams and large windows that invite natural light. A cozy seating area is arranged, offering a relaxed atmosphere.

Guesthouse in Pinehurst

Sunny Pines Hideaway

4.95 out of 5 average rating, 137 reviews

A grassy pasture is enclosed by weathered wooden fencing, with tall trees and wooden structures visible in the background. The sky exhibits a mix of clouds and sunlight, creating a tranquil outdoor scene.

Farm stay in Vass

Peaceful Horse Farm Retreat

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, 197 reviews

Tanglewood Farm Horse Farm- The Fox Den Apartment

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, 91 reviews

Cheerful Eclectic Pinehurst home

A cozy dining area features a rectangular table set for six, surrounded by black chairs. Natural light enters through several windows adorned with blinds. A decorative piece and a potted plant add a touch of warmth, while a sleek refrigerator is visible to the right.

4.96 out of 5 average rating, 27 reviews

Cute cottage close to downtown Southern Pines

4.97 out of 5 average rating, 108 reviews

The Pink House showcases its charming pink exterior with a covered porch and white steps leading to the front door. Large windows allow natural light to enter, while the surrounding landscaping features lush greenery and flower beds, adding to the inviting curb appeal.

Cottage in Pinehurst

Historic cottage in the heart of Pinehurst Village

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, 106 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

Family-friendly home rentals with a pool

5 out of 5 average rating, 17 reviews

A serene bedroom features a spacious bed dressed in neutral tones, complemented by a nature-inspired accent wall of tall trees. Bedside lamps add soft lighting, and a wooden nightstand is positioned beside the bed. A light area rug covers the floor, enhancing the calming ambiance.

Condo in Jackson Springs

Par In The Pines

The exterior of the home is framed by tall pine trees, with a long driveway allowing ample parking space. The two-story house features a light-colored siding and large front windows. Neatly trimmed shrubs and flower pots enhance the inviting curb appeal.

4.98 out of 5 average rating, 93 reviews

This is it! | Pool | Golf | Convenient to Town

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 spacious living area is presented with a large, dark sectional couch complemented by assorted cushions. A circular wooden coffee table is positioned in front, and natural light enters through expansive glass doors that offer views of the outdoor space. A small area rug and bookshelf enhance the comfort.

5 out of 5 average rating, 28 reviews

Pinehurst Playground on the Lake

A cozy living area is presented with a blend of soft gray sofas and armchairs arranged around a wooden coffee table. A decorative rug lies beneath, complemented by a wall clock and tasteful wall art. Natural light enhances the welcoming atmosphere.

5 out of 5 average rating, 136 reviews

Clean & Updated 2BD,2BA, Condo! Free Pool, WIFI

5 out of 5 average rating, 18 reviews

The family room features a comfortable sofa with decorative pillows, a circular coffee table, and a TV mounted on the wall. Natural light floods the space through glass doors leading to the balcony, with a colorful area rug enhancing the ambiance.

Condo in Carthage

Miles to Pinehurst or Ft. Bragg

4.93 out of 5 average rating, 123 reviews

A rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.

Home in Aberdeen

Country living 10 mins to Horse Park, Golf & Town.