Family-friendly vacation rentals in Pinehurst

The living area showcases a light gray sofa adorned with vibrant orange throw pillows. A well-equipped kitchen is visible in the background, featuring stainless steel appliances and white cabinetry. A decorative American flag hangs above the kitchen area, adding a touch of character to the space.

5 out of 5 average rating, 104 reviews

Eagles Nest II - Golf Front Home on Pinehurst #6

Newly renovated 3 bedroom 2 bath bungalow situated on the 12th green on the #6 course at Pinehurst. This amazing home is newly furnished and comes with high speed wireless internet and two smart TV's. Enjoy relaxing on the deck after a day of great golf. Amenities include newly renovated kitchen with coffee maker, electric tea kettle, coffee, tea, creamer, sugar, toaster, cookware, dishes and utensils, new full sized washer and dryer with laundry detergent, stain remover and dryer sheets.

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, 155 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, 267 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!

4.94 out of 5 average rating, 144 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.

4.9 out of 5 average rating, 101 reviews

A compact efficiency space features a full bed with soft linens and a cozy gray blanket. A television is mounted on the wall opposite a tidy console table, which holds essential items. Mirrored closet doors reflect light, while natural light filters through the window with blinds.

Guest suite in Pinehurst

Location is everything !

Location! Cozy efficiency located in the heart of Golf And Horse country! Just 30 seconds (for real) to the main traffic circle which takes you to great restaurants, shopping, hospital (FirstHealth Moore Regional 1.5 miles away) and, of course, golfing!! The efficiency offers a private entrance, full bed, bathroom w/ shower, kitchenette, desk area, and outdoor seating. It is attached to my home so there is daily activity, but we welcome friendly engagement and will respect your privacy.

4.97 out of 5 average rating, 118 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

Historic, newly-restored cottage in the heart of the Village of Pinehurst. The Pink House was built by the Tufts family in 1930, and has lovingly been restored to its original beauty with the addition of many modern amenities. Walking distance to some of the country's most desirable and world famous golf courses, The Pink House is a golfer's dream location. After a long day of golf relax outside by the fire pit, or walk to some of the Village's best restaurants, bars and shops.

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, 260 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.

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, 124 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, 106 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.

4.98 out of 5 average rating, 847 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.

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

4.9 out of 5 average rating, 326 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.

4.98 out of 5 average rating, 312 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, 2 local breweries and wine shops. 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

5 out of 5 average rating, 17 reviews

Home in Foxfire

The Ultimate Golf Trip House - Pool & Pickleball

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, 162 reviews

The Ross Retreat - In Pinehurst

5 out of 5 average rating, 231 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 game room with dark green walls features a large golf simulator screen displaying a scenic golf course. A spacious sectional couch in a warm yellow hue provides comfortable seating, while a dartboard and additional TV are visible on the walls.

5 out of 5 average rating, 49 reviews

6BR w/ Golf Sim Putting Green Hot Tub Sauna Games

A fire pit surrounded by rustic Adirondack chairs is positioned on a stone patio. Soft glowing lights hang from a nearby tree, illuminating the tranquil atmosphere. In the background, a heated pool is visible, reflecting the serene night sky.

5 out of 5 average rating, 23 reviews

Walk to Village: Heated Pool Hot Tub Putting Green

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, 83 reviews

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

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.

4.88 out of 5 average rating, 104 reviews

The Mulligan House in Pinehurst!!!

5 out of 5 average rating, 63 reviews

An aerial view of a serene backyard features a bright blue saltwater pool surrounded by comfortable seating and umbrellas. A hot tub is positioned nearby, and a firepit sits within a gravel area. Lush trees provide a natural backdrop with gentle lighting accentuating the space.

Home in Southern Pines

Central Dr.*Saltwater Pool*Hot Tub*Events*Family Fun

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 123 reviews

Guesthouse in Pinehurst

Sunny Pines Hideaway

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, 119 reviews

Perfect golf getaway - quick drive to all courses

Superhost

A rustic tree house is elevated among towering pine trees, featuring a spiral staircase leading to a wraparound deck. The structure is constructed from wood, showcasing large windows that invite natural light, and a welcoming door that hints at the cozy interior.

Guesthouse in Southern Pines

4.84 out of 5 average rating, 269 reviews

Storybook Tree House- 2 Mins to Local Breweries!

A welcoming living space features a wooden dining table set for several, accompanied by a cozy seating area with a leather armchair and sofa. Natural light filters through large sliding doors that open to a view of trees outside, enhancing the room's brightness.

4.83 out of 5 average rating, 320 reviews

The Perfect Lie in Pinehurst!

4.95 out of 5 average rating, 109 reviews

The living area is adorned with two green armchairs, one featuring a decorative pillow. A small white table holds a lamp, and a door leads to the outside, allowing natural light to brighten the space. A window is positioned nearby, enhancing the openness of the area.

Cottage in Aberdeen

Close to Pinehurst Golf & Horse Park

4.95 out of 5 average rating, 329 reviews

A cozy cabin is set against a backdrop of trees, featuring a gravel driveway and a fenced yard. A wooden deck with benches is visible at the front, inviting relaxation. The exterior is clad in gray with a green door, blending harmoniously with the natural surroundings.

Cabin in Southern Pines

Cozy Cabin in Southern Pines

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, 108 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

Farm stay in Southern Pines

The exterior of the cozy barn cottage features a brick facade and white paneling, complemented by a shaded porch with seating. Two stable doors are visible, surrounded by lush greenery and tall trees, creating a serene country atmosphere.

4.99 out of 5 average rating, 202 reviews

Finally Home Farm Bed and Barn

Family-friendly home rentals with a pool

The living area features hardwood floors with natural light flowing through large windows. A spacious gray sectional sofa is arranged around a coffee table, complemented by a dining table with light-colored chairs. Decorative plants add a touch of greenery to the space.

4.98 out of 5 average rating, 97 reviews

Renovated, Ground Level 2BR2BA, WiFi, Cable, Pool

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, 40 reviews

Pinehurst Playground on the Lake

A serene view of Lake Pinehurst is presented, with calm waters reflecting the surrounding trees and blue sky. The image captures several well-maintained buildings along the water's edge, creating a peaceful lakeside atmosphere.

4.97 out of 5 average rating, 89 reviews

Stunning Lakefront in Pinehurst with pool!

4.92 out of 5 average rating, 24 reviews

Large sliding glass doors reveal an inviting balcony with views of the surrounding greenery. Two stylish chairs are positioned on the deck, complemented by decorative curtains framing the doors. A cozy blue chair with a patterned cushion enhances the spacious living area.

Apartment in Pinehurst

Pinehurst - Lakeview 2BR w/pool

4.87 out of 5 average rating, 39 reviews

The spacious living area features large windows that allow natural light to fill the room. Comfortable seating is arranged around a substantial wooden coffee table, while a stone fireplace is set against a decorative wall. A warm, neutral color palette creates a relaxed setting.

Home in Aberdeen

Lakeside Escape - 5 Miles from Pinehurst Resort

4.93 out of 5 average rating, 126 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.

4.96 out of 5 average rating, 54 reviews

A comfortable living area features a sectional sofa with decorative throw pillows, accompanied by a wooden coffee table and two accent chairs. Large windows allow natural light to brighten the space, while a flat-screen TV is mounted on the wall, providing a cozy atmosphere.

Condo in Southern Pines

The Reynolds Villa-Golf/Couples Retreat