Pet-friendly holiday rentals in Pinehurst

4.83 out of 5 average rating, 313 reviews

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.

Condo in Pinehurst

The Perfect Lie in Pinehurst!

This is the perfect getaway spot for enjoying all that Pinehurst has to offer. Situated on fairway 2 of #5, this is a sweet golfer's retreat, walkable to Pinehurst Country Club and the Cradle! Walk across the street for breakfast at the Harness Track or take a short stroll to the Village. This 2bedroom unit is completely private with 2 double beds in each room plus a sleeper sofa. Laundry facilities are just outside the unit in a building across the parking lot. Dogs welcome. No cats please.

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, 384 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!

4.94 out of 5 average rating, 132 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.

4.97 out of 5 average rating, 111 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.

4.92 out of 5 average rating, 229 reviews

A spacious living area features a large L-shaped sectional sofa in soft brown fabric, arranged on a patterned area rug with floral designs. A ceiling fan hangs above, and the adjoining kitchen can be seen in the background, equipped with dark wooden cabinets and stainless steel appliances.

Cottage in Pinebluff

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

4.98 out of 5 average rating, 110 reviews

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.

Condo in Pinehurst

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!

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

Welcome to the Fox Den Suite at Tanglewood Farm! This private one-bedroom (KING) fully equipped apartment sits on a peaceful 10-acre horse farm in the heart of NC’s horse country. Just minutes from downtown Southern Pines, the Village of Pinehurst, Whispering Pines , and Aberdeen, you’ll enjoy local breweries, great restaurants, boutique shops, and over 100 stunning golf courses—all while relaxing in your cozy countryside farm retreat.

Bungalow in Southern Pines

A charming bungalow is set amidst tall trees, showcasing a screened porch with multiple windows. The exterior features a neutral-toned facade surrounded by greenery and landscaped grounds. Sunlight filters through the trees, creating a serene outdoor setting.

4.93 out of 5 average rating, 114 reviews

Crosswind Farm

Nestled on 17 acres in the middle of horse country, the bungalow is a peaceful getaway spot for golfers, riders and travelers who want to enjoy everything Southern Pines has to offer. Minutes from downtown Southern Pines (3 miles, about a 5 minute drive). There is a queen bed as well as a pull out couch. It can comfortably fit 2 adults, with fitting up to 4 people total. Full kitchen, porch seating, and a beautiful view!

4.98 out of 5 average rating, 121 reviews

Isle of the Pines! 1 mi. from Village of Pinehurst

Isle of the Pines is a family owned home with lots of thought put into the experience we want to offer our guests. We pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so much more!. We want you to feel like you have walked into your home away from home!

A well-maintained backyard features an inground pool surrounded by a manicured lawn. Red lounge chairs are positioned near the pool, while an inviting fire pit area with additional seating is set under the shade of nearby trees. Vibrant flowering bushes add color to the landscape.

4.94 out of 5 average rating, 177 reviews

Highland Hideaway/Pool & Fire Pit/$0 Cleaning Fee

Nestled in a peaceful neighborhood just a few miles from downtown Southern Pines and multiple world-renowned golf courses ⛳️ . A 3-bedroom / 2.5-bathroom home with a bonus room. Spacious open porches overlook an inground pool, perfect for those hot summer days, and a fire pit, perfect for relaxing during the evenings. This home is also a short drive to Fort Liberty and surrounding hospitals.

A spacious entertainment area is equipped with a golf simulator displaying a golf swing. A putting green and poker table are visible, surrounded by several chairs, creating an inviting space for games and relaxation.

4.95 out of 5 average rating, 117 reviews

Modern Home | Poker |Golf Simulator | Pet-friendly

WELCOME TO OUR MODERN GOLF RETREAT! Settle into comfort at our stylish 4-bedroom, 2-bath home—perfect for families, friends, and fellow golf lovers. Whether you're here to explore Pinehurst, unwind in a cozy space, or enjoy a golf getaway with your crew, we’ve got you covered. And yes, your pup is welcome too—this home is dog-friendly!

4.95 out of 5 average rating, 319 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

A wonderfully cozy cabin with its own driveway and gated area. Enjoy a yard of your own on a quiet street. Close to downtown Southern Pines and Aberdeen. Big front porch and rear porch with complete privacy. There are miles of beautiful nature trails nearby including Weymouth Woods and the All American Trail.

Popular amenities for Pinehurst pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 109 reviews

Perfect golf getaway - quick drive to all courses

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, 28 reviews

Cute cottage close to downtown Southern Pines

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, 94 reviews

Cheerful Eclectic Pinehurst home

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

A ranch-style home is viewed from the driveway, surrounded by lush greenery and colorful landscaping. Large windows reflect the natural light, while a gentle curve in the driveway leads to a spacious front entrance. Towering trees provide a picturesque backdrop.

5 out of 5 average rating, 34 reviews

Pine Cone Cottage

A single-story home is framed by lush greenery and tall pine trees, creating a peaceful ambiance. The front yard features well-maintained grass and colorful shrubbery. A covered porch with seating is visible, inviting guests to relax outdoors.

5 out of 5 average rating, 28 reviews

The Cottage on Midland

The wrap-around deck is lined with wooden bar-height chairs, providing comfortable seating. Soft ambient lighting hangs above, creating a relaxed atmosphere. Views of the surrounding trees and neighboring buildings are visible, enhancing the outdoor experience.

4.87 out of 5 average rating, 63 reviews

Pinehurst No.6 Townhouse

4.99 out of 5 average rating, 178 reviews

The kitchen features modern stainless-steel appliances, including a refrigerator and microwave. Granite countertops provide ample workspace, complemented by white cabinetry. A dual-basin sink is positioned in the center island, which enhances the open layout of the kitchen area.

Home in Aberdeen

Retreat on Pine - Close to Golf & Horse Park

Pet-friendly home rentals with a pool

A spacious living area features a combination of comfortable seating, including a sleek sofa and armchairs. A modern coffee table sits atop a patterned area rug, with natural light filtering in through large windows. The open layout connects seamlessly to the kitchen area.

4.96 out of 5 average rating, 72 reviews

Cheerful Pinehurst home tucked away with a pool.

Guesthouse in Southern Pines

The guest house features a bright exterior with a welcoming porch adorned with black and white chairs. A flag is displayed, and lush greenery surrounds the area. The pool reflects sunlight, complementing the serene atmosphere of the jungle-like backyard.

4.92 out of 5 average rating, 211 reviews

Mystical Cottage

Superhost

A cozy living space is showcased, featuring a sectional sofa and a stylish accent chair. A dining table with four chairs is positioned nearby. Natural light from the windows enhances the warm wood flooring, while decorative elements add a welcoming touch to the atmosphere.

Condo in Pinehurst

The Lake Tee

Superhost

A spacious living room is seen, featuring a comfortable sofa with patterned cushions and two armchairs. A coffee table occupies the center, and a large wall-mounted TV is displayed. Sliding glass doors provide views of the outdoors, complemented by soft natural light.

Apartment in Pinehurst

4.71 out of 5 average rating, 7 reviews

Pinehurst Tee Time Retreat w/ Community Pool

The outdoor living space features a patio with a seating area arranged around a circular fire pit. A heated pool is visible, surrounded by a spacious yard and shaded by tall trees, creating a private and relaxing environment.

4.79 out of 5 average rating, 63 reviews

Peaceful Southern Pines Home w/ Pool + Yard!

5 out of 5 average rating, 10 reviews

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.

Apartment in Pinehurst

The Pinehurst Perch

4.92 out of 5 average rating, 13 reviews

A spacious living area features a large blue sofa, a wooden coffee table, and a flat-screen TV. Natural light flows through sliding glass doors, revealing a view of a private deck surrounded by trees. Light-colored walls and a textured ceiling are complemented by decorative elements.

Townhouse in Pinehurst

Pinehurst condo 3bed/2bath, family/golfer friendly

5 out of 5 average rating, 46 reviews

The Pinehurst Paradise Pool Home

Private, pet-friendly home rentals

4.95 out of 5 average rating, 98 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

Superhost

4.88 out of 5 average rating, 8 reviews

Cardinal’s Nest | Steps from PH #2 & Village

Holiday home in Southern Pines

The living area showcases large windows that invite natural light, offering views of the surrounding farm. Furnishings include a cozy sofa with a plaid throw, a wooden coffee table, and a dining area with four chairs, creating a welcoming and spacious environment.

4.97 out of 5 average rating, 37 reviews

Horse and Golf Heaven - 2 BR Apt on Horse Farm

5 out of 5 average rating, 15 reviews

The open living area features a spacious leather sofa adorned with decorative pillows. A round glass coffee table sits in front, complemented by framed artwork on the wall. A television is mounted nearby, and soft lighting enhances the cozy atmosphere.

Condo in Southern Pines

The Fox Hunt - A Ground Floor Condo

A comfortable outdoor seating area is highlighted by a modern fire table, creating a cozy environment. The surrounding greenery adds a touch of nature, while the seating invites relaxation. The deck's wooden floor complements the overall aesthetic.

4.88 out of 5 average rating, 59 reviews

Quiet Pinehurst Golf Home | Pet-Friendly 3BR

Guesthouse in Downtown Southern Pines

A sleeping area features a spacious bed with a striped blanket and complementary pillows. A gray sofa is positioned nearby, accompanied by two decorative pillows. Three abstract artworks in soothing colors hang above the bed, enhancing the calming interior.

4.89 out of 5 average rating, 18 reviews

The Pinecone Carriage House

4.94 out of 5 average rating, 83 reviews

A spacious living area showcases a brown leather sofa adorned with patterned cushions. A light wood coffee table with a unique design is centered on a colorful area rug. Natural light filters through the blinds, and a comfortable armchair complements the space.

Condo in Southern Pines

Luxury Golf Front Condo