Pet-friendly holiday rentals in Pinehurst

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, 377 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!

4.96 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.

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, 188 reviews

Finally Home Farm Bed and Barn

Bring your horse and your golf clubs! Welcome to Finally Home Farm Bed and Barn! A private 1 bedroom barn converted into a quaint cottage. Located on a peaceful farm just 2 miles from downtown Southern Pines, 1 mile from the back gate of Ft. Bragg and next to Weymouth Woods State Park, Finally Home Farm is the perfect place to explore all the Sandhills has to offer. *We are horse ($40) and dog friendly ($50) pet fee with Pre-Approval. Please include this info in your pre-booking.

4.97 out of 5 average rating, 105 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, 225 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, 107 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.

Apartment 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!

4.96 out of 5 average rating, 196 reviews

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.

Flat in Southern Pines

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

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, 112 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!

4.97 out of 5 average rating, 116 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, 171 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, 111 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, 313 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

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Downtown Southern Pines

5 out of 5 average rating, 10 reviews

Charming Downtown Corner Cottage - Dog Friendly!

Superhost

A light-filled living area features a comfortable grey couch adorned with decorative pillows, complemented by a cozy armchair. Artwork is displayed on the walls, and soft lighting is provided by two table lamps beside the seating. A flat-screen TV is situated within the media console.

4.8 out of 5 average rating, 25 reviews

Pinehurst Choice

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, 25 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, 86 reviews

Cheerful Eclectic Pinehurst home

A peaceful backyard area features a comfortable swing on a porch, surrounded by serene greenery. The front of the home displays a welcoming facade with a manicured lawn and inviting entrance. An outdoor grill is visible, along with a well-lit dining area showcasing a modern kitchen.

4.97 out of 5 average rating, 92 reviews

Pinehurst Cottage

A single-story home is surrounded by tall pine trees and a lush green lawn. A well-maintained pathway leads to the front door, which is flanked by large windows. The house features a neutral exterior, and parking is available beside the entrance.

4.94 out of 5 average rating, 32 reviews

Pinehurst Golf Palace

The exterior of the Calhoun Clubhouse is shown, featuring a two-story gray structure with a welcoming porch. A flag hangs from the porch, surrounded by well-manicured landscaping and trees, creating a peaceful setting. A gravel pathway leads up to the entrance.

4.86 out of 5 average rating, 51 reviews

Quiet Pinehurst Golf Home | Pet-Friendly 3BR

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, 102 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

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, 71 reviews

Cheerful Pinehurst home tucked away with a pool.

Guest house 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, 210 reviews

Mystical Cottage

The townhome exterior features a well-maintained entrance with light brown siding and a two-car garage. A neatly landscaped front yard includes shrubs and manicured grass, while a concrete driveway leads to the garage. The design reflects a cozy corner unit nestled in a quiet neighborhood.

Townhouse in Southern Pines

4.59 out of 5 average rating, 44 reviews

Southern Pines Townhome, Pool, Downtown, GOLF

4.87 out of 5 average rating, 15 reviews

The front view of the home showcases a charming single-story structure with a stone and siding exterior. A spacious driveway leads to a large garage. Lush grass surrounds the home, complemented by a mature tree line in the background.

Home in Raeford

Comfy and Cozy Home w/Pool & Gym

Superhost

A tranquil outdoor space is showcased with a swimming pool surrounded by concrete. A hot tub is positioned nearby, with seating arrangements visible under tall trees. Scenic views of the landscape are seen in the background, enhancing the serene atmosphere.

Home in Vass

4.76 out of 5 average rating, 152 reviews

Poolside Paradise Close to Fort Bragg, Pinehurst

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, 61 reviews

Peaceful Southern Pines Home w/ Pool + Yard!

4.9 out of 5 average rating, 20 reviews

An open kitchen and dining area is highlighted by a large, central island with seating. The dining table accommodates several guests and is set against a backdrop of large windows, providing views of the surrounding greenery. Warm lighting enhances the inviting atmosphere.

Home in Vass

Peaceful homestead

5 out of 5 average rating, 9 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.

Flat in Pinehurst

The Pinehurst Perch

Private, pet-friendly home rentals

4.95 out of 5 average rating, 97 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

A welcoming living area features a plush couch and two armchairs, arranged around a central wicker coffee table. Natural light enters through two windows, and a guitar is displayed on the wall. A warm lamp and a potted plant enhance the inviting space.

4.95 out of 5 average rating, 61 reviews

Place beyond the Pines - Walk downtown

Apartment in Southern Pines

A spacious living area showcases a large sectional sofa adorned with decorative cushions. A coffee table sits in front, complemented by a table lamp. Natural light filters through multiple windows, illuminating the open layout that connects to the kitchen area.

4.87 out of 5 average rating, 38 reviews

Golf Front Getaway 2

Superhost

The exterior of a two-story home features a gray facade with navy blue shutters. A welcoming front porch is framed by small shrubs and grass, while a gravel driveway leads to the entrance. Lush trees and greenery surround the property, enhancing its peaceful setting.

4.81 out of 5 average rating, 36 reviews

DownTown Lodge

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

Apartment in Southern Pines

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.

4.94 out of 5 average rating, 78 reviews

Luxury Golf Front Condo

Bungalow in Southern Pines

A charming two-story bungalow is positioned beneath tall trees, featuring a front porch with a black railing and potted flowers. An American flag is displayed on the porch, complemented by a gravel pathway and a picket fence that borders the yard.

4.95 out of 5 average rating, 79 reviews

Cheerful 2 bed 2 bath Bungalow w/ free parking

A newly constructed three-story house features a modern design with a green exterior and white trim. The front porch is accessible by steps, and multiple large windows allow natural light to fill the interior. Surrounding landscaping includes trimmed shrubbery and grass.