Pet-friendly vacation rentals in Pinehurst

4.83 out of 5 average rating, 308 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, 378 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.

4.97 out of 5 average rating, 107 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.

4.98 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.

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!

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, 104 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

Enjoy a uniquely designed experience at this centrally-located place - whether in town for golfing, riding, or simply enjoying our quaint southern town. Just a block from Broad street's restaurants, shops, breweries and theatre, this two bedroom, two story cottage (and art studio!) has everything you need to enjoy Moore County. Relax in any of our carefully curated rooms, or take it outside to our backyard/vineyard for a summertime BBQ or a cozy fireside chat.

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

Perfect for a getaway! Anahata Farm Retreat is nestled in the midst of Southern Pines' horse country, one hour south of Raleigh. We are located near the end of a quiet, private dirt road. There is space to roam and animals to greet. This a peaceful, pet-friendly spot, guaranteed to help you relax and reconnect. For more pics, search socials for @anahatafarm. Please do not book this room unless you will be the one staying here. NO SMOKING.

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, 117 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, 173 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.

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! 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.

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, 113 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!

Popular amenities for Pinehurst pet-friendly home rentals

Kitchen

Wifi

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, 105 reviews

Perfect golf getaway - quick drive to all courses

An entertainment space features a pool table, foosball table, and poker table with seating. A dartboard is mounted on the wall, and large windows allow natural light to fill the area. A comfortable sectional sofa is positioned near the large screen TV for relaxation.

5 out of 5 average rating, 12 reviews

Spacious Retreat w/ Game Room & Modern Amenities

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

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, 87 reviews

Cheerful Eclectic Pinehurst home

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

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, 31 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, 22 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, 61 reviews

Pinehurst No.6 Townhouse

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.

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.

Guesthouse in Southern Pines

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

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!

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

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, 18 reviews

Walk to Village: Heated Pool Hot Tub Putting Green

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.

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, 79 reviews

Southern Pines Getaway - Pool, Hot Tub & Fire Pit

Private, pet-friendly home rentals

Home in Downtown Southern Pines

5 out of 5 average rating, 10 reviews

Charming Downtown Corner Cottage - Dog Friendly!

Apartment in Southern Pines

A cozy living area features a black sofa, light-colored armchairs, and a soft area rug. Large windows allow natural light to fill the space, while two lamps provide additional illumination. A small table is positioned centrally, creating an inviting setting for relaxation.

5 out of 5 average rating, 29 reviews

Tee Time Retreat

Vacation home in Pinehurst

A bright and modern kitchen area is visible upon entry, featuring sleek appliances and a dining bar with three stools. Natural wood flooring extends throughout, complemented by a patterned area rug. A framed nature-themed artwork adds a touch of color to the neutral walls.

4.85 out of 5 average rating, 84 reviews

Cozy, Clean & Quiet 2BR Pet Friendly Apartment

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

Superhost

4.86 out of 5 average rating, 7 reviews

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

Vacation 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

The entrance features a contemporary facade with low-maintenance landscaping. A stone pathway leads to a double door entrance, flanked by tall windows allowing natural light. Soft greenery and decorative shrubs are positioned alongside the path, enhancing the welcoming aspect of the home.

4.98 out of 5 average rating, 40 reviews

Camp Bogey!

A recreational area is furnished with a billiards table and foosball table, surrounded by beige brick walls. A large screen is mounted on the wall, while natural light filters in through a nearby window. A comfortable chair with a patterned upholstery adds a cozy touch.