House vacation rentals in Southern Pines

A welcoming entrance to a single-story house is framed by a well-maintained stone walkway and vibrant green landscaping. Windows adorned with white shutters reflect natural light. The garden features varied shrubs and trees, contributing to the tranquil setting.

4.98 out of 5 average rating, 122 reviews

The Bookery - Bright, Airy home with Fenced Yard

Relax in our bright, 2500+ sqft home on nearly 3/4 of an acre with a large fenced back yard. Pet friendly wood floors throughout, and great spaces for quality time. 1 mile to downtown and only 6 miles to Pinehurst Golf Resort and 13 miles to Carolin Horse Park. Enjoy the sunroom, fully stocked kitchen with gas stove and double oven, the gorgeous patio, or the inviting couch to watch a movie with the whole family! Available for short term leases as well. Looking forward to hosting you and yours!

The exterior of a two-story cottage is shown, featuring a white clapboard façade with dark roofing. A covered porch is seen at the front, furnished with a small round table and four chairs, surrounded by landscaping with young plants and mulch.

5 out of 5 average rating, 129 reviews

New 5 Bedroom Cottage on Pine Needles Golf Course!

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

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.

4.92 out of 5 average rating, 106 reviews

SoPi Oasis | Hot Tub | Fire Pit | Game Room | Pets

Welcome to our amenity packed space with a modern design that welcomes golfers, families, and pets alike! (NO CHORE LIST FOR GUESTS!) Simply check your worries at the door, we will take care of the rest upon checkout! This meticulously designed space promises an unforgettable escape for golf enthusiasts and relaxation seekers alike. Unwind in the game room, relax around the covered fire table, or enjoy the serenity in our peaceful backyard oasis. Located at the center of the US Golf Mecca!

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.

4.99 out of 5 average rating, 194 reviews

Retreat on Pine - Close to Golf & Horse Park

Luxurious, 3 bedroom/2.5 bath, new construction home in walking distance to Downtown Aberdeen ~ Beautifully furnished with the latest home fashions and technology, it's ready to be your home-away-from-home. Just minutes from world renowned golf courses, Rockingham Dragway, exquisite dining and enveloped by southern charm, this covetable area will not disappoint! Spend your day exploring all this area has to offer or Retreat on Pine and catch up on your rest and relaxation.

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, 114 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.

The exterior of the DownTown Ace features a welcoming two-story structure with a dark gray roof and light gray siding. Lush green lawns are surrounded by mature trees, creating a serene environment. The entrance is framed by brick accents and a pathway leading to the front door.

4.93 out of 5 average rating, 99 reviews

The Downtown Ace

The DownTown Ace is just under a mile from downtown Southern Pines, offering easy access to a variety of golfing and dining options. We take pride in creating a welcoming space with luxury amenities designed for your comfort. Enjoy a fully equipped kitchen, a well-stocked coffee bar, premium toiletries upon arrival, family-friendly games, a queen-size air mattress, and much more! Our goal is to make you feel like you've stepped into your home away from home.

4.92 out of 5 average rating, 111 reviews

Golfer's Paradise I Modern I Charming I 3BED/2BATH

Ideal for tournament stays and multi-day golf trips! Centrally located between Pinehurst and Southern Pines Accommodating up to 6 guests in exceptional comfort, our 3-bedroom, 2-bath Charming Pines Hideaway is ideally located within walking distance of Pine Needles Lodge and Golf Club. The great location provides easy access to nearby golf, horseback riding, hiking trails, kayaking, restaurants, and downtown districts of the Pinehurst/Southern Pines area.

The charming exterior features a welcoming porch with an American flag hanging prominently. Two rocking chairs are positioned invitingly. Lush greenery surrounds the home, and stacked firewood is neatly arranged beside the entrance. A pathway of gravel leads up to the front steps.

5 out of 5 average rating, 115 reviews

Cozy Cottage - pet friendly, great location!

Enjoy a cozy and premium experience at this centrally-located place. Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines. Tons of amenities including: Fenced in backyard Outdoor patio with fire pit and grill Wood fireplace Smart TV Washer and dryer Desk workspace Fast WiFi Smart Thermostats 2 car driveway Full kitchen …and more!

A small outdoor patio is presented with a round table and four black metal chairs. Lush greenery surrounds the area, providing a calm setting. The exterior of the cottage is gray, complemented by a dark front door and a welcoming pathway leading to the entrance.

4.96 out of 5 average rating, 227 reviews

Charming Cottage in Downtown Southern Pines

Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful restaurants, shops and breweries Downtown Southern Pines has to offer, and only minutes from some of the country's best golf courses! This 2 bedroom 1 bathroom home has all you will need in this home away from home. Enjoy the outdoors out on your own private patio, walk around and take in the beautiful sights of this charming Southern town.

The entrance to the home is framed by tall pine trees, showcasing a well-maintained path leading to a welcoming front door. A modern gate and house number are visible, enhancing the overall appeal of the property.

4.97 out of 5 average rating, 230 reviews

Serene By the Greens

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

The main living area features comfortable gray seating arranged around a wooden coffee table, complemented by decorative throw pillows. A patterned area rug anchors the space, and natural light streams through a window, adding to the inviting atmosphere.

4.99 out of 5 average rating, 152 reviews

Upstairs at the Estate - Across from SP Golf Club

Keep it simple at this peaceful and unique home. Located in the upstairs of "The Estate" and across from a Donald Ross Golf Course, Southern Pines Golf Club. This 2 Bedroom and 2 Bath Unit can sleep 6 adults comfortably. We hope you enjoy your stay at this historic 1928 home, downtown Southern Pines and look forward to hosting you for short or long term stays! The property has 2 other units on the home with separate entrances and nothing is shared.

An open living space features brick flooring, a cozy seating area with a sofa and armchair, and a wall of bookshelves filled with books. A television is mounted on the wall, and warm light is provided by lamps. A dining table and kitchen island are present, enhancing functionality.

4.99 out of 5 average rating, 149 reviews

Charming Retreat in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. This charming retreat is unique, eclectic and super cozy! Stay, enjoy and relax in the confines of which used to be a garage. This space features all brick floors, lots of windows with plantation shutters, books, a comfy bed, walk in tiled shower, kitchen and quite distinctive décor. Peruse the large selection of books and enjoy some reading during your stay.

Popular amenities for Southern Pines house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House 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.

4.91 out of 5 average rating, 78 reviews

Pinehurst Retreat for Golf Trips | Pool + Space

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.

4.88 out of 5 average rating, 42 reviews

Lakeside Escape - 5 Miles from Pinehurst Resort

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.

4.93 out of 5 average rating, 129 reviews

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.

4.96 out of 5 average rating, 90 reviews

Southern Pines Getaway - Pool, Hot Tub & Fire Pit

5 out of 5 average rating, 52 reviews

The Pinehurst Paradise Pool Home

The entrance features a stone pathway leading to a welcoming front door adorned with a wreath. Potted plants flank either side of the entrance, and the surrounding greenery adds to the home's inviting exterior.

5 out of 5 average rating, 26 reviews

Spacious property w/Pool & walkable to downtown

4.94 out of 5 average rating, 18 reviews

Pinehurst Retreat | pool | Near Resort & Cradle

A private backyard is shown, featuring a swimming pool with clear blue water surrounded by a concrete deck. Lush green grass extends across the yard, with trees providing a natural backdrop. The house is visible in the background, enhancing the serene outdoor setting.

4.95 out of 5 average rating, 41 reviews

Convenient Golf & Private Pool Getaway

Weekly house rentals

The exterior of a single-story house is surrounded by lush landscaping featuring blossoming azaleas and a gravel path. A covered patio with comfortable seating is showcased, inviting relaxation. Pine trees provide a serene backdrop under a clear blue sky.

4.92 out of 5 average rating, 13 reviews

DW Sanctuary on Course 6

Superhost

4.76 out of 5 average rating, 38 reviews

Pinehurst Choice

A modern kitchen features white cabinetry and dark countertops, complemented by a long wooden dining table surrounded by several metal stools. An open layout is visible, connecting to a hallway with a glimpse of the living area and additional room.

4.93 out of 5 average rating, 58 reviews

The Oakmont Cottage

A modern cottage is showcased with a striking blue exterior, featuring multiple large windows that allow natural light to illuminate the interior. The front door, painted in a soft pink, adds a charming touch. Tall trees frame the property, enhancing the serene atmosphere.

4.98 out of 5 average rating, 42 reviews

The Pinecone Cottage - a Southern Pines escape

A dining nook is presented with a wooden table and two tall chairs, positioned near a large window that offers a view of greenery outside. Sheer white curtains frame the window, and a small potted tree adds a touch of nature to the space.

4.9 out of 5 average rating, 52 reviews

Private Lake House Guest Suite

An inviting backyard space features several blue Adirondack chairs arranged around a stone fire pit. The house, sporting a yellow exterior, is visible in the background, complemented by lush greenery and a clear area for outdoor activities.

4.94 out of 5 average rating, 71 reviews

Downtown So. Pines - sleeps 8, walk to town.

5 out of 5 average rating, 42 reviews

High End Kitchen, Game Room, Long Term Rental

Superhost

A comfortable living area features a soft gray sofa, a brown leather chair adorned with a plaid throw, and a round coffee table. Natural light brightens the space through large windows, and a dining area with a round table is visible in the background.

4.87 out of 5 average rating, 70 reviews

Updated Golf Front Condo on #5

Private house rentals

4.93 out of 5 average rating, 14 reviews

Luxury Stay by Pinehurst No. 2- Where Legends Play

An open-concept living space features a large dining table set for meals, with modern wooden chairs. A comfortable sofa sits in the lounge area, while a stylish kitchen with dark cabinetry and high-end appliances is visible in the background. Ample natural light brightens the area.

5 out of 5 average rating, 65 reviews

19th Hole - Pickelball, Park, Walk to Downtown

A spacious living area features high ceilings and floor-to-ceiling windows providing ample natural light. Comfortable seating includes two plush armchairs and a cozy sofa, arranged around a coffee table. A gas log fireplace is positioned beneath a wall-mounted TV, creating a welcoming atmosphere.

5 out of 5 average rating, 62 reviews

Million $ Golf-front view + 3 Master BR + Peloton

4.96 out of 5 average rating, 24 reviews

Convenient Cottage in the Pines

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.

4.94 out of 5 average rating, 32 reviews

Cute cottage close to downtown Southern Pines

A dining area features a large black table surrounded by eight cushioned chairs. Light streams through multiple windows, illuminating the space. A modern pendant light hangs above the table, while a potted plant adds a touch of greenery to the welcoming atmosphere.

4.98 out of 5 average rating, 42 reviews

Timeless Tudor - Walkable to Downtown!

4.98 out of 5 average rating, 90 reviews

The Hack Shack

A spacious living area features a comfortable blue sofa and a recliner, complemented by a large wooden coffee table. Natural light enters through oversized windows, illuminating the room's neutral decor and hardwood flooring. A TV unit and decorative plants enhance the inviting environment.