Pinehurst, NC · Curated MLS Search

Homes with Vacation Rental in Pinehurst, NC

An editorially curated view of every active homes with vacation rental listing in Pinehurst, NC. Updated in real time from the local MLS, presented without the noise.

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Pinehurst Market — Homes with Vacation Rental Comparison

Live MLS data — citywide vs. Homes with Vacation Rental

Pinehurst
Homes with Vacation Rental
inventory
Active Listings
354
6
Sold (Past 6 Mo.)
442
4
Under Contract
35
0
pricing
Avg. List Price
$867,049
$768,000 ↓ 11%
Cost / Sq. Ft.
$306
$368 ↑ 20%
typical home
Living Area
2,859 ft²
2,541 ft² ↓ 11%
Avg. Beds
3.5
2.8 ↓ 18%
Avg. Baths
3.5
3.2
Days on Market
100
164 ↑ 64%

Homes with Vacation Rental in Pinehurst: Market Data

Data as of (MLS snapshot; listings below update live)

Dark Horse Group's review of MLS data as of October 20, 2026 shows 6 active listings for Pinehurst homes with vacation rental. That is about 2% of the 354 active listings in Pinehurst across every property type. Over the past six months, 4 listings in this search sold. Listings were most concentrated in Lakeview Condos.

Homes with Vacation Rental in Pinehurst, NC, October 20, 2026
MeasureValue
Active listings6
All active listings in Pinehurst, every property type354
Sold, past six months4

Pinehurst subdivisions with the most active homes with vacation rental

  • Lakeview Condos: 3 active

Homes with Vacation Rental in other cities

Market questions

How many Pinehurst homes with vacation rental are on the market?

There were 6 Pinehurst homes with vacation rental for sale as of October 20, 2026, based on Dark Horse Group's review of MLS data.

How do Pinehurst homes with vacation rental stack up against other cities?

As of October 20, 2026, there were 6 Pinehurst homes with vacation rental for sale. In the same search, Southern Pines had 2 homes with vacation rental for sale.

How many Pinehurst homes with vacation rental sold in the past six months?

4 Pinehurst homes with vacation rental sold in the six months before October 20, 2026.

How do Pinehurst homes with vacation rental compare with all active listings in Pinehurst?

As of October 20, 2026, there were 6 Pinehurst homes with vacation rental for sale, out of 354 active listings in Pinehurst across every property type.

Listing data courtesy of the local Multiple Listing Service.

Next Steps in Pinehurst, NC

View All Pinehurst NC Homes with Vacation Rental Listings

250 Sugar Gum Ln Unit # 237, Pinehurst
$397,500
2 Beds ⋅ 2 Baths ⋅ 100584975 MLS ⋅ Lakeview Condos BLDG.
Short Term Rentals Allowed- STR Certificate attached to this property. Enjoy beautiful views of Lake Pinehurst from this fully furnished, 2nd floor, 2 bedroom, 2 bath waterfront condominium. Whether you're searching for a full time residence, a vacation getaway, or an exceptional investment opportunity, this turnkey property offers the perfect combination of comfort, location, and income potential. Relax on your private balcony while taking in views of Lake Pinehurst, or spend the day enjoying the community swimming pool just steps away. Inside, the spacious floor plan is furnished and move in ready, allowing you to immediately begin enjoying the Pinehurst lifestyle. The condo conveys fully furnished and includes a Village of Pinehurst Short Term Rental Certificate that conveys with the property, making it ready for immediate vacation rental use. With a proven history of strong VRBO and Airbnb rental income, this is a rare opportunity to own an income producing lakefront property in one of Pinehurst's most desirable communities. Located just minutes from the charming Village of Pinehurst, world renowned golf, dining, shopping, and area attractions, this exceptional waterfront condo offers resort style living with outstanding investment potential. Investor opportunity! The seller is also offering Unit 114, providing the rare chance to acquire two furnished lakefront condos with transferable Village of Pinehurst Short-Term Rental Certificates and established vacation rental income. Purchase one or both to expand your investment portfolio.

250 Sugar Gum Ln Unit # 237, Pinehurst

Courtesy of Living on The Bliss Realty

250 Sugar Gum Ln Unit # 114, Pinehurst
$423,500
2 Beds ⋅ 2 Baths ⋅ 100584967 MLS ⋅ Lakeview Condos BLDG.
Short Term Rentals Allowed-STR Certificate attached to this property. Wake up to breathtaking views of Lake Pinehurst from this beautifully furnished, 1st floor, 2-bedroom, 2-bath waterfront condominium. Offering effortless one-level living, this turnkey property is perfectly suited as a primary residence, vacation retreat, or exceptional investment opportunity. Enjoy your morning coffee or evening cocktail while relaxing on the private balcony overlooking the sparkling waters of Lake Pinehurst. Residents also enjoy access to the community pool, making it easy to embrace the resort lifestyle. The condo conveys fully furnished and includes a Village of Pinehurst Short-Term Rental Certificate that conveys with the property, making it ready for immediate vacation rental use. With a proven history of strong VRBO and Airbnb rental income, this is a rare opportunity to own an income-producing lakefront property in one of Pinehurst's most desirable locations. Just minutes from the charming Village of Pinehurst, world-renowned golf, dining, shopping, and area attractions, this exceptional waterfront condo offers the perfect combination of lifestyle, location, and investment potential. Investor opportunity! The seller is also offering Unit 237, providing the rare chance to acquire two furnished lakefront condos with VOP Short Term Rental Certificates and established vacation rental income. Purchase one or both to expand your investment portfolio.

250 Sugar Gum Ln Unit # 114, Pinehurst

Courtesy of Living on The Bliss Realty

12 E Barrett Rd, Pinehurst
$2,795,000
7 Beds ⋅ 10 Baths ⋅ 100550100 MLS
Thistle Dhu is a celebrated Pinehurst landmark where American golf history and refined living converge. Built in 1919 by James Barber, this storied estate was home to the first 18-hole miniature golf course in the United States, with original holes still visible today, including one on the front lawn near the driveway. The name ''Thistle Dhu'' is a playful nod to Barber's admiring words upon completion: ''This'll do.'' Located in Olde Town Pinehurst, the property is just a short golf cart ride to Pinehurst Village, offering boutique shopping, dining, live entertainment, and the renowned Pinehurst Hotel & Spa. Thistle Dhu offers exceptional versatility as a primary residence, vacation home, or income-producing property. The estate may be utilized as a high-end Airbnb or short-term rental. The estate is ideal for hosting corporate retreats, family gatherings, and major golf events. Timeless and irreplaceable, Thistle Dhu remains one of Pinehurst's most iconic estates, where history lives on with modern luxury woven seamlessly throughout. The residence was extensively updated to modern standards while carefully preserving its original architectural character. The residence now features seven luxurious suites, including expansive owner's suites on both the main and upper levels with private living areas. The main level offers a gourmet kitchen with island and butler's pantry, breakfast nook, formal and casual dining spaces, a grand foyer, and elegant living and Carolina rooms that open to enclosed porches. Restored heart pine floors, original moldings, Palladian doors, and hand-carved staircases honor the home's historic character throughout. The lower level is designed for entertaining, featuring a recreation room with fireplace, a hidden speakeasy bar, movie theater, and ample storage. Outdoors, the 1.19 acre grounds include brick walkways, historic fountain, charming gazebo and gated entryways, creating a private garden retreat.

12 E Barrett Rd, Pinehurst

Courtesy of Pines Sotheby's International Realty

110 Mclean Rd, Pinehurst
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 100534485 MLS
Old Town Pinehurst- Luxury Meets Location! Location truly matters and this home delivers! Nestled in the heart of Old Town Pinehurst, this beautifully updated 4 bedroom 3 1/5 bath home offers a Pinehurst Country Club membership & is just steps away to the charming Historic Village, renowned for its New England-style architecture, boutique shops, acclaimed restaurants, World-Class Golf, & the iconic Carolina Hotel & Spa. This unique & spacious residence now features 4 bedrooms and 3 full ensuite baths, each with bidets, walk-in closets, & high-end finishes—two with marble countertops, & a primary bath with space for a large tub. The lower level has been thoughtfully reconfigured to include a fourth bedroom, along with a mancave, workshop, storage area, and the original 2+-car garage. In total, the property offers 4 garage bays plus golf cart storage—ideal for vehicles & hobbies. The main level showcases 10-foot ceilings, natural white oak flooring, crown molding, & a stunning cook's kitchen featuring sleek European-style cabinets, new quartz countertops, a new Wolf Dual Fuel Range, new LG refrigerator, drawer microwave, & a large island with a new stainless undermount sink & Kohler faucet. The open layout flows seamlessly into the great room & formal/informal dining areas, centered around a cozy fireplace with a new modern gas insert. Additional upgrades include Andersen windows, a new Pella sliding door, professionally waterproofed basement, sealed & encapsulated crawlspace, central vacuum system, beverage/wine cooler, solar tubes, & a guest bath plumbed for a steam shower. The fully irrigated yard offers a private rear deck with privacy screen—perfect for relaxing or entertaining. With a flexible floor plan offering both private retreats & generous gathering spaces, this home is ideal as a full-time residence, vacation getaway, monthly rental, or long-term investment. A rare & exceptional opportunity in the heart of the Village of Pinehurst.

110 Mclean Rd, Pinehurst

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Old Glory Realty LLC

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