
Holiday houses in Pinehurst
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Top-rated holiday rentals in Pinehurst
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

Cozy Pinehurst Retreat w/ Putting Green
Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. It was recently remodeled, is well furnished, and we are constantly striving to upgrade and improve the space to make for a comfortable stay!

Lakeview Landing - 2 BD 2 BA Pinehurst Condo
**Pool CLOSED for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

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!

The Knotty But Nice Treehouse of Pinehurst
Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

A Golf Front SFH 3 BR 2 BA in Pinehurst # 6
A golf front great view 3 BR 2 Bathrooms with furnishings bungalow situated on Pinehurst #6. This house comes with WIFI and 4 smart TVS (Spectrum cable with golf channel). All 4 beds (1 K, 1 Q, 2 double) are with memory foam mattresses. sofa set, dining table for 8, 55'' smart TV on the wall and washer/dryer combination. Enjoy relaxing on the deck after a great round of golf. Amenities include a full kitchen, coffee maker, cookware, microwave, refrigerator.

Downtown Nook (Historic Area)
LITERALLY steps from the quaint downtown of Southern Pines. This small but cozy space has a private entrance, comfy bed, TV, it's own HVAC and a bathroom with a shower. It is perfect for a short stay! No coffee pot, but Swanks coffee shop is 1.5 blocks away! No fridge, but restaurants abound starting 1/2 block away! No need to drive after a night out.....walk to the Nook to sleep! Please note the price point for this little gem reflects it's AMAZING location!

Water Oaks Cottage - Near Pinehurst Country Club
Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Golf Resort, Private Entrance, Bath & Kitchenette
This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

Pinehurst #6 Garden Getaway
A warm welcome to our cozy 1 BR/1 BA apartment in the Pinehurst #6 community. It has a queen bed and a queen sofa bed if needed. We are close to the Village of Pinehurst and dozens of amazing Golf courses. We are less than 2 miles from First Health Moore Regional Hospital. Nearby you can enjoy shopping, dining, 4 local breweries and a winery. We also offer housekeeping for only $ 10 a day. PLEASE LET ME KNOW, when booking IF YOU NEED THE SECOND BED.

Golfers’ Mid-Century Escape Minutes From Pinehurst
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!
Popular amenities for Pinehurst holiday rentals
Other great holiday rentals in Pinehurst

Golf Retreat on Fairway Pinehurst #3 | Near Cradle

The Ross Retreat - In Pinehurst

Studio Seven at Pine Valley – Pinehurst Getaway

⛳️19th Hole🍸. Sleeps 10, Pool Table🎱 and Fire Pit

Cheerful Eclectic Pinehurst home

Captain’s Choice

Luxury Condo on Pinehurst #5

Updated 2 Bed 2 Bath Golf Course Front Condo no. 5
When is the best time to visit Pinehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 AUD | $211 AUD | $229 AUD | $236 AUD | $232 AUD | $230 AUD | $260 AUD | $248 AUD | $223 AUD | $243 AUD | $250 AUD | $237 AUD |
| Avg. temp | 5°C | 6°C | 10°C | 15°C | 19°C | 23°C | 25°C | 25°C | 21°C | 15°C | 10°C | 6°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pinehurst?
Yes! Work meets play with ease at over 260 vacation rentals in Pinehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Pinehurst?
Four-legged friends are welcome in Pinehurst. Choose from more than 100 vacation rentals for guests traveling with pets.
How much does it cost to stay in condo rentals in Pinehurst?
Experience the best of Pinehurst with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Pinehurst vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pinehurst, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Pinehurst have a bbq area?
Absolutely! We offer over 120 house rentals with a bbq area in Pinehurst. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pinehurst have a gym?
Absolutely! We offer over 50 house rentals with a gym in Pinehurst. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Pinehurst have self check-in?
Absolutely! We offer over 40 condo rentals with self check-in in Pinehurst. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Pinehurst?
Pinehurst has more than 90 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Pinehurst

Total holiday rentals
Explore 520 holiday rentals in Pinehurst

Nightly prices starting at
Pinehurst holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 20,660 verified reviews to help you choose

Family-friendly holiday rentals
440 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
510 of Pinehurst holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Lake access and Gym across Pinehurst rentals

4.9 Average rating
Pinehurst stays are highly rated by guests—averaging 4.9 out of 5!
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