Holiday rentals in Pinehurst
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Top-rated holiday rentals in Pinehurst
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* Top Rated - Guest Fave - Golf Front Condo *
Welcome to the heart of Pinehurst! This clean and cozy ground-floor condo is ideal for golf trips, weekend getaways, or longer stays. Enjoy a well-stocked kitchen, comfortable furnishings, and a screened porch with peaceful fairway views - couldn't be more perfect for morning coffee or evening wine! Super close to the Village, A+ dining and shops, the Fair Barn, harness track and Pinehurst Resort; just 10–15 minutes to Southern Pines and Aberdeen. Quiet, walkable, and always a guest favorite!
Long Drive On No. 5 - 1BR Condo, GREAT Golf Views
Renovated, centrally located condo in Pinehurst - only a 10 minute walk to the Pinehurst Golf Clubhouse! "Long Drive On No. 5" is a newly renovated, second-story one-bedroom condo perfectly located on hole #16 of Pinehurst No. 5 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy & luxurious finishes combined with an excellent location make this condo perfect for a weekend golf getaway or an extended stay!
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.
Location is everything !
Location! Cozy efficiency located in the heart of Golf And Horse country! Just 30 seconds (for real) to the main traffic circle which takes you to great restaurants, shopping, hospital (FirstHealth Moore Regional 1.5 miles away) and, of course, golfing!! The efficiency offers a private entrance, full bed, bathroom w/ shower, kitchenette, desk area, and outdoor seating. It is attached to my home so there is daily activity, but we welcome friendly engagement and will respect your privacy.
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!
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.
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.
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.
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.
The Lucky Lie - Entire Condo in Pinehurst
Come relax at the luxurious Lucky Lie! This beautifully renovated studio condo is located just off the beaten path on Pinehurst No. 3, but still perfectly situated for an easy approach into downtown Pinehurst and the surrounding Sandhills. Unwind after your rounds on the porch over looking No. 3, 16th fairway, relax in front of the electric fireplace, or knock out some work in the dedicated workspace, the Lucky Lie has what you're looking for!
Delightful Bungalow in Historic Downtown
LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming, quaint & cozy 1930's bungalow. Just steps from our idyllic downtown of Southern Pines. (Literally 1 block!) You will be treated to a private, clean, cozy and updated space filled with everything you will need for a wonderful stay. 1 bedroom / 1 bath / 1 sleeper sofa. Street parking. Strict 'No Pet' policy.
Popular amenities for Pinehurst holiday rentals
Other great holiday rentals in Pinehurst
Frannie's Fairway | Cozy 3-bed 2-bath Home | Pinehurst
68 Pine Valley
Golf Retreat on Fairway Pinehurst #3 | Near Cradle
NEW BUILD Golf Cottage-Perfect for Couples/Family
Captain’s Choice
Sienna at The Shire 255 - Unit B - Downtown!
Fairway Finder at Pinehurst -2BR Condo
Updated 2 Bed 2 Bath Condo on the 18th Hole of #3
When is the best time to visit Pinehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £110 | £112 | £122 | £126 | £124 | £123 | £138 | £133 | £119 | £130 | £133 | £127 |
| 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
What are the best places to stay in Pinehurst?
Many guests prefer staying in the historic Pinehurst Village area for easy access to shops, golf courses, and dining. Nearby neighborhoods also have vacation homes and cottages that suit a range of group sizes.
What are the best things to do in Pinehurst with kids?
Kids often enjoy exploring local parks, attending interactive museum exhibits, or sampling treats at local ice cream shops. Family-oriented activities like mini golf or seasonal festivals add engaging options for young visitors.
What are some of the best things to do in Pinehurst?
Play a round on one of Pinehurst’s renowned golf courses, stroll through the historic village, or enjoy local shops and art galleries. Guided tours, spa experiences, and regional dining are frequently suggested options.
How is the weather in Pinehurst?
Pinehurst has winters around 30–50°F (-1–10°C) with occasional rain, and summers that reach 86–88°F (30–31°C) with more humidity. Spring and fall are generally comfortable, with moderate rainfall and pleasant outdoor conditions.
When is the best time to visit Pinehurst?
Late spring and early fall are often recommended for milder temperatures and lush scenery. These seasons also coincide with outdoor events and comfortable weather for golf and walking tours.
What are the best places to visit in Pinehurst?
Pinehurst has a historic village with unique shops, galleries, and locally rooted restaurants. Museums highlight regional and golf history, while public gardens and art spaces invite visitors to explore Pinehurst's cultural landscape.
What are some hiking trails in Pinehurst?
Pinehurst has scenic trails in local preserves and parks, often shaded by longleaf pines and ideal for birdwatching. Some trails feature interpretive signs that highlight regional ecosystems and history.
What are some family activities we can do in Pinehurst?
Families frequently enjoy walking parks, mini golf, and interactive exhibits at local museums. Seasonal festivals and farmers’ markets can add hands-on experiences for visitors of all ages.
What are some of the best day trip ideas from Pinehurst?
Day trips often include exploring botanical gardens, visiting historic sites in nearby towns, or hiking in regional nature preserves. Wineries and local art studios also draw visitors from Pinehurst.
Are there any pet friendly accommodations available in Pinehurst?
Visitors can find pet friendly stays in and around the Pinehurst village area, with some rentals providing outdoor spaces and easy access to walking trails. Many local parks welcome dogs, making it easier to explore with pets.
What are some local tips for visiting Pinehurst?
Exploring the village on foot reveals locally owned shops and cafes with unique seasonal offerings. Booking golf tee times or spa sessions in advance is often recommended, especially during peak periods.
What is Pinehurst known for?
Pinehurst is widely recognized for its championship golf courses and historic village charm. The area’s roots in resort culture and its scenic landscapes continue to shape its character.
What are the best hidden gems to explore in Pinehurst?
Consider wandering Pinehurst’s historic village area, discovering local art galleries, or seeking out small public gardens around town. Less-traveled walking paths and boutique shops offer a quieter perspective on the area.
What are the best foods to try in Pinehurst?
Locally rooted Southern fare is frequently suggested, including barbecue, pimento cheese dishes, and fresh-baked biscuits. Many visitors enjoy exploring bakeries and tasting regional specialties at community restaurants.
What should I bring for a trip to Pinehurst?
Pack layers for variable temperatures, comfortable walking shoes, and sun protection for outdoor activities. Bringing a lightweight rain jacket can be helpful, especially from late spring through early fall due to occasional showers.
What is the nightlife in Pinehurst like?
Pinehurst nightlife is relaxed, with locally rooted restaurants, wine bars, and casual pubs hosting live music or trivia nights. Social gatherings often center around golf clubs and cozy downtown venues.
What are the most popular events or festivals in Pinehurst?
Pinehurst is known for hosting nationally recognized golf tournaments and community festivals throughout the year. Seasonal events featuring food, music, and crafts are frequently suggested, especially in spring and during holiday periods.
Are there family friendly vacation rentals in Pinehurst?
Pinehurst has many family friendly vacation rentals, including homes and cottages with spacious layouts and essential amenities. Some properties feature outdoor spaces, game rooms, or easy access to parks and activities geared toward families.
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 £37 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 & child-friendly amenities
Pet-friendly holiday rentals
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
Wifi availability
510 of Pinehurst holiday rentals include wifi 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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