Discover Your Perfect Pinehurst Vacation Homes

Best Vacation Homes in Pinehurst

6.0
Good
(1 Review)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R4,650/Night For 7 Nights ZA R32,557
10.0
Exceptional
(3 Reviews)
947.22 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • Fireplace/Heating
  • Pool
  • Parking
ZA R2,561/Night For 7 Nights ZA R17,929
6.0
Good
(1 Review)
1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R6,045/Night For 7 Nights ZA R42,309
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R6,581/Night For 7 Nights ZA R46,069
10.0
Exceptional
(1 Review)
3186.12 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • Fireplace/Heating
  • View
  • Pet Friendly
ZA R5,139/Night For 7 Nights ZA R35,972
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R3,288/Night For 7 Nights ZA R23,018
10.0
Exceptional
(229 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R2,004/Night For 7 Nights ZA R14,021
10.0
Exceptional
(208 Reviews)
1000 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
ZA R3,377/Night For 7 Nights ZA R23,642

Pinehurst Luxury Rentals

New
12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R130,198/Night For 7 Nights ZA R911,383
New
2600 ft² 9 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R64,933/Night For 7 Nights ZA R454,534
New
1399.31 ft² 6 Guests 2 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • Parking
  • Internet
ZA R47,005/Night For 7 Nights ZA R329,034
New
8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
ZA R46,878/Night For 7 Nights ZA R328,148
9.4
Exceptional
(10 Reviews)
1400 ft² 100 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R41,308/Night For 7 Nights ZA R289,155
New
9687.52 ft² 2 Guests 1 Bedroom 2 Bathrooms
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
ZA R39,732/Night For 7 Nights ZA R278,122
New
2221 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R39,238/Night For 7 Nights ZA R274,674
New
10 Guests 5 Bedrooms 5 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
ZA R38,342/Night For 7 Nights ZA R268,386

Pinehurst Pet Friendly Vacation Rentals

10.0
Exceptional
(154 Reviews)
3100 ft² 9 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R9,605/Night For 7 Nights ZA R67,232
9.5
Exceptional
(4 Reviews)
1097.92 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
ZA R2,742/Night For 7 Nights ZA R19,193
10.0
Exceptional
(141 Reviews)
2500 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R15,343/Night For 7 Nights ZA R107,407
7.7
Very Good
(4 Reviews)
5995.5 ft² 26 Guests 6 Bedrooms 7 Bathrooms
Free Cancellation Villa
  • Fireplace/Heating
  • Pool
  • View
ZA R18,952/Night For 7 Nights ZA R132,658
10.0
Exceptional
(94 Reviews)
5000 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Pool
  • Ocean View
ZA R17,223/Night For 7 Nights ZA R120,558
10.0
Exceptional
(82 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R3,630/Night For 7 Nights ZA R25,415
10.0
Exceptional
(78 Reviews)
8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • Pet Friendly
ZA R14,652/Night For 7 Nights ZA R102,564
10.0
Exceptional
(51 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R6,467/Night For 7 Nights ZA R45,265

Pinehurst Large Vacation Homes

10.0
Exceptional
(91 Reviews)
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R8,869/Night For 7 Nights ZA R62,077
10.0
Exceptional
(1 Review)
2895.49 ft² 12 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Parking
  • Internet
ZA R9,298/Night For 7 Nights ZA R65,081
10.0
Exceptional
(78 Reviews)
3400 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R11,286/Night For 7 Nights ZA R79,004
9.4
Exceptional
(5 Reviews)
2701.74 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Parking
  • Internet
ZA R8,204/Night For 7 Nights ZA R57,430
10.0
Exceptional
(76 Reviews)
2800 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R12,987/Night For 7 Nights ZA R90,907
10.0
Exceptional
(72 Reviews)
3000 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
ZA R22,371/Night For 7 Nights ZA R156,595
10.0
Exceptional
(65 Reviews)
3000 ft² 12 Guests 6 Bedrooms 6 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
ZA R22,371/Night For 7 Nights ZA R156,595
10.0
Exceptional
(59 Reviews)
3486 ft² 12 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R16,956/Night For 7 Nights ZA R118,686

Why Choose Rent By Owner for your Pinehurst Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Pinehurst

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you can enjoy its unique charm and outdoor activities at their best, making your stay in Pinehurst more memorable when you plan your trip during the region's ideal seasons.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area comes alive with lush greenery and blooming landscapes, making it a picturesque time for your visit. This season attracts many golf enthusiasts and outdoor lovers seeking pleasant weather.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and comfortable temperatures, creating an ideal setting for exploring the region's scenic beauty. It’s a popular time for visitors looking to enjoy outdoor activities before winter.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

In the summer months, the area experiences hotter temperatures and fewer crowds, providing a more relaxed atmosphere for those seeking quieter accommodations here. It’s a good time for budget-conscious travelers.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

With cooler weather and occasional frost, winter offers a peaceful retreat with fewer visitors. It’s perfect if you prefer a tranquil getaway and don’t mind the lower temperatures.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Pinehurst

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy the fresh air and sunshine with outdoor seating areas, perfect for relaxing or dining al fresco.
  • Benefit from access to scenic golf courses, a hallmark of this destination’s outdoor appeal.
  • Take advantage of spacious yards for outdoor activities like playing catch, frisbee, or setting up a picnic.
  • Make use of private patios or decks that provide a peaceful spot to unwind while soaking in the surrounding nature.
  • Explore walking or biking trails nearby that showcase the natural beauty of the region.
  • Relax by the outdoor fireplaces or fire pits, ideal for enjoying cool evenings under the stars.
  • Utilize outdoor recreational equipment such as kayaks, paddleboards, or swimming pools available at some properties, enhancing your experience here.
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Family Activities

  • Pinehurst Resort & Country Club: Enjoy family-friendly activities like golf and tennis at this historic resort, perfect for creating memorable moments together.
  • Pinehurst Central Park: Spend a relaxing day outdoors with picnicking, playgrounds, and scenic walking paths right in the heart of the region.
  • Sandhills Horticultural Gardens: Explore beautifully maintained botanical gardens that offer a peaceful setting for family strolls and educational visits.
  • Southern Pines Greenway: Discover trails and nature preserves ideal for biking and hiking adventures suitable for all ages here in the area.
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Adult Activities

  • Golfing at Pinehurst Resort: Test your skills on world-class courses that are renowned for hosting major tournaments and enjoy a relaxing day amidst scenic North Carolina landscapes.
  • Exploring The Carolina Hotel Spa: Indulge in rejuvenating treatments at the luxurious spa located within a historic hotel, offering a perfect retreat after an active day.
  • Dining at Local Restaurants: Savor exquisite Southern cuisine and regional specialties in charming eateries that showcase the area's culinary traditions.
  • Shopping in the Village of Pinehurst: Browse boutique shops and specialty stores for unique souvenirs, clothing, and accessories in this picturesque shopping district.

Pinehurst Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Golf and Spa Experiences: Secure your tee times and spa appointments early to enjoy the renowned leisure activities here without any last-minute stress.
  • Explore Local Dining Options: Take time to discover the region’s culinary scene, which offers a variety of restaurants that showcase the area's local flavors.
  • Visit Off-the-Beaten-Path Spots: Venture beyond typical attractions to find charming neighborhoods and scenic natural areas that highlight this destination's unique charm.
  • Choose a Prime Location for Your Vacation Rental: Opt for accommodations near the most popular golf courses, parks, or town centers to maximize your convenience and experience here.

Transportation Options

  • North Carolina Train Service: You can conveniently access the area via Amtrak, which connects to major cities and offers a scenic route into Pinehurst.
  • Charlotte Douglas International Airport: This major airport provides extensive domestic flights, making it easy to reach this destination from across the country.
  • Charlotte Area Transit System (CATS): Local buses and light rail services offer reliable transportation options within the region for exploring Pinehurst and nearby attractions.
  • Rental Car Services: Numerous rental agencies operate at the airport and in town, giving you flexibility to explore the area at your own pace.

Local Customs Options

  • Respect for Golf Etiquette: Here, you'll find that local golf traditions emphasize courtesy and dress codes, reflecting the area's renowned golf history.
  • Southern Hospitality: Visitors often notice the warm welcomes and friendly manners that are a hallmark of the community in this destination.
  • Historic Significance: The region values its history, with many customs centered around preserving and honoring local landmarks and traditions.
  • Community Celebrations: Seasonal festivals and parades are an integral part of life here, showcasing the area's rich cultural heritage and communal spirit.

Frequently Asked Questions About Pinehurst?

2. How many vacation rentals have private pools in Pinehurst?

3. Which vacation homes in Pinehurst are best for families?

If you are looking for a family-friendly vacation home in Pinehurst, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pinehurst:

4. How many Rentbyowner vacation rentals are available in Pinehurst?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 706 in the Pinehurst area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pinehurst. 

5. What is the cancellation policy for vacation rentals in Pinehurst, North Carolina?

Cancellation policies vary depending on the individual property listing. You should review the specific rental agreement or contact the property owner directly to understand the cancellation terms before booking.

6. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are determined by each host and are detailed on the listing page. Be sure to review these details prior to your reservation to ensure a smooth arrival and departure.

7. How do I find the most suitable vacation rental in Pinehurst, North Carolina for my stay?

You can filter search results based on preferences such as location, amenities, and price. Reading through host descriptions and reviews can also help you select a property that best fits your needs in this area.

8. Is it possible to get assistance if I encounter issues during my stay?

Yes, support is available through customer service, and you can also communicate directly with the property owner for any concerns or questions related to your booking or stay in this destination.

9. Are linens and towels provided with vacation rentals in the region?

Most listings include linens and towels, but this varies by property. Check the amenities section of the listing or contact the owner to confirm what is included with your reservation.

Pinehurst Top Rated Vacation Rentals

10.0
Exceptional
(203 Reviews)
1000 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R3,169/Night For 7 Nights ZA R22,181
10.0
Exceptional
(96 Reviews)
1392 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
ZA R5,492/Night For 7 Nights ZA R38,435
10.0
Exceptional
(95 Reviews)
3180 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Cottage
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R14,718/Night For 7 Nights ZA R103,023
10.0
Exceptional
(70 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Pool
ZA R2,505/Night For 7 Nights ZA R17,534
10.0
Exceptional
(65 Reviews)
1000 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
ZA R3,260/Night For 7 Nights ZA R22,821
10.0
Exceptional
(48 Reviews)
1500 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
ZA R3,803/Night For 7 Nights ZA R26,630
10.0
Exceptional
(46 Reviews)
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R12,153/Night For 7 Nights ZA R85,062
10.0
Exceptional
(43 Reviews)
6000 ft² 26 Guests 6 Bedrooms 6 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R22,715/Night For 7 Nights ZA R159,009