Discover Your Perfect Pinehurst Vacation Homes

Best Vacation Homes in Pinehurst

10.0
Exceptional
(13 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R2,449/Night For 7 Nights ZA R17,141
10.0
Exceptional
(6 Reviews)
1345.49 ft² 9 Guests 4 Bedrooms 2 Bathrooms
House
  • Balcony/Terrace
  • Parking
  • Air Conditioner
ZA R3,068/Night For 7 Nights ZA R21,468
9.2
Exceptional
(5 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Pool
  • Balcony/Terrace
  • Breakfast
ZA R1,876/Night For 7 Nights ZA R13,126
10.0
Exceptional
(12 Reviews)
650 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R1,594/Night For 7 Nights ZA R11,160
10.0
Exceptional
(4 Reviews)
2195.84 ft² 10 Guests 4 Bedrooms 3 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Spa
ZA R8,325/Night For 7 Nights ZA R58,274
9.8
Exceptional
(6 Reviews)
969 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R4,154/Night For 7 Nights ZA R29,088
9.2
Exceptional
(5 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
ZA R1,935/Night For 7 Nights ZA R13,552
8.6
Fabulous
(4 Reviews)
969 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R4,175/Night For 7 Nights ZA R29,219

Pinehurst Luxury Rentals

10.0
Exceptional
(5 Reviews)
4100 ft² 11 Guests 3 Bedrooms 4 Bathrooms
Family Friendly Villa
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R30,148/Night For 7 Nights ZA R211,038
9.4
Exceptional
(44 Reviews)
4500 ft² 24 Guests 7 Bedrooms 6 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R24,221/Night For 7 Nights ZA R169,545
New
387.5 ft² 11 Guests 3 Bedrooms 6 Bathrooms
House
  • Oceanfront
  • Spa
  • Fireplace/Heating
ZA R22,108/Night For 7 Nights ZA R154,764
10.0
Exceptional
(1 Review)
4470 ft² 16 Guests 7 Bedrooms 8 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R19,167/Night For 7 Nights ZA R134,164
New
2195.84 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
ZA R13,105/Night For 7 Nights ZA R91,737
New
4467.02 ft² 16 Guests 1 Bedroom 8 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
ZA R10,996/Night For 7 Nights ZA R76,972
10.0
Exceptional
(7 Reviews)
2178 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R10,953/Night For 7 Nights ZA R76,677
10.0
Exceptional
(5 Reviews)
10 Guests 5 Bedrooms 3 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
ZA R9,371/Night For 7 Nights ZA R65,599

Pinehurst Pet Friendly Vacation Rentals

New
230 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R3,908/Night For 7 Nights ZA R27,367
New
979.52 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R8,587/Night For 7 Nights ZA R60,109
New
350 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R1,334/Night For 7 Nights ZA R9,341
New
2292.71 ft² 6 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Pool
  • Pet Friendly
  • Parking
ZA R5,997/Night For 7 Nights ZA R41,985
10.0
Exceptional
(6 Reviews)
1175 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R3,513/Night For 7 Nights ZA R24,598
10.0
Exceptional
(3 Reviews)
1418 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R5,736/Night For 7 Nights ZA R40,149
10.0
Exceptional
(2 Reviews)
6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R8,615/Night For 7 Nights ZA R60,306
9.8
Exceptional
(6 Reviews)
11 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R7,152/Night For 7 Nights ZA R50,064

Pinehurst Large Vacation Homes

10.0
Exceptional
(23 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R4,099/Night For 7 Nights ZA R28,695
9.3
Exceptional
(3 Reviews)
226.04 ft² 19 Guests 5 Bedrooms 4 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
ZA R6,350/Night For 7 Nights ZA R44,459
7.0
Very Good
(2 Reviews)
2439 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R5,648/Night For 7 Nights ZA R39,527
10.0
Exceptional
(7 Reviews)
19 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R8,686/Night For 7 Nights ZA R60,798
New
2497.23 ft² 10 Guests 1 Bedroom 3 Bathrooms
Free Cancellation Apartment
  • Balcony/Terrace
  • Parking
  • Air Conditioner
ZA R3,163/Night For 7 Nights ZA R22,140
8.8
Fabulous
(5 Reviews)
2439 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R8,459/Night For 7 Nights ZA R59,208
New
10 Guests 5 Bedrooms 4 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
ZA R7,232/Night For 7 Nights ZA R50,621
New
11 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R8,676/Night For 7 Nights ZA R60,732

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 right time to visit here can enhance your experience, as the region offers various seasonal advantages that align with your preferred activities and weather conditions.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, this destination experiences pleasant weather, making it an ideal time to enjoy outdoor activities and explore the area comfortably.

Average Temperature Daytime: around 70-80°F - Nighttime: around 50-60°F
autumn
Fall (September to November)

The fall season offers cooler temperatures and fewer crowds, providing a peaceful setting for your stay in the region.

Average Temperature Daytime: around 70-75°F - Nighttime: around 45-55°F

Off-Season Highlights

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Summer (June to August)

Summer brings warmer weather suitable for outdoor recreation, though it can be quite hot, so early mornings or evenings are preferred for outdoor pursuits.

Average Temperature Daytime: around 85-95°F - Nighttime: around 65-75°F
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Winter (December to February)

In winter, the area sees cooler temperatures, which might limit some outdoor activities, but it offers a quiet and cozy atmosphere for those seeking solitude.

Average Temperature Daytime: around 50-60°F - Nighttime: around 35-45°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 outdoor dining with a private patio or barbecue area, perfect for evening gatherings in this welcoming destination.
  • Relax by a sparkling outdoor pool that offers a refreshing retreat during warm Texas days.
  • Take advantage of expansive yards or gardens ideal for family activities or leisurely strolls around the property.
  • Benefit from access to well-maintained hiking or walking trails nearby, allowing you to explore the natural beauty of the region.
  • Experience outdoor sports facilities such as tennis courts or basketball courts, providing fun options for active guests.
  • Capture scenic views from a deck or balcony that overlook the area's picturesque landscape.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars, perfect for unwinding after a day of exploring here.
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Family Activities

  • Relish outdoor adventures at the Pinehurst Park: This local park offers spacious areas for picnics, playgrounds, and walking trails, making it ideal for family fun in a safe environment.
  • Explore nature at Lake Houston Wilderness Park: The region’s natural preserve provides opportunities for hiking, birdwatching, and discovering local wildlife with your loved ones.
  • Enjoy a day of learning at the Montgomery County Historical Museum: Dive into the area's rich history through interactive exhibits and family-friendly activities that bring the past to life.
  • Participate in family-friendly events at the regional community center: Check out seasonal festivals, arts and crafts classes, or sports days that foster connection and entertainment for all ages.
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Adult Activities

  • Golfing at Pinehurst Country Club: Experience a round of golf at the renowned Pinehurst Country Club, where lush fairways and scenic views create an ideal setting for enthusiasts seeking a relaxing day on the greens.
  • Exploring Lake Conroe Park: Spend your leisure time enjoying lakeside activities at Lake Conroe Park, perfect for boating, fishing, or simply unwinding amidst natural beauty in this region.
  • Visiting North Houston Hot Air Balloon Festival: Attend this popular annual event to marvel at colorful hot air balloons filling the sky, offering a unique and memorable experience in the local area.
  • Dining at Local Cuisine Spots: Discover charming eateries and cafes that showcase regional flavors, making every dining experience here a delightful way to immerse yourself in the area's culinary scene.

Other Places to Stay in Pinehurst, TX

Pinehurst Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Attractions: Research the area's top outdoor and recreational spots to make the most of your stay in this destination and enjoy its natural beauty.
  • Choose a Convenient Location: Select vacation rentals close to key amenities and activities to maximize your time exploring and minimize travel efforts.
  • Engage with the Community: Take advantage of local events or markets to experience the region’s culture and hospitality during your visit.
  • Prepare for the Climate: Pack appropriately for the weather here, ensuring you stay comfortable while enjoying all that the area has to offer.

Transportation Options

  • Montgomery County Transit: This regional transit service offers convenient bus routes throughout the area, making it easy for you to explore Pinehurst and nearby destinations without a vehicle.
  • Rental Car Services: Major rental companies operating here provide flexible transportation options, allowing you to travel comfortably to and from your vacation rental in the region.
  • Taxi and Rideshare Services: Local taxi providers and rideshare apps like Uber and Lyft offer reliable door-to-door transportation, perfect for quick trips around the area.
  • Private Shuttle Services: Several private shuttle operators serve Pinehurst, providing scheduled or on-demand rides that connect you to key points of interest and transportation hubs nearby.

Local Customs Options

  • Southern Hospitality:** You’ll notice a warm welcome and friendly interactions that reflect the region’s tradition of Southern hospitality here.
  • Local Festivals:** Participating in or observing local festivals is a common custom, celebrating community heritage and regional pride.
  • Respect for Tradition:** Respect for neighborhood traditions and courteous behavior are valued, especially during community gatherings and events.
  • Community Engagement:** Engaging with neighbors and supporting local businesses is an appreciated practice, fostering a sense of community in this area.

Frequently Asked Questions About Pinehurst?

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

There are 3 vacation rentals with private pools near Pinehurst. Top-rated RBO homes that have access to a swimming pool include:

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 102 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 this area?

The cancellation policy varies by listing, so it's important to review the specific terms detailed on the property’s page. For flexible options or strict policies, contact the owner directly to understand your options before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental in this destination?

Additional fees such as cleaning fees, security deposits, or service charges are typically listed on the property details. To ensure clarity, read the full listing description or reach out to the host for any questions regarding extra costs.

7. How do I confirm the safety and reliability of my booking in this region?

Trustworthy listings include verified reviews and host profiles. Always review guest feedback and communicate with the property owner through the platform to confirm details before completing your reservation.

8. What amenities are generally available in vacation rentals here?

Most listings feature essential amenities like Wi-Fi, fully equipped kitchens, and parking. To find accommodations that meet your specific needs, check the amenities list on each property’s page or contact the owner directly.

9. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements can vary based on the property and season. Be sure to read the booking details carefully or get in touch with the host to clarify any stay length restrictions before making your reservation.

Pinehurst Top Rated Vacation Rentals

10.0
Exceptional
(1 Review)
250 ft² 4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Resort
  • Fireplace/Heating
  • Pool
  • Parking
ZA R1,644/Night For 7 Nights ZA R11,504
9.4
Exceptional
(3 Reviews)
2002 ft² 6 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R6,591/Night For 7 Nights ZA R46,131
7.8
Very Good
(337 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
ZA R1,324/Night For 7 Nights ZA R9,275
7.4
Very Good
(163 Reviews)
341.75 ft² 13 Guests 24 Bedrooms 4 Bathrooms
Hotel
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
ZA R1,229/Night For 7 Nights ZA R8,603
New
979.52 ft² 6 Guests 2 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R5,796/Night For 7 Nights ZA R40,575
10.0
Exceptional
(11 Reviews)
650 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R1,613/Night For 7 Nights ZA R11,291
10.0
Exceptional
(6 Reviews)
9 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R4,464/Night For 7 Nights ZA R31,251
10.0
Exceptional
(3 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Ocean View Other
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R6,856/Night For 7 Nights ZA R47,999