Whispering Pines holiday homes

We found 528 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Whispering Pines to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, including parking and a garden. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Whispering Pines

Showing deals for:18 Dec - 25 Dec

Dining
Front
Kitchen 2
Carriage House Interior with Murphy Beds lowered
Exceptional
(79 reviews)

The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+

Pinehurst

11% off
NZ$15,353
for 7 nights, 1 cottage
NZ$2,193 per night
includes taxes & fees
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Kitchen
Front Elevation
Sidewalk View Looking up Dogwood
Private Outdoor Patio and Seating Area
Exceptional
(68 reviews)

Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

Pinehurst

11% off
NZ$15,353
for 7 nights, 1 cottage
NZ$2,193 per night
includes taxes & fees
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Pool
Exterior
Interior
Interior
Exceptional
(177 reviews)

Pinehurst Vacation House w/ pool & 9 beds

Pinehurst

8% off
NZ$7,693
for 7 nights, 1 home
NZ$1,099 per night
includes taxes & fees
Pinehurst Vacation House w/ pool & 9 beds
Living area
Private kitchen
Interior
Dining
Exceptional
(6 reviews)

Banjos Golf Retreat- In the heart of Pinehurst

Pinehurst

7% off
NZ$10,260
for 7 nights, 1 home
NZ$1,466 per night
includes taxes & fees
Banjos Golf Retreat- In the heart of Pinehurst
Living Room
Outdoor dining
Living Room
Kitchen
Exceptional
(44 reviews)

3,100+ Sq. Ft, 12 Beds, Foosball, Ping Pong and Shuffleboard, Patio and Grill

Pinehurst

8% off
NZ$9,228
for 7 nights, 1 home
NZ$1,318 per night
includes taxes & fees
3,100+ Sq. Ft, 12 Beds, Foosball, Ping Pong and Shuffleboard, Patio and Grill
Interior
Private kitchen
Exterior
Games room
Exceptional
(111 reviews)

Large House w/ Private pool - perfect for Golfing Groups 12 beds in 6 bedrooms

Pinehurst

7% off
NZ$13,424
for 7 nights, 1 home
NZ$1,918 per night
includes taxes & fees
Large House w/ Private pool - perfect for Golfing Groups 12 beds in 6 bedrooms
Private kitchen
Terrace/patio
Interior
Dining
Exceptional
(39 reviews)

4 Bedroom 4.5 Baths, Sleeps 8 on course #5

Pinehurst

7% off
NZ$4,498
for 7 nights, 1 home
NZ$643 per night
includes taxes & fees
4 Bedroom 4.5 Baths, Sleeps 8 on course #5
Property grounds
Kitchen with new granite, new floors, new backsplash, new cooktop and vent
Enjoy some peace and tranquility after chasing the balata!
Foyer Entry
Exceptional
(87 reviews)

A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!

Pinehurst

8% off
NZ$6,920
for 7 nights, 1 home
NZ$989 per night
includes taxes & fees
A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Dining
Terrace/patio
Living area
Private kitchen
Exceptional
(38 reviews)

Three levels 3400 Sq. Ft., New Bathrooms, 4 BR, 4 BA, Pool Table

Pinehurst

8% off
NZ$6,860
for 7 nights, 1 home
NZ$980 per night
includes taxes & fees
Three levels 3400 Sq. Ft., New Bathrooms, 4 BR, 4 BA, Pool Table
Living area
Private kitchen
Living area
Interior
Exceptional
(8 reviews)

Private Home in Pinehurst - Super close to the resort and The Village

Pinehurst

6% off
NZ$4,673
for 7 nights, 1 home
NZ$668 per night
includes taxes & fees
Private Home in Pinehurst - Super close to the resort and The Village
Upon entering you will be greeted with the kitchen and main living room
Kitchen overlooking main living room
Cook your favorite meal in our spacious kitchen, complete with gas stove!
Welcome to your home away from home in Southern Pines!
Exceptional
(9 reviews)

19th Hole - Pickelball, Park, Walk to Downtown

Southern Pines

7% off
NZ$5,647
for 7 nights, 1 home
NZ$807 per night
includes taxes & fees
19th Hole - Pickelball, Park, Walk to Downtown
Private kitchen
Property grounds
Golf
Living area
Exceptional
(9 reviews)

Carolyn's Pinehurst Abode

Pinehurst

7% off
NZ$3,105
for 7 nights, 1 home
NZ$444 per night
includes taxes & fees
Carolyn's Pinehurst Abode
Exterior
Living area
Living area
Dining
Exceptional
(12 reviews)

Pinehurst Retreat - Near No. 2

Pinehurst

7% off
NZ$3,194
for 7 nights, 1 home
NZ$456 per night
includes taxes & fees
Pinehurst Retreat - Near No. 2
Exterior detail
Golf
Front door
Weymouth House
Exceptional
(20 reviews)

The Maine House - Downtown Southern Pines

Southern Pines

8% off
NZ$3,361
for 7 nights, 1 home
NZ$480 per night
includes taxes & fees
The Maine House - Downtown Southern Pines
Dining
Dining
Interior
Private kitchen
Excellent
(18 reviews)

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Pinehurst

7% off
NZ$2,304
for 7 nights, 1 home
NZ$329 per night
includes taxes & fees
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Property grounds
Living area
Private kitchen
Dining
Wonderful
(18 reviews)

Beautiful 1 Bed Condo on Pinehurst Course No.5!

Pinehurst

7% off
NZ$2,045
for 7 nights, 1 home
NZ$292 per night
includes taxes & fees
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Interior
Room
Exterior
Living area
Exceptional
(58 reviews)

Charming Downtown Cottage

Southern Pines

7% off
NZ$2,230
for 7 nights, 1 home
NZ$319 per night
includes taxes & fees
Charming Downtown Cottage
Interior
Private kitchen
Exterior
Outdoor dining
Exceptional
(10 reviews)

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Southern Pines

7% off
NZ$2,927
for 7 nights, 1 home
NZ$418 per night
includes taxes & fees
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Gorgeous, newly renovated kitchen with high end appliances, purchased in 2024
Beautiful appointed and comfortable living area
Spacious and comfortable living area
View from the kitchen out toward Pinehurst's Course #5
Exceptional
(23 reviews)

Pinehurst 2-bedroom, 2-bath Condo Available for Rent

Pinehurst

7% off
NZ$2,626
for 7 nights, 1 apartment
NZ$375 per night
includes taxes & fees
Pinehurst 2-bedroom, 2-bath Condo Available for Rent
Room
Living area
Golf
Private kitchen
Exceptional
(103 reviews)

Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse

Pinehurst

7% off
NZ$2,401
for 7 nights, 1 apartment
NZ$343 per night
includes taxes & fees
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Whispering Pines getaway

Learn about the unique charm of Whispering Pines with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Whispering Pines

Are you hoping to find top things to see and do in the area? Venture out of your cosy holiday rental and experience everything that makes Whispering Pines a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Talamore Golf Resort (4 mi / 6.4 km)
  • Pine Needles Golf Club (4.3 mi / 7 km)
  • Pinehurst No. 9 (5.7 mi / 9.2 km)
  • Southern Pines Golf Club (6.5 mi / 10.5 km)
  • Pinehurst Resort (7 mi / 11.3 km)
  • Quail Ridge Golf Course (12.1 mi / 19.5 km)

Exploring the natural landscape of Whispering Pines

Whether you're looking for fun outdoor activities or just want to take in the scenery, Whispering Pines is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Pinehurst Lake (9.1 mi / 14.7 km)
  • Sandhills Horticultural Gardens (2.8 mi / 4.6 km)
  • Reservoir Park (3.5 mi / 5.6 km)
  • Hillcrest Park (4.1 mi / 6.6 km)
  • Lake Luke Marion (6 mi / 9.6 km)
  • Nancy Kyser Park (6.4 mi / 10.4 km)

Travelling to and around Whispering Pines

The nearest airport is in Fayetteville, NC (FAY-Fayetteville Regional), located 32.9 mi (53 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Raleigh-Durham International Airport (RDU), which is 53.9 mi (86.8 km) away.

Frequently asked questions

What is the best area to stay in Whispering Pines when booking a holiday rental?
When considering a holiday rental in Whispering Pines, North Carolina, a fantastic area to stay is the charming neighbourhood near the Whispering Pines Golf Club. This area not only offers easy access to the beautifully landscaped greens for golf enthusiasts but also provides a serene environment ideal for relaxation. The lovely surroundings are complemented by picturesque views and a tranquil atmosphere, making it great for a peaceful getaway.Additionally, nearby, you will find the stunning Lake Auman, a lovely spot for various outdoor activities such as kayaking and hiking. The lake's scenic beauty and recreational opportunities make it a popular attraction for both locals and visitors alike. The neighbourhood itself features a range of properties that cater to different preferences, ensuring you can find a suitable rental that meets your needs.
When is the best time to visit Whispering Pines for a holiday rental?
The best time to book a holiday rental in Whispering Pines is during the peak season from May to July. This period is especially popular among families and outdoor enthusiasts, as the warm temperatures create ideal conditions for activities such as hiking, golfing, and enjoying the beautiful lakes in the area.July is the most sought-after month, when you can expect vibrant community events and a buzzing atmosphere. The climate during this time typically ranges from the mid-20s to low 30s Celsius, providing ample opportunity for outdoor exploration and relaxation. The lush greenery and picturesque landscapes truly come alive, making it a superb backdrop for a summer getaway.For those seeking a more budget-friendly experience, consider visiting in October. This month showcases the stunning autumn foliage, offering a serene escape with fewer crowds. The cooler temperatures, generally around 10 to 20 degrees Celsius, make it quite pleasant for leisurely walks and enjoying the peaceful surroundings.Ultimately, your choice of when to visit Whispering Pines will hinge on your preferences for vibrant summer activities or the tranquil beauty of autumn.
What are the top attractions in Whispering Pines?
In Whispering Pines, visitors can enjoy a serene escape surrounded by nature. The area is known for its beautiful lakes, with Lake Echo and Lake Auman offering opportunities for fishing, kayaking, and relaxing by the water. Golf enthusiasts can explore the impressive Whispering Pines Golf Club, which features two scenic courses set among the pine trees, providing a challenging yet enjoyable experience.For those seeking outdoor activities, the nearby Weymouth Woods-Sandhills Nature Preserve offers trails for hiking and birdwatching, showcasing the region's diverse wildlife. Additionally, the community hosts various local events throughout the year, allowing visitors to experience the charm and hospitality of this picturesque town.
Are all fees included in the Whispering Pines holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Whispering Pines holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Whispering Pines with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Whispering Pines holiday homes?
You can find great discounts on holiday homes in Whispering Pines on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Whispering Pines holiday home booking on Bookabach?
To find Whispering Pines holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Whispering Pines?
A long-stay holiday home in Whispering Pines is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Whispering Pines holiday home?
Book your Whispering Pines holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Whispering Pines?
Prices for holiday homes in Whispering Pines vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Whispering Pines to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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