Photo by Nikki Benson

Pinehurst holiday rentals

We found 654 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect place for you stay in Pinehurst by choosing from 261 houses, 132 flats and other holiday rentals. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Pinehurst

Showing deals for:10 Oct - 17 Oct

Stay on a working blueberry farm. Close to nature and local golf courses.

Exceptional

(17 reviews)

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

West End, NC

8% off

S$328 per night

includes taxes & fees

Exceptional

(17 reviews)

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access

Pinehurst, NC

16% off

S$419 per night

includes taxes & fees

Exceptional

(83 reviews)

Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

Pinehurst, NC

8% off

S$506 per night

includes taxes & fees

Exceptional

(31 reviews)

Birdie House located off Pinehurst #6. Whole house near 39 golf courses.

Pinehurst, NC

5% off

S$273 per night

includes taxes & fees

Exceptional

(9 reviews)

Charming, cozy home close to everything downtown! Perfect for large groups!

Southern Pines, NC

8% off

S$636 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Pinehurst

The Enchanted Escape features three unique residences, ideal for groups seeking both shared and private spaces.

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

Sleeps 12 · 5 bedrooms · 4+ bathrooms

The friendly area of Pinehurst awaits your stay

The gardens and other outdoor surroundings create an inviting atmosphere in Pinehurst. Well known for its golfing, shopping and restaurants, this welcoming city won't disappoint. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Pinehurst

Are you searching for top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that Pinehurst has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

Pinehurst Resort (0.4 mi / 0.7 km)
Pinehurst Harness Track (1.3 mi / 2 km)
Pinehurst No. 9 (1.7 mi / 2.8 km)
The Carolina Golf Course (2.8 mi / 4.5 km)
Talamore Golf Resort (3.5 mi / 5.6 km)
Pine Needles Golf Club (4.4 mi / 7.1 km)

Exploring the natural landscape of Pinehurst

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Pinehurst is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Pinehurst Lake (2.3 mi / 3.7 km)
Sandhills Horticultural Gardens (4.1 mi / 6.6 km)
Reservoir Park (3.8 mi / 6 km)
Seven Lakes North park (7.8 mi / 12.6 km)
Hillcrest Park (8.1 mi / 13 km)
Lake Luke Marion (10.1 mi / 16.3 km)

Transport to and around Pinehurst

The nearest airport is in Fayetteville, NC (FAY-Fayetteville Regional), located 35.8 mi (57.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Pinehurst when booking a holiday rental?

Old Town Pinehurst is among the most in-demand neighbourhoods for a holiday home in Pinehurst. Settle in here and enjoy the privacy and comfort that comes with having the whole place to yourself.

What is the most popular type of holiday rental accommodation in Pinehurst?

The most popular types of holiday rentals in Pinehurst are houses. Want something different? Vrbo has a variety of options to match the unique needs of our guests, so you'll see holiday homes in all sizes, and for all budgets. The ideal fit is ready and waiting for you --- find yours today.

How much does it cost to rent a holiday rental in Pinehurst?

Length of stay, property type and season are some factors that can influence the price of a holiday home. Simply click on your dates of travel to find your perfect match. From cosy country cottages to sprawling villas, all Vrbo holiday rentals provide unbeatable value.

How much does it cost to rent a beach house in Pinehurst?

Prices for beach houses in Pinehurst can differ depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to refine your search results by ratings, amenities and more.

Are there pet-friendly holiday rentals in Pinehurst?

You're in luck. There are. You'll find 49 holiday rentals that allow pets in Pinehurst on Vrbo. Our furry friends need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to find a pad where your pup can be near his favourite humans.

Can I rent a house with a pool in Pinehurst?

Dig out your swimsuit and inflatable unicorn, because there are 10 houses with a private pool in Pinehurst. Unwind at one of these sought-after holiday rentals and make every day a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in Pinehurst?

A barbecue grill, a swimming pool and a fireplace head the list of most popular rental amenities in Pinehurst. Whether you're heading away solo, with your sweetheart or a bunch of friends, Vrbo will help you find a holiday home that suits your tastes with a load of extras you'll love.

Are there large group holiday rentals in Pinehurst?

Pinehurst has 16 holiday properties that can cater to 10 or more guests. These properties come with the space and privacy you need to share good times with your nearest and dearest.

Are there holiday rentals in Pinehurst that welcome kids?

Pinehurst has 46 family-friendly holiday homes to choose from. And discovering a stay that welcomes kids is easy with Vrbo's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll also get conveniences and perks like multiple bedrooms, pools and kitchens.

What are the top attractions for families in Pinehurst?

Keeping the kiddos entertained during your stay in Pinehurst is child's play with these leading family-friendly attractions:

Pinehurst Lake
Sandhills Horticultural Gardens
Reservoir Park

Are there one-bedroom holiday rentals in Pinehurst?

You can pick from five one-bedroom rentals in Pinehurst. Whether you're searching for a comfy cottage or a fancy condo, Vrbo's one-bedroom rentals are great if you don't require a lot of space. One of the best things about having your own digs? You'll never have to share your getaway with strangers.

Can I find two-bedroom holiday rentals in Pinehurst?

Pinehurst has 12 two-bedroom holiday rentals for you to select from. Experience a holiday home with all the comfort and privacy you're looking for at a fantastic price on Vrbo.

Are there holiday rentals with WiFi in Pinehurst?

Take your pick of 23 holiday rentals with WiFi in Pinehurst. If you want to disconnect from the world during your break, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find holiday rentals with air conditioning in Pinehurst?

You can pick from 47 Vrbo holiday homes with air conditioning in Pinehurst offering that gentle, cool breeze and extra element of comfort. Enter your preferred dates of travel and then take advantage of our filters to locate stays with air conditioning.

How old do you have to be to rent a holiday rental in Pinehurst?

The minimum age permitted can differ across properties on Vrbo, so check the rules of the holiday rental in Pinehurst you want to book. But typically, it's 16, 18 or 21.

How long can I rent a holiday rental in Pinehurst for?

It's really down to the Pinehurst property. To look at a list of options offering extended stays, simply enter your dates and guest number into Vrbo. You can enjoy having the entire place to yourself, along with the comforts of home like a fully-equipped kitchen and a yard where the little ones can play. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.