Photo by Nikki Benson

Old Town Pinehurst holiday rentals

We found 176 holiday rentals — enter your dates for availability
Select from 28 homes, 10 cottages and other holiday rentals in Old Town Pinehurst to find one that's perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a pool and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Old Town Pinehurst

Showing deals for:13 Nov - 20 Nov

Interior
Exterior
Interior
Private kitchen
Exceptional
(172 reviews)

Pinehurst Vacation House w/ pool & (9) beds

Pinehurst

7% off
S$5,806
for 7 nights, 1 home
S$829 per night
includes taxes & fees
Pinehurst Vacation House w/ pool & (9) beds
Dining
Front
Kitchen 2
Walk to the Village Center
Exceptional
(77 reviews)

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

Pinehurst

11% off
S$11,501
for 7 nights, 1 cottage
S$1,643 per night
includes taxes & fees
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Exterior
Private kitchen
Games room
Room
Exceptional
(107 reviews)

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

Pinehurst

8% off
S$9,575
for 7 nights, 1 home
S$1,368 per night
includes taxes & fees
Large House w/ Private pool - perfect for Golfing Groups 12 beds
View from the lower large bedroom
Kitchen with new granite, new floors, new backsplash, new cooktop and vent
Property grounds
Foyer Entry
Exceptional
(86 reviews)

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

Pinehurst

8% off
S$5,227
for 7 nights, 1 home
S$747 per night
includes taxes & fees
A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Exterior
Dining
Dining
Interior
Excellent
(18 reviews)

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

Pinehurst

7% off
S$1,677
for 7 nights, 1 home
S$240 per night
includes taxes & fees
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Interior
Living area
Private kitchen
Property grounds
Wonderful
(18 reviews)

Beautiful 1 Bed Condo on Pinehurst Course No.5!

Pinehurst

7% off
S$1,523
for 7 nights, 1 home
S$218 per night
includes taxes & fees
Beautiful 1 Bed Condo on Pinehurst Course No.5!
View from the kitchen out toward Pinehurst's Course #5
Beautiful appointed and comfortable living area
Dining area, attached to living room.
Spacious and comfortable living area
Exceptional
(23 reviews)

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

Pinehurst

7% off
S$1,965
for 7 nights, 1 apartment
S$281 per night
includes taxes & fees
Pinehurst 2-bedroom, 2-bath Condo Available for Rent
Living area
Living area
Room
Exterior
Exceptional
(12 reviews)

Pinehurst Retreat - Near No. 2

Pinehurst

7% off
S$2,395
for 7 nights, 1 home
S$342 per night
includes taxes & fees
Pinehurst Retreat - Near No. 2
Interior
Outdoor dining
Exterior
Interior
Exceptional
(84 reviews)

Relax In the Heart of Pinehurst on # 5!

Pinehurst

7% off
S$1,772
for 7 nights, 1 apartment
S$253 per night
includes taxes & fees
Relax In the Heart of Pinehurst on # 5!
Private kitchen
Living area
Room
Exterior
Exceptional
(101 reviews)

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

Pinehurst

7% off
S$1,793
for 7 nights, 1 apartment
S$256 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

Frequently asked questions

What is the most popular type of holiday rental accommodation in Old Town Pinehurst?
Based on our research, houses are the most in-demand property type in Old Town Pinehurst. But as you know, everyone's idea of an epic trip differs. Vrbo has holiday rentals of all sizes and shapes, and we'll help you find your ideal fit.
How much does it cost to rent a holiday rental in Old Town Pinehurst?
A range of things can determine how much you'll pay for a holiday rental in Old Town Pinehurst, like the season, type of property and length of stay. But, all our holiday homes have something in common — incredible value. Just enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Old Town Pinehurst?
When you travel and the style and size of the property will influence how much you'll pay for your beachside escape. Enter your Old Town Pinehurst travel dates to see your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the amenities and features you want.
Are there pet-friendly holiday rentals in Old Town Pinehurst?
With 33 holiday rentals that welcome pets, your furry friend can also come along on your Old Town Pinehurst holiday. Use the filter tool to browse our pet-friendly holiday rentals and find a stay that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Old Town Pinehurst?
Add a whole other level of fun to your trip by staying in one of the 10 houses with a private pool in Old Town Pinehurst. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your days frolicking in a swimming pool that's all your own.
What are popular rental amenities in Old Town Pinehurst?
A chef, an electric car charging station and a firepit head the list of most popular rental amenities in Old Town Pinehurst. Whether you're taking a trip by yourself, with your other half or a group of best friends, Vrbo can help you find a holiday home that fits your tastes with all the conveniences you're looking for.
Are there large group holiday rentals in Old Town Pinehurst?
With 12 properties that can sleep 10 people or more in Old Town Pinehurst, there's no need to keep anyone off the invite list. From family get-togethers to events like birthday parties and weddings, Vrbo will help you find a large group rental to match the occasion.
Are there holiday rentals in Old Town Pinehurst that welcome kids?
With 32 family-friendly holiday properties to select from in Old Town Pinehurst, now is an awesome time to introduce the little ones to the magic of travel. Click on our "Properties good for families" filter box to view stays that come with conveniences perfect for travelling families, like full kitchens, pools, bunk beds and entertainment areas.
What are the top attractions for families in Old Town Pinehurst?
Keeping the kids occupied during your Old Town Pinehurst holiday is a breeze with these leading family-friendly attractions:
  • Pinehurst Lake
  • The Carolina Golf Course
  • Pinehurst No. 9
Are there one-bedroom holiday rentals in Old Town Pinehurst?
There are two one-bedroom properties in Old Town Pinehurst to select from. A one-bedroom holiday rental is a great choice if it's just you and your sweetheart or if you're travelling alone. Throw in more privacy, space and convenience compared to a regular hotel, and you're sure to have a getaway to remember.
Can I find two-bedroom holiday rentals in Old Town Pinehurst?
Gather your besties and enjoy a relaxing escape in one of the four two-bedroom holiday homes Old Town Pinehurst has to offer.
Are there holiday rentals with WiFi in Old Town Pinehurst?
Whether you'd like to keep up with the latest headlines, send a few emails or surf social media, there are 17 holiday homes with WiFi in Old Town Pinehurst. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Old Town Pinehurst?
Old Town Pinehurst has 32 holiday rentals where you'll be able to relax in air-conditioned comfort. To locate a property on Vrbo that comes with this perk, enter your preferred travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Old Town Pinehurst?
We advise checking with the Old Town Pinehurst holiday rental you want on Vrbo as the minimum age differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Old Town Pinehurst for?
The amount of time you can book an Old Town Pinehurst holiday rental for differs depending on the property. Just enter your preferred travel dates to browse available options that offer long-term stays. They feature the things you need to make your extended break more comfortable like kitchens and air conditioning. Some holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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