Old Town Pinehurst vacation rentals
We found 179 vacation rentals — enter your dates for availability
Select from 28 homes, 10 cottages, and other vacation rentals in Old Town Pinehurst to find one that's perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, like WiFi and cable TV. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Old Town Pinehurst
Showing deals for:Jan 1 - Jan 8

Exceptional
(112 reviews)
Large House w/ Private pool - perfect for Golfing Groups 12 beds in 6 bedrooms
Pinehurst
$965
$6,754 for 7 nights
All fees included

Exceptional
(68 reviews)
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Pinehurst
$1,152
$8,061 for 7 nights
All fees included

Exceptional
(79 reviews)
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Pinehurst
$1,152
$8,061 for 7 nights
All fees included

Exceptional
(178 reviews)
Pinehurst Vacation House w/ pool & 9 beds
Pinehurst
$567
$3,966 for 7 nights
All fees included

Exceptional
(88 reviews)
A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Pinehurst
$508
$3,559 for 7 nights
All fees included

Exceptional
(32 reviews)
Premier condo nestled on #3. 12-minute walk to Pinehurst Village. All new!
Pinehurst
$182
$1,273 for 7 nights
All fees included

Exceptional
(12 reviews)
Pinehurst Retreat - Near No. 2
Pinehurst
$236
$1,653 for 7 nights
All fees included

Exceptional
(23 reviews)
Pinehurst 2-bedroom, 2-bath Condo Available for Rent
Pinehurst
$194
$1,355 for 7 nights
All fees included

Wonderful
(18 reviews)
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
$151
$1,058 for 7 nights
All fees included

Excellent
(18 reviews)
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Pinehurst
$153
$1,068 for 7 nights
All fees included

Exceptional
(104 reviews)
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Pinehurst
$177
$1,241 for 7 nights
All fees included
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Find the best place to stay - Old Town Pinehurst

Premier Host
Village charm and history at its best! Quite, clean and close! Our lil cottage!
10Exceptional
116 reviews

Premier Host
The Robin's Egg -Walk to the Village!
9.8Exceptional
166 reviews

Premier Host
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
10Exceptional
104 reviews

Premier Host
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!
9.8Exceptional
180 reviews

Premier Host
Gene's Green - Mins from downtown!
10Exceptional
45 reviews
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in Old Town Pinehurst?
In Old Town Pinehurst, vacation houses are the most common type of rental, with about 28 available in this charming area. These properties often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also include outdoor spaces where guests can relax and enjoy the pleasant weather. Additionally, there are several cottages, condos, and villas that offer unique accommodations, each with their own character and amenities.
How much does it cost to rent a vacation home in Old Town Pinehurst?
Prices for vacation rentals in Old Town Pinehurst 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Town Pinehurst to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Town Pinehurst vacation house rentals?
You can find great discounts on house rentals in Old Town Pinehurst on Vrbo, 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.
What are popular rental amenities in Old Town Pinehurst?
In Old Town Pinehurst, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals during their stay. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the pleasant surroundings. Coffee and tea makers are common in these rentals, ensuring guests can enjoy a warm beverage at their convenience. Additionally, onsite parking is typically available, making it easier for visitors to explore the area without worrying about vehicle arrangements.
Can I find family house rentals in Old Town Pinehurst?
In Old Town Pinehurst, North Carolina, there are some available family-friendly house rentals, with around 28 options to choose from. This charming area is known for its picturesque streets and proximity to Pinehurst Resort, which offers golf courses and recreational activities for all ages. Many of these homes come equipped with spacious living areas, full kitchens, and outdoor spaces superb for kids to enjoy.Visitors can find amenities like Wi-Fi, air conditioning, and even game rooms or backyards ideal for family gatherings. Additionally, nearby attractions like the historic village center and local parks provide opportunities for family outings, ensuring an enjoyable stay for everyone.
Can I rent a vacation home with a pool or hot tub in Old Town Pinehurst?
In Old Town Pinehurst, there are several vacation homes available for rent that feature both pools and hot tubs, making it an excellent choice for travelers seeking relaxation and leisure. This charming area is known for its picturesque landscapes and historic charm, with properties often located near the renowned Pinehurst Resort. Many rentals come equipped with private pools, inviting hot tubs, outdoor entertaining spaces, and fully equipped kitchens, providing guests with comfort and convenience during their stay.
Are there any Old Town Pinehurst vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old Town Pinehurst with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
Can I book pet-friendly vacation rentals in Old Town Pinehurst?
In Old Town Pinehurst, there are several pet-friendly vacation rentals available, with about 12 options to choose from. Many of these properties feature desirable amenities such as spacious living areas, fully equipped kitchens, and some even include private outdoor spaces where pets can enjoy the fresh air. The charming neighborhood is known for its picturesque streets and close-knit community, providing an inviting space for both travelers and their furry companions.Nearby, the Pinehurst Resort offers various recreational activities, including golf courses and scenic walking paths that are great for leisurely strolls with pets. Additionally, the area boasts several parks, providing ample opportunities for outdoor adventures and relaxation.
Can I find long-stay vacation rentals in Old Town Pinehurst?
A long-stay vacation rental in Old Town Pinehurst is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Old Town Pinehurst for a vacation rental?
The best time to visit Old Town Pinehurst for a vacation rental is during the peak season from July to September, with September being particularly popular. This time of year is ideal for travelers who want to enjoy the vibrant local atmosphere, as well as the beautiful landscapes, including the lush golf courses that the area is renowned for.During these summer months, temperatures typically range from the mid-70s to low 90s Fahrenheit, providing warm weather superb for outdoor activities such as golfing, hiking, and exploring the charming downtown area. The picturesque surroundings of Pinehurst make it a great destination for those who appreciate both adventure and relaxation.For those considering a visit that balances quality and value, October emerges as a wonderful option. While November marks the low season, October offers a mild climate and fewer crowds, allowing for a serene experience filled with fall foliage and comfortable temperatures in the mid-60s to low 70s Fahrenheit. This is a great time for leisurely strolls or enjoying the local cuisine without the hustle and bustle of peak tourist season.Ultimately, the best timing for your vacation rental in Old Town Pinehurst depends on whether you prefer the lively option of summer or the tranquil beauty of fall.
Are there any remote work vacation rentals in Old Town Pinehurst?
In Old Town Pinehurst, there are several vacation rentals ideal for remote work, with around 36 options available. This charming area is known for its picturesque village atmosphere and golf courses, making it an appealing destination for those looking to combine work and leisure. Many of the rentals come equipped with essential remote work amenities, including high-speed Wi-Fi, dedicated office spaces, and printers, ensuring a productive environment.Travelers can expect comfortable living areas and fully equipped kitchens, allowing for a homely feel during their stay. Additionally, the close proximity to local cafés and restaurants provides convenient options for breaks or meetings outside of the home office. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Town Pinehurst vacation rental?
Book your Old Town Pinehurst vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Town Pinehurst, North Carolina, United States of America?
In Old Town Pinehurst, visitors can engage in a rich golfing heritage, with the famed Pinehurst Resort being a major highlight. This historic resort features multiple championship golf courses, including the renowned Course No. 2, which has hosted several U.S. Open tournaments. The charming village center offers quaint shops, local eateries, and art galleries, making it a pleasant area to explore on foot.Nearby, the Carolina Hotel, a classic Southern-style hotel, adds to the area's historic charm and serves as a social hub for guests. Pinehurst's picturesque streets are lined with beautiful pine trees and well-kept gardens, creating a serene atmosphere.
Can I change or cancel my Old Town Pinehurst home rental booking on Vrbo?
To find Old Town Pinehurst vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old Town Pinehurst vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.
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