Photo by Got The Travel Bug Too

Five Points Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Five Points

Property grounds
Pinehurst Tree House
9.8 out of 10, Exceptional, (82)
"or communication. Would still highly recommend this property. I just am disappointed and quite frustrated with the management company."
Pinehurst Tree House
Property grounds
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
10.0 out of 10, Exceptional, (82)
"Had a quick getaway trip and loved this place, especially the outdoor space for relaxing. Will definitely be back."
The price is $400
$1,110 total
includes taxes & fees
May 28 - May 29
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Pool
NEW LISTING!! 9 Pinehurst Golf-Front Condo! AVAILABLE FOR THE U.S. OPEN
10.0 out of 10, Exceptional, (2)
"We came to visit my parents and it was great to have rooms for each of our two kids. It was very clean and had a very nice decor. We had a great time and would love to stay here again."
The price is $175
$409 total
includes taxes & fees
May 25 - May 26
NEW LISTING!! 9 Pinehurst Golf-Front Condo! AVAILABLE FOR THE U.S. OPEN
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
View from property
Newly Renovated Property.
10.0 out of 10, Exceptional, (78)
"The girls when to Pinehurst for a3 days of golfing and shopping and had a great time. Everything was just as expected, in fact even better. Would hightly recommend to anyone and will stay again in future."
The price is $150
$315 total
includes taxes & fees
May 26 - May 27
Newly Renovated Property.
Fridge, microwave, oven, stovetop
19F Pinehurst Condo (Available During 2024 US Open)
9.0 out of 10, Wonderful, (34)
"Very clean and conveniently located."
The price is $79
$195 total
includes taxes & fees
May 26 - May 27
19F Pinehurst Condo (Available During 2024 US Open)
Pool | Outdoor pool
Pinehurst Vacation House w/ pool & (9) beds
10.0 out of 10, Exceptional, (117)
"Everything was as described. Great Stay, Great property!"
Pinehurst Vacation House w/ pool & (9) beds
Fridge, microwave, oven, stovetop
NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (59)
"Beautiful, quiet neighborhood close to everything we needed."
The price is $199
$564 total
includes taxes & fees
May 26 - May 27
NEW! Pinehurst Eight Sleeps 10!
Pool
600 Linden Rented for 2024 Open!
10.0 out of 10, Exceptional, (49)
"Great overall home for our group of 16 on an annual golf trip! The location was convenient to the surrounding courses, restaurants; etc. in Pinehurst/Southern Pines. Thanks!"
600 Linden Rented for 2024 Open!
Fridge, microwave, oven, dishwasher
Chipping-Inn 12 Bed Golf House
10.0 out of 10, Exceptional, (48)
"We stayed here for Easter weekend along. Great set up for kids and adults - indoor/outdoor games, clean house, comfortable sleeping and bathroom arrangements. Would definitely recommend!"
Chipping-Inn 12 Bed Golf House
Private kitchen
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
10.0 out of 10, Exceptional, (12)
"Nice house in a good location. We enjoyed our visit."
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Property grounds
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
10.0 out of 10, Exceptional, (16)
"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Property grounds
Center of Old Town, private pool, and walk to restaurants and bars!
9.4 out of 10, Exceptional, (102)
"The location of McCaskill Cottage is perfect for easy walks to the Village of Pinehurst. Everything in the listing was exactly as described and the photos are all accurate. The area is beautifully quaint and we enjoyed our visit very much!"
Center of Old Town, private pool, and walk to restaurants and bars!
Exterior
Lakefront Pinehurst Condo 2BD/2BA
10.0 out of 10, Exceptional, (28)
"The property was just as the pictures suggested. The space was comfortable and functional with a beautiful view of the lake while only being a few minutes from the heart of Pinehurst. The kitchen was useable but if you are planning to use more than the coffee maker, you will find the appliances, cookware and utensils to be underwhelming. (and its lacking a toaster) With a few upgrades, this would be an amazing property."
Lakefront Pinehurst Condo 2BD/2BA
Fridge, microwave, oven, stovetop
11 E Pinehurst Manor (Rented during 2024 US Open)
9.4 out of 10, Exceptional, (24)
"Clean and perfect. Not ideal for anyone with mobility issues due to steps leading down to entrance."
The price is $69
$182 total
includes taxes & fees
May 26 - May 27
11 E Pinehurst Manor (Rented during 2024 US Open)
Exterior
Walk to the US Open!
9.8 out of 10, Exceptional, (121)
"Condo was exactly as listed, well stocked, and quiet."
Walk to the US Open!
Pool
Peaceful Southern Pines Home w/ Pool + Yard!
9.4 out of 10, Exceptional, (20)
"To say this property meets all of the printed expectations is a simple response. ABOVE AND BEYOND what we expected! Plenty of comfort upgrades, little notes to help at each area we may have had issues and quick response from property helped us to settle in quickly and enjoy the lovely weather and quiet neighborhood!"
Peaceful Southern Pines Home w/ Pool + Yard!
Fridge, microwave, oven, stovetop
Golfers Dream at Pinehurst No. 6 with Pool Table
10.0 out of 10, Exceptional, (27)
"This home was a perfect resting spot for our group of 8 golfers. Beds were extremely comfortable - and location was perfect. Thanks for a great stay!"
Golfers Dream at Pinehurst No. 6 with Pool Table
Property grounds
Welcome! Renovated, Ground Level, 2 BR 2 BA, WiFi, Cable, Pool.
10.0 out of 10, Exceptional, (190)
"So nice & clean! Perfect place!"
Welcome! Renovated, Ground Level, 2 BR 2 BA, WiFi, Cable, Pool.
Balcony
Stunning Lake front views in Pinehurst with a pool!
10.0 out of 10, Exceptional, (84)
"Great location, nice property. Clean."
The price is $200
$409 total
includes taxes & fees
May 27 - May 28
Stunning Lake front views in Pinehurst with a pool!
Outdoor pool
Pool side Paradise close to Fort Liberty, Pinehurst, Southern Pines, Golf!
9.6 out of 10, Exceptional, (33)
"Beautiful home, private and serene. Family vacation elegant with a feeling of welcoming comfort. The hosts were very accommodating."
Pool side Paradise close to Fort Liberty, Pinehurst, Southern Pines, Golf!
Don't see what you're looking for?
See all available properties in Five Points
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Five Points Vacation Rental Travel Info

Popular accommodation
Five Points private vacation homes
Known landmarks
Deercroft Golf Course and Carolina Horse Park
International airport
Fayetteville, NC (FAY-Fayetteville Regional)

Other types of properties in Five Points you may be interested in

Outdoor banquet area
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
2.0 star property
6.6 out of 10, (695)
"Very polite front desk help. Clean and safe feel to it. Great value for the money spent."
The price is $65
$71 total
includes taxes & fees
May 28 - May 29
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
In-room safe, desk, laptop workspace, iron/ironing board
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
2.5 star property
7.6 out of 10, Good, (823)
"Great value for the price. Only downfall was the AC didn't cool very well."
The price is $70
$76 total
includes taxes & fees
May 31 - Jun 1
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
Lobby sitting area
Carolina Pine Inn
2.0 star property
8.6 out of 10, Excellent, (264)
"Everyone staff wise was knowledgeable and friendly. "
The price is $79
$87 total
includes taxes & fees
May 29 - May 30
Carolina Pine Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Five Points vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Five Points vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Five Points vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Five Points vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Five Points. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Five Points in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $69 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Five Points rentals

At Expedia, we put the best Five Points vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Five Points rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Five Points vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Five Points. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Five Points?

Yes, we give you a choice of vacation rentals in Five Points close to Carolina Horse Park, or you can choose a more secluded option if you're looking for a relaxing stay. Five Points is known for its golf courses.

What are some of the best vacation rentals in Five Points?

Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,: Visitors like this Five Points vacation home rental. It offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Five Points?

While exploring the area, visit family-friendly sights like Carolina Horse Park, or get outside and enjoy nature at Pinehurst Lake. In the larger area, you’ll find Deercroft Golf Course and Mid Pines Golf Club.

What are vacation rentals like in Five Points?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Five Points. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.

Recent reviews of Five Points properties
Expedia verified reviews

Quality Inn Pinehurst Area

Quality Inn Pinehurst Area

5/5 Excellent
"Stayed here before and they have and are still making great improvements. Condos to the owners keep up the great improvements. "
A verified traveler stayed at Quality Inn Pinehurst Area
Posted 2 days ago
Quality Inn Pinehurst Area