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Five Points Vacation Rentals

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Vacation Rentals in Five Points

Property grounds
Located in # 6 golf community, close to First Health Moore Regional Hospital.

Apartment in Pinehurst

10.0 out of 10, Exceptional, (64)
"Great stay in Pinehurst!"
United States
jb22901
$135 nightly
The price is $149
Dec 1 - Dec 2
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Private kitchen
The McCaskill Cottage in the Village of Pinehurst!

Vacation Home in Old Town Pinehurst

10.0 out of 10, Exceptional, (6)
"super clean and easily convenient to village home . loved it"
United States
Harry L.
$232 nightly
The price is $255
Dec 1 - Dec 2
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!
1 bedroom, desk, iron/ironing board, free WiFi
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Apartment in Pinehurst

10.0 out of 10, Exceptional, (64)
"Very convenient location and the condo was immaculate with the A/C working very well. "
United States
William D.
$183 nightly
The price is $201
Dec 1 - Dec 2
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Interior
The Loft and Mane Cottage - Romantic Getaway

Cottage in Pinebluff

10.0 out of 10, Exceptional, (4)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
United States
keith F.
$263 nightly
The price is $272
Nov 30 - Dec 1
Total with taxes and fees
The Loft and Mane Cottage - Romantic Getaway
1 bedroom, desk, iron/ironing board, free WiFi
The Lucky Lie - Entire Condo in Pinehurst

Condo in Pinehurst

9.8 out of 10, Exceptional, (49)
"Very nice stay. Communication with the owner was A. Highly recommend!"
United States
Sonia I.
$212 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
Fridge, microwave, oven, stovetop
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Condo in Pinehurst

10.0 out of 10, Exceptional, (38)
"Very nice, updated, and comfortable. "
United States
Amy S.
$217 nightly
The price is $250
Dec 1 - Dec 2
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
3 bedrooms, WiFi, bed sheets
Gene's Green - Mins from downtown!

Condo in Pinehurst

10.0 out of 10, Exceptional, (34)
"Loved Gene’s Greens! Roomy kitchen and master bedroom. Great location. Condo was perfect for our family!"
United States
Kaylan L.
$327 nightly
The price is $360
Dec 1 - Dec 2
Total with taxes and fees
Gene's Green - Mins from downtown!
Fridge, microwave, oven, stovetop
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

Vacation Home in Westover

9.0 out of 10, Wonderful, (12)
"I would book again"
United States
Warren J.
$305 nightly
The price is $344
Dec 9 - Dec 10
Total with taxes and fees
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
Interior
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Condo in Pinehurst

9.6 out of 10, Exceptional, (14)
"Great golf stay"
United States
Patrick K.
$301 nightly
The price is $331
Dec 8 - Dec 9
Total with taxes and fees
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Smart TV, fireplace
Fayetteville, NC, close to I-295 and Fort Bragg

Vacation Home in Fayetteville

9.4 out of 10, Exceptional, (3)
"Was very good we enjoyed ourselves "
United States
De'Amor C.
$275 nightly
The price is $310
Nov 24 - Nov 25
Total with taxes and fees
Fayetteville, NC, close to I-295 and Fort Bragg
Fridge, microwave, oven, stovetop
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Condo in Pinehurst

9.8 out of 10, Exceptional, (36)
"Great! Nice host and place"
United States
Tim K.
$179 nightly
The price is $196
Nov 25 - Nov 26
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Private kitchen
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!

Apartment in Southern Pines

10.0 out of 10, Exceptional, (7)
"Walkable to downtown and perfect weekend getaway location!"
United States
Scott B.
$262 nightly
The price is $288
Dec 1 - Dec 2
Total with taxes and fees
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
Private kitchen
Modern Home Near Medical Center and Fort Bragg

Vacation Home in Westover

8.4 out of 10, Very Good, (5)
"Our stay was really nice! The concerns we did have when we first arrived were taken care of very quickly and to our satisfaction! Christine is friendly, helpful and accommodating! The house was in a good neighborhood, we felt safe, very nice home to stay in!"
United States
Tammy M.
$314 nightly
The price is $354
Nov 24 - Nov 25
Total with taxes and fees
Modern Home Near Medical Center and Fort Bragg
Paper towels
Casa Minimal Cottage Pet Friendly w/ Fenced Yard

Vacation Home in Raeford

10.0 out of 10, Exceptional, (3)
"Just me and my pups for a quick overnight stay near the Carolina horse park. Less than 15 min drive and so close to cute downtown Raeford. Main bedroom with queen bed has super comfy mattress. "
United States
patricia o.
$149 nightly
The price is $159
Dec 1 - Dec 2
Total with taxes and fees
Casa Minimal Cottage Pet Friendly w/ Fenced Yard
Interior
2BD Pinehurst Golf Condo on Fairway of No. 3. Near Village, Resort & Fair Barn

Condo in Pinehurst

2.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was as you see, she added nice personal touches, as well as everything you would need."
United States
steve w.
$236 nightly
The price is $259
Nov 24 - Nov 25
Total with taxes and fees
2BD Pinehurst Golf Condo on Fairway of No. 3. Near Village, Resort & Fair Barn
TV
Upstairs at the Estate - Across from SP Golf Club

Vacation Home in Southern Pines

10.0 out of 10, Exceptional, (34)
"Check in was smooth, clean, spacious, beds were comfortable"
United States
Christine M.
$207 nightly
The price is $214
Dec 1 - Dec 2
Total with taxes and fees
Upstairs at the Estate - Across from SP Golf Club
Property grounds
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Apartment in Southern Pines

9.8 out of 10, Exceptional, (72)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
$193 nightly
The price is $212
Nov 30 - Dec 1
Total with taxes and fees
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Exterior
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Vacation Home in Pine Hurst

10.0 out of 10, Exceptional, (50)
"Everythibg was perfect!!!"
United States
Dominic R.
$404 nightly
The price is $444
Dec 2 - Dec 3
Total with taxes and fees
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Fridge, microwave, oven, stovetop
The Perfect Lie in Pinehurst! A golfer's paradise!

Condo in Pinehurst

9.8 out of 10, Exceptional, (57)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
$242 nightly
The price is $266
Nov 24 - Nov 25
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
Fridge, microwave, oven, stovetop
The Mulligan Manor - 1BR/1BA Condo in Pinehurst

Condo in Pinehurst

9.8 out of 10, Exceptional, (8)
"Excellent stay. Looking forward to coming back. "
United States
Chris H.
$212 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
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.
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Top Five Points Hotel Reviews

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

10/10 Excellent
"This is our go to when in town for 4H. Very nice clean rooms. Staff is always very pleasant. "
Connie 1-night trip
Posted 2 days ago
SureStay Plus Hotel by Best Western Southern Pines Pinehurst

Find out more about Five Points

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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Five Points?

Yes, we give you a choice of vacation rentals close to popular points of interest in Five Points, or you can select a secluded option if you want a relaxing place to 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, Putting Green,Fire Pit, Hot Tub, 3 houses: Visitors like this Five Points vacation home rental. It offers a patio, a garden, 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. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Five Points?

While you're exploring the area, Lake Rim Park and Beaver Creek are a couple of picturesque spots to get outside and enjoy nature. Carolina Horse Park and Deercroft Golf Course are other places to visit while you're in town.

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.