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Five Points Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Five Points vacation rentals

1. Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Raeford
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
$363 nightly
The price is $388
Sep 8 - Sep 9
Total with taxes and fees
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A hotel room with two beds, a desk with a TV, a chair, and a window with curtains.

2. StudioRes by Marriott Fayetteville West

StudioRes by Marriott Fayetteville West
2.0 star property
Fayetteville
8.8 out of 10, Excellent, (14 reviews)
"Was an great place all around i will be returning"
United States
Demarcus
$99 nightly
The price is $112
Sep 7 - Sep 8
Total with taxes and fees
StudioRes by Marriott Fayetteville West
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

3. Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (42 reviews)
"The loft cottage was perfect for my visit with children's families in the area. It provided an quiet off the street place to sleep and recover from full days with grandchildren. I especially enjoyed the small second floor deck in the trees for morning coffee. I hope to stay there again when in the area!"
United States
Ted D.
$139 nightly
The price is $145
Sep 7 - Sep 8
Total with taxes and fees
Loft Cottage on Ridge<br>? Short & Extended Stays?
A modern bedroom with a bed, a desk, and a balcony with a chair.

4. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (65 reviews)
"Always a wonderful stay!"
United States
Whitney S.
$233 nightly
The price is $263
Sep 7 - Sep 8
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
A living room with a fireplace, a flat-screen TV mounted above it, a round coffee table with a bowl, and a sofa.

5. Putt in the Pines 3BD 2 BA Charming Quiet Home

Putt in the Pines 3BD 2 BA Charming Quiet Home
Aberdeen
9.6 out of 10, Exceptional, (23 reviews)
"Great location, clean house"
United States
Kirsten L.
$330 nightly
The price is $372
Sep 8 - Sep 9
Total with taxes and fees
Putt in the Pines 3BD 2 BA Charming Quiet Home
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

6. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (51 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
$239 nightly
The price is $270
Sep 9 - Sep 10
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

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

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (77 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
$135 nightly
The price is $153
Sep 7 - Sep 8
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

8. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (10 reviews)
"Great stay"
United States
Lauren
$163 nightly
The price is $184
Sep 9 - Sep 10
Total with taxes and fees
Studio Seven at Pine Valley
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

9. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a short golf getaway "
United States
Jay G.
$293 nightly
The price is $331
Sep 7 - Sep 8
Total with taxes and fees
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

10. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (76 reviews)
"Wonderful stay and great experience with our host!"
United States
Matthew D.
$258 nightly
The price is $291
Sep 7 - Sep 8
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

11. Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck

Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property situated in a highly convenient area. Everything was exceptionally clean and well-maintained. Definitely recommend this property to any family."
United States
Bo B.
$372 nightly
The price is $420
Sep 8 - Sep 9
Total with taxes and fees
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A two-story house with a white exterior, a brick chimney, and a covered porch.

12. Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (46 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
$203 nightly
The price is $211
Sep 8 - Sep 9
Total with taxes and fees
Upstairs at the Estate - Across from SP Golf Club
A kitchen with white cabinets, a black refrigerator, a sink, and two stools.

13. Quiet country living only minutes from town & golf.

Quiet country living only minutes from town & golf.
Aberdeen
9.4 out of 10, Exceptional, (31 reviews)
"Was a fantastic spot and the 2nd time we've stayed. Will continue to try to book here when we travel to Aberdeen!"
United States
Jordan W.
$521 nightly
The price is $556
Sep 7 - Sep 8
Total with taxes and fees
Quiet country living only minutes from town & golf.
A house with a front porch, steps leading to a green door, and a welcome mat.

14. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (18 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
$196 nightly
The price is $221
Sep 10 - Sep 11
Total with taxes and fees
The Cottage at Knollwood Manor
A modern kitchen with white cabinetry, a stainless steel refrigerator, a granite countertop, and a dining area with a table and chairs.

15. 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Pinehurst
8.8 out of 10, Excellent, (65 reviews)
"Great stay!"
United States
Anonymous traveler
$194 nightly
The price is $208
Sep 8 - Sep 9
Total with taxes and fees
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

16. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (20 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
$219 nightly
The price is $248
Sep 14 - Sep 15
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!
A wooden chair facing a glass door with a view of trees.

17. Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
Pinehurst
10.0 out of 10, Exceptional, (8 reviews)
"We had a wedding in town and this place was a perfect stay. Had everything we needed. Super clean and lovely. Will stay here again when we come visit family."
United States
Sam T.
$227 nightly
The price is $257
Sep 9 - Sep 10
Total with taxes and fees
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

18. Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (13 reviews)
"Great stay!"
United States
Amanda B.
$248 nightly
The price is $280
Oct 7 - Oct 8
Total with taxes and fees
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
A single-story house with a gray exterior, white trim, and a front porch.

19. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
$151 nightly
The price is $165
Sep 7 - Sep 8
Total with taxes and fees
Walkable Cottage, Pet Friendly with Fenced Patio
A modern kitchen with a dining area, a flat-screen TV, and a coffee maker.

20. To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (91 reviews)
"I would highly recommend staying here when visiting Pinehurst and Southern Pines. It was one of the best VRBO experiences we have enjoyed."
United States
Jenny I.
$181 nightly
The price is $204
Sep 8 - Sep 9
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
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

Econo Lodge & Suites Southern Pines - Pinehurst

Econo Lodge & Suites Southern Pines - Pinehurst

10/10 Excellent
"Great location. Room was stinking hot until we turned on the AC. Room cooled down quickly. Great value for the price."
Ann 1-night trip
Posted 5 hours ago
Econo Lodge & Suites 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 $112 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 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?

Moonshine Cottage - Time to GOLF!: 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 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Five Points?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Five Points stay.

What can I see and do in Five Points?

While you're exploring the area, Pinehurst Lake and Lake Rim Park 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.