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Five Points Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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 13 - Sep 14
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 near Fort Bragg

StudioRes by Marriott™ Fayetteville West near Fort Bragg
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 10 - Sep 11
Total with taxes and fees
StudioRes by Marriott™ Fayetteville West near Fort Bragg
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

3. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (49 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
$169 nightly
The price is $176
Sep 10 - Sep 11
Total with taxes and fees
Cottage on Ridge- Short & Extended Stays
A house with a front porch, steps leading to a green door, and a welcome mat.

4. 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.
$183 nightly
The price is $207
Sep 10 - Sep 11
Total with taxes and fees
The Cottage at Knollwood Manor
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.
$328 nightly
The price is $370
Sep 10 - Sep 11
Total with taxes and fees
Putt in the Pines 3BD 2 BA Charming Quiet Home
A two-story house with a white exterior, a brick chimney, and a covered porch.

6. 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.
$198 nightly
The price is $205
Sep 10 - Sep 11
Total with taxes and fees
Upstairs at the Estate - Across from SP Golf Club
A modern bedroom with a bed, a desk, and a balcony with a chair.

7. 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.
$232 nightly
The price is $262
Sep 10 - Sep 11
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

8. 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, (52 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
$237 nightly
The price is $268
Sep 13 - Sep 14
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

9. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Lauren
$173 nightly
The price is $195
Sep 23 - Sep 24
Total with taxes and fees
Studio Seven at Pine Valley
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

10. 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, (79 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 14 - Sep 15
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A wooden exterior wall with a potted plant, a framed sign, and a patterned mat at the entrance.

11. 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.
$180 nightly
The price is $203
Sep 10 - Sep 11
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

12. 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.
$369 nightly
The price is $417
Sep 13 - Sep 14
Total with taxes and fees
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A modern living space with a loft bedroom, kitchen, and dining area.

13. House in the Pines - Tiny Home Near Southern Pines

House in the Pines - Tiny Home Near Southern Pines
Vass
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy! Beat our expectations and then some. 2 mini splits so temperature control can be adjusted in the bedroom and in the living room (we liked that). Felt like home and the area and property are beautiful! Host was extremely responsive and friendly. We had a wonderful experience 👍 Thank you!"
United States
Robert
$229 nightly
The price is $259
Sep 28 - Sep 29
Total with taxes and fees
House in the Pines - Tiny Home Near Southern Pines
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

14. 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.
$291 nightly
The price is $329
Sep 10 - Sep 11
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.

15. 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.
$252 nightly
The price is $285
Sep 15 - Sep 16
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
A modern kitchen with white cabinetry, a black countertop, and a stainless steel sink.

16. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (52 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
$185 nightly
The price is $209
Sep 28 - Sep 29
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

17. 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
$218 nightly
The price is $246
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.

18. 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.
$232 nightly
The price is $262
Sep 22 - Sep 23
Total with taxes and fees
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
A modern kitchen with white cabinetry, a stainless steel refrigerator, a granite countertop, and a dining area with a table and chairs.

19. 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 location and plenty of room for the two of us. Dog friendly neighborhood and very walkable. Nice work area off the dining room. Kitchen was stocked pretty well from a dishes/pans/glasses perspective. The only issues were: no hangers in any of the closets, no hair dryer, and the floors were really dirty (ruined a couple pairs of socks) so needed to wear shoes all the time."
United States
sheri m.
$194 nightly
The price is $208
Sep 10 - Sep 11
Total with taxes and fees
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
A kitchen with a stone fireplace, a wooden bar counter, and two white bar stools. There are framed botanical prints on the wall and baskets on the counter.

20. "Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
Westover
9.0 out of 10, Wonderful, (12 reviews)
"I would book again"
United States
Warren J.
$292 nightly
The price is $330
Sep 10 - Sep 11
Total with taxes and fees
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
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

Hilton Garden Inn Southern Pines Pinehurst, NC

Hilton Garden Inn Southern Pines Pinehurst, NC

10/10 Excellent
"Great stay. Staff was great"
Richard A 1-night trip
Posted 1 hour ago
Hilton Garden Inn Southern Pines Pinehurst, NC

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.