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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Five Points

NEW! Pinehurst Eight Sleeps 10!
Interior

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"This was a perfect place for 6 friends to spend time together without any distractions. The house was fully stocked and the walking paths were a great hit! Wonderful stay. "
$435 nightly
The price is $479
Aug 19 - Aug 20
Total includes taxes and fees
NEW! Pinehurst Eight Sleeps 10!
HOT TUB, Fenced in Yard, Pet Friendly, Game room
Terrace/patio

HOT TUB, Fenced in Yard, Pet Friendly, Game room

9.6 out of 10, Exceptional, (12)
"The location is great right by Dunkin donuts and the place is clean and comfortable relaxing in the hot tub was amazing I recommend this spot host was also amazing"
$355 nightly
The price is $401
Aug 19 - Aug 20
Total includes taxes and fees
HOT TUB, Fenced in Yard, Pet Friendly, Game room
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Exterior

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

10.0 out of 10, Exceptional, (4)
"Great place and even better host! "
$1,122 nightly
The price is $1,234
Aug 18 - Aug 19
Total includes taxes and fees
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Exterior

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (34)
"Great stay in an amazing location. Description was accurate. The home was clean! Definitely recommend. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Moonshine Cottage - Time to GOLF!
Dining

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (200)
"Close to everything."
Moonshine Cottage - Time to GOLF!
The Barn @ Fairway Farm - 5 miles to Pinehurst CC
Pool

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

10.0 out of 10, Exceptional, (18)
"This is the only place I will stay in the Pinehurst area. Owners were dynamite!"
The Barn @ Fairway Farm - 5 miles to Pinehurst CC
Cottage on Ridge- Short & Extended Stays
TV

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Would definitely stay again! Very nice, clean and great location!"
$163 nightly
The price is $169
Aug 13 - Aug 14
Total includes taxes and fees
Cottage on Ridge- Short & Extended Stays
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Fridge, microwave, oven, stovetop

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10.0 out of 10, Exceptional, (41)
"Staying in Southern Pines is a great choice if visiting the Pinehurst area. Our VRBO was as advertised and we had a perfect stay."
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Fridge, microwave, oven, stovetop

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

10.0 out of 10, Exceptional, (57)
"Perfect for our golf trip. Loved it and will be back."
$307 nightly
The price is $337
Aug 13 - Aug 14
Total includes taxes and fees
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Outdoor dining

Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5

9.0 out of 10, Wonderful, (6)
"We travel to Pinehurst annually for a golf trip. This year we had 8 of us and this house was perfect for our accommodations."
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Exterior

Pinehurst Golf Retreat, Pool Table, Fire Pit!

10.0 out of 10, Exceptional, (21)
"A skip and a jump from pine hurst. Practically can walk into town…nice place for a short stay."
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

9.8 out of 10, Exceptional, (47)
"Perfect location with everything we needed close by. "
$283 nightly
The price is $311
Aug 29 - Aug 30
Total includes taxes and fees
Charming Downtown Cottage
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Property grounds

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (123)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
$1,254 nightly
The price is $1,379
Aug 17 - Aug 18
Total includes taxes and fees
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Pinehurst Vacation House w/ pool & (9) beds
Outdoor pool

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (141)
"Excellent stay for a friend's wedding with 8 adults. Plenty of beds as the place is set up for big groups/golf trips. Pool and chairs and outdoor bar were all excellent. Very responsive and helpful hosts."
Pinehurst Vacation House w/ pool & (9) beds
Peaceful Southern Pines Home w/ Pool + Yard!
Terrace/patio

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Terrace/patio

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
9.8 out of 10, Exceptional, (6)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
New! Insane Golf Retreat & Simulator - Bogey Bunks
Exterior

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks
Cypress Creek golf retreat. Pool and minutes from downtown!
Fridge, microwave, oven, stovetop

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (20)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
$314 nightly
The price is $345
Sep 7 - Sep 8
Total includes taxes and fees
Cypress Creek golf retreat. Pool and minutes from downtown!
Pinehurst Village Vacation House w/ private pool & (8) beds
Outdoor pool

Pinehurst Village Vacation House w/ private pool & (8) beds

10.0 out of 10, Exceptional, (70)
"Loved the game room, promixty to restaurants"
Pinehurst Village Vacation House w/ private pool & (8) beds
Pinehurst FORE-Bedroom Ranch with Golf Garage & Fenced Large Yard
Smart TV

Pinehurst FORE-Bedroom Ranch with Golf Garage & Fenced Large Yard

10.0 out of 10, Exceptional, (29)
"We thoroughly enjoyed the home, the location, everything was absolutely great. Thanks so much Josh for the great place to stay."
Pinehurst FORE-Bedroom Ranch with Golf Garage & Fenced Large Yard
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

Carolina Pine Inn

Carolina Pine Inn

10/10 Excellent
"Alway love staying hear when I come up for work. The staff is super friendly. The rooms are clean and comfortable. This is definitely my home away from home."
RaChelle 3-night trip
Posted 9 hours ago
Carolina Pine Inn