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Five Points Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
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In four months
Mar 6 - Mar 8

Vacation Rentals in Five Points

Fridge, microwave, oven, stovetop
Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5

Pinehurst
10.0 out of 10, Exceptional, (24)
"Great location for a golf outing to Pinehurst. "
United States
Charles C.
The price is ￥16,709
￥44,928 total
includes taxes & fees
Nov 15 - Nov 16
Lakeside Condo on Pinehurst #5
Terrace/patio
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

Pinehurst
9.6 out of 10, Exceptional, (28)
"Beautiful home. The host was helpful and very accommodating. Would recommend this property to anyone that has a large group. "
United States
June L.
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Interior
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Pinehurst
9.8 out of 10, Exceptional, (33)
"Great stay for golf team "
United States
Scott K.
The price is ￥123,704
￥217,982 total
includes taxes & fees
Dec 15 - Dec 16
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
Property grounds
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

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

Old Town Pinehurst
10.0 out of 10, Exceptional, (130)
"Excellent place for a golf trip. Everything was as expected. "
United States
Wayne W.
The price is ￥52,292
￥169,500 total
includes taxes & fees
Nov 19 - Nov 20
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Fridge, microwave, oven, stovetop
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Southern Pines
9.8 out of 10, Exceptional, (16)
"Renting this property was an awesome experience for my mother’s 80th birthday celebration"
United States
Philip & Della H.
The price is ￥185,652
￥281,665 total
includes taxes & fees
Nov 16 - Nov 17
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Outdoor dining
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Pinehurst
9.6 out of 10, Exceptional, (48)
"Perfect place! Highly recommend! House is much bigger than the pictures show and the beds are amazing"
United States
Jason S.
The price is ￥31,329
￥72,582 total
includes taxes & fees
Nov 16 - Nov 17
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Smart TV, fireplace
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Pinehurst
10.0 out of 10, Exceptional, (43)
"Love the place. Nice neighborhood and very comfortable.Excellent host!"
United States
Ronald T.
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Outdoor dining
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26

Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26

Pinehurst
10.0 out of 10, Exceptional, (41)
"Great house, great location, owner/ manager/ team was extremely responsive at all times and made thing very easy. Would happily stay there again. "
United States
Poras D.
The price is ￥128,343
￥223,626 total
includes taxes & fees
Nov 24 - Nov 25
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26
Outdoor pool
Pinehurst Vacation House w/ pool & (9) beds

Pinehurst Vacation House w/ pool & (9) beds

Pinehurst
10.0 out of 10, Exceptional, (152)
"1st golf trip with 8 guys and the house was everything we could have asked for…from the bedrooms to the kitchen, plus the pool and tiki bar were perfect with the weather we had during our stay. Definitely will be back, the location to everything is ideal."
United States
Bryan S.
Pinehurst Vacation House w/ pool & (9) beds
Exterior
The Mulligan!

The Mulligan!

Pinehurst
9.8 out of 10, Exceptional, (26)
"Great house. Host was easy to communicate with. Everything was great and will stay here again!"
United States
Jason L.
The price is ￥20,050
￥73,792 total
includes taxes & fees
Nov 17 - Nov 18
The Mulligan!
Interior
Welcome to the Castle, Private Pool spacious

Welcome to the Castle, Private Pool spacious

Carthage
10.0 out of 10, Exceptional, (19)
"Beautiful place we loved every min of being there we had so much fun by the pool it was so peaceful for the whole family to enjoy we was all sad to leave such a huge amazing house."
United States
Shawn M.
The price is ￥73,100
￥197,266 total
includes taxes & fees
Nov 17 - Nov 18
Welcome to the Castle, Private Pool spacious
Terrace/patio
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

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

2.0 star property
Southern Pines
9.8 out of 10, Exceptional, (10)
"Check in was super easy. Kitchen was decently stocked with utensils, pots, pans, choice of plastic or glassware. We brought and bought all our food. Didn’t think about storage for leftovers or wraps, press n seal, tin foil. A light over the sink would be a great feature. "
United States
Joan W.
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Outdoor pool
Your Private Clubhouse with Golf Simulator and Pool

Your Private Clubhouse with Golf Simulator and Pool

Pinehurst
9.8 out of 10, Exceptional, (52)
"The is an incredible rental for a guys golf trip. Clean, convenient and comprehensive, this house is great. We enjoyed the pool, the golf simulator and the easy access to local courses. Look no further than this rental for an epic weekend!"
United States
Michael B.
Your Private Clubhouse with Golf Simulator and Pool
Dining
Moonshine Cottage - Time to GOLF!

Moonshine Cottage - Time to GOLF!

Old Town Pinehurst
9.8 out of 10, Exceptional, (209)
"Close to everything."
United States
Larry D.
Moonshine Cottage - Time to GOLF!
Exterior
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

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

Pinehurst
10.0 out of 10, Exceptional, (14)
"Very nice house, plenty of room for 8 golfers"
United States
Timothy L.
The price is ￥67,090
￥166,039 total
includes taxes & fees
Nov 17 - Nov 18
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Interior
Kenwood Villa - Spectacular Golf Views - Sleeps 22

Kenwood Villa - Spectacular Golf Views - Sleeps 22

Pinehurst
10.0 out of 10, Exceptional, (48)
"Property was exactly as advertised and comfortably fit our group of 12 adult men. Place was immaculate, location was excellent for our trip, and located right on the golf course with an amazing view. Will definitely stay again when with a large group in the area. "
United States
Michael S.
The price is ￥128,409
￥223,741 total
includes taxes & fees
Nov 16 - Nov 17
Kenwood Villa - Spectacular Golf Views - Sleeps 22
Property grounds
The Robin's Egg -Walk to the Village!

The Robin's Egg -Walk to the Village!

Old Town Pinehurst
10.0 out of 10, Exceptional, (145)
"Great little cottage convenient to everything in Pinehurst"
United States
Dennis
The Robin's Egg -Walk to the Village!
Fridge, microwave, oven, stovetop
Great golf property - walking distance to Pinehurst Resort

Great golf property - walking distance to Pinehurst Resort

Pinehurst
10.0 out of 10, Exceptional, (102)
"Really enjoyed our stay!"
United States
Bailey B.
The price is ￥20,112
￥44,418 total
includes taxes & fees
Nov 15 - Nov 16
Great golf property - walking distance to Pinehurst Resort
Paper towels
Casa Minimal Cottage Pet Friendly w/ Fenced Yard

Casa Minimal Cottage Pet Friendly w/ Fenced Yard

Raeford
10.0 out of 10, Exceptional, (2)
"To be honest, it was a very nice stay. Very quiet, store's were within a 2 mile radius and the home was very nice. Kudos on the Torani syrups! I would definitely use again. "
United States
Orza S.
The price is ￥14,233
￥21,800 total
includes taxes & fees
Nov 16 - Nov 17
Casa Minimal Cottage Pet Friendly w/ Fenced Yard
Fridge, microwave, oven, stovetop
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

2.0 star property
Pinehurst
10.0 out of 10, Exceptional, (13)
"Property was very nice and conveniently located to everything we needed."
United States
Buddy B.
The price is ￥25,527
￥54,461 total
includes taxes & fees
Nov 16 - Nov 17
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
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

Springhill Suites By Marriott Pinehurst Southern Pines

Springhill Suites By Marriott Pinehurst Southern Pines

10/10 Excellent
"Very clean and updated, friendly staff, quiet, abundant free parking. GREAT value."
Mark 1-night trip
Posted 2 days ago
Springhill Suites By Marriott Pinehurst Southern Pines

Find out more about Five Points

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Look no further and take a look at our great range of rental properties in Five Points!

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?

Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village: Visitors like this Five Points vacation home rental. It is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 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 garden and a selection of games.

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.