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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 287 Vacation Homes in Southern Pines with updated reviews, rates, and availability.

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, (108)
"This property offers 3 different lodging options, all beautifully appointed, along with a pool, hot tub, grill and seating of all sorts outdoors. The original cottage is straight from the 1800s with 3BRs, 2.5 BAs, vintage aura and charm. The guest house is cozy with a large bed/full BA, mini kitchen, tv and comfy living space. Even the pool house has a large bed, living space, kitchenette and BA. Ideally sited within 5 min walk to town, on route to Pinehurst Greenway trail. Host was super...
The price is AED 1,425
AED 4,254 total
includes taxes & fees
16 Mar - 17 Mar
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, (129)
"Everything about the house was perfect. There is plenty of room, the layout is great for everyone having their own space, the backyard is amazing, location is great for quick store runs, honestly was just the perfect house for our stay! "
Pinehurst Vacation House w/ pool & (9) beds
Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame
Property grounds

Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame

10.0 out of 10, Exceptional, (6)
"Perfect place to go back and forth to the resort and golf, inside looks recently renovated and great. Would come back for sure!"
Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame
Five on 5 | Sleeps 8 | Golf Front | Game Room
Property grounds

Five on 5 | Sleeps 8 | Golf Front | Game Room

10.0 out of 10, Exceptional, (23)
"Great place, with beautiful views. "
Five on 5 | Sleeps 8 | Golf Front | Game Room
Moonshine Cottage - Time to GOLF!
Fridge, microwave, oven, stovetop

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (189)
"The location of the sweet little house is perfect. It is on a dead end street but also is close enough to walk to many restaurants and parks. It was fully stocked with any cooking item you would need. We had a wonderful Christmas stay. "
Moonshine Cottage - Time to GOLF!
Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9
Terrace/patio

Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9

10.0 out of 10, Exceptional, (24)
"My first impression was how serene and peaceful the home and area were. I was in Pinehurst to bury my parents, so it was awesome to immediately feel relaxed and pampered. 2 of children and 3 of my grandchildren were with me….perfect place to enjoy each others’ company. Beds are super comfy. Kitchen well equipped (bring your own oil and seasonings other than salt and pepper. Coffee was provided! Shampoo, crème rinse, and body wash also provided. We sat on the deck with cocktails and...
Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Outdoor dining

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

10.0 out of 10, Exceptional, (27)
"Great house and location for a fun girl’s weekend in Pinehurst and Southern Pines!"
The price is AED 826
AED 1,834 total
includes taxes & fees
18 Mar - 19 Mar
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20
Pool

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (58)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20
Cottage on Ridge- Short & Extended Stays
1 bedroom, desk, travel crib, WiFi

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (23)
"Wonderful place to stay right across the street. Always enjoy our time in Southern Pines."
The price is AED 279
AED 613 total
includes taxes & fees
2 Apr - 3 Apr
Cottage on Ridge- Short & Extended Stays
Upstairs at the Estate - Across from SP Golf Club
Aerial view

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (24)
"Clean, bright and peaceful. Great location, well furnished and the host was very accessible. I highly recommend. "
The price is AED 294
AED 706 total
includes taxes & fees
13 Mar - 14 Mar
Upstairs at the Estate - Across from SP Golf Club
NEW! Pinehurst Eight Sleeps 10!
Interior

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (78)
"Wonderful, spacious and convenient location to Pinehurst spa. It was great for the girl’s trip. We used every space inside, and all was great! Comfy beds and lovely interiors. The twin room is well-suited ideally for children. Loved the house and would stay again. "
The price is AED 524
AED 1,800 total
includes taxes & fees
17 Mar - 18 Mar
NEW! Pinehurst Eight Sleeps 10!
Golf front home with 8 beds
Exterior

Golf front home with 8 beds

9.8 out of 10, Exceptional, (134)
"2nd time we've stayed at this property and once again it was perfect for us. Well furnished and comfortable with 2 separate living areas so the kids could enjoy themselves and the adults could relax. Situated on a beautiful golf course and convenient to Pinehurst and Southern Pines."
Golf front home with 8 beds
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Smart TV, fireplace

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

10.0 out of 10, Exceptional, (26)
"This property is conveniently located in Pinehurst. It has great amenities, is adorably decorated and just a cozy spot. My husband, daughter and I stayed here for 4 nights. There was "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Fridge, microwave, oven, stovetop

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (69)
"We enjoyed staying at this house, lots of activities for children between pool and ping pong! We hope to stay here again!"
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
Terrace/patio

Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms

10.0 out of 10, Exceptional, (15)
"We enjoyed all the amenities here and especially the close to proximity to the Pinehurst Spa and driving into Southern Pines. House is well laid out and thoughtful about what was provided. Would recommend!"
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
Charming Pinehurst Getaway w/ Golf Course View!
TV, fireplace, foosball, table tennis

Charming Pinehurst Getaway w/ Golf Course View!

2.0 star property
10.0 out of 10, Exceptional, (125)
"Good location with virtually zero traffic noise. Older home with some updates. Issues with cleanliness, outdoor lighting were addressed with owner. "
Charming Pinehurst Getaway w/ Golf Course View!
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Property grounds

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

9.8 out of 10, Exceptional, (32)
"Property is in the perfect spot for great dining and great golf. House is deceptively larger than it looks from the outside and was extremely clean. This is a great house for a golf trip, minutes from everything. "
The price is AED 452
AED 1,697 total
includes taxes & fees
9 Apr - 10 Apr
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
Exterior

#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds

10.0 out of 10, Exceptional, (34)
"This place was fantastic! It was well stocked, just as if I had never left my home. It was quiet and comfortable. Owners were very responsive to my questions and very accommodating! Well worth the time and money!"
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Smart TV, fireplace

Luxurious, peaceful and cozy townhome in the heart of Pinehurst

10.0 out of 10, Exceptional, (48)
"The townhouse was perfect for our family stay. It was extremely well decorated and immaculate! Everyone enjoyed staying there. Will definitely stay there again given the opportunity."
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
UnForegettable Southern Pines
Outdoor pool

UnForegettable Southern Pines

10.0 out of 10, Exceptional, (3)
"Great"
UnForegettable Southern Pines
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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Other property types in Southern Pines

Upstairs at the Estate - Across from SP Golf Club
Aerial view

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (24)
"Clean, bright and peaceful. Great location, well furnished and the host was very accessible. I highly recommend. "
The price is AED 294
AED 706 total
includes taxes & fees
13 Mar - 14 Mar
Upstairs at the Estate - Across from SP Golf Club
Cottage on Ridge- Short & Extended Stays
1 bedroom, desk, travel crib, WiFi

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (23)
"Wonderful place to stay right across the street. Always enjoy our time in Southern Pines."
The price is AED 279
AED 613 total
includes taxes & fees
2 Apr - 3 Apr
Cottage on Ridge- Short & Extended Stays
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4
Fridge, microwave, oven, stovetop

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

9.4 out of 10, Exceptional, (45)
"Great, will book again!"
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4
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.