Photo by Eric Mondres

Holiday Homes in Southern Pines

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Holiday Homes in Southern Pines

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, (40)
"Love the place. Nice neighborhood and very comfortable.Excellent host!"
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Moonshine Cottage - Time to GOLF!
Dining

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (204)
"Close to everything."
Moonshine Cottage - Time to GOLF!
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
Property grounds

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (125)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
The price is AU$2,263
includes taxes & fees
9 Oct - 10 Oct
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
The Flat Coat Cottage: Downtown Southern Pines
Fridge, microwave, oven, stovetop

The Flat Coat Cottage: Downtown Southern Pines

10.0 out of 10, Exceptional, (27)
"This home is charming, clean and very comfortable. The beds were so comfortable too! We enjoyed the short walk into town and the walking trails nearby. "
The Flat Coat Cottage: Downtown Southern Pines
#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger
Exterior

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

10.0 out of 10, Exceptional, (47)
"Excellent house very close to everything we needed to do. Definitely will recommend this place to friends."
#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Fridge, microwave, oven, stovetop

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (52)
"Perfect place to spend time with our son."
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
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, (74)
"Great place for a big group golf trip! "
Pinehurst Village Vacation House w/ private pool & (8) beds
The McCaskill Cottage in the Village of Pinehurst!
Private kitchen

The McCaskill Cottage in the Village of Pinehurst!

10.0 out of 10, Exceptional, (5)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
The price is AU$465
includes taxes & fees
2 Oct - 3 Oct
The McCaskill Cottage in the Village of Pinehurst!
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Outdoor dining

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

8.0 out of 10, Very good, (7)
"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
Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages
Exterior

Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages

10.0 out of 10, Exceptional, (6)
"Perfect spot for my husband and friends for a weekend of golf! "
Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Fridge, microwave, oven, stovetop

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

10.0 out of 10, Exceptional, (11)
"Great House, Great Location, Great Communication! "
The price is AU$666
includes taxes & fees
8 Oct - 9 Oct
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Exterior

Pinehurst Golf Retreat, Pool Table, Fire Pit!

10.0 out of 10, Exceptional, (23)
"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!
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, (41)
"Nice size rooms, plenty of space!"
The price is AU$765
includes taxes & fees
29 Oct - 30 Oct
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
NEW! Pinehurst Eight Sleeps 10!
Interior

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (87)
"Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. "
The price is AU$697
includes taxes & fees
8 Oct - 9 Oct
NEW! Pinehurst Eight Sleeps 10!
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, (66)
"Enjoyed the space "
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
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, (60)
"Easy, clean, and very comfortable."
The price is AU$563
includes taxes & fees
5 Oct - 6 Oct
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Fridge, microwave, oven, stovetop

Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

9.0 out of 10, Wonderful, (16)
"Easy parking and location, great house! Had all the amenities and even left us fresh eggs! Loved our stay thank you!! "
The price is AU$446
includes taxes & fees
2 Oct - 3 Oct
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Beautiful 1920's Craftsman-Downtown Southern Pines
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (70)
"Passing through to visit family and have stayed here twice, great property, clean and excellent host."
The price is AU$480
includes taxes & fees
27 Oct - 28 Oct
Beautiful 1920's Craftsman-Downtown Southern Pines
Enchanting 4-bedroom house with AC in Pinehurst
Exterior

Enchanting 4-bedroom house with AC in Pinehurst

Enchanting 4-bedroom house with AC in Pinehurst
Spacious, modern, comfortable & 0.6 miles to everything in the Historic Village.
Fridge, microwave, oven, stovetop

Spacious, modern, comfortable & 0.6 miles to everything in the Historic Village.

9.8 out of 10, Exceptional, (14)
"The house is as pictured in a nice quiet neighborhood. The kitchen was well furnished and having the hot tub made for a very relaxing weekend with friends."
Spacious, modern, comfortable & 0.6 miles to everything in the Historic Village.
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 Southern Pines Hotel Reviews

Econo Lodge Southern Pines

Econo Lodge Southern Pines

10/10 Excellent
"Outdated, entire staff was so very polite and nice"
teresa 1-night trip
Posted 4 days ago
Econo Lodge Southern Pines

Find out more about Southern Pines

Find out more about Southern Pines

Southern Pines Holiday Homes information

Number of reviews
923
Accommodation
355 Holiday Homes
Lowest Price
AU$446
Highest Price
AU$2,263