Southern Pines Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Southern Pines vacation rentals

Property grounds

Walking distance to The Pinehurst Clubhouse

Walking distance to The Pinehurst Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (67 reviews)
"Accommodations were perfect for girls weekend "
United States
angie b.
The price is ￥18,747
￥43,260 total
includes taxes & fees
Mar 23 - Mar 24
Walking distance to The Pinehurst Clubhouse
Free WiFi, bed sheets

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, (68 reviews)
"Very clean and well equipped with everything we needed. Perfect size for two people. Would definitely stay here again."
United States
Melicent K.
The price is ￥10,240
￥24,033 total
includes taxes & fees
Mar 8 - Mar 9
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Dining

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
9.6 out of 10, Exceptional, (17 reviews)
"Great golf stay"
United States
Patrick K.
The price is ￥12,903
￥51,963 total
includes taxes & fees
Mar 11 - Mar 12
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Dining

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, (61 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is ￥17,644
￥43,258 total
includes taxes & fees
Mar 11 - Mar 12
The Perfect Lie in Pinehurst! A golfer's paradise!
Property grounds

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (74 reviews)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is ￥18,905
￥34,183 total
includes taxes & fees
Mar 8 - Mar 9
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Dining

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, (44 reviews)
"Everything was great Location was perfect for our golf overnight!"
United States
Maria M.
The price is ￥14,179
￥37,919 total
includes taxes & fees
Mar 9 - Mar 10
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Smart TV

Putt in the Pines

Putt in the Pines
Aberdeen
9.6 out of 10, Exceptional, (21 reviews)
"I booked this for my husband and two friends to play golf for two days. They said everything was excellent"
United States
Bernadette B.
The price is ￥17,581
￥52,980 total
includes taxes & fees
Mar 11 - Mar 12
Putt in the Pines
Property grounds

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (57 reviews)
"Very adorable. Wish we could have stayed longer!"
United States
Anonymous traveler
The price is ￥20,480
￥35,426 total
includes taxes & fees
Mar 9 - Mar 10
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Fridge, microwave, oven, stovetop

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (33 reviews)
"The condo is in a great location overlooking a lake and the golf course and has all the amenities you would want."
United States
Greg S.
The price is ￥17,014
￥47,533 total
includes taxes & fees
Mar 8 - Mar 9
Lakeside Condo on Pinehurst #5
TV

Gene's Green - Mins from downtown!

Gene's Green - Mins from downtown!
Pinehurst
10.0 out of 10, Exceptional, (40 reviews)
"Excellent location! Great stay! "
United States
Mitchell B.
The price is ￥18,035
￥63,640 total
includes taxes & fees
Mar 19 - Mar 20
Gene's Green - Mins from downtown!
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (38 reviews)
"All was very good. Communications with the host were excellent."
United States
Catherine S.
The price is ￥12,402
￥30,926 total
includes taxes & fees
Mar 10 - Mar 11
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Fridge, microwave, oven, stovetop

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

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Pinehurst
10.0 out of 10, Exceptional, (22 reviews)
"very nicely remodeled property- would stay again for sure. "
United States
Clint R.
The price is ￥25,994
￥57,682 total
includes taxes & fees
Mar 17 - Mar 18
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Property grounds

Stunning Lake front views in Pinehurst with a pool!

Stunning Lake front views in Pinehurst with a pool!
Pinehurst
10.0 out of 10, Exceptional, (96 reviews)
"Beautiful view! Most accommodating host! Just a wonderful and comfortable stay!"
United States
Robert B.
The price is ￥21,268
￥51,628 total
includes taxes & fees
Mar 16 - Mar 17
Stunning Lake front views in Pinehurst with a pool!
Exterior detail

The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (17 reviews)
"Love it, was perfect for us. "
United States
Creative Technical Solutions
The price is ￥13,864
￥31,923 total
includes taxes & fees
Mar 11 - Mar 12
The Cottage at Knollwood Manor
Interior

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
9.0 out of 10, Wonderful, (59 reviews)
"Great condo! Quiet community. Great place to relax and unwind. Will stay again."
United States
Larry S.
The price is ￥13,548
￥32,385 total
includes taxes & fees
Mar 11 - Mar 12
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Smart TV, books

Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort

Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort
Pinehurst
10.0 out of 10, Exceptional, (66 reviews)
"Great location, very clean and the host was a great communicator! Would most certainly stay again!"
United States
Jennifer D.
Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort
Exterior

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, (36 reviews)
"Check in was smooth, clean, spacious, beds were comfortable"
United States
Christine M.
The price is ￥12,603
￥30,362 total
includes taxes & fees
Mar 8 - Mar 9
Upstairs at the Estate - Across from SP Golf Club
Dining

The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"Excellent stay. Looking forward to coming back. "
United States
Chris H.
The price is ￥13,391
￥37,028 total
includes taxes & fees
Mar 11 - Mar 12
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (78 reviews)
"Beautiful house, close to everything. My husband and I enjoyed our stay!"
United States
Angela D.
The price is ￥19,992
￥49,293 total
includes taxes & fees
Mar 8 - Mar 9
Beautiful 1920's Craftsman-Downtown Southern Pines
Desk, iron/ironing board, free WiFi, bed sheets

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (53 reviews)
"It was a lovely stay at the Lucky Lie! Super clean and the beds were amazingly comfortable. Wonderful communication with the host as well."
United States
Kelly K.
The price is ￥13,391
￥36,494 total
includes taxes & fees
Mar 16 - Mar 17
The Lucky Lie - Entire Condo in Pinehurst
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

SoPi Cottage - Walk to Town - King Bed

SoPi Cottage - Walk to Town - King Bed

10/10 Excellent
"We had a stellar 5-star experience at SoPi Cottage; the place was spotless, and the hosts’ communication was top-notch from start to finish. Finding a pet-friendly spot this close to both downtown and all the golf courses is a total win, making it the perfect home base for a relaxing (and active) getaway. We couldn’t have asked for a smoother stay and will definitely be back!"
Jonathan P. 4-night trip
Posted 8 hours ago
SoPi Cottage - Walk to Town - King Bed

Find out more about Southern Pines

Search for holiday rentals in Southern Pines on Expedia! You can easily find your home rentals, villas, holiday apartments in Southern Pines using one of the methods below:

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

Frequently asked questions

Are there vacation rentals in Southern Pines?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Southern Pines, or you can select a secluded option if you want a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.

What are some of the best vacation home rentals in Southern Pines?

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst: Visitors like this Southern Pines vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Another good choice for your trip to Southern Pines is Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8.

How many vacation rentals are there in Southern Pines?

With 82 Expedia vacation rentals, you're sure to find just the right place for your Southern Pines stay.

What can I see and do in Southern Pines?

Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Southern Pines Golf Club and Mid Pines Golf Club.

What are vacation rentals like in Southern Pines?

Vacation rentals are private accommodations you can stay in for a couple days or more in Southern Pines. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.