Southern Pines Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Southern Pines holiday rentals

Property grounds

Condo in Pinehurst

Stunning Lake front views in Pinehurst with a pool!
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 HK$1,058
HK$2,604 total
includes taxes & fees
22 Mar - 23 Mar
Stunning Lake front views in Pinehurst with a pool!
Property grounds

Condo in Pinehurst

Walking distance to The Pinehurst Clubhouse
9.8 out of 10, Exceptional, (67 reviews)
"Accommodations were perfect for girls weekend "
United States
angie b.
The price is HK$933
HK$2,170 total
includes taxes & fees
23 Mar - 24 Mar
Walking distance to The Pinehurst Clubhouse
Fridge, microwave, oven, stovetop

Condo in Pinehurst

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
10.0 out of 10, Exceptional, (23 reviews)
"very nicely remodeled property- would stay again for sure. "
United States
Clint R.
The price is HK$1,293
HK$2,905 total
includes taxes & fees
22 Mar - 23 Mar
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Dining

Villa in Southern Pines

Knollwood Manor - The Historic Mid Pines Mansion
10.0 out of 10, Exceptional, (38 reviews)
"The place was just outstanding. The whole family and friend group loved it. "
United States
Galen M.
The price is HK$3,166
HK$6,581 total
includes taxes & fees
24 Mar - 25 Mar
Knollwood Manor - The Historic Mid Pines Mansion
Fridge, microwave, oven, stovetop

Holiday Home in Pinehurst

Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!'
9.8 out of 10, Exceptional, (84 reviews)
"Host was great. Location was outstanding. We enjoyed our views of the lake and the golf course. "
United States
Charles G.
The price is HK$3,351
HK$5,850 total
includes taxes & fees
1 Apr - 2 Apr
Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!'
Fridge, microwave, oven, stovetop

Holiday Home in Pinehurst

The 19th Hole: Sleeps 10. Pool Table, Fire Pit
9.6 out of 10, Exceptional, (50 reviews)
"Home in good condition, plenty of space, clean & comfortable. "
United States
Jessica S.
The price is HK$1,587
HK$3,786 total
includes taxes & fees
22 Mar - 23 Mar
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Property grounds

Apartment in Southern Pines

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
9.8 out of 10, Exceptional, (74 reviews)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is HK$941
HK$1,692 total
includes taxes & fees
23 Mar - 24 Mar
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Dining

Condo in Pinehurst

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
9.6 out of 10, Exceptional, (17 reviews)
"Great golf stay"
United States
Patrick K.
The price is HK$642
HK$2,576 total
includes taxes & fees
22 Mar - 23 Mar
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Smart TV

Condo in Pinehurst

Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
10.0 out of 10, Exceptional, (88 reviews)
"Wonderful location. Clean and comfortable accommodations. Host communication was great. "
United States
Tony P.
The price is HK$1,058
HK$2,383 total
includes taxes & fees
21 Mar - 22 Mar
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Property grounds

Apartment in Southern Pines

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
10.0 out of 10, Exceptional, (57 reviews)
"Clean, easy to find and get into our room. Really nice, definitely will stay again! Our dog liked it too "
United States
Katrina M.
The price is HK$1,019
HK$1,736 total
includes taxes & fees
23 Mar - 24 Mar
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Fridge, microwave, oven, stovetop

Holiday Home in Pine Hurst

NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (93 reviews)
"Great house, great location, wonderful value!"
United States
Joachim S.
The price is HK$1,194
HK$4,032 total
includes taxes & fees
22 Mar - 23 Mar
NEW! Pinehurst Eight Sleeps 10!
Dining

Condo in Pinehurst

The Perfect Lie in Pinehurst! A golfer's paradise!
9.8 out of 10, Exceptional, (61 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is HK$948
HK$2,223 total
includes taxes & fees
31 Mar - 1 Apr
The Perfect Lie in Pinehurst! A golfer's paradise!
Terrace/patio

Holiday Home in Southern Pines

Historic Home w/hot tub, steps from everything!
9.8 out of 10, Exceptional, (26 reviews)
"We went for a golf trip to Mid Pines with two other couples. The host was great and the house was perfect."
United States
Carl B.
The price is HK$3,527
HK$7,493 total
includes taxes & fees
1 Apr - 2 Apr
Historic Home w/hot tub, steps from everything!
Exterior

Holiday Home in Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
10.0 out of 10, Exceptional, (81 reviews)
"Beautiful house, close to everything. My husband and I enjoyed our stay!"
United States
Angela D.
The price is HK$988
HK$2,444 total
includes taxes & fees
23 Mar - 24 Mar
Beautiful 1920's Craftsman-Downtown Southern Pines
Smart TV, books

Holiday Home in Pinehurst

The Tin Cup on Pinehurst #5
9.6 out of 10, Exceptional, (40 reviews)
"House was just as described and more. Plenty of room, great location and all amenities you need. Host was amazing! Great communication and super easy check-out. Would definitely book again and I highly recommend. Thanks again for everything. "
United States
Brandon B.
The price is HK$982
HK$3,793 total
includes taxes & fees
23 Mar - 24 Mar
The Tin Cup on Pinehurst #5
Smart TV

Holiday Home in Aberdeen

Putt in the Pines
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 HK$776
HK$2,524 total
includes taxes & fees
23 Mar - 24 Mar
Putt in the Pines
Property grounds

Apartment in Southern Pines

Tanglewood Farm -Horse & Hound Suite 1 BR/2BA Private Apt on Horse Farm
9.8 out of 10, Exceptional, (59 reviews)
"Enjoyed the farm "
United States
Nick A.
The price is HK$1,097
HK$1,887 total
includes taxes & fees
23 Mar - 24 Mar
Tanglewood Farm -Horse & Hound Suite 1 BR/2BA Private Apt on Horse Farm
2 bedrooms, iron/ironing board, travel cot, WiFi

Holiday Home in Southern Pines

Charming Downtown Cottage
9.8 out of 10, Exceptional, (52 reviews)
"A great location, walkable to cute downtown area with shops and restaurants."
United States
Mary P.
The price is HK$1,168
HK$2,515 total
includes taxes & fees
6 Apr - 7 Apr
Charming Downtown Cottage
Dining

Condo in Pinehurst

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
10.0 out of 10, Exceptional, (44 reviews)
"Return visit, we had a great stay!"
United States
Angela D.
The price is HK$768
HK$1,931 total
includes taxes & fees
30 Mar - 31 Mar
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Free WiFi, bed sheets

Apartment in Pinehurst

Located in # 6 golf community, close to First Health Moore Regional Hospital.
10.0 out of 10, Exceptional, (70 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 HK$509
HK$1,196 total
includes taxes & fees
24 Mar - 25 Mar
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines

10/10 Excellent
"What a lovely bungalow! Great stay!"
Kurt W. 2-night trip
Posted 2 hours ago
Beautiful 1920's Craftsman-Downtown Southern Pines

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:

  • View our selection of featured holiday rentals in Southern Pines
  • Use the map to find apartments and other holiday homes in the Southern Pines neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southern Pines while they last

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

Frequently asked questions

Are there holiday rentals in Southern Pines?

Yes, there are holiday rentals close to the most popular sights in Southern Pines, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Southern Pines has to offer?

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8: This highly rated holiday home rental in Southern Pines is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Southern Pines?

With 83 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Southern Pines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southern Pines. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.