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Southern Pines Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Southern Pines holiday rentals

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, (75 reviews)
"It was a great place to stay. I would definitely recommend to anyone. Host very friendly and helpful! "
United States
Krystal B.
The price is HK$509
HK$1,196 total
includes taxes & fees
29 Jun - 30 Jun
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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, (47 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is HK$643
HK$1,567 total
includes taxes & fees
8 Jul - 9 Jul
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
1 bedroom, desk, iron/ironing board, free WiFi

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (82 reviews)
"Comfortable condo with everything we needed for our weekend stay. "
United States
Betsy S.
The price is HK$651
HK$1,604 total
includes taxes & fees
7 Jul - 8 Jul
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
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, (75 reviews)
"We had a wonderful stay at this unique horse farm bed and breakfast/VRBO. The setting is peaceful and beautiful, with horses right outside your window adding to the charm. The accommodations were clean, comfortable, and thoughtfully prepared. The hosts were warm, welcoming, and attentive without being overbearing. We look forward to staying here again when we visit our NC family members."
United States
chris c.
The price is HK$940
HK$1,718 total
includes taxes & fees
30 Jun - 1 Jul
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Smart TV, books

The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.6 out of 10, Exceptional, (40 reviews)
"The house was a great size to hold all my family members. Loved that the basement accommodated my daughter’s family. The view of the golf course during the morning was so beautiful. "
United States
Marie C.
The price is HK$1,067
HK$3,890 total
includes taxes & fees
1 Jul - 2 Jul
The Tin Cup on Pinehurst #5
Property grounds

Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (38 reviews)
"The kitchen was fully equipped and very clean. The place was nicely furnished and comfortable! Host was very helpful and provided easy check in/out directions and recommendations for dining and entertainment!We thoroughly enjoyed our stay!"
United States
Jerri H.
The price is HK$549
HK$1,185 total
includes taxes & fees
24 Jun - 25 Jun
Loft Cottage on Ridge<br>? Short & Extended Stays?
Living area

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (8 reviews)
"Great stay"
United States
Lauren
The price is HK$559
HK$1,695 total
includes taxes & fees
20 Jul - 21 Jul
Studio Seven at Pine Valley
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, (70 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is HK$878
HK$2,117 total
includes taxes & fees
14 Jul - 15 Jul
The Perfect Lie in Pinehurst! A golfer's paradise!
Private kitchen

The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is HK$720
HK$2,160 total
includes taxes & fees
24 Jun - 25 Jun
The McCaskill Cottage in the Village of Pinehurst!
Dining

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

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (19 reviews)
"Great stay!"
United States
Chris F.
The price is HK$713
HK$2,064 total
includes taxes & fees
14 Jul - 15 Jul
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
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, (49 reviews)
"Perfect location, perfect size....simple furnishings, but exactly what we needed for the trip!"
United States
Sue M.
The price is HK$768
HK$2,135 total
includes taxes & fees
14 Jul - 15 Jul
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
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, (62 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property is very well located in connection to many nice restaurants and shopping opportunities as well as it being quiet and low key which was great for us"
United States
Rita C.
The price is HK$682
HK$1,630 total
includes taxes & fees
13 Jul - 14 Jul
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
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
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is HK$642
HK$2,568 total
includes taxes & fees
25 Jun - 26 Jun
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Fridge, microwave, oven, stovetop

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (13 reviews)
"Great central location in a quiet neighborhood. We really enjoyed our stay! "
United States
Leigh M.
The price is HK$618
HK$2,045 total
includes taxes & fees
13 Jul - 14 Jul
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
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, (29 reviews)
"Great stay! "
United States
Kendahl M.
The price is HK$1,356
HK$2,977 total
includes taxes & fees
24 Jun - 25 Jun
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
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, (60 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$1,745 total
includes taxes & fees
24 Jun - 25 Jun
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Fridge, microwave, oven, stovetop

Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (27 reviews)
"Amazing place!"
United States
Jeremy
The price is HK$815
HK$2,543 total
includes taxes & fees
24 Jun - 25 Jun
Isle of the Pines, 1 mile from The Village of Pinehurst!
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, (62 reviews)
"Clean and comfortable. Hosts were very helpful and friendly. Will definitely stay here again"
United States
Andrew
The price is HK$800
HK$2,179 total
includes taxes & fees
1 Jul - 2 Jul
The Lucky Lie - Entire Condo in Pinehurst
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, (44 reviews)
"Love this place!!!"
United States
Chris B.
The price is HK$776
HK$1,667 total
includes taxes & fees
24 Jun - 25 Jun
Upstairs at the Estate - Across from SP Golf Club
Fridge, microwave, oven, stovetop

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (48 reviews)
"Great location, spotless, easy check in and wonderful communication. "
United States
Josh H.
The price is HK$882
HK$2,379 total
includes taxes & fees
6 Jul - 7 Jul
Lakeside Condo on Pinehurst #5
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

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

10/10 Excellent
"We stayed here for one night, a group of five ladies. The property was immaculately, clean and comfortable, and the location could not have been better! We walked to dinner and nearby shops. It is a quiet neighborhood with sidewalks. We did not bring our pup but he would certainly would have been right at home! Wonderful property, would definitely recommend."
Katherine S. 1-night trip
Posted 7 hours ago
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

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?

Beautiful 1920's Craftsman-Downtown Southern Pines: This highly rated holiday home rental in Southern Pines is located next to a golf course, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 holiday rentals are there in Southern Pines?

With 79 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.