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Southern Pines
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Cottages, Villas, Apartments in Southern Pines
Holiday Rentals
USA
North Carolina (NC)
Cottages, Villas, Apartments in Southern Pines
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Southern Pines
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Internet or Wifi (95)
Air Conditioning (92)
Washer/Dryer (67)
Other outdoor space (59)
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Kid friendly (92)
Pet friendly (40)
Smoking allowed (6)
Elder access (4)
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Holiday Rental House (84)
Condominium/Apartment (12)
Cabin Holiday Rental (0)
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Housekeeping Included (2)
Waterfront (1)
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Distance from
5 mi
Reservoir Park
Weymouth Center for the Arts & Humanities
Weymouth Woods Sandhills Nature Preserve
Sunrise Theater
Pine Needles Golf Club
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96 rentals
in Southern Pines.
Beautiful 1920's Craftsman-Downtown Southern Pines
12 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Upstairs at the Estate - Across from SP Golf Club
1 review
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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3BR Townhome - Walk to Downtown Southern Pines
3 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Southern Pines Getaway for 8 with Pool and Theater Room!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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The Enchanted Castle- Right Downtown with Hot Tub & Fenced Backyard
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Charming home in the heart of Downtown Southern Pines
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 9
Match:
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Loft Cottage on Ridge? Short & Extended Stays?
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
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The Flat Coat Cottage!
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 8
Match:
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Fore Seasons – Unbeatable Golf Experience! - Available for 2024 Open!
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 18
Match:
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Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 9
Match:
Sleeps
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Downtown Southern Pines Townhome with Deck!
3 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Hot Tub Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Historic Home w/hot tub, steps from everything!
Holiday Rental House
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4 bedrooms
0 bathrooms
Sleeps 10
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Mystical Cottage in Southern Pines
8 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Charming, newly updated Downtown Cottage
4 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Condo in the Pines! 2BR/2BA (sleeps 4)
146 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Peaceful Southern Pines Home w/ Pool + Yard!
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Cozy downtown cottage close to the park
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Charming Southern Pines Abode - Walk to Dtwn!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Cozy cottage near downtown Southern Pines
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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52 Longleaf - Available during 2024 Open
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Standard Guestroom (ADA) - 1 King · The Jefferson Inn Rm. 8
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Standard Guestroom 1 King · The Jefferson Inn Rm. 10
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Standard Guest Room- 2 Queens · The Jefferson Inn Rm. 13
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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11-Standard Guest Room - 2 Queens · The Jefferson Inn Rm. 11
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Deluxe Guestroom - 2 Queens · The Jefferson Inn Rm. 5
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Deluxe Guestroom-2 Queens · The Jefferson Inn Rm. 14
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Standard Guestroom - 1 King · The Jefferson Inn Rm. 6
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Deluxe Guest Room - 1 King + · The Jefferson Inn Rm. 7
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Deluxe Suite · The Jefferson Inn Rm. 1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Deluxe Guestroom-2 Queens · The Jefferson Inn Rm. 12
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Deluxe Guestroom - 2 Queens · The Jefferson Inn Rm. 4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Junior Suite - 1 King · The Jefferson Inn Rm. 15
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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The Jefferson Inn Rm. 2 | Standard Suite
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Standard Suite - 2 Queens · The Jefferson Inn Rm. 9
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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The best of Southern Pines, right at your doorstep!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Adorable 1 bedroom guest house in Southern Pines
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Downtown Southern Pines: The Shire 255
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
A Slice of Seclusion in The Middle of Downtown SP!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Cottage on Ridge ? Short Stays? Extended Stays
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Tanglewood Farm B&B - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
51 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Historic Carriage House Southern Pines - Weymouth
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Secret Cottage
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Tanglewood Farm B&B - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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The Bungalow on Connecticut w/E scooter rental
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Affiliated with
FlipKey
Renovated Golf Front! Short commute to Ft.Bragg - Pets Allowed Upon Approval
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Luxury Golf Front Condo
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Cloverfield Retreat - Private Barn Rental
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Affiliated with
FlipKey
Tanglewood Farm B&B-Horse & Hound Dog Friendly1 BR/2BA Private Apt on Horse Farm
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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Showing results 1-50 of 96
Frequently Asked Questions about Southern Pines
Do any holiday rentals in Southern Pines have a pool?
Yes, here are some popular holiday rentals in Southern Pines that have a pool:
Beautiful 1920's Craftsman-Downtown Southern Pines
Upstairs at the Estate - Across from SP Golf Club
3BR Townhome - Walk to Downtown Southern Pines
See all holiday rentals with a pool in Southern Pines on Tripadvisor
Do any holiday rentals in Southern Pines have internet access?
Yes, here are some popular holiday rentals in Southern Pines that have internet access:
Beautiful 1920's Craftsman-Downtown Southern Pines
Upstairs at the Estate - Across from SP Golf Club
3BR Townhome - Walk to Downtown Southern Pines
See all holiday rentals in Southern Pines on Tripadvisor
What are the best pet friendly rentals in Southern Pines?
The best pet friendly rentals in Southern Pines are:
Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines Getaway for 8 with Pool and Theater Room!
The Enchanted Castle- Right Downtown with Hot Tub & Fenced Backyard
See all pet friendly holiday rentals in Southern Pines on Tripadvisor
What are some great rentals in Southern Pines that are kid friendly?
Some of the most popular kid friendly rentals in Southern Pines are:
Beautiful 1920's Craftsman-Downtown Southern Pines
Upstairs at the Estate - Across from SP Golf Club
3BR Townhome - Walk to Downtown Southern Pines
See all kid friendly holiday rentals in Southern Pines on Tripadvisor