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Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

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Pool
Pool
Property grounds
Game room
Game room

Reviews

10 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 20

Popular amenities

  • Pool
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Rooms & beds

5 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

2 Queen Beds

Bedroom 4

2 Queen Beds

Bedroom 5

3 Double Beds

4 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Bathtub · Toilet

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai

About this property

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

"Outrageous Fortune" is a sprawling, stylish and renovated 3400 sqft ranch. It's perfect for large groups & retreats. Sleeps up to 20 with 10 beds. 5 bedrooms and 4 bathrooms on a 1-acre lot with a swimming pool, game room, firepit, and putting green!

Our property feels secluded, but is close to everything!
- 5 mins to restaurants, nightlife and shops in downtown Southern Pines
-5 mins to Southern Pines Golf Club & Weymouth Center Venue
- 15 mins to Pinehurst Resort
-10 mins to Pine Needles Lodge and Golf Club
- 10 mins to Mid Pines Inn & Golf Club
Our prices include all fees. No hidden fees.

Add dates for prices

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Exterior
The Ultimate Golf Trip House - Pool & Pickleball
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  • Hot tub
  • Kitchen
  • Washer
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House Rules

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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Southern Pines

Southern Pines is home to this vacation home. Southern Pines Golf Club and Hyland Hills Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Weymouth Woods-Sandhills Nature Preserve and Reservoir Park. Traveling with kids? Consider Malcolm Blue Farm and Hillcrest Park.
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Map
Southern Pines, NC

What's nearby

  • Weymouth Woods-Sandhills Nature Preserve - 12 min walk - 1.1 km
  • Southern Pines Golf Club - 5 min drive - 3.9 km
  • Mid Pines Golf Club - 8 min drive - 7.5 km
  • Pinehurst Resort - 13 min drive - 13.2 km
  • Fort Bragg - 30 min drive - 41.4 km

Getting around

  • Southern Pines Station - 6 min drive
  • Fayetteville Regional Airport (FAY) - 58 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Circle K - ‬6 min drive
  • ‪Burger King - ‬7 min drive
  • ‪Waffle House - ‬6 min drive
  • ‪Dunkin' - ‬7 min drive

Frequently asked questions

Does Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst have a pool?

Yes, this property has a pool.

How much does it cost to stay at Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst on May 16, 2026 start from $648, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

Where is Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst located?

This family-friendly Southern Pines vacation home is within 3 mi (5 km) of Weymouth Woods-Sandhills Nature Preserve, Malcolm Blue Farm, and Campbell House Galleries. Southern Pines Golf Club and Museum are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Burns B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

John L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay for a golf trip. Pool was great, beds were clean and comfortable. All guests were extremely complimentary. Would def rent this property again!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Kayla B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean, beautifully decorated and spacious for our large family! House was in a great location- close to Pinehurst for the tree lighting and Southern Pines for parade.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Judy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed staying in this super clean and spacious house. It’s located in a nice neighborhood close to Pinehurst and Southern Pines. It was too cold to use the pool, but it looked well maintained. Great place!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Marsha N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the outdoor area. The dining table was perfect for too. Host was very responsive My group wants to return
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Tim H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and grounds. Everyone had a great time.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Lisette D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice location. Quiet and very peaceful location. Very nice for our youth retreat. They loved it!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Shanmuga s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful stay! The host was extremely responsive and went above and beyond to assist with any questions we had during our visit. The house was spotless and exactly as advertised, making us feel right at home from the moment we arrived. We especially enjoyed the game room, which had a great selection of board games for all ages. The internet connection was strong and reliable throughout our stay. Highly recommend this property for a comfortable and enjoyable getaway! We will return for sure!!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Ian Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot

This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Libby D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best property for CHP shows

We stayed here for a show at Carolina Horse Park. My only hesitation in leaving this review is we may not get to reserve it again. It was just perfect (they even left us sunscreen!).
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Steve D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything we hoped for

This house was perfect for our group's needs. With all beds in each of the bedrooms and bathrooms throughout the house, we settled in comfortably. The house was wonderful for gathering in the common areas as well. It was in a neighborhood, but still felt somewhat secluded. Everything felt clean and well maintained.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Joan W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was super easy. Kitchen was decently stocked with utensils, pots, pans, choice of plastic or glassware. We brought and bought all our food. Didn’t think about storage for leftovers or wraps, press n seal, tin foil. A light over the sink would be a great feature.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Randy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great, fit us all well and had all we need.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Robert Z.

Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Jerry Dylan L.

Liked: Cleanliness, check-in, listing accuracy
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

David A.

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 2 nights in Jun 2025
Verified

8/10 Good

Emory W.

Stayed 4 nights in Jun 2025

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