Skip to main content
Entire home

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

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

Smart TV - Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst (Southern Pines)
Smart TV - Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst (Southern Pines)
Interior - Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst (Southern Pines)
Terrace/patio - Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst (Southern Pines)
Interior - Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst (Southern Pines)
Escape to the secluded yet conveniently located Outrageous Fortune, a spacious 3400 sqft ranch perfect for large groups and retreats. Enjoy the expansive 1-acre lot featuring a swimming pool, game room, firepit, and putting green.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 20

Popular amenities

  • Pool
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Food and drink

  • Dishwasher
  • Hob
  • Microwave
  • Oven

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Similar properties

Bar (on property)
The Grand Regal Resort
Elizabethtown
  • On private beach
  • Parking included
  • Restaurant
  • Air-conditioning
8.0 out of 10, Very good, 28 reviews
The Grand Regal Resort
Compare similar properties

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Southern Pines is home to this holiday 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. Travelling with kids? Consider Malcolm Blue Farm and Hillcrest Park. Visit our Southern Pines travel guide
View more Holiday homes in Southern Pines
Map
Southern Pines, NC

What's nearby

  • Country Club Golf Resort
    Pinehurst Resort
    13 min drive - 13.2 km
  • Airborne operations at Fort Bragg, North Carolina
    Fort Bragg
    30 min drive - 41.4 km
  • Weymouth Woods-Sandhills Nature Preserve
    12 min walk - 1.1 km
  • Southern Pines Golf Club
    5 min drive - 3.9 km
  • Pine Needles Golf Club
    8 min drive - 7.5 km

Getting around

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

Restaurants

  • McDonald's
    6 min drive
  • Burger King
    7 min drive
  • KFC
    6 min drive
  • Dunkin'
    7 min drive
  • Circle K
    6 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.

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

On-site 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 holiday 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 miles (5 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens 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

Cleanliness

9.8

Location

Reviews

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

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

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

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

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

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

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

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