Entire home·Private host

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

Family-friendly holiday home in 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.

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

includes taxes & fees

9 Jan - 10 Jan

Kitchen
Washing machine
Dryer
Free Wi-Fi

includes taxes & fees

2 Feb - 3 Feb

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.

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, NC

What's nearby

Weymouth Woods-Sandhills Nature Preserve - 12 min walk - 1.1 km
Pine Needles Golf Club - 8 min drive - 7.5 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, NC (FAY-Fayetteville Regional) - 58 min drive

Restaurants

‪Circle K - ‬6 min drive
‪Burger King - ‬7 min drive
‪Dunkin' - ‬7 min drive
‪Bojangles' Famous Chicken 'n Biscuits - ‬6 min drive
‪Shell - ‬5 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).

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

10

Cleanliness

10

Location

10/10 Excellent

John L.

2 Sept 2025

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

10/10 Excellent

Tim H.

8 Sept 2025

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

Great house and grounds. Everyone had a great time.

Stayed 2 nights in Aug 2025

10/10 Excellent

Lisette D.

31 Aug 2025

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

10/10 Excellent

Ian Z.

7 Apr 2025

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

10/10 Excellent

Libby D.

3 Oct 2024

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

10/10 Excellent

Joan W.

14 Aug 2025

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

10/10 Excellent

Steve D.

12 Jan 2025

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