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Caddy Shack 2 - The Original Fun Golf Lodging in Pinehurst

Bedrooms 4
Property type house
Minimum Stay 3 nights


About the property

4 BR/Sleeps 12 comfortably, Ping Pong, Shuffleboard, Arcade Legends... and more

The original adjacent 4 BR houses that so many have tried to copy features 2 Queen and 6 Full beds, one Full over Full Bunk with Trundle bed and a sleeper sofa. Direct TV in all rooms with upgraded firm and euro top mattresses to give you a great nights sleep. 14' Shuffleboard and Regulation Cornilleau Ping Pong, Cornhole boards, gas grill, bar and 8-top dining set. All this surrounded in classic and modern golf art and memorabilia.

WOW!... Arcade Legends 3 with 135 games including 29 Golden Tee Golf Courses!

Adjacent is Caddy Shack 1 with it's matching 4 BR that sleeps 8 guests comfortably with 1 single bed available upon request. #1 feature is an Outdoor Putting Green, an 8' Billiard Table, Steel Tip Darts, Bar and a Game Table.

If interested in weekly rentals please call for a quote! Soak up the best Pinehurst has to offer... At a reasonable price!

Tee Time assistance available upon request.

Please Note: Guests over and above 8 per house are subject to a $29 service charge per person that helps cover additional cleaning and linen costs. Thanks

More Details

Property Manager
Mark Lupean
Member since: 2013
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
November 14, 2017

About Mark Lupean

I reside in the Outer Banks, but Pinehurst is my favorite getaway. My business has been designing commercial game rooms and restaurants for over 25 years with a hobby of golf history so I loved doing these two homes. I don't believe you will find anything around quite like them.

The Pinehurst setting just makes them that much more special. The quaint village and incredible golf carry the day and the amenities in the Caddy Shacks carry the night!

Whether it's the challenge on the ping pong table or on the golf course, this is the place to be.

I hope everyone enjoys being here as much as I do.

Mark Lupean purchased this house in 2008

Why Mark Lupean chose Pinehurst

Can sleep 20 with adjacent house that we own that has a putting green, billiard room, bar . Great for golf outings,weddings, and family gatherings . Close to all golf courses. This house had shuffle board and video games great for those rainy days .

What makes this house unique

Also have a pro who can get discounted tee off times .


Pinehurst House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Check-in: Flexible
  • /
  • Check-out: 12:00 PM
  • Max. occupancy: 12 ...
  • Children welcome ...
  • Parties/events not allowed ...
  • Pets not allowed
  • Non smoking only
Location Type:
  • Village
  • Historic
  • Sports & Activities
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Master Bedroom Bathroom - toilet , combination tub/shower
    Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
  • 4 Bedrooms, Sleeps 12
  • Bedroom 1 - 2 queen
    Bedroom 2 - 2 queen
    Bedroom 3 - 2 queen
    Master Bedroom - 2 queen , 2 twin/ single , 1 sleep sofa /futon
  • All bedrooms have TV, dresser and night stands
  • Game Room
  • Games
  • Ping Pong Table
  • Satellite / Cable ...
  • Television
  • Video Games
  • Golf
  • Outdoor Grill ...
  • wheelchair inaccessible
  • cinemas
  • festivals
  • restaurants
Leisure Activities:
  • horseback riding
Local Services & Businesses:
  • ATM/bank
Sports & Adventure Activities:
  • golf


Wonderful! 4.9/5 -
(14 traveler reviews)

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Caddy Shack 2 - The Original Fun Golf Lodging in Pinehurst
average rating of 4.857143 based on 14 reviews
Chaska, MN

Golf Trip 2017

  • 5 of 5

We had our annual golf trip in Pinehurst and stayed at the Caddy Shack 2 rental property. Perfect place to relax after a long day of golf. Played a lot of shuffleboard and ping pong. Looking forward to next year!

  • Submitted: Apr 18, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks Brandon. And good job hosting the Ryder Cup last fall. Unforgettable... Come back any time. Mark
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We loved it. Great place and we all hope to return.

  • 5 of 5

Clean, spacious, comfortable. Fun games. Everything was just right. What more to say?

  • Submitted: Nov 16, 2017
  • Stayed: November 2017
  • Source: HomeAway
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Reside in Lexington, KY

Very nice house for 8 male golfers who were visiting Pinehurst.

  • 5 of 5

House is conveniently located close (4 minute ride) to Pinehurst. Property was clean and the house easily fit 8 guys without feeling cramped. The living room and dining area are large enough and with the shuffleboard table, was a huge success.

To nitpick, the house could use a bit more lighting and have been better stocked with soap and shampoo.

We will look to rent the house again.

  • Submitted: Nov 6, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Good for golfers weekend

  • 3 of 5

The house is really good for a guys weekend of golf and fun. The only negative I have (which could easily be fixed) is the cleanliness of the home. The house was really dirty, the windows still had finger drawings on them, the kitchen was filthy and the refrigerator smelled.

For the price I expected better.

  • Submitted: Oct 25, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Awesome place

  • 5 of 5

Took 10 days down to golf for 3 days. Never left the home except to play golf and grocery shop. Had everything we needed to cook, watch football, and play games. The only complaint is the mattresses could use an update. Will definitely return.

  • Submitted: Sep 18, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Glad you all had a great experience! That's our goal. We actually have some new pillow top firm mattresses going in the house this week as I noticed a couple were sagging when I was there last month. We are also adding an Arcade Classics game in CS1 due to the response we have been getting on the Golden Tee/Arcade Legends game in CS2. Thanks again and look forward to your return! Mark
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Great House

  • 5 of 5

Perfect for 8 golfers.

  • Submitted: Jul 23, 2017
  • Stayed: July 2017
  • Source: HomeAway
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Nearest Airport
74 Miles
Nearest Barpub
2 Miles
Dugan's Pub
Nearest Golf
1.8 Miles
Pinehurst #2
Nearest Motorway
1 Miles
Nearest Restaurant
1.8 Miles
The Track Rest/Carolinian Hotel
Car: necessary

Minutes from the Downtown Village of Pinehurst Historic Pinehurst #2, The Carolinian Hotel, The Pine Crest Inn, Dugan's Pub and many quaint shops. Nestled in a quiet neighborhood and adjacent to Caddy Shack 1. Convenient to grocery store and breakfast [the track restaurant] and most golf courses.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $250
Exit Cleaning $150 + Tax
Tax Rate 9.75%

Please Note: Guests over and above 8 per house are subject to a $19 service charge per person that helps cover additional cleaning and linen costs. Thanks

Manager's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.