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1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst

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Welcome to Shadowlawn!
Shadowlawn established 1929
Front door entranceway
Front door entranceway
One of two downstairs bathrooms

Reviews

10 out of 10
Exceptional
8 bedrooms7+ bathroomsSleeps 258800 sq ft

Popular amenities

  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Pinehurst, NC
  • Place, Pinehurst Resort
    ‪18 min walk‬
  • Place, Pinehurst Harness Track
    ‪2 min drive‬
  • Place, Pinehurst Lake
    ‪4 min drive‬

Rooms & beds

8 bedrooms (sleeps 25)

Bedroom 1

1 Double Futon and 2 Queen Beds

Bedroom 2

1 Double Futon and 1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Bedroom 5

2 Single Beds

Bedroom 6

2 Single Beds

Bedroom 7

2 Single Beds

Bedroom 8

2 Single Beds

7 bathrooms, 2 half bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Bathtub or shower · Toilet

Bathroom 6

Bathtub or shower · Toilet

Bathroom 7

Bathtub or shower · Toilet

Bathroom 12

Toilet

Bathroom 13

Toilet

Spaces

Deck or patio
Porch or lanai
Dining area

About this property

1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst

''Shadowlawn'': This English tudor is one of the finest estates in Old Town Pinehurst. On over 1.5 private acres of lush landscaping, stone walkways and terraces. Beautiful hardwood floors, 7 fireplaces, original Ludowici clay tile roof, elevator, whole house generator and amazing detail work that has to be seen. 1st and 2nd floors = 6,800 sq.ft. Lower level has approximately 3,000 sq.ft.-(1,500 sq.ft. which is finished with recreation room w/fireplace and pool table room).

Total living space is approximately 8,500 sq. ft with 8 bedrooms, 15 beds, 9 full baths and 3 half baths.

We are very selective on the rental of this grand home. Our desire is to rent this on a very limited basis in order to help in the maintenance of this historic home. The home has been completely remodeled and furnished in 2016.
Our prices include all fees. No hidden fees.

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House Rules

Flexible check-in available (contact host in advance of arrival)
Flexible check-out available (contact host to arrange)
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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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Pinehurst

Pinehurst is home to this holiday home. Pinecrest Plaza and Courthouse Square Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Pinehurst Lake and Reservoir Park. Travelling with kids? Consider Malcolm Blue Farm, or check out an event or a game at Pinehurst Harness Track.
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Map
Pinehurst, NC

What's nearby

  • Pinehurst Resort - 18 min walk - 1.6 km
  • Pinehurst Harness Track - 2 min drive - 2.0 km
  • FirstHealth Moore Regional Hospital - 3 min drive - 3.3 km
  • Pinehurst Lake - 4 min drive - 2.3 km
  • Pinehurst No. 9 - 4 min drive - 4.1 km

Getting around

  • Southern Pines Station - 12 min drive
  • Fayetteville, NC (FAY-Fayetteville Regional) - 65 min drive

Restaurants

  • ‪Circle K - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Pinehurst Brewing Company - ‬16 min walk
  • ‪Elliots - ‬3 min drive

Frequently asked questions

Is 1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at 1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst?

As of 8 Apr 2026, prices found for a 1-night stay for 2 adults at 1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst on 25 May 2026 start from £1,133, 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.

How much is parking at 1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst?

On-site parking is available at the property.

Where is 1929 Historic 8 bedroom Shadowlawn Estate in Old Town Pinehurst located?

This family-friendly Pinehurst holiday home is within 2 mi (3 km) of Pinehurst Resort, Pinehurst Harness Track and FirstHealth Moore Regional Hospital. Pinehurst Lake and Pinehurst No. 9 are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cool historic house - perfect for a 12 person golf trip to the mecca of Pinehurst
Stayed 6 nights in Oct 2025
Verified

10/10 Excellent

Patricia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect for our son's wedding group. It is large, and conveniently located to the village and the Fair Barn.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Ian S.

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

Pinehurst Golf Trip

Great location for a group of guys golf at Pinehurst.
Stayed 4 nights in Oct 2024
Verified

8/10 Good

Jerame J.

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

Perfect Place for a large golf group

We had 16 guys stay here for our annual golf trip, great size and great location, house is HUGE but does lack sufficient sized room for a group that big to congregate and watch games on TV. Great back yard for entertaining and the hosts were absolutely wonderful
Stayed 3 nights in Oct 2019
Response from VrboOwner on 16 Mar 2020
I'm glad y'all had a good stay but wonder if you didn't find the basement. There is a full basement with card room, another room with a pool table, and another room with ping pong, large TV and plenty of seating. I will make sure future guests realize they are welcome to the basement.
Verified

10/10 Excellent

Robert G.

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

Family Gathering

Shadowlawn is/was absolutely perfect for our annual family golf trip. It is within walking distance of The Village of Pinehurst, and the home is spotless with plenty of space for our group. The back patio was the perfect place to gather at the end of our day and enjoy each other’s company!
Stayed 4 nights in Apr 2024
Verified

10/10 Excellent

Christian F.

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

Perfect Palace

Everything was perfect from the original booking, to check in, to check out. I would highly recommend this house especially if you have a large group. The beds and bedrooms were spacious and comfortable. The downstairs entertainment room was great. We will be back for sure.
Stayed 4 nights in Oct 2021
Verified

10/10 Excellent

CHRISTINE B.

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

Family wedding in Pinehurst

Great location. Easily accessible to events. Owners were very prompt in answering any questions. Relaxed in the beautiful sunroom and outdoor patio. Family enjoyed playing croquet. Great place for large gatherings. Thank you very much .
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Joe Z.

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

Golf Trip

Group of 16 for an extended golf weekend. Perfect property for gathering post-round to decompress and connect with friends. Truly an historic property, perfect space for our sized group
Stayed 3 nights in Apr 2021
Verified

10/10 Excellent

Bridget K.

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

Perfect place for a wedding weekend!

Gracious and comfortable home, and a perfect place to relax after all the wedding events. Beautiful outdoor space and gardens ... and my favorite spot - the solarium! Wonderful hosts!
Stayed 3 nights in Mar 2021
Verified

10/10 Excellent

Peter E.

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

Great House

Great house it had everything for a great stay!
Stayed 3 nights in Sep 2020
Verified

10/10 Excellent

Linda P.

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

Our friends and family (US, Canada, and Mexico) annual golf trip to Pinehurst

What a wonderful home for a large group of people! The owners were very responsive when we had questions or needs. Our group loved this home and could not have been happier that we found this gem! Thanks to the owners of this wonderful property!!
Stayed 4 nights in Oct 2019
Verified

10/10 Excellent

Mark G.

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

"Matches Everything Pinehurst"

When I think of Pinehurst, I think of #2, the Resort, Donald Ross, the Pinecrest Inn, #2, Mid Pines, the heyday of golf in the 1920's, and this Estate fits that narrative. You will get the full experience and feel like you are whisked away from our fast paced smart phone world! That, and this place is big, with plenty of Beds, bathrooms, and meeting space for your whole golf trip to to hang out.
Stayed 3 nights in Sep 2019
Verified

10/10 Excellent

Dave T.

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

Wonderful house

Perfect to accommodate a large group for a golf weekend. Beautiful home, very spacious, everything you need.
Archival

10/10 Excellent

Kevin M.

Incredible Historic English Tudor Home!

This is the most perfect place to host a large group outing or fun family vacation. The house is saturated with rich history. Not only that, but there is room to sleep up to over 20 people (including the guest house)! That's unheard of! It is just a few miles away from historic Pinehurst and a quick drive to fun small towns such as Aberdeen and Southern Pines. We loved going out to dinner in Pinehurst and Southern Pines. The basement has great spaces for having fun and playing games. I couldn't think of a better place to stay in the area. It is incredibly unique and the host family was so accommodating.
Archival

10/10 Excellent

Keith K.

SHADOWLAWN IS AMAZING!!!

Our group of 15 or so golfers absolutely loved the accommodations at Shadowlawn. Every person had their own bed and the historic elegance of the house provides the full flavor of the southern charm of Pinehurst. The guys enjoyed the pool table, ping pong, card table and large gathering space in the basement. The dining room is beautifully appointed with a table large enough to seat our entire group. Most of the bedrooms have their own private bathroom. This house is amazing!!!

About the host

Hosted by William Thomas

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