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8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst

Photo gallery for 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst

Drone shot above the backyard, pool and hot tub are kidney shaped
Circular driveway provides ample parking for our guests
Enter the house through the kitchen door via walking path attached to the d-way
Exterior
Exterior

Reviews

9.6 out of 10
Exceptional
8 bedrooms5+ bathroomsSleeps 16

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Pinehurst, NC
  • Place, Pinehurst Lake
    ‪16 min walk‬
  • Place, Pinehurst Resort
    ‪4 min drive‬
  • Place, Pinehurst No. 9
    ‪6 min drive‬

Rooms & beds

8 bedrooms (sleeps 16)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Queen Bed

Bedroom 5

2 Single Beds

Bedroom 6

1 Queen Bed

Bedroom 7

1 Queen Bed

Bedroom 8

1 Queen Bed

5 bathrooms, 2 half bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 5

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 6

Soap · Toilet

Bathroom 7

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst

Listed on the National Register of Historic Places, the Lloyd-Howe House aka “Anchors Aweigh” is a beautiful and spacious 8BR/6.5BA home and the perfect getaway for golf groups, family gatherings, retreats, wedding parties and those simply seeking R&R. Generous common areas with upgraded furnishings include large living and dining rooms with exposed beams, a dedicated pool room and an updated, fully furnished kitchen with all amenities. An outdoor swimming pool (70,000 gallons!) and heated spa with large stone patios enhance the fully fenced and gated private grounds.

The estate is located in a quiet neighborhood with easy access to the center of Pinehurst Village center by car or walking path (1.5 mi). Spend fun-filled days playing golf, exploring local shops, eateries, breweries and galleries or simply relax by the pool. A perfect home for a delightful Pinehurst Vacation.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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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, service animals permitted
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
* Clean-up outside areas, including Pool & Spa areas. Put all wet towels in wash before leaving * Clean-up inside areas and remove leftover food and drinks
* Leave outside grill clean and ready for next guests * Load dishwasher and start dishwasher * Leave all sheets on beds and bath towels in bathrooms so cleaners can count them
* Turn off all lights and appliances including coffee maker, toaster, Pool & Spa lights, TVs and other devices * Take all trash to exterior bins located by the Garage
Failure to complete these may result in a negative review from the host.
No parties or events without Owner's written consent
No additional Guests without Owner's written consent

Important information

You need to know

Property # 3818278vb
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
Cashless transactions are available
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
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. Pinehurst Resort and Pinehurst No. 9 are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Malcolm Blue Farm and Hillcrest Park.
View more Holiday homes in PinehurstOpens in a new window
Map
Pinehurst, NC

What's nearby

  • Pinehurst Lake - 16 min walk - 1.4 km
  • Pinehurst Resort - 4 min drive - 3.7 km
  • Pinehurst No. 9 - 6 min drive - 6.1 km
  • Tobacco Road Golf Club - 37 min drive - 48.9 km
  • Fort Bragg - 43 min drive - 56.7 km

Getting around

  • Southern Pines Station - 14 min drive

Restaurants

  • ‪Starbucks - ‬6 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Pinehurst Brewing Company - ‬5 min drive
  • ‪Jersey Mike's Subs - ‬6 min drive
  • ‪The Deuce - ‬6 min drive

Frequently asked questions

Does 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst have a pool?

Yes, this property has an outdoor pool.

Is 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst pet-friendly?

No, only service animals are welcome at the property.

How much is parking at 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst?

On-site parking is available at the property.

What time is check-in at 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst?

Check-in begins at 4:00 PM.

What time is check-out at 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst?

Checkout is at 10:00 AM.

Where is 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst located?

Situated in Pinehurst, this holiday home is within 3 miles (5 km) of Pinehurst Lake, Pinehurst Resort and Pinehurst Harness Track. FirstHealth Moore Regional Hospital and Pinehurst No. 9 are also within 6 miles (10 km).

Reviews

9.6

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. 44 out of 55 reviews
Rating 8 - Good. 9 out of 55 reviews
Rating 6 - Okay. 1 out of 55 reviews
Rating 4 - Poor. 1 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kurt W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
David was wonderful! An exceptional long weekend for myself and 7 golf buddies, top ranking in all aspects, wish we were still there!David was unbelievably communicative, the place was spacious, clean and all we could ask for. Thank you, we hope to stay again
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Allison T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was a great place for my family to gather together in Pinehurst! The space was accommodating whether you wanted some time alone or for everyone to be together at once, and we really enjoyed the back patio!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Patrick B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is fantastic. Very clean, great amenities, very private and quiet. Every bedroom was extremely comfortable. We had a great time and I would highly recommend.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Robert V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
the residence, the neighborhood, the golf courses, everything was wonderful.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Tom S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was perfect for 8 senior men for a golf trip. All 8 of us loved the place. Nicely furnished, clean and well supplied. Indoor and outdoor spaces were great for relaxing as a group after golf.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Jan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It’s hard to describe this home properly as it’s unique and special. It’s like walking into a big warm hug. The owner is incredibly responsive. The house is stocked with everything you could possible need and then some with tons of upscale amenities. The A/C was excellent as was the hot tub! Even with seven ladies in the home, we had plenty of space to get a quiet moment alone. If you appreciate history and a well-appointed home, this is your place.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Seavy Dawson D.

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

Perfect spot for a guys golf trip!

Perfect house and great location.
Stayed 2 nights in Mar 2021
Response from VrboOwner on 22 Sept 2023
Thank you for the great review, Seavy! We are thrilled to hear you enjoyed your stay. We look forward to hosting you again!
Verified

10/10 Excellent

Shane G.

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

Spacious fun house

The location and setup of the place was perfect - we very much enjoyed our stay.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 22 Sept 2023
We are glad to hear you enjoyed your stay, Shane! We would be happy to have your group back.
Verified

10/10 Excellent

Alejandro O.

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

Perfect Golf Home

Group of guys enjoyed perfect golf home
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Pamela L.

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

Annual family reunion

Property is great inside and out. Lots of history. Alot more kitchen storage space than expected and the butlers pantry was used alot. Nicely appointed.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Leo L.

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

Pinehurst

The property was fabulous and my golf group was extremely pleased with the property and loved the amenities... the location is perfect... property owner deserves a shout out... he was very hospitable... wanted to make sure that the group received what was needed... a big thanks...
Stayed 4 nights in May 2025
Verified

8/10 Good

Gregory T.

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

Guys golf trip

Perfect for a guys golf trip. While the place could use some TLC, it is spread out to allow some privacy with common areas inside and out for hanging out together.
Stayed 4 nights in Apr 2021
Response from VrboOwner on 22 Sept 2023
Hello Greg! Thank you for your review! We appreciate your kindness and honesty. We look forward to hosting you and your group again!
Verified

10/10 Excellent

Dave V.

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

Review

Property management was awesome Very helpful. Place is great for 8 golfers
Stayed 2 nights in Apr 2023
Response from VrboOwner on 22 Sept 2023
Thank you, Dave! We look forward to hosting you again.
Verified

10/10 Excellent

David E.

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

Perfect home for golf trip

It is not a house, but a compound! Great house for a golf group. Bring your walking shoes because the house goes on forever! PM was incredibly friendly and accommodating. Pool, hot pub, and billiards were an extra bonus. Would book again!
Stayed 4 nights in Apr 2024
Response from VrboOwner on 14 May 2024
David, thank you for the kind words. We're really glad you enjoyed your stay. Hope to hear from you again in the future!
Verified

8/10 Good

Louis P.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Fathers Day

Gorgeous asset allowed to get run down a bit. Beautiful property that needs more love
Stayed 4 nights in Jun 2023
Response from VrboOwner on 22 Sept 2023
Hello Louis! Thank you for the review. This house is one of the older houses in the area. It has had a few updates recently. We would be happy to talk to you and get feedback on what you would suggest. We hope to host you again!
Verified

10/10 Excellent

Mark M.

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

Wonderful place for a golf outing with 8 guys in the Pinehurst area

We were looking for the perfect place for 8 guys to stay for our annual golf trip and this place was it. Everyone had their own bedroom, there were 4 large common rooms where we could hang out in the evenings, one with a pool table, two with large screen TVs. The hot tub was a wonderful feature after playing 36 holes of golf on consecutive days. Highly recommend the Pinehurst Track Restaurant for breakfast - it’s open early and just 5 minutes away!!!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Kip M.

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

business retreat and golf

This was a great house, convenient yet quiet location, historic feel but modern amenities, goes on forever twists and turns which adds to the privacy for each even with a large group. Kitchen well equipped although could use some more steak knives (although we might not have found them perhaps). Classy comfortable.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Susan S.

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

Fantastic!

This property is absolutely amazing, very private and peaceful. The house is beautiful and well appointed; beds are comfortable; bathrooms are clean; pool table is fun. Pool and jacuzzi are huge and very nice, even pool toys in the basement. Do expect some small spiders as this is an old home but nothing to worry about.
Stayed 3 nights in Sep 2023
Response from VrboOwner on 12 Oct 2023
Thank you for the review, Susan! We are happy to hear you had a great stay at 250 Quail. We would love to host your group again on your next trip to Pinehurst!
Verified

10/10 Excellent

Roxanne L.

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

Perfect Home

Perfect home for our family. Well equipped with anything you might need. The house is spread out. Kids could be sleeping at one end of the house and not hear us at the other end playing cards. Wonderful outdoor/ backyard area with a large pool.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 2 Aug 2024
Thanks so much for the kind words about our home. We’re so glad you enjoyed your stay!
Verified

10/10 Excellent

Butch P.

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

Private Pine Tree Historic House

Great group house. 6 of us stayed and enjoyed our time there. House is old but in good shape. All conveniences are there. Beds are comfortable. Backyard is fantastic with giant pool and hot tub. Very private, surrounded by very tall old pine trees. Slate in backyard gets hot in the sun, wear flip flops. Entry into hot tub is a little tricky. Couple of little hiccups while we there but David responded and fixed them right away.
Stayed 4 nights in Jun 2025
From a partner site

10/10 Excellent

July 2023 Stay

13 members (7 adults, 6 children) of our family came for a family reunion and had an amazing time! As Michiganderins we loved the wildlife like the deer in the front yard, and deal with snakes (nonpoisionous) but actually met a Copperhead snake near the hot tub which provided us with an educational experience and memory to share. Loved the historical feel and tons of space for our family. Very inviting, comfortable, and spacious. Highly recommend this lovely home.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 22 Sept 2023
Thank you for the review, Michelle! We are happy to hear you enjoyed this house. We would love to have you back on your next visit to Pinehurst.
Verified

10/10 Excellent

Carol C.

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

Family Reunion

We gathered to celebrate my father’s 100th birthday in the Pinehurst area! My father has lived here and been a member of the Pinehurst Club since 1980. It was an amazing weekend of time spent together, as my immediate family had not been able to unite, completely, in 5 years! The house was perfect for my family! Plenty of space, very nice accommodations, beautiful pool and surroundings! A very lovely estate. I will definitely rent it again in the future!
Stayed 3 nights in Jul 2023
Response from VrboOwner on 22 Sept 2023
Thank you for the review, Carol! We are happy to hear you had a great stay at this property and would love to host your group again!
From a partner site

10/10 Excellent

Joseph L.

Graduation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall very good, lower double oven was broken - but the glass door was also shattered. Had to clean up some glass pieces and cover the door to protect against children getting cut.
Verified

10/10 Excellent

Bruce R.

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

Perfect house for a golf trip

This historic home has been maintained and updated to provide everything that you need for a vacation getaway. The home is very spacious and provides privacy and quiet areas as well as multiple common areas for group interaction. Everything was extremely clean and well stocked with basic items that you need. The pool and hot tub are the amenities that made this house perfect for our golf trip. They both were clean and well maintained and larger than any property we have previously rented. It’s a great place to relax after a long day of golf. The location is close to many great restaurants and golf courses, some of them within walking distance. The host was very responsive to our questions and quickly resolved a minor issue. We highly recommend this property and plan to stay here again on our next trip.
Stayed 5 nights in May 2024
Response from VrboOwner on 6 June 2024
Thank you so much for your kind remarks, Bruce. We thoroughly enjoyed welcoming you and your group into our home. Your responsiveness and cleanliness were very much appreciated. You all are welcome back anytime!
From a partner site

8/10 Good

A guest from ,

Great Group Property

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property managers were extremely communicative throughout the process.The home was fantastic for a group of 8 golfers, allowing those who needed to work, needed space, needed activity, to all find what they were looking for.While not all amenities were new, everything worked and were represented accurately in the photos and descriptions.The home location is minutes away from the village and any other retail needs one might have.We will absolutely book this property again.
Response from VrboOwner on 22 Sept 2023
Thank you for the review, Larry! We are glad your group had a great time on your trip to Pinehurst. We look forward to hosting you in the future!

About the host

Hosted by David Reynolds

Host profile image

Languages:

English
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