Entire home

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

Exterior
A residential area with a swimming pool surrounded by stone tiles, a small pond, and several white houses with grey roofs.
A spacious living room with a large leather sofa, a wooden coffee table, and a television. There are multiple lamps and a potted plant.
A spacious living room with a fireplace, leather furniture, and a staircase leading to another level.
A spacious living room with a large leather sofa, a coffee table with books, and a staircase leading to an upper level.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
8 bedrooms5+ bathroomsSleeps 16

Popular amenities

  • Hot tub on site
  • Private pool
  • Patio
  • Barbecue grill
  • Air-conditioning
  • Internet

Explore the area

View in a map
Pinehurst, NC
  • Place, Pinehurst Resort
    ‪5 min drive‬
  • Place, World Golf Hall of Fame
    ‪5 min drive‬
  • Place, Pinehurst Lake
    ‪5 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.

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

Outdoor dining
Ultimate Golf Trip House - Pool & Pickleball
Foxfire
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (4 reviews)
Ultimate Golf Trip House - Pool & Pickleball

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed, service animals permitted
default

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 World Golf Hall of Fame and Malcolm Blue Farm. Hillcrest Park and Nancy Kyser Park are also worth visiting.
View more Holiday homes in PinehurstOpens in a new window
Map
Pinehurst, NC

What's nearby

  • Pinehurst Harness Track - 5 min drive - 4.4 km
  • Pinehurst Resort - 5 min drive - 4.1 km
  • World Golf Hall of Fame - 5 min drive - 4.1 km
  • Pinehurst Lake - 5 min drive - 4.0 km
  • Pinehurst No. 9 - 8 min drive - 6.7 km

Getting around

  • Southern Pines Station - 14 min drive

Restaurants

  • ‪Circle K - ‬7 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Pinehurst Brewing Company - ‬5 min drive
  • ‪The Deuce - ‬6 min drive
  • ‪Elliotts on Linden - ‬15 min walk

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.

How much does it cost to stay at 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst?

As of 20 Oct, 2026, prices found for a 1-night stay for 2 adults at 8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst on 10 Mar, 2027 start from S$7,159, 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.

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 World Golf Hall of Fame, Pinehurst Lake and Pinehurst Resort. Pinehurst Harness Track is 3 mi (4.8 km) away.

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. 47 out of 58 reviews
Rating 8 - Good. 9 out of 58 reviews
Rating 6 - Okay. 1 out of 58 reviews
Rating 4 - Poor. 1 out of 58 reviews
Rating 2 - Terrible. 0 out of 58 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic place to stay. In town for a golfing event to support fallen FBI agents and their families. Having a location that was large enough was critical. The hot tub and pool were perfect for us as well. I have already started telling others about the house. Very appreciative for everything!
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent place to stay with a large group of people! The only feedback we received was that the mattresses were definitely a little used and very soft. Other than that, great spot with no complaints!!!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We booked this house for a golf trip celebrating a friend’s 71st birthday, eight of us total, and it could not have gone better. The property is genuinely one of a kind. Historic, full of character, and so spacious it almost felt endless, room after room. With eight people, having a private room for everyone made a huge difference in how relaxed the trip felt.Cleanliness was excellent. Everything was spotless and well kept, no second-guessing the bedding or the bathrooms. The host was responsive and kind throughout, and we had zero issues from check-in to check-out.If you’re traveling with a group, this is a hard place to beat. We had a wonderful time and would happily come back.
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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!
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 review

10/10 Excellent

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!
Verified review

10/10 Excellent

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

About the host

Hosted by David Reynolds

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback