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

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Entire home

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

Overview
Amenities
Policies
Location
Host

Exceptional

8 bedrooms5+ bathroomsSleeps 166000 sq ft

Popular amenities

Dryer
Washer
Parking available
Barbecue grill

Explore the area

Pinehurst, NC

Pinehurst Resort
‪5 min drive‬
FirstHealth Moore Regional Hospital
‪7 min drive‬
Pinehurst No. 9
‪7 min drive‬
Pinehurst, NC (SOP-Moore County)
‪15 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

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.

Property manager

David Reynolds

Languages

English

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Add dates for prices

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Free WiFi

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Washer
Dryer
Air conditioning
Outdoor space

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed, service animals permitted

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

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

We should mention

This property does not have any lifts

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 Hillcrest Park and Nancy Kyser Park.

Pinehurst, NC

What's nearby

Pinehurst Lake - 2 min drive - 1.0 km
Pinehurst Resort - 5 min drive - 3.4 km
Pinehurst Harness Track - 5 min drive - 4.3 km
FirstHealth Moore Regional Hospital - 7 min drive - 5.1 km
Pinehurst No. 9 - 7 min drive - 6.1 km

Getting around

Southern Pines Station - 14 min drive

Restaurants

‪McDonald's - ‬6 min drive
‪Pinehurst Track Restaurant - ‬6 min drive
‪The Deuce - ‬6 min drive
‪Carolina Dining Room - ‬5 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.

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.

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).

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.4/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

10/10

Location

9.2/10

Listing accuracy

10/10 Excellent

Alejandro O.

27 Apr 2025

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

Perfect Golf Home

Group of guys enjoyed perfect golf home

Stayed 3 nights in Apr 2025

10/10 Excellent

Seavy Dawson D.

13 Apr 2021

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

10/10 Excellent

Shane G.

14 Aug 2023

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

10/10 Excellent

Mark M.

10 Nov 2024

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

10/10 Excellent

Dave V.

16 May 2023

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

8/10 Good

Gregory T.

22 Apr 2021

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

10/10 Excellent

David E.

28 Apr 2024

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

10/10 Excellent

Roxanne L.

29 Jul 2024

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

8/10 Good

Louis P.

19 Jun 2023

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

10/10 Excellent

Kip M.

13 Oct 2023

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

10/10 Excellent

Susan S., Leland, NC

11 Sept 2023

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

17 Jul 2023

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

10/10 Excellent

Carol C.

10 Aug 2023

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joseph L.

15 Jun 2023

Graduation

10/10 Excellent

Bruce R.

2 Jun 2024

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

10/10 Excellent

Teddy S.

26 Dec 2024

Stayed 3 nights in Nov 2024

This review comes from a trusted partner site and has not been verified.

8/10 Good

A guest from ,

20 Jun 2023

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.

10/10 Excellent

Ryan W.

17 Apr 2023

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

Great Stay

Very nice house and the outdoor amenities are fantastic. Eight of us on a golf trip enjoyed our stay. Thank you to the staff for their help.

Stayed 4 nights in Apr 2023

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kirsten H.

30 Nov 2022

Quail Run Estate Stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a fantastic stay at this estate. This home is exquisite! The layout is phenomenal. It's well-equipped to cook in, and the outside pool and hot tub were a bonus. Their pool table got a lot of action. We can't thank you enough for opening up your beautiful home to all of us. Thank you to the property management for promptly answering questions. Thanksgiving 2022 is in the books.

This review comes from a trusted partner site and has not been verified.

8/10 Good

Mark G.

12 Nov 2022

Charming Farmhouse

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect house for 8 guys on a golf trip. Plenty of room to spread out and beautiful back yard. Only negative is that there is not a central TV room . . . in fact we couldn't even get the TVs to show more than limited stations.

This review comes from a trusted partner site and has not been verified.

8/10 Good

Dan H.

25 Oct 2022

nice stay

Rating Details: The property manager was more than 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: had a great time however the hot tub would not heat up so that was never used and would have been nice to have after a long day of golf.

6/10 Okay

Jeffrey C.

8 Oct 2022

Liked: Cleanliness, check-in, communication, location

Pinehurst home

Overall we enjoyed the property very much...very expansive home with an old-south feel. Perfect layout for 8 golf guys...kitchen was great to cook in...the house offers plenty of room to spread out. Only disappointments were the pool and hot tub were not cleaned and usable until our next to last day and we still could not figure out how to use the hot tub. The gas grill was unusable due to rusted out grates...the poker table in the listing was nowhere to be found. But the house is in a beautiful part of Pinehurst and close to all amenities needed.

Stayed 4 nights in Oct 2022

10/10 Excellent

Monica G.

29 Sept 2022

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

Perfect Golf Outing

Check - in and communication were very professional and detailed. The house was clean and absolutely beautiful.

Stayed 2 nights in Sep 2022

10/10 Excellent

Lauren P.

26 Sept 2022

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

Perfect property for our college girls reunion and 40th birthday!

We loved this unique house and it was perfect for our group of college friends who all needed some R&R while taking a short vacation away from our small children. The house would be amazing for families as well but it was great for our group because everyone had their own room and could spread out. Plenty of bathrooms as well! We usually go out to eat frequently on this annual trip but decided to stay and cook most of the weekend because it was so comfortable!

Stayed 2 nights in Sep 2022

10/10 Excellent

Catherine M.

15 Sept 2022

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

Great weekend in Pinehurst

This was a great place for my group of girlfriends to gather in a cute town for the weekend, though the decorations seem to be targeted toward men. The house has two wings pretty far apart, so there can be lots of privacy if desired. The kitchen had everything we needed to cook. The hot tub and pool are bigger than they seem in the pictures, and both can be heated. The neighborhood is cute to walk in, and the location is ideal for proximity to great local food and the downtown.

Stayed 2 nights in Sep 2022

About the host

Hosted by David Reynolds

Languages:

English

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

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Reviews

Popular amenities

Explore the area

Rooms & beds

8 bedrooms (sleeps 16)

Bedroom 1

Bedroom 2

Bedroom 3

Bedroom 4

Bedroom 5

Bedroom 6

Bedroom 7

Bedroom 8

5 bathrooms, 2 half bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Bathroom 7

Spaces

About this property