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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Taylortown holiday homes

A bedroom with a sloped ceiling, wooden beams, a bed, and a dresser.

1. Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
8.8 out of 10, Excellent, (3 reviews)
"Really pretty place. The loft was very very small. I’m 5’4” and had to bend at the waist to get to the bed. Wish the front door had a way to cover it (full see through glass). The beds and couch were very comfortable. House was clean and decorated very nicely. Bathroom is a dream!!"
United States
Matthew C.
The price is £117
includes taxes & fees
14 Sept - 15 Sept
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

2. Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (33 reviews)
"Amazing place!"
United States
Jeremy
The price is £210
includes taxes & fees
8 Sept - 9 Sept
Isle of the Pines, 1 mile from The Village of Pinehurst!
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

3. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (20 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is £184
includes taxes & fees
14 Sept - 15 Sept
The McCaskill Cottage in the Village of Pinehurst!
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

4. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (99 reviews)
"VRBO was clean and a good size for our family. Everything mentioned in the listing is as seen. Home appears to be newly remodeled. We had a nice weekend family gathering of 5."
United States
Wendy A.
The price is £345
includes taxes & fees
14 Sept - 15 Sept
NEW! Pinehurst Eight Sleeps 10!
A spacious living room with a blue sofa, a dining area with a wooden table, and a kitchen with modern appliances.

5. A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (44 reviews)
"Great house and location. "
United States
Billy P.
The price is £326
includes taxes & fees
20 Sept - 21 Sept
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

6. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (39 reviews)
"Great location to get to all of the golf courses we played. Plenty of room for the 6 of us. Host very attentive."
United States
James N.
The price is £324
includes taxes & fees
7 Sept - 8 Sept
The Mulligan!
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

7. Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck

Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property situated in a highly convenient area. Everything was exceptionally clean and well-maintained. Definitely recommend this property to any family."
United States
Bo B.
The price is £317
includes taxes & fees
8 Sept - 9 Sept
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A covered outdoor patio with a fire pit, seating area, and a grill.

8. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Pinehurst
9.4 out of 10, Exceptional, (19 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
The price is £249
includes taxes & fees
9 Sept - 10 Sept
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A modern kitchen with white cabinets, a granite countertop, and three grey bar stools.

9. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Pine Hurst
10.0 out of 10, Exceptional, (52 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
United States
Randy F.
The price is £326
includes taxes & fees
7 Sept - 8 Sept
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

10. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (1 review)
"The property was clean and looked exactly like the pictures. It was a great value and we enjoyed our stay."
United States
kevin t.
The price is £294
includes taxes & fees
21 Sept - 22 Sept
Polo & Pine Retreat
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

11. Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Pinehurst
8.8 out of 10, Excellent, (18 reviews)
"Clean, space looked just like the description. Great location "
United States
Eli J.
The price is £178
includes taxes & fees
7 Sept - 8 Sept
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A deck with a glass table and chairs overlooking a golf course.

12. Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8

Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
Pinehurst
10.0 out of 10, Exceptional, (63 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is £259
includes taxes & fees
7 Sept - 8 Sept
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
A spacious living area with a wooden coffee table, a sofa, and a dining table. There is a green-framed window and a wall-mounted artwork.

13. Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Pinehurst
10.0 out of 10, Exceptional, (50 reviews)
"So spacious and clean, family friendly, easy check in process "
United States
Shanna C.
The price is £249
includes taxes & fees
13 Sept - 14 Sept
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

14. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our time here!"
United States
Scot W.
The price is £232
includes taxes & fees
7 Sept - 8 Sept
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

15. Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (42 reviews)
"The loft cottage was perfect for my visit with children's families in the area. It provided an quiet off the street place to sleep and recover from full days with grandchildren. I especially enjoyed the small second floor deck in the trees for morning coffee. I hope to stay there again when in the area!"
United States
Ted D.
The price is £110
includes taxes & fees
7 Sept - 8 Sept
Loft Cottage on Ridge<br>? Short & Extended Stays?
A single-story house with a gray exterior, white trim, and a front porch.

16. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is £125
includes taxes & fees
7 Sept - 8 Sept
Walkable Cottage, Pet Friendly with Fenced Patio
A two-story house with a white exterior, a brick chimney, and a covered porch.

17. Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (46 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is £156
includes taxes & fees
8 Sept - 9 Sept
Upstairs at the Estate - Across from SP Golf Club
A hallway with a dark door, a hanging plant with lemons, a patterned rug, a table with a lamp, and a wall-mounted mirror.

18. Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4

Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
Pinehurst
Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

19. Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace

Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace
Pinehurst
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! The house was very comfortable, clean, and exactly as advertised. The beds were terrific—some of the best we’ve slept on while traveling.The host was gracious, extremely responsive, and a real pleasure to deal with from start to finish. Everything was easy and stress-free.Highly recommend this property. We would definitely stay here again!"
United States
Jake B.
The price is £395
includes taxes & fees
17 Sept - 18 Sept
Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace
A brick building with a covered porch, two wooden chairs, and a wooden bench.

20. The 19th Hole - Poker Table - 2 mins to Pinehurst

The 19th Hole - Poker Table - 2 mins to Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"The host was incredibly accommodating and the location was perfect (nearby all the necessary golf courses). Would certainly stay here again."
United States
Tyler S.
The price is £427
includes taxes & fees
7 Sept - 8 Sept
The 19th Hole - Poker Table - 2 mins to Pinehurst
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Taylortown Hotel Reviews

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

10/10 Excellent
"The best place to stay in Pinehurst! The staff are so friendly, room was very clean and well maintained. Home away from home! Great breakfast and other amenities."
Leah 3-night trip
Posted less than an hour ago
Homewood Suites by Hilton Olmsted Village (near Pinehurst)

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