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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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
9.0 out of 10, Wonderful, (4 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 £123
includes taxes & fees
4 Nov - 5 Nov
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
A single-story house with a gray exterior, white trim, and a front porch.

2. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
9.8 out of 10, Exceptional, (16 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is £136
includes taxes & fees
6 Nov - 7 Nov
Walkable Cottage, Pet Friendly with Fenced Patio
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (44 reviews)
"Great location in the middle of town but still quiet. It was just what we needed for the weekend. We visit the area regularly and would book again!"
United States
Yasmine G.
The price is £110
includes taxes & fees
1 Nov - 2 Nov
Loft Cottage on Ridge<br>? Short & Extended Stays?
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

4. 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, (37 reviews)
"Amazing place!"
United States
Jeremy
The price is £214
includes taxes & fees
2 Nov - 3 Nov
Isle of the Pines, 1 mile from The Village of Pinehurst!
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

5. 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, (22 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is £188
includes taxes & fees
27 Oct - 28 Oct
The McCaskill Cottage in the Village of Pinehurst!
Living area

6. 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 £198
includes taxes & fees
26 Oct - 27 Oct
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A two-story house with a white exterior, a brick chimney, and a covered porch.

7. 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, (48 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is £158
includes taxes & fees
28 Oct - 29 Oct
Upstairs at the Estate - Across from SP Golf Club
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

8. 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 £285
includes taxes & fees
3 Nov - 4 Nov
Polo & Pine Retreat
A covered outdoor patio with a fire pit, seating area, and a grill.

9. 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 £260
includes taxes & fees
28 Oct - 29 Oct
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

10. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (42 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 £345
includes taxes & fees
27 Oct - 28 Oct
The Mulligan!
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

11. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (50 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is £132
includes taxes & fees
17 Nov - 18 Nov
Cottage on Ridge- Short & Extended Stays
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

12. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (101 reviews)
"good value for the cost. needed to be cleaner."
United States
Erik W.
The price is £337
includes taxes & fees
27 Oct - 28 Oct
NEW! Pinehurst Eight Sleeps 10!
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

13. 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 £187
includes taxes & fees
25 Oct - 26 Oct
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
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.

14. 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, (52 reviews)
"2nd time staying here, convenient location, would stay here again"
United States
Angela D.
The price is £256
includes taxes & fees
28 Oct - 29 Oct
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
A spacious living room with a blue sofa, a dining area with a wooden table, and a kitchen with modern appliances.

15. 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 £337
includes taxes & fees
27 Oct - 28 Oct
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A two-story house with a porch, a white picket fence, and a small garden with pink flowers.

16. Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (100 reviews)
"Great location and was a perfect place to stay for a golf trip"
United States
Sean M.
The price is £227
includes taxes & fees
4 Nov - 5 Nov
Beautiful 1920's Craftsman-Downtown Southern Pines
A modern living room with a white sofa, a wooden coffee table, and a blue rug.

17. Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Downtown Southern Pines
9.8 out of 10, Exceptional, (32 reviews)
"It was perfect, beds extremely comfortable and safe location "
United States
Shane H.
The price is £302
includes taxes & fees
26 Oct - 27 Oct
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
A bedroom with a large bed, two bedside tables with lamps, a nightstand, a dresser, and a window with curtains.

18. Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (60 reviews)
"Cutest little house!"
United States
Aletta W.
The price is £226
includes taxes & fees
2 Nov - 3 Nov
Charming Downtown Cottage
A modern living space with a loft bedroom, kitchen, and dining area.

19. House in the Pines - Tiny Home Near Southern Pines

House in the Pines - Tiny Home Near Southern Pines
Vass
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy! Beat our expectations and then some. 2 mini splits so temperature control can be adjusted in the bedroom and in the living room (we liked that). Felt like home and the area and property are beautiful! Host was extremely responsive and friendly. We had a wonderful experience 👍 Thank you!"
United States
Robert
The price is £193
includes taxes & fees
4 Nov - 5 Nov
House in the Pines - Tiny Home Near Southern Pines
A modern kitchen with wooden cabinets, a granite countertop, a stainless steel refrigerator, and a central island with a blue towel.

20. Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Southern Pines
9.8 out of 10, Exceptional, (12 reviews)
"The host was very accommodating and we had a wonderful stay!The home is lovely and the host thought of everything, we wanted for nothing while we were there.The neighborhood is a great place to walk as is the downtown area!We can’t wait to visit again!"
United States
Michelle B.
The price is £312
includes taxes & fees
26 Oct - 27 Oct
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
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

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

8/10 Good
"The staff were nice and made check-in and out nice and easy. The room was nice and comfy, however the TV was lacking an HDMI port on the side, so no way to use a console or anything to stream your own shows, and the hair dryer had dust residue and rust, but all and all, it was a good stay!"
Carson 4-night trip
Posted 5 hours ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Taylortown

Taylortown Holiday Homes information

Number of reviews
659
Accommodation
322 Holiday Homes
Lowest Price
£110
Highest Price
£345