Holiday Homes in Taylortown

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Find holiday rentals that suit your style

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Apartments
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Condos
Condos

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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
7.8 out of 10, Good, (6 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 €134
includes taxes & fees
17 Nov - 18 Nov
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

2. 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 €135
includes taxes & fees
8 Nov - 9 Nov
Cottage on Ridge- Short & Extended Stays
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

3. 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)
"Great place, great location, great hosts."
United States
Aaron Z.
The price is €341
includes taxes & fees
10 Nov - 11 Nov
Isle of the Pines, 1 mile from The Village of Pinehurst!
A single-story house with a gray exterior, white trim, and a front porch.

4. 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 €153
includes taxes & fees
8 Nov - 9 Nov
Walkable Cottage, Pet Friendly with Fenced Patio
A two-story house with a white exterior, a brick chimney, and a covered porch.

5. 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 €177
includes taxes & fees
8 Nov - 9 Nov
Upstairs at the Estate - Across from SP Golf Club
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

6. 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)
"My husband and I had a wonderful stay in this home. The house had everything we needed and the location was great!"
United States
Kathy B.
The price is €212
includes taxes & fees
7 Dec - 8 Dec
The McCaskill Cottage in the Village of Pinehurst!
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

7. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (2 reviews)
"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 €320
includes taxes & fees
16 Nov - 17 Nov
Polo & Pine Retreat
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

8. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (43 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 €371
includes taxes & fees
9 Nov - 10 Nov
The Mulligan!
Living area

9. 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 €224
includes taxes & fees
7 Nov - 8 Nov
Beautiful 1 Bed Condo on Pinehurst Course No.5!
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.

10. 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 €276
includes taxes & fees
1 Dec - 2 Dec
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

11. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (102 reviews)
"good value for the cost. needed to be cleaner."
United States
Erik W.
The price is €393
includes taxes & fees
16 Nov - 17 Nov
NEW! Pinehurst Eight Sleeps 10!
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (47 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 €124
includes taxes & fees
8 Nov - 9 Nov
Loft Cottage on Ridge<br>? Short & Extended Stays?
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 €204
includes taxes & fees
8 Nov - 9 Nov
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A modern outdoor living area with wicker furniture, a glass coffee table, and a large window offering a view of trees.

14. The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.8 out of 10, Exceptional, (43 reviews)
"Perfect spot for short trip to pinehurst"
United States
Douglas R.
The price is €397
includes taxes & fees
9 Nov - 10 Nov
The Tin Cup on Pinehurst #5
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 €379
includes taxes & fees
9 Nov - 10 Nov
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A covered outdoor patio with a fire pit, seating area, and a grill.

16. 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 €356
includes taxes & fees
7 Dec - 8 Dec
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A bedroom with a large bed, two bedside tables with lamps, a nightstand, a dresser, and a window with curtains.

17. Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (62 reviews)
"Cutest little house!"
United States
Aletta W.
The price is €258
includes taxes & fees
8 Nov - 9 Nov
Charming Downtown Cottage
A two-story house with a porch, a white picket fence, and a small garden with pink flowers.

18. 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 €267
includes taxes & fees
16 Nov - 17 Nov
Beautiful 1920's Craftsman-Downtown Southern Pines
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 €210
includes taxes & fees
16 Nov - 17 Nov
House in the Pines - Tiny Home Near Southern Pines
A modern living room with a white sofa, a wooden coffee table, and a blue rug.

20. 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 €348
includes taxes & fees
8 Nov - 9 Nov
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
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 reviews in Taylortown

A spacious kitchen with dark wooden cabinets, a marble island, and a central island with a sink. There are multiple pendant lights and a large window providing natural light.
Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Homewood Suites by Hilton Olmsted Village (near Pinehurst)
Pinehurst

8/10 Good

whether was amazing, a paradise for Golfer.
Ireland
Anonymous traveller
Reviewed August 17, 2019
Homewood Suites by Hilton Olmsted Village (near Pinehurst)