Taylortown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Taylortown vacation rentals

A wooden kitchen shelf with plates, bowls, and utensils.

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

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
8.0 out of 10, Very good, (7 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 ￥13,958
￥21,554 total
includes taxes & fees
Nov 17 - Nov 18
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
A private swimming pool with a fenced area, surrounded by lush greenery and red flowers.

2. Stunning Lake front views in Pinehurst with a pool!

Stunning Lake front views in Pinehurst with a pool!
Pinehurst
10.0 out of 10, Exceptional, (114 reviews)
"Great place to stay!"
United States
Jody W.
The price is ￥19,986
￥49,147 total
includes taxes & fees
Dec 3 - Dec 4
Stunning Lake front views in Pinehurst with a pool!
A covered outdoor seating area with wicker furniture and a stone pillar.

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, (38 reviews)
"Great place, great location, great hosts."
United States
Aaron Z.
The price is ￥12,511
￥61,835 total
includes taxes & fees
Nov 19 - Nov 20
Isle of the Pines, 1 mile from The Village of Pinehurst!
An outdoor patio with a wooden table, chairs, and a potted plant.

4. NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn
Pinehurst
10.0 out of 10, Exceptional, (21 reviews)
"This place was absolutely amazing. I would definitely stay here again. Very clean and comfortable quiet and the location couldn’t have been better."
United States
Angela S.
The price is ￥20,690
￥49,939 total
includes taxes & fees
Nov 15 - Nov 16
NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn
A golf course with wooden chairs and a flagstick.

5. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.4 out of 10, Exceptional, (20 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is ￥21,481
￥60,769 total
includes taxes & fees
Nov 14 - Nov 15
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
A wooden gate with a sign reading 'WELCOME GUEST PARKING' and a 'SONNE GARTEN' sign above it.

6. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (81 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
The price is ￥10,873
￥24,392 total
includes taxes & fees
Nov 15 - Nov 16
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A single-story house with a gray exterior, white trim, and a front porch.

7. 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 ￥14,839
￥27,079 total
includes taxes & fees
Nov 15 - Nov 16
Walkable Cottage, Pet Friendly with Fenced Patio
A balcony with a table and two chairs, a view of trees, and a wooden railing.

8. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is ￥15,190
￥40,833 total
includes taxes & fees
Nov 15 - Nov 16
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A spiral staircase leading to a door with a metal grid, surrounded by a stone-tiled patio and a brick baseboard.

9. 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, (50 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is ￥13,751
￥30,560 total
includes taxes & fees
Nov 16 - Nov 17
Upstairs at the Estate - Across from SP Golf Club
A kitchen with white cabinets, a coffee maker, and a tiled backsplash.

10. Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (66 reviews)
"We loved this spot. Great location and great host! Highly recommend"
United States
Mitchell L.
The price is ￥17,268
￥45,351 total
includes taxes & fees
Nov 15 - Nov 16
Lakeside Condo on Pinehurst #5
A modern kitchen with a central island, a coffee station, and a dining area with a wooden table and chairs.

11. 3BD Spacious Pinehurst Retreat. Pool & Arcade Games. Near Resort & Fair Barn.

3BD Spacious Pinehurst Retreat. Pool & Arcade Games. Near Resort & Fair Barn.
Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Unit was very clean and had everything we needed and more! The pool was great too! We definitely enjoyed our time there!"
United States
nancy t.
The price is ￥22,842
￥57,429 total
includes taxes & fees
Dec 14 - Dec 15
3BD Spacious Pinehurst Retreat. Pool & Arcade Games. Near Resort & Fair Barn.
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

12. 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 ￥12,631
￥25,464 total
includes taxes & fees
Nov 15 - Nov 16
Cottage on Ridge- Short & Extended Stays
A modern bedroom with a bed, a desk, and a balcony with a chair.

13. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (66 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is ￥14,379
￥40,080 total
includes taxes & fees
Nov 17 - Nov 18
The Lucky Lie - Entire Condo in Pinehurst
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

14. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (58 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is ￥15,178
￥33,222 total
includes taxes & fees
Nov 18 - Nov 19
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A two-story building with a sign reading "The Spa at Pinehurst."

15. Fairway Condo Walk to Village | King Bed

Fairway Condo Walk to Village | King Bed
Pinehurst
9.8 out of 10, Exceptional, (15 reviews)
"Our second stay and just as lovely as the first!"
United States
Christi M.
Fairway Condo Walk to Village | King Bed
A wooden deck with wicker furniture and a glass table.

16. 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.
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A spacious room with a large window, white cabinetry, a wooden desk, and a patterned rug.

17. 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 Tin Cup on Pinehurst #5
A statue of two men in period clothing, a plaque, and a vehicle in the background.

18. Newly Renovated Property.

Newly Renovated Property.
Pinehurst
10.0 out of 10, Exceptional, (158 reviews)
"Incredible location and value. Would recommend this property to anyone looking to visit Pinehurst"
United States
CRAIG E.
The price is ￥20,146
￥43,183 total
includes taxes & fees
Nov 16 - Nov 17
Newly Renovated Property.
A two-story building with a balcony and a staircase leading to the entrance.

19. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Lauren
The price is ￥5,596
￥26,559 total
includes taxes & fees
Nov 15 - Nov 16
Studio Seven at Pine Valley
A house with a front porch, steps leading to a green door, and a welcome mat.

20. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
10.0 out of 10, Exceptional, (21 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
The price is ￥15,817
￥33,943 total
includes taxes & fees
Nov 15 - Nov 16
The Cottage at Knollwood Manor
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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Find vacation rentals that suit your style

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Top Taylortown Hotel Reviews

An outdoor seating area with wicker furniture and stone walls.
Hilton Garden Inn Southern Pines Pinehurst, NC

Hilton Garden Inn Southern Pines Pinehurst, NC

Hilton Garden Inn Southern Pines Pinehurst, NC
Aberdeen

10/10 Excellent

Great stay
United States
steven
Reviewed October 15, 2026
Hilton Garden Inn Southern Pines Pinehurst, NC

Find out more about Taylortown

Search for holiday rentals in Taylortown on Expedia! You can easily find your home rentals, villas, holiday apartments in Taylortown using one of the methods below:

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Frequently Asked Questions

Can I find vacation rentals in Taylortown?

Yes, we have vacation rentals near well known points of interest in Taylortown, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in Taylortown?

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst: This Taylortown vacation home rental offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Taylortown?

Explore the area and family-friendly sights such as World Golf Hall of Fame, or get out into nature at a spot like Pinehurst Lake. Pinehurst Resort and Pinehurst No. 9 are a couple of places you'll find in the larger area.

What’s a vacation rental in Taylortown like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Taylortown. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.