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Ashley Heights Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Ashley Heights vacation rentals

Interior

1. Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Raeford
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is AED 357
AED 1,436 total
includes taxes & fees
16 Aug - 17 Aug
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
TV

2. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (49 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is AED 320
AED 661 total
includes taxes & fees
17 Aug - 18 Aug
Cottage on Ridge- Short & Extended Stays
Exterior detail

3. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (18 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 AED 323
AED 776 total
includes taxes & fees
18 Aug - 19 Aug
The Cottage at Knollwood Manor
Exterior

4. 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, (45 reviews)
"We had a great stay. The beds were super comfortable, the condo was in a great location and check in and check out were seamless. We will be back! "
United States
Matea S.
The price is AED 437
AED 887 total
includes taxes & fees
13 Sep - 14 Sep
Upstairs at the Estate - Across from SP Golf Club
Desk, iron/ironing board, WiFi (free), bed sheets

5. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (63 reviews)
"Clean and comfortable. Hosts were very helpful and friendly. Will definitely stay here again"
United States
Andrew
The price is AED 331
AED 975 total
includes taxes & fees
16 Aug - 17 Aug
The Lucky Lie - Entire Condo in Pinehurst
Coffee/tea maker, fridge, microwave, oven

6. 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
9.8 out of 10, Exceptional, (49 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is AED 310
AED 757 total
includes taxes & fees
17 Aug - 18 Aug
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Dining

7. 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, (18 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is AED 301
AED 1,220 total
includes taxes & fees
16 Aug - 17 Aug
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Smart TV, fireplace

8. Putt in the Pines 3BD 2 BA Charming Quiet Home

Putt in the Pines 3BD 2 BA Charming Quiet Home
Aberdeen
9.6 out of 10, Exceptional, (23 reviews)
"Great location, clean house"
United States
Kirsten L.
The price is AED 476
AED 1,376 total
includes taxes & fees
16 Aug - 17 Aug
Putt in the Pines 3BD 2 BA Charming Quiet Home
Exterior

9. 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)
"We loved our stay. The place was clean and had everything we needed to rest and enjoy a night away. "
United States
M T.
The price is AED 296
AED 605 total
includes taxes & fees
17 Aug - 18 Aug
Walkable Cottage, Pet Friendly with Fenced Patio
Dining

10. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (75 reviews)
"Great location"
United States
Andrew H.
The price is AED 370
AED 954 total
includes taxes & fees
17 Aug - 18 Aug
The Perfect Lie in Pinehurst! A golfer's paradise!
Interior

11. 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Pinehurst
8.8 out of 10, Excellent, (63 reviews)
"Great stay!"
United States
Anonymous traveler
The price is AED 316
AED 772 total
includes taxes & fees
26 Aug - 27 Aug
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Dining

12. 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, (51 reviews)
"Stayed here multiple times, will continue to return"
United States
Angela D.
The price is AED 349
AED 963 total
includes taxes & fees
17 Aug - 18 Aug
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Private kitchen

13. 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, (19 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AED 262
AED 931 total
includes taxes & fees
17 Aug - 18 Aug
The McCaskill Cottage in the Village of Pinehurst!
Dining

14. The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (22 reviews)
"Great stay!"
United States
Chris F.
The price is AED 331
AED 975 total
includes taxes & fees
16 Aug - 17 Aug
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Interior

15. 11 E Pinehurst Manor

11 E Pinehurst Manor
Pinehurst
9.4 out of 10, Exceptional, (56 reviews)
"Nice place "
United States
john w.
The price is AED 349
AED 815 total
includes taxes & fees
15 Aug - 16 Aug
11 E Pinehurst Manor
Exterior

16. Calming Lake View with Pool Near Pinehurst Resort and Village

Calming Lake View with Pool Near Pinehurst Resort and Village
Pinehurst
8.8 out of 10, Excellent, (6 reviews)
"Comfortable stay."
United States
Anonymous traveler
The price is AED 331
AED 1,133 total
includes taxes & fees
25 Aug - 26 Aug
Calming Lake View with Pool Near Pinehurst Resort and Village
WiFi (free), bed sheets

17. 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, (76 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 AED 239
AED 560 total
includes taxes & fees
20 Aug - 21 Aug
Located in # 6 golf community, close to First Health Moore Regional Hospital.
1 bedroom, desk, iron/ironing board, WiFi (free)

18. To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (89 reviews)
"This property was just what we needed for a quick getaway to Pinehurst. The host made everything easy! Would stay here again!"
United States
Jack K.
The price is AED 312
AED 760 total
includes taxes & fees
31 Aug - 1 Sep
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Interior

19. 2 Minute Walk to #2

2 Minute Walk to #2
Pinehurst
9.4 out of 10, Exceptional, (6 reviews)
"2nd stay here. Went smooth and great for a golf trip. Would stay again. "
United States
Brandon W.
The price is AED 279
AED 1,067 total
includes taxes & fees
21 Aug - 22 Aug
2 Minute Walk to #2
Living area

20. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (8 reviews)
"Great stay"
United States
Lauren
The price is AED 159
AED 677 total
includes taxes & fees
25 Aug - 26 Aug
Studio Seven at Pine Valley
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 Ashley Heights Hotel Reviews

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

10/10 Excellent
"Clean"
Karen 3-night trip
Posted 3 hours ago
Holiday Inn Express Hotel & Suites Southern Pines by IHG

Frequently asked questions

Are there vacation rentals in Ashley Heights?

Yes, we offer vacation rentals near well known sights in Ashley Heights, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Ashley Heights has to offer?

Lakefront home in a Gated Community, 10 miles from Pinehurst Village: This vacation home rental near Ashley Heights is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Ashley Heights?

While exploring the area, visit family-friendly sights like Hillcrest Park, or get outside and enjoy nature at Pinehurst Lake. In the larger area, you’ll find Carolina Horse Park and Southern Pines Golf Club.

What’s a vacation rental in Ashley Heights like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Ashley Heights. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.