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Top Holiday Rentals in Ashley Heights

Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

10.0 out of 10, Exceptional, (56)
"This was our third time staying at Mr Henry’s cabin and once again it was fabulous. So clean and everything ready for us. True rustic meets modern cabin. We love it and will be back soon. "
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

10.0 out of 10, Exceptional, (4)
"Great place and even better host! "
The price is £950
includes taxes & fees
18 Aug - 19 Aug
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"This was a perfect place for 6 friends to spend time together without any distractions. The house was fully stocked and the walking paths were a great hit! Wonderful stay. "
The price is £358
includes taxes & fees
20 Aug - 21 Aug
NEW! Pinehurst Eight Sleeps 10!

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (189)
"Super nice property , quiet close to Pinehurst golf ! "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (33)
"Great house for a buddies golf trip. Plenty of beds, huge tv to watch sports. Ideal location on Pinehurst #5. Would stay here again. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

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

10.0 out of 10, Exceptional, (58)
"The property was so clean and had so baby thoughtful touches. The kitchen was well stocked to make simple meals. The air-conditioning and fan made it a cool retreat in the unbreable heat! "
The price is £149
includes taxes & fees
24 Aug - 25 Aug
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

10.0 out of 10, Exceptional, (43)
"We enjoyed a week long vacation with our pups. Our local contact was very responsive and helpful during arrival and check-out. Convenient location and comfortable furnishings with everything we needed for a great stay! "
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Newly Renovated Property.

10.0 out of 10, Exceptional, (119)
"nice clean place excellent location and view stayed there at least 3 times "
The price is £219
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated Property.

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (20)
"Great location, quiet building, easy instructions, clean and updated, comfortable beds and plenty of space. As advertised. Would stay again. "
The price is £213
includes taxes & fees
12 Aug - 13 Aug
Lakeside Condo on Pinehurst #5

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Would definitely stay again! Very nice, clean and great location!"
The price is £127
includes taxes & fees
13 Aug - 14 Aug
Cottage on Ridge- Short & Extended Stays

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

10.0 out of 10, Exceptional, (18)
"This is the only place I will stay in the Pinehurst area. Owners were dynamite!"
The Barn @ Fairway Farm - 5 miles to Pinehurst CC

The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

10.0 out of 10, Exceptional, (36)
"Had a great time staying here. Played No. 3 and No. 1 then hung out at the cradle for a few drinks and then just walked back. Top notch location."
The price is £209
includes taxes & fees
11 Aug - 12 Aug
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

136 Lakeview - 2 bed/2 bath condo with access to the community pool!

9.4 out of 10, Exceptional, (70)
"Wonderful Condo.Really enjoyed our stay."
136 Lakeview - 2 bed/2 bath condo with access to the community pool!

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (123)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
The price is £1,050
includes taxes & fees
12 Aug - 13 Aug
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (141)
"Excellent stay for a friend's wedding with 8 adults. Plenty of beds as the place is set up for big groups/golf trips. Pool and chairs and outdoor bar were all excellent. Very responsive and helpful hosts."
Pinehurst Vacation House w/ pool & (9) beds

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (137)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
9.8 out of 10, Exceptional, (6)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (20)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
The price is £261
includes taxes & fees
7 Sept - 8 Sept
Cypress Creek golf retreat. Pool and minutes from downtown!
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

Frequently asked questions

Are there holiday rentals in Ashley Heights?

Yes, there are holiday rentals close to the most popular sights in Ashley Heights, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ashley Heights has to offer?

Historic Cottage with Private Pool, Firepit, EV Charging Walk to Village: This holiday home rental outside of Ashley Heights offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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

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

What’s a holiday rental in Ashley Heights like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ashley Heights. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family getaway.