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Ashley Heights Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Ashley Heights holiday rentals

A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

1. 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 AU$248
includes taxes & fees
21 Oct - 22 Oct
Cottage on Ridge- Short & Extended Stays
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

2. 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, (79 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 AU$235
includes taxes & fees
5 Oct - 6 Oct
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.

3. 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 AU$259
includes taxes & fees
7 Oct - 8 Oct
Walkable Cottage, Pet Friendly with Fenced Patio
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

4. 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, (53 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is AU$389
includes taxes & fees
5 Oct - 6 Oct
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A modern bedroom with a bed, a desk, and a balcony with a chair.

5. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (65 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is AU$384
includes taxes & fees
2 Nov - 3 Nov
The Lucky Lie - Entire Condo in Pinehurst
A two-story house with a white exterior, a brick chimney, and a covered porch.

6. 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, (47 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is AU$299
includes taxes & fees
5 Oct - 6 Oct
Upstairs at the Estate - Across from SP Golf Club
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

7. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Lauren
The price is AU$270
includes taxes & fees
5 Oct - 6 Oct
Studio Seven at Pine Valley
Interior

8. 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, (11 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is AU$558
includes taxes & fees
5 Oct - 6 Oct
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A house with a front porch, steps leading to a green door, and a welcome mat.

9. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (19 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 AU$324
includes taxes & fees
5 Oct - 6 Oct
The Cottage at Knollwood Manor
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

10. 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, (54 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is AU$319
includes taxes & fees
26 Oct - 27 Oct
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (42 reviews)
"The loft cottage was perfect for my visit with children's families in the area. It provided an quiet off the street place to sleep and recover from full days with grandchildren. I especially enjoyed the small second floor deck in the trees for morning coffee. I hope to stay there again when in the area!"
United States
Ted D.
The price is AU$220
includes taxes & fees
2 Nov - 3 Nov
Loft Cottage on Ridge<br>? Short & Extended Stays?
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

12. 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 AU$410
includes taxes & fees
6 Oct - 7 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

13. 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, (19 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is AU$465
includes taxes & fees
15 Oct - 16 Oct
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
A modern kitchen with a stainless steel refrigerator, white cabinetry, and a marble countertop.

14. 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, (68 reviews)
"Great location and plenty of room for the two of us. Dog friendly neighborhood and very walkable. Nice work area off the dining room. Kitchen was stocked pretty well from a dishes/pans/glasses perspective. The only issues were: no hangers in any of the closets, no hair dryer, and the floors were really dirty (ruined a couple pairs of socks) so needed to wear shoes all the time."
United States
sheri m.
The price is AU$300
includes taxes & fees
13 Oct - 14 Oct
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
A lake with houses and a dock.

15. 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, (110 reviews)
"Great place to stay!"
United States
Jody W.
The price is AU$454
includes taxes & fees
1 Nov - 2 Nov
Stunning Lake front views in Pinehurst with a pool!
A modern kitchen with a dining area, a flat-screen TV, and a coffee maker.

16. 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, (93 reviews)
"I would highly recommend staying here when visiting Pinehurst and Southern Pines. It was one of the best VRBO experiences we have enjoyed."
United States
Jenny I.
The price is AU$320
includes taxes & fees
7 Oct - 8 Oct
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

17. 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, (21 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AU$372
includes taxes & fees
5 Oct - 6 Oct
The McCaskill Cottage in the Village of Pinehurst!
A dining area with a wooden table and chairs, a hanging light fixture, and wall-mounted artwork.

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

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Chris F.
The price is AU$381
includes taxes & fees
5 Oct - 6 Oct
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

19. 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, (78 reviews)
"Wonderful stay and great experience with our host!"
United States
Matthew D.
The price is AU$424
includes taxes & fees
5 Oct - 6 Oct
The Perfect Lie in Pinehurst! A golfer's paradise!
A wooden chair facing a glass door with a view of trees.

20. Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
Pinehurst
10.0 out of 10, Exceptional, (9 reviews)
"We had a wedding in town and this place was a perfect stay. Had everything we needed. Super clean and lovely. Will stay here again when we come visit family."
United States
Sam T.
The price is AU$371
includes taxes & fees
6 Oct - 7 Oct
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
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

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

8/10 Good
"Very friendly staff and comfortable beds."
Pamela 1-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Ashley Heights

Everything you need to know about Ashley Heights holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashley Heights holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashley Heights holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashley Heights holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashley Heights. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashley Heights holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashley Heights holiday rentals we have selected for you start as low as AU$145 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashley Heights rentals

At Expedia, we put the best Ashley Heights holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashley Heights rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashley Heights holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashley Heights. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access: This holiday home rental outside of Ashley Heights is located next to a golf course, and has a fireplace, a patio and a BBQ to put you at ease 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. Kick off your shoes and enjoy yourself 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 World Golf Hall of Fame, or get outside and enjoy nature at Pinehurst Lake. In the wider area, you’ll find Carolina Horse Park and Mid Pines 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.