A large white building with a red roof and a dome, surrounded by well-maintained lawns and a large hedge spelling out 'PENINSULA'.

Pinehurst Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Pinehurst vacation rentals

A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

1. Isle of the Pines, 1 mile from The Village of Pinehurst!

Pinehurst

Aaron Z.

$326 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern living room with a fireplace, a dining area, and a sofa.

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

Pinehurst

Angela S.

$268 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern bedroom with a bed, a desk, and a balcony with a chair.

3. The Lucky Lie - Entire Condo in Pinehurst

Pinehurst

Whitney S.

$215 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Pinehurst

James D.

$220 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and a stone tile floor.

5. Lakeside Condo on Pinehurst #5

Pinehurst

Mitchell L.

$254 nightly

Nov 17 - Nov 18

Total with taxes and fees

Drum & Quill Public House with outdoor seating and a brick facade.

6. Newly Renovated Property.

Pinehurst

CRAIG E.

$238 nightly

Dec 7 - Dec 8

Total with taxes and fees

A bathroom with a white sink, gold faucet, and a bottle of lotion.

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

Pinehurst

Britni H.

$175 nightly

Nov 10 - Nov 11

Total with taxes and fees

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.

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

Pinehurst

Launi M.

$227 nightly

Nov 17 - Nov 18

Total with taxes and fees

A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

9. Studio Seven at Pine Valley

Pinehurst

Lauren

$146 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

10. The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst

Kathy B.

$206 nightly

Dec 7 - Dec 8

Total with taxes and fees

A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

11. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Pinehurst

Jay G.

$326 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining area with a view of greenery.

12. COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

Pinehurst

Kendahl M.

$306 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

Pinehurst

Jody W.

$251 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a microwave. There are two bar stools and a breakfast bar with various items on it.

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

Pinehurst

Marc S. B.

$179 nightly

Nov 8 - Nov 9

Total with taxes and fees

A pool area with a stone building, outdoor seating, and a view of trees.

15. Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 Homes

Old Town Pinehurst

Larry W.

$970 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

16. NEW! Pinehurst Eight Sleeps 10!

Pine Hurst

Erik W.

$386 nightly

Nov 16 - Nov 17

Total with taxes and fees

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

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

Pinehurst

Thomas M.

$132 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious living room with a fireplace, a dining area, and a view of the outdoors.

18. The Mulligan!

Pinehurst

James N.

$371 nightly

Nov 9 - Nov 10

Total with taxes and fees

A corner room with a desk, chair, and large windows with blinds.

19. 11 E Pinehurst Manor

Pinehurst

john w.

$216 nightly

Nov 12 - Nov 13

Total with taxes and fees

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.

20. Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Pinehurst

Angela D.

$269 nightly

Dec 1 - Dec 2

Total with taxes and fees

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Find vacation rentals that suit your style

Top Pinehurst Hotel Reviews

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)

Pinehurst

10/10 Excellent

Anonymous traveler

A hotel room with a bed, a desk, a chair, a sofa, a kitchenette with a microwave, and a window.

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Southern Pines

10/10 Excellent

Anonymous traveler

A modern hotel lobby with a central seating area, a bar, and a television screen.

Springhill Suites By Marriott Pinehurst Southern Pines

Pinehurst

10/10 Excellent

Margaret

An indoor swimming pool with clear glass walls, lounge chairs, and a view of greenery outside.

Hampton Inn & Suites Southern Pines-Pinehurst

Aberdeen

10/10 Excellent

Anonymous traveler

A hotel lobby with multiple dining tables and chairs, a fireplace, a television mounted on a stone wall, and a seating area with sofas and armchairs.

Comfort Inn Pinehurst - Southern Pines

Pinehurst

10/10 Excellent

William W.

A large ceramic pot with water in a courtyard, surrounded by brick walls and outdoor seating.

Towneplace Suites Southern Pines Aberdeen

Aberdeen

10/10 Excellent

Jayme

An outdoor seating area with wicker furniture and stone walls.

Hilton Garden Inn Southern Pines Pinehurst, NC

Aberdeen

10/10 Excellent

steven

An outdoor seating area with sofas, tables, and a fire pit.

Courtyard By Marriott Southern Pines Aberdeen

Aberdeen

10/10 Excellent

Kimberly

A spacious living room with a dining area, large windows, and a view of greenery outside.

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

Southern Pines

10/10 Excellent

Anna

A hotel room with a bed, a red armchair, a desk with a lamp, and a window with curtains.

Econo Lodge & Suites Southern Pines - Pinehurst

West Southern Pines

10/10 Excellent

RicHard

A modern living room with a fireplace, leather sofas, and a chandelier.

Carolina Pine Inn

Pinebluff

10/10 Excellent

Penny

A cozy living room with a fireplace, wooden shelves, and leather chairs.

Pine Needles Lodge & Golf Club

Southern Pines

10/10 Excellent

Denise

A hotel room with a bed, a desk, a chair, a sofa, and a bathroom visible through an open door.

Days Inn by Wyndham Biscoe

Biscoe

10/10 Excellent

Millicent

A hotel room with two beds, a desk with a computer, a TV, and a microwave.

Quality Inn Raeford

Raeford

10/10 Excellent

Kim

Find out more about Pinehurst

Everything you need to know about Pinehurst vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pinehurst vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pinehurst vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pinehurst vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pinehurst rentals

At Expedia, we put the best Pinehurst vacation 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 Pinehurst 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 Pinehurst vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pinehurst. 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

Can I find vacation rentals in Pinehurst?

Yes, we give you a choice of vacation rentals in Pinehurst close to World Golf Hall of Fame, or you can select a more secluded option if you're looking for extra privacy while you relax. The shops and restaurants are several reasons why visitors like Pinehurst. Make sure you have time to check out the golf courses and gardens during your trip.

What are some of the best vacation rentals in Pinehurst?

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access: Visitors give good reviews to this Pinehurst vacation home rental, which is located next to a golf course and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Pinehurst are The Casement Cottage - Home in the Downtown Pinehurst and Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 Homes.

How many vacation rentals are there in Pinehurst?

With 243 Expedia vacation rentals, you're sure to find just the right place for your Pinehurst stay.

What can I see and do in Pinehurst?

Pinehurst Lake and Reservoir Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include World Golf Hall of Fame. Pinehurst Resort and Pinehurst No. 9 are other places to visit while you're in town.

What are vacation rentals like in Pinehurst?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Pinehurst. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

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