Photo by Nikki Benson

Holiday Rentals in Pinehurst

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Pinehurst

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

10.0 out of 10, Exceptional, (108)
"This property offers 3 different lodging options, all beautifully appointed, along with a pool, hot tub, grill and seating of all sorts outdoors. The original cottage is straight from the 1800s with 3BRs, 2.5 BAs, vintage aura and charm. The guest house is cozy with a large bed/full BA, mini kitchen, tv and comfy living space. Even the pool house has a large bed, living space, kitchenette and BA. Ideally sited within 5 min walk to town, on route to Pinehurst Greenway trail. Host was super...
The price is €1,023
includes taxes & fees
18 Feb - 19 Feb
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

Newly Renovated Property.

10.0 out of 10, Exceptional, (99)
"If you’re a golf fanatic this place is perfect. Nestled between 17 green on No 5 and 18 green on No 3 this condo is a golfers’ paradise. 5 min walk to Cradle, Thistle Dhu, main Pinehurst Clubhouse, No 2 & No 4, the Deuce restaurant and more. Inside the condo is golf theme and decor everywhere. The condo the clean, comfortable and perfect for our needs. 4 people total. 2 dads and 2 sons (kids age 12) for a golf trip. Will definitely stay here again."
The price is €283
includes taxes & fees
23 Feb - 24 Feb
Newly Renovated Property.

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

10.0 out of 10, Exceptional, (73)
"Spacious, clean, entertaining well stocked place. We would definitely come back."
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

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

10.0 out of 10, Exceptional, (22)
"Great location and lodging. Will not hesitate to use again!"
The price is €263
includes taxes & fees
18 Feb - 19 Feb
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

Five on 5 | Sleeps 8 | Golf Front | Game Room

10.0 out of 10, Exceptional, (23)
"Great place, with beautiful views. "
Five on 5 | Sleeps 8 | Golf Front | Game Room

Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

9.8 out of 10, Exceptional, (26)
"Great spaces to enjoy throught this unique property. Everything you could want and more for a stay with a large group. SServicancommunication was "
The price is €1,380
includes taxes & fees
18 Feb - 19 Feb
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (76)
"Cannot say enough wonderful things! We were a family group of 10 coming for a graduation. The house was perfect for us! Very clean, cozy, and great location close to good food, beautiful golf, and great to walk in the neighborhood too. The host was very responsive and helpful during the stay. Well stocked kitchen too!!! "
The price is €456
includes taxes & fees
18 Feb - 19 Feb
NEW! Pinehurst Eight Sleeps 10!

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (58)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

Pinehurst Tree House

9.6 out of 10, Exceptional, (104)
"We are familiar with the area so we knew it was a great location. It was a nice property for our daughter’s golf tournaments. "
Pinehurst Tree House

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (188)
"The location of the sweet little house is perfect. It is on a dead end street but also is close enough to walk to many restaurants and parks. It was fully stocked with any cooking item you would need. We had a wonderful Christmas stay. "
Moonshine Cottage - Time to GOLF!

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

10.0 out of 10, Exceptional, (27)
"Nice condo. Well equipped and clean. "
The price is €258
includes taxes & fees
18 Feb - 19 Feb
The Perfect Lie in Pinehurst! A golfer's paradise!

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (69)
"We enjoyed staying at this house, lots of activities for children between pool and ping pong! We hope to stay here again!"
Large House w/ Private pool - perfect for Golfing Groups (12) beds

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (26)
"This property is conveniently located in Pinehurst. It has great amenities, is adorably decorated and just a cozy spot. My husband, daughter and I stayed here for 4 nights. There was "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Pinseeker, a greenside condo on No. 5 - Walk to Pinehurst Clubhouse

9.8 out of 10, Exceptional, (54)
"Definitely will stay here again. Fantastic location close to everything. Very clean unit with nice views of the golf course. Spacious with 2 bedrooms & 2 baths. Very comfortable! "
Pinseeker, a greenside condo on No. 5 - Walk to Pinehurst Clubhouse

Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (42)
"Super great home! Friends from all over the nation including Australia came to support my soldiers “SF” donning. So proud! Your house was even better in person. Pinehurst is great! "
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!

9.6 out of 10, Exceptional, (140)
"Cozy, clean, and conveniently located condo. Great place to relax. Will stay again."
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!

Pinehurst Village Vacation House w/ private pool & (8) beds

10.0 out of 10, Exceptional, (60)
"The house was perfect for our group of 11. There is plenty of parking, and with two entryways makes it less crowded. The bathrooms are in great locations and open. The converted garage is a great location to regroup and relax after a day of golf. "
Pinehurst Village Vacation House w/ private pool & (8) beds

Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

9.4 out of 10, Exceptional, (27)
"This house was a great place for our group. Well located to golf, plenty of beds and good areas for gathering our group together for activities (pool, cards, swimming). 5/5 stars all around!"
Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms

10.0 out of 10, Exceptional, (14)
"Great house for a holiday week with family. Lots of beds and baths, two living rooms, well stocked kitchen, quiet neighborhood, great communication with host. Poker table, darts, board games, tvs provided lots of things to do indoors. Although we didn’t have time this visit, there was a large outdoor yard, screened patio, hot tub, grill, fireplace, etc outside. Great stay. "
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms

Golf front home with 8 beds

9.8 out of 10, Exceptional, (134)
"2nd time we've stayed at this property and once again it was perfect for us. Well furnished and comfortable with 2 separate living areas so the kids could enjoy themselves and the adults could relax. Situated on a beautiful golf course and convenient to Pinehurst and Southern Pines."
Golf front home with 8 beds
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.
Don't see what you're looking for?
See all available properties in Pinehurst
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Pinehurst you may be interested in

Springhill Suites By Marriott Pinehurst Southern Pines

3.0 star property
9.2 out of 10, Wonderful, (41)
"a"
The price is €125
includes taxes & fees
16 Mar - 17 Mar
Springhill Suites By Marriott Pinehurst Southern Pines

Comfort Inn Pinehurst - Southern Pines

2.5 star property
8.4 out of 10, Very good, (853)
"Staff Friendly and Comfortable "
The price is €108
includes taxes & fees
16 Mar - 17 Mar
Comfort Inn Pinehurst - Southern Pines

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

3.0 star property
9.2 out of 10, Wonderful, (716)
"We enjoyed our stay. The complimentary breakfasts were quite good. Service people very helpful. Location is great. If they add electric charging station would be perfect! "
The price is €204
includes taxes & fees
22 Feb - 23 Feb
Homewood Suites by Hilton Olmsted Village (near Pinehurst)
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.

Frequently asked questions

Can I find holiday rentals in Pinehurst?

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

NEW! Pinehurst Eight Sleeps 10!: This highly rated holiday home rental in Pinehurst offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Pinehurst are Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub and 1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12.

How many holiday rentals are there in Pinehurst?

With 275 Expedia holiday rentals, you're guaranteed 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 get outside and enjoy nature. Pinehurst Resort and Pinehurst No. 9 are other places to visit while you're in town.

What are holiday rentals like in Pinehurst?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pinehurst. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.