Photo by Nikki Benson

Holiday Homes in Pinehurst

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Pinehurst

NEW! Pinehurst Eight Sleeps 10!
Interior

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 NZ$817
includes taxes & fees
26 Aug - 27 Aug
NEW! Pinehurst Eight Sleeps 10!
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Exterior

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 NZ$2,085
includes taxes & fees
26 Aug - 27 Aug
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Exterior

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (34)
"Great stay in an amazing location. Description was accurate. The home was clean! Definitely recommend. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Moonshine Cottage - Time to GOLF!
Dining

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (200)
"Close to everything."
Moonshine Cottage - Time to GOLF!
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Fridge, microwave, oven, stovetop

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

10.0 out of 10, Exceptional, (57)
"Perfect for our golf trip. Loved it and will be back."
The price is NZ$568
includes taxes & fees
20 Aug - 21 Aug
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Outdoor dining

Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5

8.0 out of 10, Very good, (7)
"We travel to Pinehurst annually for a golf trip. This year we had 8 of us and this house was perfect for our accommodations."
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Exterior

Pinehurst Golf Retreat, Pool Table, Fire Pit!

10.0 out of 10, Exceptional, (21)
"A skip and a jump from pine hurst. Practically can walk into town…nice place for a short stay."
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
Property grounds

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 NZ$2,316
includes taxes & fees
17 Aug - 18 Aug
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
Pinehurst Vacation House w/ pool & (9) beds
Outdoor pool

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

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

10.0 out of 10, Exceptional, (70)
"Loved the game room, promixty to restaurants"
Pinehurst Village Vacation House w/ private pool & (8) beds
#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger
Exterior

#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger

10.0 out of 10, Exceptional, (44)
"Excellent house very close to everything we needed to do. Definitely will recommend this place to friends."
#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger
Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame
Property grounds

Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame

9.8 out of 10, Exceptional, (15)
"Enjoyed staying here. Great Owner, Great Location --- Really nice beds!"
Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame
Golf front home with 8 beds
Property grounds

Golf front home with 8 beds

9.8 out of 10, Exceptional, (148)
"This is a great property for a guys golf trip or a family vacation. It is also in the perfect location. The host did a great job, and we would definitely stay there again."
Golf front home with 8 beds
Large House w/ Private pool - perfect for Golfing Groups 12 beds
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (84)
"Perfect place for our trip to Pinehurst. Would definitely stay again!"
Large House w/ Private pool - perfect for Golfing Groups 12 beds
The Casement Cottage - Home in the Downtown Pinehurst
Microwave, oven, stovetop, dishwasher

The Casement Cottage - Home in the Downtown Pinehurst

9.8 out of 10, Exceptional, (63)
"We had a great day at the casement cottage. The location is unbelievable. Old house but newly renovated. It was nice. We enjoyed it. We will try to stay again next year."
The Casement Cottage - Home in the Downtown Pinehurst
235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms
Pool

235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

9.2 out of 10, Wonderful, (32)
"Beautiful home right next to a ton of golf courses and on a beautiful lake. "
235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Terrace/patio

Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

9.8 out of 10, Exceptional, (24)
"We stayed at this property for a family wedding and it was perfect! Very spacious, well equipped and attentive host. "
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
4 Bedroom Pinehurst Home with Pool and Hot Tub
Fridge, microwave, oven, stovetop

4 Bedroom Pinehurst Home with Pool and Hot Tub

9.6 out of 10, Exceptional, (48)
"A great property- had everything we needed and we would absolutely stay again! "
4 Bedroom Pinehurst Home with Pool and Hot Tub
Newly updated home near Pinehurst resort & No. 2 clubhouse!
Exterior

Newly updated home near Pinehurst resort & No. 2 clubhouse!

10.0 out of 10, Exceptional, (33)
"House was large, beautiful and spacious! "
Newly updated home near Pinehurst resort & No. 2 clubhouse!
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants
Fridge, microwave, oven, stovetop

The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants

10.0 out of 10, Exceptional, (43)
"Really nice home and location for a long weekend on Pinehurst. "
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pinehurst Hotel Reviews

235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

10/10 Excellent
"Loved the house. Great for a golf trip weekend."
Zachary B. 3-night trip
Posted 2 days ago
235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms