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Pinehurst Holiday Rentals

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Holiday Rentals in Pinehurst

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great hospitality and very nice place for an overnight or more stay. "
The price is AU$865
includes taxes & fees
4 Aug - 5 Aug
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

Beautiful 1 Bed Condo on Pinehurst Course No.5!

9.8 out of 10, Exceptional, (9)
"Enjoyed our time here!"
The price is AU$436
includes taxes & fees
17 Aug - 18 Aug
Beautiful 1 Bed Condo on Pinehurst Course No.5!

The McCaskill Cottage in the Village of Pinehurst!

10.0 out of 10, Exceptional, (3)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
The price is AU$440
includes taxes & fees
11 Aug - 12 Aug
The McCaskill Cottage in the Village of Pinehurst!

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

9.8 out of 10, Exceptional, (38)
"We had a great time! The house had space for everyone, was nicely updated and close to courses and restaurants. We would stay here again. "
The price is AU$728
includes taxes & fees
20 July - 21 July
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

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 AU$553
includes taxes & fees
3 Aug - 4 Aug
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

9.6 out of 10, Exceptional, (35)
"Property is in the perfect spot for great dining and great golf. House is deceptively larger than it looks from the outside and was extremely clean. This is a great house for a golf trip, minutes from everything. "
The price is AU$695
includes taxes & fees
11 Aug - 12 Aug
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

10.0 out of 10, Exceptional, (7)
"No complaints! House was clean and stocked. Location was pretty central for a golfing weekend. Would stay again for sure!"
The price is AU$692
includes taxes & fees
17 Aug - 18 Aug
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"Excellent location and beautiful home. Very clean and had everything we needed. Would definitely stay again!"
The price is AU$757
includes taxes & fees
12 Aug - 13 Aug
NEW! Pinehurst Eight Sleeps 10!

Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

The price is AU$461
includes taxes & fees
18 July - 19 July
Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

Calming Lake View with Pool Near Pinehurst Resort and Village

8.4 out of 10, Very good, (5)
"Comfortable stay."
The price is AU$543
includes taxes & fees
7 Aug - 8 Aug
Calming Lake View with Pool Near Pinehurst Resort and Village

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

10.0 out of 10, Exceptional, (38)
"Great stay! Excellent location and very cool property with plenty of activities. "
The price is AU$452
includes taxes & fees
5 Aug - 6 Aug
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Private Home in Pinehurst - Super close to the resort and The Village

10.0 out of 10, Exceptional, (5)
"This was a clean house, great stay"
The price is AU$704
includes taxes & fees
14 Aug - 15 Aug
Private Home in Pinehurst - Super close to the resort and The Village

The Tin Cup on Pinehurst #5

9.6 out of 10, Exceptional, (37)
"Host was accommodating as needed and fantastic location"
The price is AU$711
includes taxes & fees
11 Aug - 12 Aug
The Tin Cup on Pinehurst #5

Double Bronze. Fairway home with Golf Cart!

9.6 out of 10, Exceptional, (44)
"Wonderful home in Pinehurst. Would stay again!"
The price is AU$620
includes taxes & fees
12 Aug - 13 Aug
Double Bronze. Fairway home with Golf Cart!

The Mulligan!

9.8 out of 10, Exceptional, (21)
"This house was the perfect location for us visiting family. It’s convenient to all major points of interest and in a safe/quiet area. House is well appointed, clean and has plenty of space. We would definitely stay here again! "
The price is AU$713
includes taxes & fees
11 Aug - 12 Aug
The Mulligan!

Cozy Pinehurst Retreat w/ Wood Burning Fireplace

10.0 out of 10, Exceptional, (1)
"VRBO is always easy. Shannon was a good host and the house was perfect for our stay."
The price is AU$576
includes taxes & fees
23 July - 24 July
Cozy Pinehurst Retreat w/ Wood Burning Fireplace

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

2.0 star property
8.8 out of 10, Excellent, (11)
"Nice place to stay"
The price is AU$375
includes taxes & fees
20 July - 21 July
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Moody Midway - Village Acres! Prime Location!

9.4 out of 10, Exceptional, (11)
"We loved this property as everything we needed was there. Additionally, it was a very nice house. "
The price is AU$755
includes taxes & fees
18 July - 19 July
Moody Midway - Village Acres! Prime Location!

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

10.0 out of 10, Exceptional, (122)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
The price is AU$2,709
includes taxes & fees
27 July - 28 July
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

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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 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room: This highly rated holiday home rental in Pinehurst offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with an arcade/games room and 1 hot tub. Some other top choices in Pinehurst are The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants and Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub.

How many holiday rentals are there in Pinehurst?

With 260 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 Harness Track 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.